111 Things to do near Winchester, Connecticut
first prev 1 2 3 4 5 6 next lastShowing results within 50 miles Distance miles of Winchester, CT, USA City, Zip, or Address
Gilbert Mountain / Winsted Woods
Winchester, Connecticut
2.1 miles EThere used to be a race here and many of the trail markings are still there but a lot of washout has happened and you'll need to look for the newer connecting single track for the...
Mountain Bike
Satans Kingdom
New Hartford, Connecticut
9.5 miles SESwim near New Hartford, Connecticut
Swim
Hubbard River
Granville, Massachusetts
11.2 miles NESwim near Granville, Massachusetts
Swim
Buck River
Sandisfield, Massachusetts
11.8 miles NSwim near Sandisfield, Massachusetts
Swim
Mohawk Mountain State Park
Cornwall, Connecticut
12.3 miles SWmostly logging roads, can be ridden rigid. Climb to the top of mohawk mountain and back down. Lots more to be explored, this is a good 15 miles and 1.5 hours of riding.1) at the dead end first road...
Cross-country Ski, Hike, Mountain Bike
Umpachene Falls
New Marlborough, Massachusetts
13.7 miles NWSwim near New Marlborough, Massachusetts
Swim
Carpenter's Falls
Granby, Connecticut
13.8 miles EDO not head down the trail to the left it is for hiking/walking only. Ride up the hill till you hit pavement. Mostly a really rough dirt road passable by some suvs, but with a few...
Mountain Bike
Nassahegan State Forest
Burlington, Connecticut
14.6 miles SEA good network of trails in the Nassahegan State Forest. A main loop with a number of side trails. A large loop exist that will bring you past a road. Parking is Avaliable at the park...
Mountain Bike
Central
Simsbury, Connecticut
15.8 miles Eone huge drop and plenty of jumps usually lots of people there not many non bikers trail is always changing
Mountain Bike
Sessions Woods
Burlington, Connecticut
16.1 miles SETrail system in the Sessions Woods WMA. A good mix of rock and roots making for a fun time on the bike. Trails also connect to a number of other areas near by but also include road...
Mountain Bike
Thomaston Dam
Thomaston, Connecticut
16.8 miles SThe Vista picnic area offers visitors excellent views of the dam and portions of the Naugatuck River Valley. The streamside environment is popular for fishing and upland game hunting....
Mountain Bike
Granville Gorge
Southwick, Massachusetts
17.5 miles NEMountain Bike and Swim near Southwick, Massachusetts
Mountain Bike, Swim
Penwood State Park
Simsbury, Connecticut
18.1 miles EAn extensive trail system envelopes this hill top park with many scenic views of the Farmington River Valley. There's single track that traverses within inches of 200 foot cliffs....
Mountain Bike
Riga Falls
Salisbury, Connecticut
18.5 miles WSwim near Salisbury, Connecticut
Swim
Salmon River
Salisbury, Connecticut
18.5 miles WSwim near Salisbury, Connecticut
Swim
Winding Trails
Farmington, Connecticut
18.8 miles SEMajor trail complex with lots to do. Trail maps are available at stations and you will need to pay a $5 fee for parking. The trail is about 5 miles long with little technical challenge...
Mountain Bike
Cowles Park
East Granby, Connecticut
18.8 miles EVery well maintained trails with a great variety: some downhill, some hill ups and downs, flat technical sections, and fire roads. Just a fun wide range of trails. Would go back any...
Mountain Bike
Metacomet Trail
East Granby, Connecticut
19.1 miles EThe Metacomet Trail is a 62.7-mile Blue-Blazed hiking trail that traverses the Metacomet Ridge of central Connecticut and is a part of the newly designated 'New England National Scenic...
Hike, Mountain Bike
Kent Falls State Park
Kent, Connecticut
19.3 miles SWPer the CT Dept of Energy and Environmental Protection: When the parking lot has reached capacity, the park is closed. It will reopen when the lot has 10 available spaces. Please note that there is...
Hike
Heublein Tower
West Hartford, Connecticut
19.5 miles SEMix of single trail, double trail and gravel roads. Go counterclockwise. Beautiful views from Heublein Tower.
Mountain Bike
