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There’s something special about Cape Cod in June. The air is fresh, the beaches are calling, and the summer buzz is just getting started. Whether you’re a local planning weekend outings or a visitor looking to make the most of your trip, June is packed with events that showcase the Cape’s charm, creativity, and fun-loving spirit.

From pirates to pride celebrations and arts festivals to antique car shows, there’s no shortage of memorable moments waiting to happen. Here’s a round-up of the top June events on Cape Cod you won’t want to miss.

Provincetown Pride Celebration

If you’re looking for a celebration full of color, inclusivity, and high energy, Provincetown Pride Weekend is it. Provincetown has long been known as one of the most welcoming and vibrant LGBTQ+ communities in the country, and Pride weekend is a true reflection of that spirit.

Expect parades, dance parties, art shows, drag performances, community gatherings, and more spread across multiple venues in one of Cape Cod’s most iconic towns. Whether you’re a part of the LGBTQ+ community or an ally, this weekend is about celebration, love, and connection. It’s one of those events on Cape Cod where the energy is contagious and the memories last long after your vacation ends.

Cape Cod Pirate Festival

Get ready to channel your inner pirate because Cape Cod Pirate Festival is back for its fifth year, and it’s better than ever. Held on the site of the old Yarmouth Drive-In, this two-weekend festival is full of themed fun: costume contests, live music, pirate skits, sword-fighting demonstrations, a bustling marketplace, and plenty of food and drink to keep your ship well-stocked.

It’s perfect for families, groups, or anyone who enjoys a little fantasy with their summer fun. Don your best pirate gear, grab a turkey leg, and say “Arrhh!” a few times.

Cape Cod pirate festivals

Father’s Day Car Show in Hyannis

For a classic New England Father’s Day experience, head to Main Street in Hyannis for the annual Father’s Day Car Show. Hundreds of antique and collector cars line the street, showcasing every make, model, and era you can think of.

But it’s more than just a car show. There’s an arts and crafts fair, food trucks and vendors, live music at the bandstand, and all the charm that downtown Hyannis is known for. It’s a great event for the whole family and a fun way to celebrate Dad with a mix of nostalgia and summer sunshine.

Arts Alive Festival in Falmouth

Cape Cod has always been a haven for artists, and the Arts Alive Festival in Falmouth puts that creativity front and center. Hosted by ArtsFalmouth, this free three-day event features live music, theater, dance, and performances of all kinds, along with artist exhibits, craft vendors, food stalls, and activities for kids.

From talented painters and musicians to handmade goods and interactive art experiences, the festival is a great way to soak in the culture of the Upper Cape. It’s walkable, family-friendly, and has just the right mix of relaxed energy and artistic flair.

Book Your Summer Rental with NEVR

There’s no better way to experience Cape Cod than by staying in a vacation rental that feels like home. That’s where New England Vacation Rentals (NEVR) comes in. We’re Cape Cod locals who live here, raise our families here, and truly know the area. That means we can match you with the home in the right spot, whether you want to be near the beach, tucked in a quiet village, or right in town for all the summer action.

From luxury vacation rental homes on Cape Cod to quaint beach cottages, we’ve got something for every style and budget. Planning a family reunion, a girls’ weekend, or a golf getaway? We have larger homes that can accommodate your whole crew, plus amenities like private pools, pet-friendly yards, and ocean views. You’ll find our rentals in top Cape Cod spots like Chatham, Harwich, Brewster, Orleans, Hyannis, Eastham, Truro, Provincetown, and more.

And when you book with NEVR, you’re getting real people, not a call center. We’ll help you every step of the way, from booking the perfect house to sharing insider tips about local events on Cape Cod, restaurants, and hidden gems you won’t find online.

Make June Your Month to Explore the Cape

With events ranging from wild pirate weekends to pride celebrations, classic car shows, and arts festivals, Cape Cod in June is as lively as it is beautiful. Add in stunning beaches, seafood shacks, and unbeatable weather, and you’ve got the recipe for a memorable start to summer.

Book your Cape Cod vacation rental with NEVR today and get ready to experience June the way it was meant to be!

As spring blossoms across Cape Cod, April brings a fresh wave of exciting events, blending the region’s coastal charm with vibrant local traditions. From food festivals to endurance races, live jazz to floral celebrations, there’s something for everyone to enjoy as the Cape shakes off winter and welcomes warmer days. Whether you’re planning a family vacation, a romantic getaway, or a friends’ trip, April in Cape Cod is packed with activities that showcase the best of the region.

Book Our Spring Rentals Today!

Cape Cod Awesome Chili Challenge 2025

Kick off the month with some serious flavor at the Cape Cod AWESOME CHILI CHALLENGE 2025, happening on Saturday, April 12, at the beautiful Popponesset Inn, right on the beach. From 12 PM to 5 PM, this event is all about bold flavors, good vibes, and a lively atmosphere that brings together food lovers from all over.

Picture this: an afternoon filled with the spicy, savory aroma of chili wafting through the ocean breeze. It’s an all-you-can-eat chili extravaganza, where local chefs and chili enthusiasts put their best recipes to the test. Whether you like it mild, smoky, or with a fiery kick, there’s something here for every chili lover.

But it’s not just about the food. The event features live music by the GRAB BROTHERS, adding a high-energy soundtrack to the festivities. Pair your chili with specialty drinks available at the bar, and you’ve got the perfect recipe for an unforgettable afternoon. Tickets sell out fast, so make sure to grab yours early and get ready for a rowdy, fun-filled day on the Cape.

April Jazz Jam Cape Cod

If you’re a music enthusiast or just appreciate the smooth sounds of live jazz, you won’t want to miss the April Jazz Jam Cape Cod on Sunday, April 20, from 12 PM to 2:30 PM. This monthly event has been a Cape Cod staple since 2006, providing a stage for both professional and student musicians to come together and celebrate the timeless art of jazz.

Hosted by talented musicians Fred Boyle (piano), Ron Ormsby (bass), and Bart Weisman (drums), the Jazz Jam invites performers of all levels to join in and play jazz standards. The result is a dynamic, ever-changing setlist filled with spontaneous collaborations and creative energy.

Whether you’re there to perform or simply to listen, the Jazz Jam offers an intimate, welcoming atmosphere where the love of music takes center stage. It’s the perfect way to spend a Sunday afternoon, surrounded by the soulful sounds of Cape Cod’s vibrant jazz community.

Annual Daffodil Festival

Spring wouldn’t be complete without the Annual Daffodil Festival, happening on April 24 in Nantucket. Although technically off the Cape, this iconic festival is well worth the ferry ride and has become a beloved tradition that celebrates the arrival of spring in the most colorful way imaginable.

Decades after its inception, the Daffodil Festival has grown into a full-blown celebration featuring art shows, pet parades, tours, exhibitions, contests, and lectures. The centerpiece of the festival is the Nantucket Garden Club’s Annual Daffodil Flower Show, where thousands of vibrant blooms are on display, showcasing the beauty of spring in all its glory.

It’s a family-friendly event with something for everyone, from kids decorating bikes and wagons to adults enjoying scenic picnics surrounded by fields of daffodils.

Cape Cod Activities in April

10th Annual RUCK4HIT

For those looking for an adrenaline-pumping experience or to support a great cause, the 10th Annual RUCK4HIT is happening from April 25–26, starting and finishing at the Cape Cod Fairgrounds in Falmouth. This epic 200+ mile relay race spans over 30 hours, covering every town on Cape Cod, all in support of Heroes In Transition (HIT), an organization dedicated to helping veterans, service members, and military families.

Teams of seven runners and two drivers take on this grueling course, passing through 70 exchange points as they ruck (run while carrying weighted backpacks) from Falmouth to Provincetown and back. It’s an event that demands physical endurance, mental toughness, and a strong sense of camaraderie.

Even if you’re not racing, the event offers plenty of ways to get involved. Spectators, volunteers, and sponsors are encouraged to join the fun, cheer on participants, and support the cause. The energy is contagious, with communities along the route coming together to celebrate the runners’ dedication and the important mission behind the event.

Book Your April Stay with New England Vacation Rentals

With so many exciting events happening this April, there’s no better time to plan your Cape Cod getaway. When it comes to finding the perfect place to stay, New England Vacation Rentals has you covered. We offer a wide range of vacation homes across Cape Cod, including Chatham, Harwich, Brewster, Orleans, Hyannis, Eastham, Truro, Dennisport, Centerville, West Barnstable, Provincetown, and West Yarmouth.

Whether you’re looking for a luxury waterfront property, a quaint beach cottage, or a pet-friendly rental, we have the ideal home for your vacation. Our properties feature amenities like private pools, fully equipped kitchens, and plenty of space for groups both large and small.

Ready for Your Spring Getaway?

Book your stay with New England Vacation Rentals today and make your April trip to Cape Cod one to remember. With beautiful homes, incredible events, and the stunning backdrop of the Cape, your perfect spring getaway is just around the corner!

Cape Cod transforms into a winter wonderland during the holiday season, with festive light displays, seasonal events, and plenty of local charm to enjoy. Whether you’re a visitor or a local, exploring Christmas lights and displays is one of the best ways to get into the holiday spirit. If you’re planning a holiday trip to Cape Cod this year, here are a few must-see events and places to visit that will make your Christmas in Cape Cod unforgettable.

Book Our Christmas Rentals Here!

Annual Lighting of the Pilgrim Monument

The Annual Lighting of the Pilgrim Monument in Provincetown is one of Cape Cod’s most cherished holiday traditions. This year, the event takes place in person on November 11th, commemorating the day in 1620 when the Mayflower Pilgrims first landed in the New World and dropped anchor in Provincetown Harbor. Not only does this lighting ceremony honor an important historical event, but it also serves as a beloved kickoff to the holiday season for locals and visitors alike.

Before the lighting of the monument, you can attend a special ticketed event featuring local food and drinks. This pre-lighting gathering is a great opportunity to mingle with other attendees and secure the perfect spot on the lawn to view the ceremony. Once the monument is lit, it shines brightly throughout the holiday season, becoming a symbol of hope and celebration.

Gardens Aglow at Heritage Museums & Gardens

Gardens Aglow at Heritage Museums & Gardens in Sandwich is another iconic holiday event that has become a treasured tradition for Cape Cod locals and visitors. This annual event features stunning light displays spread throughout the gardens, creating a festive, magical atmosphere that delights guests of all ages.

As you stroll through the beautifully illuminated gardens, you’ll be surrounded by sparkling lights, holiday-themed decorations, and seasonal music. The warm glow of the lights transforms the outdoor spaces into an enchanting wonderland, perfect for a peaceful evening walk or a family outing. Gardens Aglow also offers fun activities such as marshmallow roasting, festive treats, and a visit with Santa, making it great for families with young children.

Explore Local Neighborhoods

One of the most charming ways to experience the holidays on Cape Cod is by exploring local neighborhoods to see how residents decorate their homes for the season. Many Cape Cod towns and villages take great pride in their holiday displays, and certain neighborhoods are known for going all out when it comes to Christmas lights.

In Sandwich, you’ll find homes beautifully decorated with twinkling lights, wreaths, and festive décor that transform the quiet streets into a winter wonderland. Chatham, a picturesque town that already exudes holiday charm, features several neighborhoods where residents showcase their holiday spirit with impressive light displays.

Provincetown is another great spot to check out for neighborhood light displays. Known for its vibrant and artistic community, Provincetown’s residents bring a unique flair to their holiday decorations. Whether you’re walking through town or driving along the streets, you’re sure to spot homes with whimsical lights and decorations.

Exploring local neighborhoods is a fun and relaxed way to enjoy the beauty of Cape Cod during the holidays. You don’t need a ticket or reservation, just hop in the car or take a walk and let the festive displays guide you.

Your Coastal Oasis Awaits

After a day filled with holiday lights and festive events, there’s nothing better than returning to a cozy vacation rental where you can relax and unwind. New England Vacation Rentals offers a wide variety of properties across Cape Cod, making it easy to find the perfect home for your holiday getaway.

Our vacation rentals are located in some of the most desirable Cape Cod towns, including Chatham, Harwich, Brewster, Orleans, Hyannis, and more. Whether you’re looking for a property with a private pool, a hot tub, pet-friendly options, or even a beachfront location, we have a home that’s just right for you.

Whether you’re traveling with a small group or planning a large family gathering, our rentals offer the space and comfort you need to make your holiday stay extra special. Many of our homes feature stunning views, modern amenities, and easy access to all the holiday events and attractions Cape Cod has to offer. Your perfect holiday retreat awaits, and we’re here to help you find it.

Experience Cape Cod’s Holiday Magic

Cape Cod is a truly magical place to spend the holiday season, with so much to see and do. From the Annual Lighting of the Pilgrim Monument to Gardens Aglow and the charming neighborhood displays, there’s no shortage of ways to celebrate and enjoy the festive atmosphere. Book your stay with New England Vacation Rentals for a weekly or long-term stay today and make this holiday season one to remember. Happy holidays!

Fall has painted Cape Cod with breathtaking hues of red, orange, and gold, and the region is buzzing with excitement. As the crisp autumn air rolls in, so do a plethora of fantastic events. From vibrant festivals celebrating local culture to cozy gatherings showcasing the region’s charm, Cape Cod offers an unforgettable fall experience. Get ready to indulge in the magic of the season as we unveil the best fall events on Cape Cod to make your getaway spectacular.

Book Our Fall Rentals Here!

Fall in Love with Cape Cod Courtesy of These Autumn Events

Cape Cod in autumn transforms into a breathtaking canvas of fiery reds, golden yellows, and burnt oranges. As the summer crowds dissipate, the Cape reveals its quieter, more intimate charm. This period of the year is the perfect time to explore the region’s hidden gems and indulge in the local culture. Fall on Cape Cod is a symphony of flavors, arts, and community spirit, offering a diverse range of events that cater to every taste.

From the moment you arrive to this Massachusetts destination, the crisp, invigorating air fills you with a sense of tranquility. Cape Cod’s stunning coastline becomes a playground for strolls, beachcombing, and breathtaking sunsets.

As the sun begins its descent, you can cozy up by a fireplace with a good book or indulge in a delicious seafood dinner at a local restaurant. The Cape’s culinary scene shines in autumn, with chefs crafting delectable dishes using the season’s freshest ingredients.

Fall is also the time to explore Cape Cod’s rich artistic heritage. During this time, art galleries and studios open their doors to showcase the work of local and regional artists. You can indulge in the vibrant art scene at events like the Harwich Cranberry Arts & Music Festival, where you can discover unique handcrafted treasures while enjoying live music and delicious cranberry treats with your loved ones.

For those seeking outdoor adventure, Cape Cod offers endless opportunities. For starters, you can hike through the Cape Cod National Seashore, where the changing leaves create a magical atmosphere. You can also enjoy a pedicab ride through charming towns and stunning villages such as Chatham, Sandwich, and Provincetown. Or you can simply relax on a cozy blanket and enjoy a picnic amidst the stunning Cape Cod fall foliage.

As the days grow shorter, the Cape comes alive with festive celebrations. The Yarmouth Seaside Festival brings together the community for a vibrant display of arts, crafts, live music, and fireworks. Additionally, you can savor the bounty of the sea at the Wellfleet OysterFest, where you can indulge in fresh oysters, clam chowder, and other seafood delights. And for a taste of German tradition, you can join the lively festivities at Mashpee’s Annual Oktoberfest.

Whether you’re seeking relaxation, adventure, or cultural experiences, Cape Cod in the fall has something to offer everyone. So, pack your warmest sweater, grab your favorite book, and prepare to be enchanted by the magic of this special season.

A Home Away from Home Perfect for Your Cape Cod Autumn Getaway

Imagine curling up by a crackling fireplace after a day of exploring Cape Cod’s fall wonders. Our vacation rentals on Cape Cod offer the perfect sanctuary to unwind and recharge. Try picturing plush sofas, soft blankets, and perhaps a glass of local wine in hand, what you may consider the epitome of comfort.

Additionally, get ready to indulge in the luxury of spacious living areas designed to bring your loved ones together. Whether you’re sharing laughter, planning the next day’s autumn adventures, or simply enjoying each other’s company, our homes provide the ideal backdrop. Modern kitchens equipped with top-of-the-line appliances invite culinary exploration, allowing you to savor the flavors of the season.

Upon stepping outside you’ll discover private patios, decks, or even your own backyard oasis. Imagine sipping morning coffee while listening to the gentle rustling of leaves or stargazing from your hot tub as the night unfolds. Our rentals also incorporate thoughtful designs that seamlessly blend indoor and outdoor living, maximizing your enjoyment of the Cape Cod autumn.

As you end the day after exploring the fall events available on Cape Cod, you can unwind in style with bedrooms that promise restful nights. Plush bedding, ample closet space, and serene atmospheres create your personal retreat. Several of our Cape Cod vacation homes even boast private en-suite bathrooms for added convenience and luxury. You can wake up refreshed and ready to embrace another day of Cape Cod magic courtesy of these amenities.

Book Your Cape Cod Fall Getaway Stay at One of Our Breathtaking Vacation Rentals

Fall on Cape Cod is a magical experience, filled with vibrant colors, exciting events, and a warm sense of community. Let our vacation rentals be your home base for exploring all that the Cape has to offer during autumn. You can contact us today to book your unforgettable fall getaway on Cape Cod and create memories that will last a lifetime.

Although the world tends to think of Cape Cod as a summer playground, visitors are often surprised to discover that is a year-round vacation destination, offering something wonderful to fall in love with every month of the year. Even during the coldest months, visitors can help but find the romance in snow-covered beaches, roaring fires creating comfort and coziness as storms rage outside, and the fun that can be had attending special events while wearing their warmest and most colorful winter gear. And because attending these special events often gives travelers an authentic peek into the world of Cape Cod, we at New England Vacation Rentals have created this month by month guide to the most popular Cape Cod events occurring; coming home to the comfort and charm of our seasonal sanctuaries is just a bonus that the luckiest and most discerning of travelers can enjoy!

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January

The start of a new year is always an exciting thing. Our calendars are waiting to be filled with activities, events, and special occasions and on Cape Cod, it is a quiet month. The sunrise over the beaches comes much later giving us a better chance of enjoying them than in the summer months when we are still sleeping during those glorious moments and these events help start out the new year on the right foot.

FOYCA’s Annual Polar Bear Plunge, Smugglers Beach in South Yarmouth

We don’t quite understand the appeal, but the Polar Bear Plunge is an event scheduled for every January, during which participants take a dip in the frigid waters, paying $25 for the opportunity. The money does go to charity and the idea is to only submerge yourself and then get back out so it shouldn’t be that bad, if this is something that appeals to you.

S’mores & More at Long Pasture, Long Pasture Wildlife Sanctuary

Sponsored by MA Audubon’s Society, this event starts with a walk through the sanctuary looking and listening to the owls and other creatures of the night and finishes with a campfire, gooey and delicious s’mores, and an educational talk about the owls as the moon rises over the landscape. This event takes place on a Friday with a full moon.

Sunset over a beach

February

The shortest month of the year often seems like the longest one as winter has firmly dug in and the cold and snow seems to never stop, but there are still some events that will make your February vacation on Cape Cod shine bright.

Orleans Farmers Market, Saturdays from 10 AM Until Noon, 44 Main Street in Orleans

Surprise! Not all farmers markets on Cape Cod close down after the last of the summer tourists leave; some, like this one, simply move indoors! Offering a great opportunity to stock your pantry with fresh produce and homemade baked goods, it is also a great chance to get a peek at the renovated Old Firehouse, a structure originally finished in the 1920s.

Yarmouth Winter Carnival, Skull Island, 934 Route 28 in South Yarmouth

This fun event is sure to be an exciting adventure for travelers of all ages, celebrating the season of snow with food trucks, magic shows, petting shows, and an ice skating rink (synthetic) that will add a romantic Hallmark movie experience to your winter vacation on Cape Cod.

Beach at sunrise

March

Warmer days are within sight, and as spring begins to make itself known, we celebrate the season with these special events taking place on Cape Cod in March.

Cape Cod St. Patrick’s Day Parade, Route 28 from South Yarmouth to West Yarmouth

Everyone loves a parade, and no one celebrates St. Patrick’s Day like a group of people from Massachusetts and this one is Yarmouth is the perfect example. Offering colorful floats, marching bands, and beautiful people, your kids especially will like this parade when they catch the candy and treasures thrown into the crowds.

 Hyannis Marathon Weekend, Emerald Resort & Conference Center, 35 Scudder Lane in Hyannis

 Let’s keep this a secret between us, but the Marathon weekend is one we look forward to every year. Offering three days of fun events, including pasta dinner party, awards ceremonies, and the post-race party, it feels good getting outside again, and yes, we even love the 5K Fun Run, Marathon, Half Marathon, and Marathon Team Relay.

Grassy beach

April

April may be one of our favorite months on Cape Cod, as the sun shines longer, the air turns soft, and the flowers begin to poke through the dark earth as the snow melts away. April is also the month when one of our more unusual events takes place, one that is, of course, listed below.

Cape Cod Herring Runs, Brewster, Bourne, Mashpee, Sandwich, Harwich, and More Towns and Villages Throughout the Cape

The Herring Runs are the unusual event we spoke about above, and yes, we gather at the places listed above to watch the annual migration of the river herring heading from the ocean to fresh waters preparing to spawn. Running for miles, surviving the dangers of the hazards they pass along the way. What makes this so cool is the sheer numbers of silvery fish swimming through the waters of the estuaries and climbing the fish ladders humans have created to help them with their journey.

Sandwich Bazaar, Wednesdays and Sundays April Through October, 34 Quaker Meetinghouse Road in Sandwich

This fun bazaar, also known as the Sandwich Flea Market, is the oldest and largest flea market on Cape Cod, making an appearance every April for 17+ years. Featuring an exciting array of merchandise that can range from local produce to organic treats for your favorite fur baby, the Sandwich Bazaar is worth planning a trip to Cape Cod to explore.

Sandy beach with bench

May

Memorial Day weekend is the start of our busy tourist season, but the entire month is when Cape Cod truly comes alive, with a variety of events inviting visitors to travel to our shores and explore authentic Cape Cod experiences.

Brewster in Bloom, Various Venues Throughout Brewster

April showers are supposed to bring May flowers, and we are eager to celebrate every bloom in Brewster with this super aromatic event. Offering a variety of events, including a Brewster in Bloom town parade, there will be merchandize for sale, a spring concert, even a Cape Cod 5 Bloom Run to look forward to in this festival that has taken place for over 30 years.

Celebrate Mom, Snow’s Home & Garden, 22 Main Street in Orleans

Snow’s Home & Garden shop has been a Cape Cod favorite for over 130 years, and their Mother’s Day event, Celebrate mom! is something we never want to miss. Offering raffles, giveaways, and gifts for the mom in your life, this event and shopping experience will make you wish you could Cape Cod your home.

Memorial Day Parades Across Cape Cod

In a world where parades are rapidly becoming a thing of the past, we hold on to the tradition with both hands, holding parades whenever possible and on Memorial Day can you think of a better way to honor our fallen heroes? Centerville, Dennis, Falmouth, & Yarmouth are where you should be when the next Memorial Day weekend rolls around.

Bird in flowers

June

Cape Cod is really hopping in June and the list of events that are taking place in June is so long, we aren’t going to waste your time with long descriptions, the events are all listed below.

Yarmouth Sand Sculpture Trail, Various Venues, All Month Long

If you have ever felt frustrated at your attempts to build sandcastles, the Yarmouth Sand Sculpture Trail isn’t going to make you feel any better about your skills, but it will fill you with awe as you explore the approximately 30 masterpieces created by the most talented sand sculptor on Cape Cod, Sean Fitzpatrick and on display all over Yarmouth.

Cape Cod Pirate Festival, 668 Route 28, the Old Yarmouth Drive-In West Yarmouth

Held on a variety of days in the month of June, this celebration of everything pirate is certain to be one of your favorite Cape Cod adventures. Theme days, costume contests, food, and grog are just a few of the things you can expect from the Cape Cod Pirate Festival.

Sand castle on beach

July

Fireworks on Cape Cod

July 4th is a holiday that is near and dear to our hearts especially as we are so close to where our country’s first steps towards independence began and most of Cape Cod will be celebrating this special holiday with fireworks and parades. Sandwich, Orleans, Chatham, Hyannis—whichever New England Vacation Rentals vacation escape you are staying in, there is sure to be a display not far away. The Hyannis Harbor Boat Parade is one event you should not skip in case you were wondering.

Barnstable County Fair, Cape Cod Fairgrounds, Route 151 in East Falmouth

The Barnstable County Fair has been around for more than a few moments, having entertained us for over 170 years. Offering all the rides, games, and fair food you dream about during the months the fair isn’t open, this activity will be loved by the entire family.

Fireworks on a beach

August

Summer’s end brings a mixture of sadness and joy to the residents of Cape Cod, as visitors who have become friends leave to begin to return home to their real lives, but the joy comes from shorter lines at the restaurants, so we make do. But before you leave, be sure to check out these fun events.

Hookers Ball, Chatham VFW, 150 George Ryder Road in Chatham

Relax. The Hookers Ball is NOT what it sounds like, we promise. This celebration of fresh from the boat seafood involves a fancy dinner (seafood, of course) live and silent auctions, and a variety of gifts, artwork, and services that can be bid on at the silent auction.

Colonial Day at the Manse, Josiah Dennis Manse, 61 Whig Street in Dennis Village

This journey back into the 1700s promises to be as fun and interesting as it is educational. The tour of the Manse Museum and Schoolhouse features costumed docents and a variety of townspeople performing everyday tasks in the same ways they would have been completed back in the early days of our country.

Dock with small buildings

September

In most years, September is when Labor Day takes place and Cape Cod grows quieter and more relaxed, but not before one last blast, as listed below.

Fireworks, Bonfires, and Holiday Parades

We celebrate Labor Day Weekend in big ways, and depending on which of our New England Vacation Rentals escapes you have chosen to make your own, there is sure to be a celebration of Labor Day taking place nearby. Fireworks Displays in Hyannis Harbor and West Dennis Beach, Beach Parties in West Dennis, and Craft Festivals in South Yarmouth are just a few events you can expect during your Labor Day adventures on Cape Cod.

Eastham Windmill Weekend, Windmill Green, and Other Places in Eastham

Talent shows, car shows, art shows, and lighthouse tours are some of the adventures you can expect to enjoy during the Eastham Windmill Weekend.

Red and white lighthouse

October

You won’t be able to keep from falling in love with fall during your October stay on Cape Cod,  especially as you take part in the events listed below.

November

We are thankful for our guests who visit all through the year and we are also thankful for these exciting events.

Person drinking hot cocoa

 December

 And just like that, the year is over, except for these last December events.

Find Chatham Holiday Rentals Here!

Come Home to New England Vacation Rentals

 Every event will be your favorite when you come home to our exciting and comfortable Cape Cod escapes at the end of every day of your vacation. Reserve your favorite today!

Cooler temperatures, shorter days, and colorful decorations hanging in the windows of local businesses are all signs that the new season is upon us, and although the end of October generally signifies the end of the tourist rush, it also signifies the start of our favorite time of the year! Late fall and winter, and the accompanying activities and events that take place during these seasons, offer a chance for visitors to experience the true beauty of Cape Cod. This is the time when peace and tranquility take the place of the rush and noise of our still beautiful summer days, and when you take part in these in upcoming seasonal Cape Cod events, you may discover that this season is your favorite as well!

Brewster Baptist Church Holiday Fair, November 2, 1848 Main Street #1827

This annual event is coming up rather soon, and although you may miss it this year, it’s never too soon to start planning for 2020! This is one of the biggest holiday fairs on Cape Cod, and it offers the perfect opportunity to begin your Christmas shopping that you swore you would start early this year! Also featuring a farm stand and a silent auction and lasting from 9AM until 3PM, proceeds go to a worthy cause, allowing you to do a good deed as you have a good time!

Dennis Maritime Museum Christmas Open House, December 14, 67 School Street

Offering the chance to celebrate the holiday and to explore the maritime history of the area, the Dennis Maritime Museum Christmas Open House is a fun and festive event guaranteed to be enjoyed by the entire family! The non-shoppers can explore the exhibits while shoppers pick up the little gifts and treasures that give vacationing more purpose!

Chatham’s Christmas by the Sea Stroll Weekend, December 13 & 14, Downtown and Kate Gould Park

As the snow falls gently onto the Cape Cod landscape, the stores of Chatham band together to offer a seasonal selection of Christmas merchandise that make perfect gifts for the family back home. This straight-out-of-a-Christmas-card event offers sweet treats, carolers, horse drawn carriages, a tree-lighting ceremony, and a chance to meet Santa at the bandstand. It’s our favorite way to get into the holiday spirit, and it will soon be yours too!

Enjoy This Season’s Cape Cod Events

Choose fall or winter for your Cape Cod getaway and a stay in our New England Vacation Rentals classic escapes for a vacationing experience you will never forget. Contact us today to reserve your rental and to learn more about Cape Cod events!

Summers on Cape Cod are already the all-American experience of your dreams, so it only makes sense to celebrate that all-American holiday, 4th of July, right here with us at New England Vacation Rentals. Offering a place to stay where the days seem to stretch on forever and the nights are dark and romantic, the colorful fireworks shows associated with our nation’s birthday will add the perfect ending touch to yet another perfect day in paradise. Our guide to the 4th of July on Cape Cod will ensure you won’t miss out on a single moment of Independence Day fun. Isn’t it time to start making your plans today?

Everyone Loves a Parade for 4th of July on Cape Cod

After a patriotic breakfast of blueberry-topped pancakes with whipped cream (make your own in the kitchen of your NEVR holiday escape!), it’s time to head over to Main Street in Orleans for the annual Independence Day Parade! Featuring marching bands and fire trucks, colorful floats, and classic cars, the fun starts at 10 AM, but you’re going to want to get there early to stake your spot!

Because It’s Important to Have Choices

Orleans isn’t the only place in town offering a 4th of July on Cape Cod Parade; Chatham’s offers its own patriotic parade that also happens to be one of the oldest in the country! This year’s theme is all about honoring our courageous soldiers from today, yesterday, and of course tomorrow, so if you or someone in your family falls into one of those categories, Chatham is where you’ll want to be on July 4th from 9:30 until 11:30 AM. Those of us at New England Vacation Rentals even participate in this great parade every year!

Hot Dogs, Ice Cream, and Beer

American celebrations are 50% about the event, 50% about the people, and 100% about the food and drink. Hey, no one claimed we were mathematicians, but we certainly know our parties! Your 4th of July fun can be had right at home with food you purchased at one of the grocery stores found nearest your vacation getaway, or you can visit the Dog House at 189 Lower County Road in Dennis Port for your hot dog fix, followed up with a visit to Sundae School Ice Cream at 381 Lower County Road. And as for the beer? Try the Sand Dollar Bar & Grill, 244 Lower County Road, and celebrate the 4th in the way that makes you happiest!

But What About the Fireworks?

4th of July on Cape Cod would just be another day without a firework show, and while it can be fun to watch with the crowds, in many of our homes, all you need to do is step outside the door and look to the sky! As the sky lights up with colorful explosions, take a moment to be grateful. Choosing NEVR for your holiday escape was the best decision you’ve made all year! Learn more about us!

It’s always a great time to visit Cape Cod, but some parts of the year offer different benefits. Obviously, summer is a fantastic time due to warmer temperatures and more beach time. Fall offers the changing of the leaves, while spring offers the promise of new beginnings. But in addition to these wonderful natural events, parts of the year are better because of the events that are taking place. Because of that, we are offering this list of five upcoming events you won’t want to miss to help you plan your once-in-a-lifetime trip to Cape Cod!

6th Annual Chocolate Fest

There are few things in life that are better than chocolate. As a matter of fact, no matter how hard we try, we can’t even think of one, which means this celebration of all things chocolate is at the top of our can’t-miss list! Held in South Dennis at the Ring Brothers Marketplace on February 10 from 2:00 to 4:00 PM, this festival is worth planning a vacation around. Chocolate beer, chocolate desserts, and a hot chocolate bar are just a few of the sweet treats you can expect!

Cape Cod National Seashore Winter Film Festival

This festival ensures that you don’t miss a thing. Held every Sunday from January 21st through February 25th at the Salt Pond Visitor Center in Eastham, showings of nature documentaries are 100% free!

Cape Cod Maritime Days

The month of May is the one we choose to honor our heritage. Living on an island means the sea is how many of our ancestors made a living over the years, and this event is held all over Cape Cod in nearly every village. Museums offer special exhibits, special cruises around the harbor are offered, and there’s even a special Maritime History Symposium scheduled for your educational entertainment.

Cape Cod Baseball League

Opening day is June 12th, and every baseball fan on the Cape tries to attend all the games. This is where many of the past, present, and future stars of baseball show what they are made of as they connect their wooden bats with the balls (no aluminum bats allowed in the CCBL) and knock them out of the park! If you have never heard of the Cape Cod Baseball League, you may not be a true fan!

Independence Day on Cape Cod

It goes without saying that 4th of July on Cape Cod is beyond exciting and wonderful; the birth of our country happened not far away, and we are proud of our contributions to our country’s freedom. Expect old-fashioned parades with bikes, carriages, local children, lemonade and hot dogs, and a show that will knock your socks off!

As the Sun Sets on Another Cape Cod Event

You’ll be glad you thought ahead and reserved a classic New England Vacation Rentals home. Reserve yours today and start preparing for your unforgettable vacation!

New Year’s has come and gone, and with it comes the excitement of a new year. It’s a time to start fresh, and what better way to do so than with a visit to Cape Cod? Although Cape Cod might not be the first place that comes to mind for a vacation in winter—it can be tempting to stay inside when it’s cold out—there are more than a few fun things that’ll convince you to go out and share in the excitement!

Cape Cod has long been a place to escape the daily dreariness of normal life, and it makes for a great destination to start off the new year as well! Read on below and see why you should experience a Cape Cod New Years in 2018.

Historical Significance

Being located in New England, Cape Cod has a long, important history in this country. You’ll find more than a few museums on Cape Cod, including the Cape Cod Museum of Art, Cape Cod Museum of Natural History, Chatham Railroad Museum, and many, many more. You’ll also find the Kennedy Compound, summer home to one of the most famous families in American history. There’s even an entire museum dedicated to their lives, the John F. Kennedy Museum in Hyannis.

Famous Lighthouses

Cape Cod is home to a number of historical lighthouses that you can visit. Though many of the lighthouses were decommissioned due to improved technology rendering them obsolete, a few are still in use today. Take a tour of some of the local lighthouses and get a feel for their importance and history. A few of the lighthouses you can visit include Chatham Lighthouse, Nobska Point Lighthouse, The Highland Light, Nauset Beach Light, Wood End Light, and more.

Live the New England Lifestyle

After seeing some of the history of our area, it’s time to check out how the modern man lives! Cape Cod is home to many delicious restaurants and taverns serving delicious seafood and cold brews in a warm atmosphere. If you’re looking for a good glass of wine and a romantic atmosphere to start off 2018, visit Del Mar Bar & Bistro in Chatham. You can find a more relaxed vibe stopping by for take-out at Corner Store in Chatham; they offer a little bit of everything and are reminiscent of the small markets of yesteryear.

Look Forward a Cape Cod New Years

Cape Cod is the place to be to start 2018 off with a bang, and New England Vacation Rentals offers a number of cozy rentals to make your trip memorable. We’d love to help you plan a trip to the area; just give our reservation specialists a call for more information about the kinds of activities and attractions you can enjoy during a Cape Cod New Years!

The culture on Cape Cod is probably one of the most unique in the entire country. A blend of amazing history and just about every type of person imaginable makes it a great place for anyone to visit. As it features such a vibrant community, the Cape really comes to life for holidays. This is definitely true for the nearest Cape Cod Halloween when you will find fun and excitement for everyone.

Endless Trick or Treating

There are a dozen towns to trick or treat in, so you could come back for trick or treating every year and never explore all the great neighborhoods. There are also plenty of trick or treating opportunities in public places. The Safe Trick or Treat events held in various Cape Cod towns offer kids the opportunity to trick or treat safely with plenty of events going on such as costume parades in Chatham and Brewster to trick or treating at local vendors along Main Street in Hyannis.

Endless Pumpkin Patches

Cape Cod is the best place in the world for the pumpkin patch enthusiasts out there! This is because each of the towns on the Cape features their very own pumpkin patch. If you are so inclined, you spend an entire day exploring unique pumpkin patch after pumpkin patch.

Art and Souls Costume Ball

This is the most horrifying and fun dance party on the entire Cape. Being here, you will feel as if you are spending a night at the museum, except the art has come to life! Great live music, endless dancing, refreshments, and good people make this a night to remember. The fun is kicking off on October 28th at 7:30 pm in the town of Falmouth.

Haunted Tours

The Cape has a rich history, and with that comes plenty of spooky ghost stories. There are several tours in the area that explore this history along with the tales of spirits of yore. Harwich is offering a Haunted Graveyard Tour on Saturday October 14th and Saturday October 21st presented by the historical society. You can also check out the Haunted History Tour in Barnstable along 6A with tours nightly through November 15th, or the Provincetown Ghost Tour on October 27th and 28th for their Halloween Tour. Both of these run throughout the summer season as well so if you miss them now, you haven’t totally missed your chance!

Green Cape Cod Halloween

The Cape Cod Museum of Natural History in Brewster comes to life every year with this classic Halloween celebration. This year the fun is happening from 10 am to 2 pm on October 28th. You can enjoy the entire museum along with new special features like mazes, crafts, games, tricks, treats, and so much more.

There is never a bad time to visit Cape Cod, but Halloween offers a Cape experience unlike any other. The streets are spooky, but the energy and the goodwill throughout the towns is amazing. This is the perfect place to celebrate your next Halloween.