Guided Winter Snowshoe Adventure from Boston

Escape the Boston and explore a winter wonderland on our Guided Snowshoe Adventure. Enjoy scenic snow-covered trails, expert guides, and round-trip transportation, snowshoes and snacks included.
This day trip from Boston invites travelers of all experience levels to explore peaceful forests, rolling hills, and snow‑covered trails at a comfortable, enjoyable pace.

Whether you’re new to snowshoeing or simply looking for a refreshing way to get outdoors, this trip offers an accessible introduction to winter travel beyond Boston. As you move through soft powder or along packed trails, you’ll enjoy sweeping views, frozen streams, fresh winter air, and the calm stillness that only a snowy landscape can provide.

Each Trip is a different Location- see below:


Dates & Locations:

- Saturday, January 17, 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, 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.

- 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.

Om de beschikbaarheid te garanderen, dient u zo snel mogelijk te reserveren. Vroegboekkorting is het overwegen waard, vooral als u de reis plant tijdens het hoogseizoen, zoals op feestdagen of in het weekend.

Deze excursie kunt u kosteloos annuleren tot: annuleringstijd voor aanvang van de reis. Bij annulering na: annulering na: annuleringstijd of niet aanwezig zijn op de excursie wordt de volledige prijs van de activiteit alsnog in rekening gebracht. Te laat komen bij het ophalen of vertrekken wordt beschouwd als niet komen opdagen.