Looking for the best trails around Watertown?

Explore the best rated trails in Watertown, CT, whether you're looking for an easy walking trail or a bike trail like the Hudson River Brickyard Trail and Walkway Over The Hudson . With more than 65 trails covering 513 miles you're bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.

Recent Trail Reviews

Air Line State Park Trail

Get outta here. Put an asphalt trail down or stop wasting our time.

June, 2024 by db7178

Get outta here. Put an asphalt trail down or stop wasting our time.

Putnam Trailway

meh

June, 2024 by vbergerg_tl

Finally reached it from the North County trail way and was both surprised and disappointed. Some nice spots but mostly odd hills and backend of towns. Expected it to be much nicer. Now I’m trying to figure out the road connections in Brewster to get to the better reviewed Maybrook.

Columbia Greenway Rail Trail

Enjoyed this trail!

June, 2024 by kdcspamspam

Not too busy, was a little buggy but was nice and pretty smooth. We rollerbladed on it with no issues. Also very pretty scenery!

Accordion

Hop River State Park Trail

Terrific Trail

May, 2024 by 9q8skpdwwc

Just finished the whole trail, plus the Charter Oak Trail, from Columbia to Manchester, and back. 44 miles at 12.5 mph. A very gentle steady climb of about 500 feet to Bolton Notch, from the east. Also about 500 feet up the South end of Manchester. With the exception of a short stretch leaving Columbia, the trail is very rideable, in fine shape. Highly recommended!

Pequonnock River Trail

Bring your phone with GPS

May, 2024 by sboaters_tl

My wife and I did this trail on touring bikes, starting at Glenwood Park in Bridgeport, and proceeded northward. Easy to follow until Twin Brooks Park where the trail joins the park trails but there is no signage from here northward. Nice surface but we had to stop NUMEROUS times to look at our GPS to determine our location and which trail/path to take. Then finding the Tait Road starting point for the next section was a challenge. Either print out the Trail Description and have a map, and/or have your phone handy as there are very few, if any, signs showing where the trail goes. A nice series of trails once you find them but don't expect ANY directional advice.

North Shore Rail Trail

Relaxed ride for family

May, 2024 by qfranco10

Yes it's along powerlines, but the ride is nice and easy, there are a few places to stop and enjoy a break. Most road crossings have crossing lights.

CTfastrak Multi-Use Trail

Trail starts downtown New Britian, easy to find. Trail was clean, well marked except when you hit the main road for a little distance. Not a lot of people on 5/25/24. There's not a lot to look at but a nice 4.4 Mile trail.

May, 2024 by carlosccalhoun

Trail starts downtown New Britian, easy to find. Trail was clean, well marked except when you hit the main road for a little distance. Not a lot of people on 5/25/24. There's not a lot to look at but a nice 4.4 Mile trail.

Old Croton Aqueduct Trail

great view the whole time

May, 2024 by smashwin111

This and the Erie Path on the other side of the river are relatively flat, and I rode both easily on a hybrid. The view on either side of the river is really nice the whole time, because your are just elevated enough to see the river clearly the whole time. Also Tarrytown is a nice stop. I did this in two legs - Yonkers to Tarrytown, and Tarrytown to Croton Reservoir. The reservoir at the end is a nice destination.

Harlem Valley Rail Trail

Harlem River Trail

May, 2024 by johnecarl

This is a great trail. Great scenery and well paved. The northern part is partially under repair and new pavement so you have may to go to a starting point a little further south

Farmington Canal Heritage Trail

Farmington/Heritage

May, 2024 by blujeepin76

Over run with cyclists. Many very inconsiderate. They don’t ring their bell until right behind you. Should be a biking speed limit. Many older people can’t move out of the way when there are pairs of cyclists that stay side by side. Extremely inconsiderate. Not all but too many are.

North Shore Rail Trail

Fairly flat

May, 2024 by z4g9gshqpr

Only two things keeping this from being a 5 star are the numerous road crossings and the fact that the trail is under power lines. Best in the area.

Bronx River Greenway

Almost perfect for cyclist

May, 2024 by toddwrobinson_tl

We started in Bronxville and the beginning of the trail was a bit "annoying" with a bunch of people walking. We weren't sure if we would enjoy this trail...boy did that change. The trail to Kensico Dam was full of surprises, the good kind. A bunch of twist and turns with some fun hills. We'll be going back! We grabbed some sandwiches in Bronxville (Lange's Delicatessen) after our ride before heading home. A perfect day, 24 miles roundtrip.

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