The Best Hiking in Randolph
Looking for the best hiking in Randolph? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Randolph. The detailed guides, photos, and reviews are all submitted by the Outbound community.
Top hiking spots in and near Randolph
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Braintree, Massachusetts
Cranberry Pond Via Red Trail Loop
2.06 mi / 164 ft gainCranberry Pond Via Red Trail Loop is a loop trail that takes you by the lake located near Holbrook, Massachusetts.Read more -
Abington, Massachusetts
Ames Nowell State Park Trails
3.52 mi / 190 ft gainAmes Nowell State Park Trails is a loop trail that takes you by the lake located near Abington, Massachusetts.Read more -
Randolph, Massachusetts
Hike the Ponkapoag Pond Trail
4.03.82 mi / 173 ft gainPark at the end of Ponkapoag Trail Road to access the trail. Dog friendly, open year round.Read more -
Milton, Massachusetts
Skyline Loop Trail to Hawk's Hill
3.54 mi / 640 ft gainSkyline Loop Trail to Hawk's Hill is a loop trail that provides a good opportunity to view wildlife located near Quincy, Massachusetts.Read more -
Milton, Massachusetts
Ponkapoag North Loop
1.89 mi / 220 ft gainPonkapoag North Loop is a 2mile loop trail that takes you by the lake located near Randolph, Massachusetts.Read more -
Milton, Massachusetts
Blue Hills Nahanton Hill Loop
4.82 mi / 584 ft gainBlue Hills Nahanton Hill Loop is a loop trail where you may see beautiful wildflowers located near Milton, Massachusetts.Read more -
Milton, Massachusetts
Skyline Trail to Buck Hill
1.2 mi / 348 ft gainSkyline Trail to Buck Hill is a loop trail that takes you past scenic surroundings located near Quincy, Massachusetts.Read more -
Milton, Massachusetts
Houghton's Pond to Buck Hill
3.68 mi / 400 ft gainHoughton's Pond to Buck Hill is a loop trail that takes you past scenic surroundings located near Milton, Massachusetts.Read more -
Braintree, Massachusetts
Pond Meadow Red Trail Loop
1.72 mi / 92 ft gainPond Meadow Red Trail Loop is a loop trail that takes you through a nice forest located near Braintree, Massachusetts.Read more -
Milton, Massachusetts
Houghton's Pond Recreation Area
1.2 mi / 79 ft gainHoughton's Pond Recreation Area is a loop trail that takes you by the lake located near Milton, Massachusetts.Read more -
Milton, Massachusetts
White Triangle Trail
6.07 mi / 653 ft gainWhite Triangle Trail is a loop trail that takes you past scenic surroundings located near Milton, Massachusetts.Read more -
Milton, Massachusetts
Buck Hill and Doe Hollow Path
1.67 mi / 200 ft gainBuck Hill and Doe Hollow Path is a loop trail that takes you through a nice forest located near Quincy, Massachusetts.Read more -
Milton, Massachusetts
Hike the Great Blue Hill Trail
5.02.3 mi / 550 ft gainThis is family-friendly hike takes you to nice views of Boston, after a moderately challenging stretch of elevation gain. Follow the blue markers along Great Blue Hill Trail to reach the observation tower. This is also a great spot for bird watching, and for exploring the nearby weather station.Read more -
Milton, Massachusetts
Buck Hill to Hawk Hill Loop
3.29 mi / 495 ft gainBuck Hill to Hawk Hill Loop is a loop trail that takes you through a nice forest located near Milton, Massachusetts.Read more -
Milton, Massachusetts
Buck Hill Path Loop
1.28 mi / 115 ft gainBuck Hill Path Loop is a loop trail that provides a good opportunity to view wildlife located near Milton, Massachusetts.Read more
