Help keep our trails and parks open during COVID-19 by committing to social distancing. Some trails or park services may be closed this weekend so check with local authorities before heading out.
Learn more

Best trails in Hopkinton

1,058 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 Whitehall State Park or Borderland 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!
Show more
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(524)
Length: 8 mi • Est. 2 h 59 m
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(343)
Length: 9.2 mi • Est. 4 h 7 m
Vietnam Milford Trail is a 9.2 mile heavily trafficked loop trail located near Hopkinton, Massachusetts that features a river and is rated as moderate. The trail offers a number of activity options. DShow more
#3 - College Rock Run
Rocky Woods Reservation
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray Star(76)
Length: 1.8 mi • Est. 49 m
College Rock Run is a 1.8 mile moderately trafficked out and back trail located near Hopkinton, Massachusetts that features beautiful wild flowers and is rated as moderate. The trail is primarily usedShow more
#4 - Boston Marathon Route
Hopkinton, Massachusetts
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(43)
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 spectatoShow more
#5 - Cameron Woods Loop
Hopkinton, Massachusetts
moderateYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray Star(41)
Length: 3.2 mi • Est. 1 h 17 m
Cameron Woods Loop is a 3.2 mile moderately trafficked loop trail located near Hopkinton, Massachusetts that features a river and is rated as moderate. The trail offers a number of activity options anShow more
#6 - Hopkins Loop via Center Trail
Hopkinton, Massachusetts
easyYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray Star(19)
Length: 2.3 mi • Est. 59 m
Hopkins Loop via Center Trail is a 2.3 mile lightly trafficked loop trail located near Hopkinton, Massachusetts that offers the chance to see wildlife. The trail is good for all skill levels and offerShow more
#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 StarYellow StarGray StarGray Star(8)
Length: 1.1 mi • Est. 33 m
Sands Trail is a 1.1 mile moderately trafficked out and back trail located near Hopkinton, Massachusetts that offers the chance to see wildlife and is good for all skill levels. The trail is primarilShow more