Things To Do During The Winter in Chatham, MA

Chatham is a small town in Massachusetts, located at the southern tip of Cape Cod. While Cape Cod is a well-known summer destination for its forty wonderful miles of Cape Cod National Seashore, it is an equally compelling winter destination. Winter is cold in Chatham with average daily temperatures in the 30s Fahrenheit, but there are still many activities and events going on to make your vacation unforgettable.

If you are itching to hike those beautiful Cape Cod trails during the cold months of winter, check out this list of trails to find the trails you want to try in Chatham as well as nearby towns along the coastline. You will find ample opportunities to walk the shorelines and trails throughout the area, and Chatham is a perfect place to stay if you want to find the trails.

Get inside the warm historic Chatham Orpheum Theater for a movie and some snacks. The theater opened in 1916 as the town movie house and has recently undergone renovations to make it a comfortable choice on a winter day.

If you are in town during the month of December, you can enjoy Chatham’s Christmas by the Sea Stroll Weekend. Check out the calendar of events online to see when each of the various events is taking place. The Candy Manor puts on its Candy Cane Making Demo, there are raffles to win prizes, and you can even visit Santa in his workshop at one of the booths.

The Annual Chatham Christmas concert takes place in early December at the First Congregational Church of Chatham, with two performance in the afternoon. Children get into the concert free. Additional entertainment for children can be found during the Christmas season at the Chatham Wayside Inn where you can try out Breakfast With Santa and other entertainment geared toward children.

The Holiday Festival at the Taylor-Bray Farm is located at Yarmouth Port, MA, just 16 miles east on the I-6 E. The farm is nearly 400 years old and is a favorite of many Cape Cod visitors. This is a must-do in the winter because it gives you a chance to catch an amazing tractor-drawn hayride and you can find unique goods inside the festival barn, including crafts, baked goods, and beach plum jelly. Here you can find perfect Christmas gifts and souvenirs to add to your home the spirit of Cape Cod.

As you can see, there are plenty of fun activities to do while vacationing to Chatham during the winter season. It is also the perfect time to plan a getaway since there are less tourists. You’ll find a variety of places to stay throughout Chatham whether you opt for a quaint Cape Cod bed and breakfast or vacation rental property. Begin planning your getaway today and experience Chatham this winter season!