Chesterfield, Massachusetts
Top Spots in and near Chesterfield
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Wilmington, Vermont
Tucked along Route 9 in Wilmington, Vermont, Molly Stark State Park is home to one of the most satisfying short hikes in the southern Green Mountains: the climb to the Mount Olga fire tower. At just 1.8 miles as a loop, it punches well above its weight — rewarding hikers with a genuine fire tow...
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East Nassau, New York
5.0
1.62 mi
/ 308 ft gain
Kinderhook Creek is a loop trail that takes you by a river located near Stephentown, New York.
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Woodford, Vermont
5.0
2.41 mi
/ 203 ft gain
A great loop for the summer, Woodford is also amazing when winter winter comes to the State Park. It also comes earlier than just about anywhere else in Southern Vermont. At 2,400 feet above sea level, this is an easy spot to find winter without spending a fortune at the local ski resorts. Woodfo...
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Sheffield, Massachusetts
4.0
2.47 mi
/ 1145 ft gain
Hiking along the Appalachian trail I made a detour in Mt Everett State reservation. About a 2.5 mile detour lead me down to a beautiful 100ft waterfall called Race Brook falls. The waterfall felt made me feel like i was in the tropical jungle in Hawaii. Adding to the beauty of the waterfall were ...
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Simsbury, Connecticut
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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Mount Washington, Massachusetts
4.3
0.75 mi
/ 295 ft gain
Bash Bish Falls is a spectacular 60-foot waterfall located on the Massachusetts-New York border in the southern Berkshires. This popular destination offers easy hiking access and stunning natural beauty, making it perfect for families and casual hikers.
Parking Options
Massachusetts Side: 0...
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Copake, New York
Bash Bish Falls from Taconic State Park is an out-and-back trail that takes you by a waterfall located near Copake, New York.
Swimming is not permitted at Bash Bish Falls.
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Salisbury, Connecticut
4.7
6.05 mi
/ 1516 ft gain
At 2,316 feet, Bear Mountain is the highest peak in Connecticut. The peak is about a half-mile south of the Massachusetts state line on the Appalachian Trail. The views are great. On a clear day you can see some of the peaks in southern New Hampshire. The remnants of a stone tower are on the summ...
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Canaan, Connecticut
Stumbled upon Great Falls in the Falls Village section of Canaan, CT. The stunning 50ft waterfall doesn't disappoint. very easy hike from parking lot, you must cross the river in order to get close for bottom view. Hop on top of turtle rock and relax as the waterfall tumbles in the distance.
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Cropseyville, New York
Once you drive onto N. Long Pond Road you will follow it appproximately 1.5 miles to the end. From the parking you can take the short walk back on the road to the start of the trail.
The trail is actually a rough Fire Tower Road. You will follow this for about 1.3 miles. Here you will see a se...
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Salisbury, Connecticut
The best part of the adventure is finding this hidden gem also known as Riga Falls. Riga Falls is actually one of Connecticut's lesser known waterfalls, but arguably the most scenic. A helpful hint is that the waterfall lies beside dirt road, keep your ears open! I've already said too much, happy...
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Bennington, Vermont
5.0
1.33 mi
/ 243 ft gain
The Mile-Around Woods in Bennington, Vermont, offers a moderate hiking trail that spans approximately 1.33 miles. The trail is circular, providing a continuous path through the woods. The terrain is varied, with some flat sections and others that are slightly hilly, making it suitable for interme...
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Hudson, New York
High Falls Conservation Area Loop is a loop trail that takes you by a waterfall located near Philmont, New York.
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Manchester, Connecticut
Wickham Park Is open the first weekend in April and closes the last weekend in October. Entrances fees are $5 Monday-Friday and $7 Saturday-Sunday. The park is known for its 250 acres of open fields, wildflowers, gardens, ponds and nature center. There is no where else can you go have a picnic w...
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