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Best trails in Princeton

3,441 Reviews
Looking for a great trail near Princeton, Massachusetts? AllTrails has 27 great hiking trails, trail running trails, forest trails and more, with hand-curated trail maps and driving directions as well as detailed reviews and photos from hikers, campers, and nature lovers like you. If you're looking for the best trails around Monadnock State Park or Whitehall State Park, we've got you covered. You'll also find some great local park options, like Watatic Mountain State Wildlife Area or Mine Falls Park. Ready for some activity? There are 19 moderate trails in Princeton ranging from 1.2 to 10.7 miles and from 813 to 2,001 feet above sea level. Start checking them out and you'll be out on the trail in no time!
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Map of trails in Princeton
Top trails (27)
#1 - Wachusett Mountain: Old Indian, Stage Coach, Bicentennial Trails
Wachusett Mountain State Reservation
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(463)
Length: 4.9 mi • Est. 2 h 45 m
This loop is a combination trail of many interconnected trails at Wachusett Mountain State Reservation. There are many other trails to connect to to shorten or lengthen your journey. Trails in this loop include: Bicentennial Trail pine Hill Trail Old Indian Trail West Side Trail Semuhenna Trail Windmill Trail Stage Coach Trail Echo Lake Trail Echo Lake Road High Meadow back to Bicentennial TrailShow more
#2 - Wachusett Mountain via Bicentennial and Pine Hill Trails
Wachusett Mountain State Reservation
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(506)
Length: 1.2 mi • Est. 53 m
#3 - Pine Hill, Harrington, Jack Frost, Bicentennial, and Mountain House Trail Loop
Wachusett Mountain State Reservation
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(210)
Length: 2.8 mi • Est. 1 h 54 m
Parking fee: MA resident $5 Non-MA resident $20 Rising above the surrounding forest to a height of 2006 feet, Mount Wachusett stands as a unique landmark within the central New England landscape. From the summit, a clear day reveals views of Mt. Monadnock in New Hampshire, the Berkshires to the west, and the Boston skyline to the east. The 3,000-acre Wachusett Mountain State Reservation surrounds the summit and offers a wealth of natural and recreational resources. The Reservation's natural resources include forests, alpine meadows, ponds, streams, fields, and even a perched bog. Recreational opportunities abound at the reservation including hiking, nature study, hawk watching, picnicking, and skiing. The Reservation offers 17 miles of hiking and walking trails.Show more
#4 - Wachusett Mountain via Mountain House Trail
Wachusett Mountain State Reservation
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(418)
Length: 1.7 mi • Est. 1 h 12 m
#5 - Wachusett Mountain via Harrington Trail
Wachusett Mountain State Reservation
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(221)
Length: 3 mi • Est. 1 h 46 m
#6 - Bicentennial, Pine Hill, Loop Trail Loop
Wachusett Mountain State Reservation
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(206)
Length: 1.7 mi • Est. 1 h 5 m
#7 - Wachuset Mountain via Bolton Pond, Semuhenna, and Old Indian Trail
Wachusett Mountain State Reservation
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(182)
Length: 4.2 mi • Est. 2 h 26 m
#8 - Echo Lake Road, High Meadow, Jack Frost and Harrington Trail
Wachusett Mountain State Reservation
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(192)
Length: 2.6 mi • Est. 1 h 37 m
#9 - Wachusett Mountain Loop
Wachusett Mountain State Reservation
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(75)
Length: 6.1 mi • Est. 3 h 42 m
#10 - Harrington, Mountain House, Jack Frost, and High Meadow Trail Loop
Wachusett Mountain State Reservation
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(117)
Length: 2.9 mi • Est. 1 h 48 m
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