Tolland, Connecticut

Looking for the best hiking in Tolland? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Tolland. The detailed guides, photos, and reviews are all submitted by the Outbound community.

Top Hiking Spots in and near Tolland

  • Hamden, Connecticut

    Hike the Tower Trail to the Blue Trail at Sleeping Giant SP

    5.0
    3 mi / 518 ft gain
    Sleeping Giant State Park is a place very close to my heart. I spent 4 years right across the street at Quinnipiac University and have hiked “The Giant” more times then I can count and at all different hours. There are a few different trails you can explore but my favorite one is up to the cliffs...
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  • Hamden, Connecticut

    Hike the Mill River Trail to the Blue Trail at Sleeping Giant SP

    5.0
    3 mi / 518 ft gain
    Since I was a child, I’ve always enjoyed hiking the Giant. As Connecticut parks go, this terrain is some of the most challenging (and unfortunately, the most dangerous) in the state. The actual ridge is approximately 2.75 miles long by 1.75 miles wide, and offers approximately 24 miles of hiking ...
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  • Hamden, Connecticut

    Boulder & Free Climb off the Blue Trail In Sleeping Giant SP

    Sleeping Giant State Park does not just have great hiking, it also has great climbing and bouldering. Pick up the blue trail starting at the backside of the visitor center. This trail climbs pretty steadily but take note that as you hike up the cliff below you is a great spot to checkout for boul...
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  • Groton, Connecticut

    Hike Haley Farm Loop

    5.0
    2.7 mi / 193 ft gain
    Haley Farm Loop is a 2.7 mile loop hike that takes you past wildlife located near Groton, Connecticut.
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  • North Smithfield, Rhode Island

    Hike the Fort Wildlife Refuge

    1 mi
    The parking area is about 50 yards down the dirt driveway on your right. Take care in the spring, as the parking lot can become a mud pit!  This wildlife refuge is a series of loops which lead to three different ponds. These directions are for the 'Pond One' loop. When you start on the trail, sta...
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  • Deerfield, Massachusetts

    South Sugarloaf Trail

    1.48 mi / 404 ft gain
    South Sugarloaf Trail is a loop trail that takes you by a river located near South Deerfield, Massachusetts.
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  • Blackstone, Massachusetts

    Hike the Blackstone Gorge Trail

    5.0
    0.7 mi / 72 ft gain
    Park at the lot at the corner of Staples Lane and County Street. From here you can access the Blackstone Gorge Trail. Dogs are allowed on leash, and you can enjoy various paths along the river or through the forest. At multiple points you can find yourself looking down at the Blackstone River fro...
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  • Westerly, Rhode Island

    Grills Preserve

    4.0
    4.27 mi / 351 ft gain
    Grills Preserve is a loop trail that takes you by a lake located near Bradford, Rhode Island.
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  • Norfolk, Connecticut

    Campbell Falls

    4.0
    0.99 mi / 161 ft gain
    Campbell Falls, one of the most beautiful parks in CT. Don't let the size of the park fool you, that's what adds to the beauty. With it's strong pine and fresh flower scented woods you slowly forget that you're even in Connecticut. The trails aren't labeled the greatest but still can be made out....
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  • Providence, Rhode Island

    Neutaconkanut Loop

    5.0
    1.49 mi / 171 ft gain
    To enter the park, you first have to go through a field and past a baseball park. Next, you will see a high slope, you can either enter the trails through here or the stairs at the side. Some of the trails are overgrown and may have ticks or poison ivy so be careful. This place is good for kids a...
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  • Westerly, Rhode Island

    Napatree Point Conservation Area Trail

    4.0
    3.19 mi / 82 ft gain
    Napatree Point Conservation Area Trail is a loop trail that takes you past scenic surroundings located near Westerly, Rhode Island.
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  • Washington, Connecticut

    Hike the Mount Tom Tower Trail

    1.3 mi / 337 ft gain
    Starting from the parking lot of Mt. Tom State Park, hop onto the Tower Trail (yellow trail) which leads more into the woods. During winter time, the trail may be slippery, please use your best judgement and always know your limits. Gaining about 300 feet in total elevation in approximately 1 mil...
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  • Westminster, Massachusetts

    Summit Mt. Wachusett via the West Side Trail

    5.0
    1.2 mi / 750 ft gain
    Set your GPS to Wachusett Mountain ski area. Coming from Rt. 2 turn onto Mile Hill Rd and look for your first right to take Bolton Rd. Take this road all the way until it intersects with West Princeton Rd. Turn left. and  drive down W Princeton Rd  for 1.2 miles and there should be a small parkin...
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