Cape Cod is best known for its summers, however there is surprisingly a lot to do on the Cape in the winter, too! The weather is chilly, snow falling and the crowds have dwindled, which makes it the perfect time to enjoy many different winter activities. Although there are a lot of places that close for the winter season — a lot of places and activities stay open like the vineyards, breweries, theaters, museums and much more!

We selected our top Winter Activities below based on reviews, what they uniquely have to offer and our own personal experiences. So grab your jacket for those crisp Cape days and check out these amazing and festive winter experiences!

Originally Published: November 5, 2021 

10 Must Visit Winter Activities on Cape Cod:

Cape Cod Central Railroad (Buzzards Bay)

Adventure comes to life when the train departs for a round-trip journey to the North Pole. Passengers will relive the magic of the classic story as they are whisked away on THE POLAR EXPRESS™ for a 1 to 1 ½ hour trip to meet Santa.

The Cape Playhouse (Dennis)

The Cape Playhouse is an experience in itself. The grounds are beautiful and the performances are fantastic! Make sure to check their website for upcoming shows and tickets.

Devil’s Purse Brewery (Dennis)

This brewery has great beer and a good variety. There is an outdoor patio in warmer weather and standing room inside for the cooler months.

The Lanes (Mashpee)

This cool bowling alley is a fun experience for the whole family. They offer upscale casual dining, bowling, entertainment and events all in one place.

Cotuit Center for the Arts (Cotuit)

Cotuit Center for the Arts offers a variety of shows, events and even classes. The staff is knowledge, kind and accomodating. Make sure to check their website for the most updated schedule.

Cape Cinema (Dennis)

This is a cool vintage style theatre. It is a great place to see a movie and has many good selections including some that are not in the bigger theatres. This will become your favorite place to see a movie!

Buckie’s Biscotti (Dennis Port)

The baked goods here are amazing. The coffee is great too! And even better they offer live music on the weekends! Make sure to check their website for details.

The Academy Playhouse (Orleans)

This is a great local theater with local talent in the cast. It’s definitely worth an evening if you are in the area. The intimate venue means you will have a good seat in every seat. 

Skylark (Falmouth)

Skylark is a premier vocal ensemble of leading American vocal soloists, chamber musicians, and music educators. This time of year they bring timeless carols of the season together with the beloved characters of Charles Dickens. This new version of a Christmas classic is unforgettable.

The Sandwich Antiques Center (Sandwich)

This place is definitely not a collectible “antique” store. Dealers are required to have unique and tastefully displayed booths or rooms. You will find some interesting things here.


Hi, I'm Jen and I love to travel, go to the beach and write about all the places I have visited. I also have a bucket list of places I can't wait to try! I've visited Cape Cod every summer since I was a kid and now enjoy traveling to all great beach destinations! I have worked in the travel industry for all of my career. I love sharing my experiences of different restaurants and places and helping travelers find the best fit for them!

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