Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Routes
Hikes
United States
Connecticut
Northwest Hills Planning Region

Gaylordsville

The best walks and hikes around Gaylordsville

52

hikers

13

hikes

Hiking around Gaylordsville, a village in New Milford, Connecticut, offers diverse landscapes shaped by the Housatonic River and surrounding mountainous terrain. The region features river valleys, woodlands, and elevated areas like Straits Mountain and Long Mountain. These natural features contribute to varied hiking experiences, from riverside paths to trails with elevation changes.

Best hiking trails around Gaylordsville

  • The most popular hiking route is Schaghticoke Mountain via Appalachian Trail, a 1.6 miles (2.5 km) trail that takes 55 minutes to…

Last updated: May 31, 2026

2

hikers

#1.

Schaghticoke Mountain via Appalachian Trail

2.51km

00:56

240m

10m

Embark on an easy hike along the Schaghticoke Mountain via Appalachian Trail, a 1.6-mile (2.5 km) route that takes about 55 minutes to complete. You will gain 803 feet (245…

Navigate with device

Send to Phone

Save

Easy

Hike an easy 2.3-mile section of the Appalachian Trail from Bull's Bridge to Ten Mile Hill, featuring river views and a historic covered bri

Easy
guide_signup
Let us show you the way with the komoot mobile app
With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

Sign up for free

Hike an easy 1.7-mile section of the Appalachian Trail from Hoyt Road to Leather Hill Road, featuring river views and Ten Mile Hill.

Easy

9.98km

02:34

50m

50m

Hike the moderate 6.2-mile Housatonic River Trail, enjoying river views and diverse wildlife over 162 feet of elevation gain.

Moderate

2.59km

00:53

190m

10m

Hike the easy 1.6-mile Housatonic Range Trail for western views of the Housatonic River valley and Candlewood Mountain.

Easy
Sign up for free to see 9 more hikes around Gaylordsville.

Get access to more routes and recommendations from other explorers.

Sign up for free

Already have an account?

Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

Start today with a free account

Your next adventure awaits.

Login or Signup

Popular around Gaylordsville

Road Cycling Routes around Gaylordsville

Running Trails around Gaylordsville

Gravel biking around Gaylordsville

Cycling around Gaylordsville

Tips from the Community

Zachary
September 26, 2024, View of the Housatonic River

This well-maintained dirt road is great for biking, especially int he autumn when the fall leaves transform the trail. The road takes you right up to the water with excellent views of the Housatonic River.

0

0

Caro "Bandit"
February 24, 2022, Bulls Bridge

This is one of three old covered wooden bridges spanning over the Housatonic River. While the one at Cornwall is still intact, the original Old Covered Bridge in Sheffield was destroyed by fire and had to be rebuilt.

0

0

A narrow steel bridge spans the Tenmile River just before it joins the much wider Housatonic River. Right next to it is a campsite with easy access.

2

0

Frequently Asked Questions

How many hiking trails are available in Gaylordsville?

Gaylordsville offers a selection of around 14 hiking trails, catering to various preferences and skill levels. These include easy riverside walks and more challenging ascents into the mountainous terrain.

Are there easy hiking options suitable for beginners or families in Gaylordsville?

Yes, Gaylordsville features 8 easy hiking routes, perfect for beginners or families. An excellent choice is the Schaghticoke Mountain via Appalachian Trail, which is 1.6 miles long and offers a gentle introduction to the area's natural beauty.

What kind of terrain can I expect on hikes around Gaylordsville?

The terrain around Gaylordsville is diverse, shaped by the Housatonic River and surrounding mountains. You'll find river valleys, dense woodlands, and elevated areas like Straits Mountain and Long Mountain. Trails range from flat, gravel paths along the river to more rugged, ascending routes.

Are there any challenging hikes for experienced hikers in Gaylordsville?

Yes, for those seeking a more strenuous experience, Gaylordsville offers 2 difficult routes. These trails typically feature greater elevation changes and more rugged paths, providing a rewarding challenge for experienced hikers.

What are some notable natural features or landmarks to see while hiking?

Hikers can explore several natural features and landmarks. The Housatonic River is a prominent feature, with trails often running alongside it. You can also visit the historic Bulls Bridge, a picturesque covered wooden bridge. The River Trail itself offers scenic viewpoints, and the Ten Mile River Bridge & campsite is another interesting spot near the river's junction.

Are there any dog-friendly hiking trails in Gaylordsville?

Many trails in Gaylordsville are dog-friendly, allowing you to enjoy the outdoors with your canine companion. The Housatonic River Trail is a great option for a longer walk with your dog, offering pleasant riverside scenery.

Are there any circular or loop hikes available?

While specific loop trails are not detailed in every guide, many routes in the region can be combined or are part of larger networks that allow for circular exploration. The area's diverse terrain often provides opportunities to create your own loop by connecting different segments.

What is the best time of year to go hiking in Gaylordsville?

Gaylordsville offers beautiful hiking opportunities throughout the year. Spring brings lush greenery, while autumn is particularly stunning with vibrant fall foliage, especially around areas like Lake Waramaug State Park. Summer is ideal for riverside walks, and winter can offer peaceful, snow-covered landscapes.

Is public transport available to reach hiking trailheads in Gaylordsville?

Public transport options directly to specific trailheads in Gaylordsville are limited. It is generally recommended to use a personal vehicle to access most hiking routes in the area, as this provides the most flexibility for reaching starting points.

Where can I find parking for hiking trails in Gaylordsville?

Parking is typically available at or near the trailheads for most routes. For example, the New Milford River Trail has designated parking areas. It's advisable to check specific route details for the most convenient parking locations before you head out.

What do other hikers enjoy most about hiking in Gaylordsville?

Hikers often praise Gaylordsville for its diverse landscapes, from the tranquil Housatonic River to the varied woodlands and mountainous terrain. The presence of sections of the Appalachian Trail and historic sites like Bulls Bridge also adds to the appeal, offering a mix of natural beauty and cultural interest.

Are there any nearby attractions or places to visit after a hike?

Yes, after your hike, you can explore nearby attractions. Lake Waramaug State Park is a short drive away, offering picnic areas and scenic views, especially beautiful in autumn. The historic Bulls Bridge is also a popular spot for a break.

Most popular routes around Gaylordsville

Easy hikes around Gaylordsville

Most popular attractions around Gaylordsville

Places to see

Store rating

Get inspired with the komoot mobile app

With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

or

Join komoot Now

Store rating

Explore more

Browse the best Hikes in other regions.

TorringtonNorthwest HarwintonPleasant ValleyAmerican Legion State ForestPeoples State ForestBridgewaterCanaanOakvilleWinstedNew Hartford CenterRivertonWoodbury CenterNepaug State ForestBridgewater Recreation AreaAlgonquin State ForestChimney PointCamp Columbia State ParkMount Riga State ParkCornwall BridgeThomastonHumaston Brook State ParkBethlehem VillageTerryvilleLovers Leap State ParkPaugnut State ForestNew MilfordLitchfieldLake Winfield Recreation AreaWyantenock State ForestGreat Mountain ForestNorfolkHaystack Mountain State ParkLake Waramaug State ParkMount Tom State ParkSunny Brook State ParkWest CornwallMattatuck State ForestWatertownCampbell Falls State Park ReserveAlgonquin State Forest, Kitchel PreserveAbove All State ParkBantamStillwater Pond State ParkBurr Pond State ParkMacedonia Brook State ParkJohn A. Minetto State ParkNew PrestonPlatt Hill State ParkFalls VillageLakevilleHousatonic State Forest, Gold'S Pines BlockDennis Hill State ParkSharonMount Bushnell State Park Scenic ReserveCornwall

Nearby adventure guides

Things to Do around Sherman

background

Get ready to conquer new peaks

Sign up for Free

Explore
RoutesRoute plannerFeaturesHikesMTB TrailsRoad cycling routesBikepackingSitemap
Download the app
Follow Us on Socials

© komoot GmbH

Privacy Policy