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!