Gaylordsville is a village located in the northwest corner of New Milford, Connecticut, offering a diverse landscape ideal for outdoor pursuits. This region is characterized by the prominent Housatonic River, its surrounding valleys, and varied terrain that includes rolling hills, dense forests, and open woodlands. The natural features of Gaylordsville provide a suitable environment for several sports like hiking, road cycling, jogging, gravel biking, and more.
Gaylordsville provides numerous routes for outdoor enthusiasts across several…
38
Routes
5
(6)
Average rating
173
People visited

2
hikers
2.51km
00:56
250m
10m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

1
hikers
3.63km
01:12
230m
40m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

2.67km
00:50
140m
30m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

9.98km
02:34
50m
50m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
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8
riders
56.5km
02:50
790m
790m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

8
riders
59.1km
02:36
550m
550m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

9
riders
47.3km
02:11
550m
550m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

9
riders
63.1km
03:02
870m
860m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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12
riders
54.5km
03:13
710m
710m
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

13
riders
98.5km
05:31
1,110m
1,110m
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

5
riders
63.5km
03:52
820m
820m
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

2
riders
30.7km
01:47
420m
420m
Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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6
runners
12.8km
01:22
190m
190m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

8
runners
14.9km
01:33
80m
80m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

6
runners
13.6km
01:27
200m
200m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

3
runners
9.15km
00:58
80m
80m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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5
riders
31.2km
02:10
550m
550m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

1
riders
30.1km
02:06
420m
420m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

3
riders
33.4km
02:08
410m
410m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

5.0
(1)
3
riders
44.1km
02:43
420m
420m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Gaylordsville, a village in New Milford, Connecticut, offers a range of outdoor activities. These include hiking, road cycling, jogging, and gravel biking. The region features diverse landscapes, including the Housatonic River and a network of trails.
Yes, Gaylordsville features several hiking opportunities. The Strauss Morrissey Preserve offers varied landscapes with trails through woodlands and across brooks. Additionally, a section of the New Milford River Trail provides options for walking and running. More information can be found in the guide Hiking around Gaylordsville.
Gaylordsville is suitable for road cycling, gravel biking, and touring cycling. The New Milford River Trail, extending for 5 miles (8 km), is suitable for road cycling and jogging. For gravel biking, the mixed terrain of the New Milford River Trail and local dirt roads provide suitable conditions. Explore routes in Road Cycling Routes around Gaylordsville and Gravel biking around Gaylordsville.
The New Milford River Trail offers a relatively flat route suitable for walking and running, which can be considered family-friendly. For more options, the guide Easy hikes around Gaylordsville provides specific recommendations. The Strauss Morrissey Preserve also has trails that immerse visitors in nature.
Key natural features include the Housatonic River, which runs through the center of Gaylordsville. The Strauss Morrissey Preserve offers diverse plant species and unique geological formations. Quanuctnic (Long Mountain) to the east and the "Pinnacle" overlooking the village from Straits Mountain provide varied elevations and vistas.
The New Milford River Trail extends for 5 miles (8 km) from Sega Meadows Park to Gaylordsville. It features a mix of surfaces, including crushed gravel and an unpaved, lightly trafficked River Road. This trail is well-suited for walking, running, or bicycling, offering scenic views of the Housatonic River.
The provided information does not specify dog policies for all trails in Gaylordsville. It is advisable to check local regulations for specific preserves or trails, such as the Strauss Morrissey Preserve or the New Milford River Trail, before visiting with a dog.
The scenic River Road section of the New Milford River Trail is particularly beautiful in the autumn. While specific seasonal recommendations are not detailed for all activities, autumn offers vibrant foliage. Other seasons may also be suitable depending on the activity.
Gaylordsville is a popular destination on komoot, with more than 350 visitors sharing their experiences. The region's outdoor offerings have received an average rating of 5.0 out of 5 stars. This indicates a high level of satisfaction among users.
Komoot offers several guides for Gaylordsville, including Hiking around Gaylordsville, Easy hikes around Gaylordsville, Road Cycling Routes around Gaylordsville, Running Trails around Gaylordsville, Gravel biking around Gaylordsville, and Cycling around Gaylordsville.
As Gaylordsville is a village within New Milford, Connecticut, information can be found through the Town of New Milford. The official website is newmilfordct.gov. For general inquiries, the New Milford Town Hall can be reached at +18603556000.

