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Best trails in Jaffrey

3,910 Reviews
Looking for a great trail near Jaffrey, New Hampshire? AllTrails has 29 great hiking trails, trail running trails, views 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 Pillsbury 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. Gearing up for a challenge? There are 15 hard trails in Jaffrey ranging from 3.6 to 8.7 miles and from 1,263 to 3,149 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 Jaffrey
Top trails (29)
#1 - Mount Monadnock via White Dot and White Cross Trails
Monadnock State Park
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(1913)
Length: 3.7 mi • Est. 2 h 41 m
Notice: In response to COVID-19, NH State Parks will be utilizing our online day use reservation system at Monadnock State Park. Visitors must make a reservation prior to arrival at the park and visitShow more
#2 - White Dot to Mount Monadnock
Monadnock State Park
hardYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(334)
Length: 3.8 mi • Est. 2 h 43 m
Notice: In response to COVID-19, NH State Parks will be utilizing our online day use reservation system at Monadnock State Park. Visitors must make a reservation prior to arrival at the park and visitShow more
#3 - White Cross Trail
Monadnock State Park
hardYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(279)
Length: 3.8 mi • Est. 2 h 43 m
Notice: In response to COVID-19, NH State Parks will be utilizing our online day use reservation system at Monadnock State Park. Visitors must make a reservation prior to arrival at the park and visitShow more
#4 - Mount Monadnock via White Arrow Trail
Monadnock State Park
hardYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(281)
Length: 4.3 mi • Est. 2 h 50 m
Notice: In response to COVID-19, NH State Parks will be utilizing our online day use reservation system at Monadnock State Park. Visitors must make a reservation prior to arrival at the park and visitShow more
#5 - Monadnock Mountain Via Marlboro Trail
Gay State Forest
hardYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(194)
Length: 3.8 mi • Est. 2 h 44 m
Monadnock Mountain Via Marlboro Trail is a 3.8 mile heavily trafficked out and back trail located near Jaffrey, New Hampshire that offers the chance to see wildlife. The trail is rated as difficult anShow more
#6 - Monadnock Mountain via Birchtoft Trail
Monadnock State Park
hardYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(94)
Length: 6.4 mi • Est. 3 h 55 m
Notice: In response to COVID-19, NH State Parks will be utilizing our online day use reservation system at Monadnock State Park. Visitors must make a reservation prior to arrival at the park and visitShow more
#7 - Monte Rosa and Mount Monadnock via Old Halfway House Trail
Monadnock State Park
hardYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(106)
Length: 4.2 mi • Est. 2 h 46 m
NOTE: State parks will be using their online day use reservation system. Visitors must make a reservation prior to arriving. Please visit the park site for more information and to make a reservation. Show more
#8 - T42 Monadnock Loop
Monadnock State Park
hardYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(21)
Length: 8.7 mi • Est. 5 h 31 m
Notice: In response to COVID-19, NH State Parks will be utilizing our online day use reservation system at Monadnock State Park. Visitors must make a reservation prior to arrival at the park and visitShow more
#9 - White Dot, Cascade Link, and Pumpelly Trail Loop
Monadnock State Park
hardYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(85)
Length: 4.3 mi • Est. 2 h 56 m
Notice: In response to COVID-19, NH State Parks will be utilizing our online day use reservation system at Monadnock State Park. Visitors must make a reservation prior to arrival at the park and visitShow more
#10 - Mount Monadnock via Parker Trail and Cliff Walk
Monadnock State Park
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(35)
Length: 5.9 mi • Est. 3 h 36 m
Notice: In response to COVID-19, NH State Parks will be utilizing our online day use reservation system at Monadnock State Park. Visitors must make a reservation prior to arrival at the park and visitShow more
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