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Fun Things to Do on Cape Cod in the Winter

Chilly weather makes for quiet, cozy visits to the Cape! With a significantly smaller population during the winter months, the area is very quiet, easy to navigate, and perfect for weekend getaways! There are plenty of things to keep visitors busy in the off-season. Be sure to take walks on the beach — there’s nothing like being the only person there! And definitely eat your way around the area. Not every restaurant will be open, but those that are will have no wait and, more often than not, they’ll have specials!

Here are a bunch of activities to keep you busy in the winter months, followed by a short list of cute and cozy spots to stay in while you enjoy them!

The Chatham Orpheum in Chatham.


The arts community is alive and well on Cape Cod! From art galleries to theater, almost every town on the Cape has one or the other — or both! If you find yourself in the town of Provincetown at the tip of the Cape, check out the Mosquito Story Slam, a live storytelling series where storytellers from the audience have 5 minutes to tell true, personal stories related to a theme. Or take in an art house film at the Waters Edge Cinema. Further down the Cape, you can enjoy one of the latest films with an adult beverage and tasty treat in hand at the beautifully renovated Chatham Orpheum Theater! Up-Cape, in Barnstable, you’ll find the Barnstable Comedy Club, where you find more than comedy — the oldest running, live community theater on Cape Cod and one of the oldest in America, features musicals and plays.


Featuring artwork from Cape Cod’s finest artists, past and present, is the Cape Cod Museum of Art located in Dennis. One town over, in West Yarmouth, is the Whydah Pirate Museum. Displaying artifacts recovered from an 18th-century vessel used for piracy and the slave trade just off the coast of Cape Cod, this museum is fun for mateys of all ages! Enjoy a live demonstration of glass blowing, and learn about the history of the oldest town on the Cape as well as view gorgeous glass collections at the Sandwich Glass Museum. And learn about one of the most famous families on the Cape at the John F. Kennedy Hyannis Museum where you can view thematic photographs, archival films, artifacts, text panels, and oral histories of John F. Kennedy and his family.

Take a Trip to the Atlantic White Shark Center

If you plan to visit the Cape & Islands during the summer (in addition to your off-season excursion here), it may be a a nice idea for you to become familiar with the summer locals…Great White Sharks. When the summer season starts and the sweltering sun has finally come around to heat up the ice box that is the Atlantic Ocean, the sharks start to make their way into our waters. This being said, I know it may be a bit daunting to have these creatures with a less than hospitable reputation dwelling in the oceans where many of us like to swim and surf, but we have to remember that we share their home with them; if you’re educated on sharks and their behaviors, I can almost guarantee that you won’t be so scared of them anymore. The Atlantic White Shark Center in Chatham is the perfect place to venture to in order for you to further your education on these often misunderstood creatures and their intentions. Take a cold winter day to wash your shark week worries away and educate yourself at the Atlantic White Shark Center in Chatham.

Drink Tours

Looking to warm up your winter night with a smooth glass of red or a locally brewed beer? If so, check out the following breweries and wineries located on Cape Cod. Stop into Cape Cod Beer, take a tour, and raise a glass to sample their brews. Keep on raising your glass as you head to the numerous wineries at Truro Vineyards and Cape Cod Winery for more tastings and tours!


If you’re looking for a fun indoor activity, try Ten Pin Eatery in Hyannis or the Orleans Bowling Center in Orleans. You will NOT strike out at either spot, as they both offer delicious fare, pub food and bbq, along with bowling and arcade areas.


Lastly, if you have the time and want to see all of the Cape, consider visiting every lighthouse in the area. From Nobska Light in Falmouth, all the way to Race Point Lighthouse in Provincetown, the drive will take you through Hyannis, W. Barnstable, W. Dennis, Chatham, Eastham, and Truro.

Nauset Lighthouse in Eastham, the iconic landmark gracing Cape Cod Potato Chip Bags.

Now that you know all the fun to be had in the winter on Cape Cod, you’re going to need a place to stay! Here are a list of cozy spots waiting to host your visit in the winter months!

1) Charming Farm Studio

2) Cozy Seaside Condo

3) Luxury Beachfront Cottage

4) Cozy Spa Oasis with Sauna, Bar Shed to Host Fun Families

5) Walk to Private Association Beach & Dog Friendly

About Jennie Sparrow

About Jennie Sparrow: A true Cape Codder, born and raised, I am thrilled to call Cape Cod my home. I have been with WeNeedaVacation since 2017 and am grateful that my position at WeNeedaVacation has offered me the opportunity to combine my love for the area with my passion for marketing. My favorite pastime is driving onto Nauset's outer beach with my family where I'm happiest feeling the sun on my face and the sand between my toes!