Sheffield, Massachusetts
Top Spots in and near Sheffield
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Sheffield, Massachusetts
Hike to Race Brook Falls
4.03.4 mi / 1174 ft gainHiking 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 ...Read more -
Mount Washington, Massachusetts
Guilder Pond and Mount Washington Lookout Trail
3.92 mi / 909 ft gainGuilder Pond and Mount Washington Lookout Trail is a loop trail that takes you by the lake located near Copake Falls, New York.Read more -
Mount Washington, Massachusetts
Climb Alander Mountain
10.6 mi / 2250 ft gainClose to the popular Bash Bish Falls in Mount Washington State Forest is this amazing summit and perfect day hike! Witness the corners of Massachusetts, Connecticut, and New York all at once (and from the top of this trail, it connects to Bash Bish if you have the time to spear!) From the Mt. Was...Read more -
Salisbury, Connecticut
Bear Mountain Loop
4.56.05 mi / 1516 ft gainAt 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...Read more -
Mount Washington, Massachusetts
Explore Bash Bish Falls
4.31 miOne of my favorite walks to a spectacular falls. The trail is easy to follow and one mile from NY parking lot and 0.5 from the parking lot. The apparent place to swim. There are several very nice, family safe swimmable pools in the creek above and after the falls. There are signs at the top of t...Read more -
Mount Washington, Massachusetts
Mount Frissell and Brace Mountain Loop Trail
5.08 mi / 807 ft gainMount Frissell and Brace Mountain Loop Trail is a loop trail where you may see beautiful wildflowers located near South Egremont, Massachusetts.Read more -
Great Barrington, Massachusetts
Hike the Benedict Pond Loop Trail
5.01.7 miThis is no ordinary loop, it's rain forest-like feels with small hills and curves, wooden bridges over marsh, and lookouts over the pond will keep you in awe at every corner! The trail is easy to find and easy to follow. When you park at the boat launch area, follow the blue blazes and trail sign...Read more -
Great Barrington, Massachusetts
Mt. Wilcox and Beartown Mountain Trail Loop
9.29 mi / 981 ft gainMt. Wilcox and Beartown Mountain Trail Loop is a loop trail that takes you by the lake located near Great Barrington, Massachusetts.Read more -
Great Barrington, Massachusetts
Camp at Beartown State Forest
On a spontaneous adventure, we were lucky to have ended up car camping at the beautiful Beartown State Forest. From the main entrance of the state forest, the campsite is only a few minutes drive to the right of the road. The campsite is popular, but only limited to 12 sites, so during the summer...Read more -
Great Barrington, Massachusetts
Hike the Lookout Trail in Beartown State Forest
0.5 mi / 117 ft gainIf you ever decide to go to the beautiful Beartown State Forest, be sure to enjoy the short but worthy hike to the vista on the Lookout Trail for views that stretches out to the mountains. There are two places to park: 1. From the main entrance of the park, you can get a spot at the lot at Bened...Read more -
Norfolk, Connecticut
Hike to Campbell Falls
4.01.4 mi / 187 ft gainCampbell 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....Read more -
Salisbury, Connecticut
Explore Riga Falls
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...Read more -
Great Barrington, Massachusetts
Hike Monument Mountain
4.02 mi / 720 ft gainAt 1642 feet (with a total elevation gain of 720 feet), Squaw Peak is a great spot to see both Mt Greylock along the Vermont border, and the Catskills in New York. There are several trail options here to get to the summit, but no matter which combination you choose, you can keep your trip under ...Read more -
Canaan, Connecticut
Explore Great Falls
3.00.5 miStumbled 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.Read more -
Stockbridge, Massachusetts
Laura's Tower and Ice Glen
5.02.4 mi / 676 ft gainYou will park at the end of Park Street in Stockbridge, Massachusetts. From the parking are you will cross a beautiful bridge over the Housatonic River. The trail crosses railroad tracks and immediately begins to climb into the woods. You will reach a split in the trail, a left will take you...Read more -
Hudson, New York
High Falls Conservation Area Loop
1.41 mi / 194 ft gainHigh Falls Conservation Area Loop is a loop trail that takes you by a waterfall located near Philmont, New York.Read more
Top Activities
Camping and Lodging in Sheffield
Catskill, New York
Getaway Catskills East
Our second Outpost in New York is now open. Be the first to stay at Getaway Catskills East.
From $209 / night
Catskill, New York
Getaway Catskills West
One hundred miles up the Hudson, our first New York Outpost is nestled away in the beautiful woods of Catskill, NY.
From $209 / night
Chesterfield, Massachusetts
Indian Hollow
Overview
With abundant wildlife, lush scenery and waterfront views, Indian Hollow Group Campground, located at the Knightville Dam and Re...
Westhampton, Massachusetts
Northampton / Springfield KOA Holiday
With fantastic attractions, arts and entertainment, outdoor recreation and shopping, the Greater Springfield, Northampton and Pioneer Val...
Thomaston, Connecticut
Northfield Brook Lake Group Shelters
Overview
Northfield Brook Lake Group Shelters are located along a small scenic lake in the Naugatuck Valley of west-central Connecticut.N...
Naugatuck, Connecticut
Hop Brook Lake Recreation Area
Overview
Hop Brook Lake Recreation Area is located within the towns of Middlebury, Naugatuck and Waterbury, Connecticut. Its 536 acres pr...