Find the top rated horseback riding trails in Windsor Locks, whether you're looking for an easy short horseback riding trail or a long horseback riding trail, you'll find what you're looking for. Click on a horseback riding trail below to find trail descriptions, trail maps, photos, and reviews.
We rode from Pittsfield to Adams and back. Very nice trail. 50% shaded. Ate lunch at AJ‘s at Adams. Nice restaurant in an old train depot. Limited parking at the beginning in Pittsfield. Start your ride at the next parking area to the north. Lots of lakes and rivers running next to the trail. Asphalt the entire length of the trail.
So I started this trail in Portland, Connecticut, and about 3 to 4 miles into it. It stops at a marsh river area. There is no sign to tell you that it does or what detour to take. You would have to get on the main road to avoid this section. And the way people drive on that road I wouldn’t trust it. From what I heard, they were supposed to build a bridge over this section but said they were waiting for EPA to be involved which was years ago so I would highly recommend that you start in East Hampton for continued access.
We rode the whole trail. It's smooth, scenic, and frequently bathrooms. The leaves are turning, such a beautiful trail. A must ride. It should be a Hall of Fame trail.
We did this trail in two days. We learned that it is not quite complete from Hillsdale to Wassaic. Trail is closed from Black Grocery Road to Orphan Farm Road about 1.5 miles. So be warned that as of Sept 15 you can’t quite go completely through YET. Above Millerton and below are almost two completely different trails so we were happy to be able to stop and explore at our leisure. Above is really farm and marsh lands while below has more towns and historical things to see and do. Millerton, has many places to eat and a great mid stop. The leaves are not turning yet but will be beautiful in the colorful fall. I heartily recommend the ride.
This rider was going Northeast from Willimantic towards Hampton NOT Southwest from Willimantic to East Hampton. Having ridden both stretches I can say his description is completely wrong about the gorgeous and open riding Southeastern route and not completely wrong but somewhat overly harsh about his route which can get iffy for stretches.
Rode entire trail roundtrip on a sunny August day. It's a great trail with a great paved surface. Scenic, too. The southern trailhead (Wassaic) has a direct train connection to New York City, so it's just a matter of time before it's discovered by folks from the city for a day's ride.
Town of Millerton in center of trail had the best facilities for a mid-ride break. Copake Iron Works Museum at Taconic State Park and close to the trail also well worth a visit.
Biked end to end on a beautiful summer day. An absolutely beautiful paved trail with lots of water features to see - lakes to the south, river further north, and views of the mountains. Nice trailside pub in Adams and other eateries, including ice cream. Well-loved, with lots of walkers and skaters, as well as riders. Benches and picnic tables aplenty. One of the best trails I've had the privilege to ride. The only way it could possibly be better is if it was longer.
Correction to someone else's review: trail goes gently downhill south to north (not north to south) from Cheshire to Adams.
Hubby & I went this morning for a trial run with my new e-bike! It was tons of fun!!!!
We rode this trail yesterday from the parking lot at Dunkin' Donuts in Moosup all the way to the Rhode Island border. The surface alternates between paved and stone dust/fine gravel and is very well maintained throughout. You can see where dirt bikes would have access coming through the trees down some of the steep banks but we did not see any, unlike the situation that other reviews have mentioned. Perhaps reinforcing an unfortunate state stereotype, immediately upon crossing over into Rhode Island where it is then called The Trestle Trail, after about 6 miles, the trail deteriorates significantly into a dirt trail and likely would be fairly muddy when wet with lots of deep puddles. I also noticed an immediate onslaught of bugs which was interesting. We turned around at this point as we only wanted to ride the Connecticut portion. I was very curious after reading all the reviews over the years about how bad this trail used to be. If you're looking for solitude this is your trail, as opposed to many of the Connecticut trails to the West. We maybe saw five or six people for our entire ride. The guy who owns the house in the quarry is super friendly, as is his German Shepherd Fiona, and offered us water since the day was fairly hot after seeing us from his porch. I highly recommend this trail if you're looking for a quiet, shorter 12-mile round trip ride. Only downside: zero porta potties along the route. You can hit the Dunkin' Do restroom before and after the ride.
Awesome trail. Smooth surface and great views. Also lots of different places you can join the trail. We started a little further north to skip the more industrial part of the trail.
Beautiful 1st ride on the Norwottuck Rail Trail. We parked at the Marshalls in Hadley (trail starts right behind the building) and road a little over 10 miles into EastHampton and back. It was a very easy ride (my 1st ride of this length) on asphalt.
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