Outdoor Winter Activities in Plymouth County


February 7, 2023

There is nothing more beautiful than spending a Massachusetts winter by the coast in Plymouth County. Though the weather may be harsh at times, it’s nothing that a parka, some mittens and a hat can’t fix! For all outdoor adventure lovers, Plymouth County has a bounty of winter activities for you to enjoy, from walking trails to winter sports!

Paved Walking Trails

Winter strolls along Plymouth County’s paved walking trails are pure delight. The crisp air and serene landscape allow for a lovely time to reflect if you’re embarking on a solo walk and make for a great opportunity to spend quality family time.

Located in Plymouth, the North Plymouth Rail Trail is a great path to take whether you’re staying in the area or not. Open from sun up to sun down, it is an easy 1.2-mile trail that follows the coast. With the harbor on one side and downtown Plymouth on the other, you are surrounded by beautiful views your entire journey. 

The Mattapoisett Rail Trail is a stunning 4.5-mile multi-use path that borders Buzzards Bay. You can easily walk, scooter, bike, or roll a stroller down the entire path. You’ll begin your journey overlooking the Bay and parts of Mattapoisett Center before you turn off into the peaceful wooded part of the trail.

Easy Hiking Trails

For the outdoor adventurers who enjoy simple, stress-free hikes, Pratt Farm in Middleborough is a great place to immerse yourself in nature. This 1.7-mile loop is a beautiful family-friendly trail, perfect for hiking, biking, birding, or taking your family on a nature hunt! You can even bring your leashed furry friends along for the adventure!

Frederick Weston Memorial Forest in Middleborough is another great area where you can participate in easy hiking trails. Depending on your preference and abilities, you can choose between the Blue (1.2-miles) or Yellow Loop (0.8 miles). Both trails are perfect for hiking and appreciating the beautiful scenery, and feel free to step off the path if you prefer to go on a solo exploration!


Snowshoeing is a fantastic winter hobby, and when in Plymouth County, the Crawley Woodlands Preserve in Plymouth is the best place for it! Kristyne’s Way and Pond Trail is a beautiful 1.7-mile trail that takes about under an hour to complete. Similarly, in the same forest, Kristyne’s Way Trail is a 1.9-mile path that leads you right up to the water where you can enjoy the beautiful views before continuing your snowshoeing journey!

Cross Country Skiing

With almost 50 miles of available trails, Myles Standish State Forest in Carver, MA offers the ideal landscape for cross-country skiing. The crisp air, snowy paths and peaceful solitude create the perfect backdrop for this winter activity. Whether you’re a beginner or a cross-country skiing veteran, you’ll find the perfect trail for your enjoyment!

Ice Fishing

If you or your travel buddy are big ice fishing fans, Plymouth County is the place to be. South Triangle Pond Conservation Area, Morton Park, Halfway Pond Conservation Area, and Fresh Pond Park are all located in Plymouth and have designated ice fishing areas. All you need to bring is your gear, some snacks and a good attitude and you can enjoy a beautiful day ice fishing!