Find the top rated bike trails in Ware, whether you're looking for an easy short bike trail or a long bike trail, you'll find what you're looking for. Click on a bike trail below to find trail descriptions, trail maps, photos, and reviews.




















2.5 stars. Entered the trail a the far western end on Hancock Rd. near Skatutakee Lake. Biked eastward for several miles. Mixed surface (dirt, cinder, sand & forest floor). This trail is rough and best suited for fat-tire or full-suspension mountain bikes. You could do it with a gravel bike but be ready for a very bumpy ride. Partially buried track ties and roots cover roughly over a 3rd of this segment of the trail. The swamps and brook are absolutely beautiful. There are a few benches for a peaceful stop. The trail has a gentle decline most of the way so be prepared for the uphill on the return trip. Mostly shaded so sunscreen isn't needed but bug spray might be a good idea if stopping for prolonged periods. The bridges are beautiful & well maintained. The signage is discreet & informative. This is a wonderful all season trail that I plan to return to in foliage season. It has a lot of potential but in its current condition it has a LONG way to go to become a destination that will attract tourists & generate $$$ for the local economy.
Pleasant ride on this crushed stone surface, using my hybrid. Very short section that still has rails and ties and requests that bikes go around on the sidewalk, but easily joins back up to the actual trail after about 100 yards. The eastern end terminates in the Squannacook wildlife management area, with walking trails to follow down toward the river. If you are looking for a nice short ride that's under 10 miles total, this is a good one to choose. Stop for a bite at the local diner in Townsend center, or an ice cream.
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.
Trail was asphalt and exceptionally well maintained. At intersections, drivers in cars were most courteous I'd ever seen. Cars stopped to let bikers across; sometimes even when light was green. Heading West is a slight uphill, which makes return trip exceptionally easy. My daughter and I enjoyed many bridge crossing. Stopping at one bridge we encountered a resident feeding turtles off the bridge; carp on the Pawtuxet river took some meant for turtles. There were many nice graphics at stops explaining Coventry and other industrial towns along the way. Many beautiful old brick mill building were seen also. We passed three ice cream places, General store, and a tavern. Ride was quite beautiful and treed.
I started in Acton and went up to Chelmsford. Plenty of parking and clean bathrooms—bonus! I really enjoyed this trail and look forward to doing the southern half soon.
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
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