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Best trails in Hopkinton

1,079 Reviews
Looking for a great trail near Hopkinton, Massachusetts? AllTrails has 8 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 Borderland State Park or Whitehall State Park, we've got you covered. You'll also find some great local park options, like Blue Hills Reservation or Middlesex Fells Reservation. Ready for some activity? There are 5 moderate trails in Hopkinton ranging from 1.8 to 26.5 miles and from 341 to 505 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 Hopkinton
Top trails (8)
#1 - Whitehall Reservoir Loop
Whitehall State Park
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(512)
Length: 8 mi • Est. 2 h 59 m
Note: As of August 15, 2020, users have reported one side of the trail is closed due to tree fall. A loop hike around the reservoir starting from the boat launch. Please be mindful and considerate when hiking this trail as parts of it are on private property (back yards of people's homes). Show more
#2 - Vietnam Milford Trail
Hopkinton, Massachusetts
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray Star(351)
Length: 9.2 mi • Est. 4 h 7 m
#3 - College Rock Run
Rocky Woods Reservation
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray Star(81)
Length: 1.8 mi • Est. 49 m
#4 - Boston Marathon Route
Hopkinton, Massachusetts
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(41)
Length: 26.5 mi • Est. 11 h 7 m
Get familiar with the famous Boston Marathon route! Ride, run, walk or be a spectator at the various mile markers! Get familiar with the famous Boston Marathon route! Ride, run, walk or be a spectator at the various mile markers! Why does Urban AdvenTours, a bike touring business have a guide for the Boston Marathon? Because midnight before the race, all the roads are marked off which makes for one sweet cycling route. You have your choice to either ride under the stars with the midnight riders or cycle with the large group of early-birds before the race. What is the Boston Marathon? An annual marathon that takes place on Patriot's Day. The route starts on the Main street of Hopkinton, Massachusetts. The track makes its way across various towns and cities, following Route 135, Route 16, and Route 30 (Commonwealth Avenue). Along Comm. Ave the route takes a turn onto Beacon Street and ends on Boylston Street. The finish line is in front of the Boston Public Library of Copley Square in Boston, Massachusetts. The Boston Marathon is one of the world's best road racing events and also the oldest annual marathon in the world. This year marks the 115th year of Boston Marathon. More than 26,000 entrants from 90 different countries will be participating, some of which are the fastest distance runners in the world.Show more
#5 - Cameron Woods Loop
Hopkinton, Massachusetts
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray Star(46)
Length: 3.2 mi • Est. 1 h 17 m
#6 - Hopkins Loop via Center Trail
Hopkinton, Massachusetts
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(21)
Length: 2.3 mi • Est. 59 m
#7 - Karl Mighton Trail
Hopkinton, Massachusetts
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray Star(5)
Length: 1.6 mi • Est. 41 m
The trail consists of a short loop with spurs out to trailheads on East St. and North Mill St. Show more
#8 - Sands Trail
Emerald Hills East
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarGray Star(9)
Length: 1.1 mi • Est. 33 m