Deerfield, Massachusetts

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

Top Chillin Spots in and near Deerfield

  • Savoy, Massachusetts

    Tannery Falls Loop

    0.54 mi / 135 ft gain
    The hike to Tannery Falls may be a little confusing, I'll clear it up for you before you even go there! To get to The falls you will travel down a dirt road that isn't very well maintained during the winter. As you keep driving down the dirt road you will notice a pond , which means you are almos...
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  • Wilmington, Vermont

    Ward’s Cove at Harriman Reservoir

    Harriman Reservoir — also known as Whitingham Lake — is one of Vermont's largest bodies of water, stretching over 2,000 acres through the hills of Wilmington and Whitingham in the southern Green Mountains. Ward's Cove is one of the reservoir's quieter access points, offering a sheltered launch ...
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  • Adams, Massachusetts

    Explore Bellevue Falls

    5.0
    When you reach the falls, you can cliff jump into a large swimming hole at the base. The best time to visit the falls is from April to November. Please note that dogs are not permitted here. Parking is at a cemetery, and the gates are open from 8am to 9pm. Use common sense before cliff jumping - ...
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  • Sandisfield, Massachusetts

    Buck River Swimming Hole

    4.0
    0.3 mi / 250 ft gain
    This swimming hole is 7-feet deep. At the top of the swimming hole is a 12-foot waterfall with slide down. Parking: The swimming hole is located between Sandisfield Town Office and the post office. There is one dirt pull-off space near the swimming hole. The easiest parking is at the Town Offic...
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  • Granby, Connecticut

    Enders Falls

    4.0
    0.5 mi / 118 ft gain
    Enders State Forest sprawls over approximately 2000 acres, and is found within the towns of Granby and Barkhamsted in Connecticut.  Enders has a good sized parking lot directly on Route 219.  From the junction of Route 219 and Route 20, visitors will proceed west on Route 219 for 1.2 miles and tu...
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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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  • Clinton, Massachusetts

    Wachusett Reservoir

    4.8
    Wachusett Reservoir is located in central Massachusetts, northeast of Worcester. Easy location and parking, you can go anytime of the day and you won't be disappointed. The Reservoir is the second largest body of water in the State of Massachusetts, taking place in 5 cities around the area, West ...
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  • Simsbury, Connecticut

    Hike to the Heublein Tower on Talcott Mountain

    4.3
    2.54 mi / 404 ft gain
    The Heublien Tower Trail, located just inside the Talcott Mountain State Park entrance off of Route 185 in Simsbury CT, is a short 1.25 miles. While the hike isn't long, the first 1/3 of a mile is a steep incline that will get your heart pumping. The trail itself it very well kept, and although ...
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  • Bolton, Massachusetts

    Take a Stroll at Fyfeshire Conservation Area

    1.0
    Fyfeshire is located in Bolton Massachusetts off "Wattaquadock Hill Road", near the "Fotini's Restaurant and Bar". The trailhead begins at a small parking area with a stone gate that says Fyfeshire Conservation area on a wood plank. Once you are in the conservation area you will see an opening in...
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