Cape Cod has been the vacation place for travelers for centuries, offering beautiful scenery, a rich history, and a sense of community you can’t often find in a vacation destination. Even as our history grows richer with each passing year, the Cape is also known as a trendsetting getaway for the rich and famous who seem to have a secret pipeline that guides them to the most trendy shops and restaurants on Cape Cod. When you choose New England Vacation Rentals for your vacation accommodations, you have access to that same pipeline! This guide to the trendy shops and restaurants on Cape Cod island home is all you need to live like the stars—if only for a week at a time.

Trendy Shops and Restaurants on Cape Cod – All Points Beautiful, 595 Main Street, Chatham

This cozy spot in downtown Chatham is one of our favorites. Effortlessly staying ahead of the trends, they offer clothing and accessories for men, women, and children as well as an intimate fine art gallery featuring the photography of Ashley Bilodeau. You never know when you may find the need for a faux fur muff clutch or a set of Mama, Papa, and Baby Bear matching tees, but when you do, All Points Beautiful should be your first place to look!

Stars, 297 Harbor Road, Chatham

Intimate, elegant, and upscale, Stars is ahead of the game when it comes to providing sophisticated food options in an oceanfront setting. Open every day of the week for breakfast from 7 AM until 11 AM and for dinner on Fridays and Saturdays from 5PM until 9PM, reservations are recommended. Serving a mixture of surf, turf, and pasta, the dry aged ribeye for two will change your life forever. Lobster crepes for breakfast is our latest obsession and is definitely worth a try!

Adorn, 211 Main Street, Orleans

Those in the know understand it’s the handmade art that is flying high on the wish lists of the upscale and famous and Adorn in Orleans is often their first stop on the Cape! Featuring the best work of talented local artists, this is where to go when you’re looking for something extra special for your mom who stayed home to watch your fur babies!

Vers, 15 Cove Road, Orleans

There are more than a few trendy spots in Orleans, so narrowing down the choice to just one was difficult. Fortunately, Vers was up to the challenge! Serving New American Cuisine in a chic and elegant bungalow, its menu is exciting and innovative, offering the perfect date night experience.

Your New England Vacation Rental Cape Cod Escape

 Visiting all of the trendy shops and restaurants on Cape Cod can be a challenge and you will need a place to stay during this multiple-day adventure! While they are neither a restaurant or a shop, our properties are trendy, charming, comfortable, and stylish, offering an appeal that draws all demographics—reserve yours today!