Guided Winter Snowshoe Adventure in Massachusetts

Guided Winter Snowshoe Adventure in Massachusetts
USD $98.00
  • Duration: 8 Hours

Explore Western Massachusetts on a guided snowshoe adventure with round-trip transportation from Boston included. This easy, all-levels winter hike explores peaceful forests, rolling hills, and snow-covered trails at a relaxed, enjoyable pace.

Whether you’re new to snowshoeing or simply looking to get outdoors, you’ll enjoy scenic views, frozen streams, fresh winter air, and the quiet stillness of a snowy landscape. Your adventure leader sets a comfortable pace, highlights notable features, and includes time for photos and breaks along the way.

Stay active, connect with nature, and experience the magic of winter in Western Massachusetts. No car. No planning. No stress — just book, and we handle the rest.

 

Dates & Locations:



Sunday, February 15th , 2026

Peaked Mountain- Monson, MA

 

Peaked Mountain delivers a rewarding snowshoe ascent through quiet woods to a 1,227‑foot summit with sweeping winter views of rural New England, including distant glimpses of Mount Wachusett and Vermont’s Green Mountains. Trails range from mellow fire roads to more strenuous climbs, offering options for both relaxed and energetic outings. Winter visitors often enjoy wide‑open panoramas, wildlife tracks in fresh snow, and a peaceful backcountry feel close to home.

Saturday, February 21st 2026

Wendell State Forest- Wendell, MA

Wendell State Forest is a scenic 7,500-plus acre woodland in Wendell, MA, featuring rolling forested hills, streams, ponds, and miles of trails. It offers year-round outdoor recreation including hiking, mountain biking, horseback riding, fishing, swimming at Ruggles Pond, canoeing/kayaking, cross-country skiing, snowmobiling, and picnicking. The forest also connects with the Metacomet-Monadnock Trail

 

Saturday, February 28, 2026

Tully Lake Loop- Royalston/Orange, MA

 

Encircling the quiet shores of Tully Lake, this scenic loop offers a mix of forested paths, gentle shoreline stretches, and glimpses of frozen waterfalls. In winter, the terrain provides a peaceful snowshoe route with rolling hills, lake views, and sections of trail that wind through undeveloped North Quabbin woodlands. The area connects to the larger Tully Trail system, known for its waterfalls and ridgeline vistas, making it a beautiful spot for a serene winter adventure.


Sunday, March 8th 2026

Peaked Mountain- Monson, MA

Peaked Mountain delivers a rewarding snowshoe ascent through quiet woods to a 1,227‑foot summit with sweeping winter views of rural New England, including distant glimpses of Mount Wachusett and Vermont’s Green Mountains. Trails range from mellow fire roads to more strenuous climbs, offering options for both relaxed and energetic outings. Winter visitors often enjoy wide‑open panoramas, wildlife tracks in fresh snow, and a peaceful backcountry feel close to home.


What's Included:

  • Roundtrip Transportation from Boston  * 9:15am van  pick up from South Station in Boston. Additional details provided after booking* 

  • Snowshoes & Polesif you have your own gear, you're welcome to bring it- just let us know!

  • Trained Adventure Guide

  • Hot chocolate & snacks

  • Hand Warmers

  • 20 min pitstop on the way home at a local cafe



Important Info: 

Note: You must be 16+ to participate 


If there is less than ideal amount of snow for snowshoeing, our guide proceeds with spikes and poles and/or hiking boots depending on conditions. We will communicate with you if this is the case.


Inclement Weather: In the event of severe inclement weather, the trip will be rescheduled, and you will be notified as soon as possible.

These trips are in partnership with Adventure East, who’s mission strongly resonates with Keolis massAdventures, to connect people with nature and outdoor adventures and create inclusive experiences. 




Getting to Western MA

Due to railway construction over the Winter this trip does not use the Commuter Rail- we will be picking you up from South Station in Boston and transporting you by van. Please also be advised actual timelines can vary a bit based on the trip you select


9:15am

Meet our van at South Station in downtown Boston

9:20am

Our Van departs for Western Massachusetts

10:45a pprox.

Arrival at the starting point of your tour where you’ll meet with your guide

11:00a-2:00p

Enjoy your tour!

2:00p

Depart back to Boston

2:30p-3:15p

Pit stop to grab a late lunch or snack.

3:15p

Board the bus back to Boston

4:15p

Arrival back to South Station in Boston