Find the top rated horseback riding trails in Ware, 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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It was a warm summer day. We were one of two cars in the almost empty trailhead parking lot. The trail was cool and mostly in the late afternoon shade. There was enough space to ride bikes next to each other or walk 3 across. The gravel is not so deep as to slow you down. We saw two deer meander through a field. A great time was had by all.
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.
From EBBP over mostly dedicated path or protected bike lanes:
Over Washington Bridge thru India Pt Park;
Under I-195 along S. Water St. crossing Wickendon St. onto bike path along Providence River;
Cross Michael S. Van Leesten Memorial (pedestrian) Bridge over river then head west uphill along Ship, Chestnut then Clifford Streets;
Clifford St over I-95 bridge, onto Friendship St downhill then left onto Broad;
Along Broad then right onto Peace St (next to St. Joseph's Med Ctr);
Peace turns into Waverly. Waverly left onto Cranston St.;
Cranston St. (unprotected) under Rte10 then left onto Depot St.;
Arrived!
Cranston St is very busy with moving and parked cars and peds. An alternative bypass: along Peace St as above, but at Dexter St crossing where it turns to Waverly, turn left onto Dexter. Then right onto Waldo St, down to the second side street left onto Brattle St; this tees into Potters Av (busy!), quick dogleg right/left onto Homestead Av, (which tees into) turn right onto Huntington Av. A few blocks later, you reach Cranston St. at the Rte 10 underpass; then continue as before. Note: the northbound Huntington Av here is a quiet side road after it splits from the main northbound side Huntington Av highway.
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.
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