Find the top rated horseback riding trails in Ludlow, 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.







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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.
Trail lacked any evidence of maintenance. Rode from Hinsdale to Winchester.
Assabet is a 5 mile or so paved trail in good shape. We started at 72 Jefferson St. in Marlborough, MA where there was plenty of parking spaces and a path to the trail. The Assabet is pretty much a city/suburb experience with a few road crossings that need to be executed with care. Just recently it has been joined in Hudson by the 7 mile spanking brand new Hudson to Sudbury Trail (part of the Mass Central Rail Trail system). Then, in Sudbury the Bruce Freeman trail joins making for all sorts of possibilities for some great rides. My wife and I plan next time to park in Sudbury at the spot where the Bruce Freeman and Hudson to Sudbury connect (there's parking near) and make our riding choices from there.
0.8 miles of this trail now consists of crushed gravel
Great ride. First time on a gravel surface and found it pretty easy going with a few rough spots. It rained the night before and early morning, so I wasn’t sure what to expect. Trail was damp but no big puddles. I took in 28 miles of the 40 out and back. Will do it again and try to get the whole distance.
Rode Simsbury down to Plainville. Simsbury to Avon was full of tree root bumps, and lots of branches & trail debris. It's almost as if Simsbury wants to keep cyclists out. ¿ However, Avon and Farmington were great rides, as was Plainville.
Lot's of stops along the way to enjoy the sites. It's a very well maintained small trail
I'd ridden this trail a couple years ago, doing it in small sections, and had found it to be a nice ride with a decent surface, quite reasonable for my older hybrid. I only did about 6 miles today, from Keene southward before turning back, and those couple of detours noted in another review are still in place - taking you out onto the road for short stretches likely to avoid power line work being done.
Rode from Avon, CT to Westfield, MA. Mass section in great shape. CT section is awful. Pavement is split, constant 'ka-thunk', pot holes not marked, just horrendous condition. Where is the CT DOT and our tax dollars? Stay away.
Lot's of stops along the way to enjoy the sites. It's a very well maintained small trail
Other reviews are fair. Lots of starts and stops for a shorter trail, but also some nice lengths and well maintained. Being from the area, I knew what to expect. I had more fun dodging and beeping my horn at bunnies on my night ride, than I did going around children on my day ride. Nice either way.
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