Explore Western Massachusetts on a guided snowshoe adventure with round-trip transportation from Boston included. This easy, all-levels day trip 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.
Saturday, January 31, 2026
Swift River Reservation- Petersham, MA
This 439‑acre preserve features miles of interconnected trails that wind through ledges, woodlands, river corridors, and scenic overlooks. Snowshoeing here offers varied terrain—from gentle riverside stretches along the East Branch of the Swift River to forested uplands and open fields—with abundant wildlife sign and quiet winter scenery.
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 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.
Important Info:
Note: You must be 16+ to participate
If there is less than ideal amount of snow for snowshoeing, our guide proceed 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.
Meet our van at South Station in downtown Boston
Our Van departs for Western Massachusetts
Arrival at the starting point of your tour where you’ll meet with your guide
Enjoy your tour!
Depart back to Boston
Pit stop to grab a late lunch or snack.
Board the bus back to Boston
Arrival back to South Station in Boston

