Import a GPX file

Wellesley trails

Click on a trail to view its statistics, map and profile.

Wellesley/Needham/Dover trails

United States > Massachusetts > Middlesex County > Newton

Distance: 28.8 mi • Elevation gain: 1,568 ft • Maximum elevation: 400 ft

Town Forest, Rocky Narrows and Pegan Hill Reservation Loop MTB from Wellesley

United States > Massachusetts > Norfolk County > Wellesley

Distance: 17.7 mi • Elevation gain: 1,053 ft • Maximum elevation: 400 ft

Trails around Newton/Weston/Wellesley

United States > Massachusetts > Middlesex County > Newton

Newton Trails

Distance: 16.3 mi • Elevation gain: 810 ft • Maximum elevation: 289 ft

Rest of the Deer Path Conservation Area

United States > Massachusetts > Middlesex County > Weston

Weston Trails

Distance: 8.6 mi • Elevation gain: 390 ft • Maximum elevation: 331 ft

Wellesley wandering

United States > Massachusetts > Middlesex County > Newton

Some Wellesley trails

Distance: 41.4 mi • Elevation gain: 2,005 ft • Maximum elevation: 348 ft

Gear up for your next adventure:

🧣Hiking Neck Gaiter - Multi‑use neck protection for outdoor weather
🎒Waterproof Dry Bags - Keep your electronics and maps dry inside your pack
🧺Microfiber Travel Towels - Compact and fast-drying towels for trail use
📌Outdoor GPS Map App - Apps and devices for digital topographic navigation
🩳Quick‑Dry Hiking Shorts - Comfortable and quick‑dry shorts for summer hiking

As an Amazon Associate, this site earns from qualifying purchases at no extra cost to you.