4.3
(10)
80
hikers
23
hikes
Hiking trails in Lake Winfield Recreation Area Plymouth CT explore a landscape of dense woodlands, rolling hills, and lakeside paths. The region is part of Connecticut's Blue-Blazed Hiking Trail system, featuring sections of the Mattatuck and Tunxis trails. The terrain consists of well-marked forest paths with some rocky sections and moderate changes in elevation. The area encompasses a 9 to 16-acre lake, providing a scenic water feature.
Last updated: June 28, 2026
5.0
(1)
5
hikers
7.13km
02:01
110m
110m
Moderate hike. Good fitness required. Mostly accessible paths. Sure-footedness required.
4.5
(2)
6
hikers
2.85km
00:48
60m
60m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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4
hikers
6.51km
01:45
70m
110m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
3.0
(1)
2
hikers
2.39km
00:37
10m
20m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
1
hikers
2.20km
00:37
50m
40m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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Popular around Lake Winfield Recreation Area
In the woods of Burlington lies the impressive rock formation known as the "Tory Den," where British sympathizers once hid. This massive rock structure, with nooks, crannies, and a small escape hole, reveals its historical secrets amid blackened walls and rock ledges.
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Yes, dogs are generally welcome on the hiking trails around Lake Winfield Recreation Area, but they should be kept on a leash. It's always a good practice to bring water for your pet and to clean up after them to help preserve the natural beauty of the trails.
Absolutely. The area offers several easier hikes suitable for families. A great option is the Leatherman Cave – Eagle Rock loop from Watertown. It's a relatively short trail that still provides a sense of adventure and rewarding valley views from an overlook.
Yes, the region is home to some beautiful waterfalls. The Mattatuck Trail leads to Buttermilk Falls, one of the state's highest natural waterfalls. For a specific route that includes a waterfall, consider the Beaver Marsh – Freeman Hill brook Waterfall loop, which takes you through serene forests to a charming cascade.
Many of the best hikes in the area are loops, allowing you to enjoy a varied journey without retracing your steps. A notable choice is the Black Rock Lookout loop from Watertown, which offers a rewarding climb to a rock face with panoramic views of the surrounding towns.
Driving is the most convenient way to access the various trailheads around the Lake Winfield Recreation Area. There is parking available at the main recreation area and near the start of major trails like the Tunxis and Mattatuck. Be sure to check your specific route for the best starting point.
Yes, the trails are rich with history. The Tory's Den loop from East Plymouth Historic District is a must-do. This hike on the Tunxis Trail takes you to a rock formation that served as a hideout for Loyalists during the Revolutionary War, offering a fascinating glimpse into the past.
There are over 10 miles of marked trails in the Plymouth area, which are part of the larger Blue-Blazed Hiking Trail system. Komoot features more than a dozen curated routes, ranging from easy lakeside walks to more moderate forest hikes.
The terrain is varied. You'll find everything from gentle, flat paths around the lake to more rugged and rocky sections on the Mattatuck and Tunxis trails. Most routes involve moderate elevation changes through dense woodlands and past scenic overlooks.
The area is highly rated by the komoot community. Hikers often praise the well-marked Blue-Blazed trails, the mix of serene forest scenery, and the unique historical and natural features like Tory Den and the various waterfalls.
For a more challenging trek, the trail to Leatherman Cave is an excellent choice. The Leatherman Cave loop from Watertown involves some steep climbs and rocky ridges, but rewards you with a visit to the historic cave and beautiful scenic views.
Besides hiking, the 33-acre recreation area offers plenty to do. There is a 16-acre lake perfect for fishing and non-motorized boating like kayaking. You'll also find a playground, a picnic gazebo, and courts for tennis and pickleball, making it a great spot for a full day of outdoor fun.


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