4.8
(7)
11
riders
3
rides
Touring cycling around Inglenook features a network of routes winding through varied terrain, including forested areas and past natural water bodies like ponds. The region offers a mix of moderate and challenging paths, characterized by rolling hills and elevation changes. Cyclists can expect to encounter diverse landscapes, from tranquil rural roads to more demanding ascents. The area's topography provides opportunities for both scenic rides and more strenuous workouts.
Last updated: June 28, 2026
4.7
(3)
1
riders
24.9km
01:38
300m
300m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
2
riders
25.6km
01:45
430m
430m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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3
riders
33.4km
02:08
410m
410m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(4)
5
riders
49.6km
03:08
370m
370m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
48.7km
03:15
770m
770m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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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.
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Disbrow Pond is a small body of water just off the side of Sawmill Road. You get a pretty great view from the bridge crossing over the water, but you can hop off the bike and go down next to the water if you pull into the entrance on the north side of the reservoir.
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Squantz Pond is a 288-acre lake in Fairfield County, Connecticut on the town line of Sherman and New Fairfield. As you ride on CT-39, you get fantastic views over this large body of water.
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Squantz Pond is a 288-acre lake in Fairfield County, Connecticut on the town line of Sherman and New Fairfield. As you ride on CT-39, you get fantastic views over this large body of water.
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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.
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Touring cycling around Inglenook features a network of routes winding through varied terrain, including forested areas and past natural water bodies like ponds. You can expect rolling hills and elevation changes, offering both scenic rides and more strenuous workouts.
Yes, Inglenook offers routes with significant elevation gain for more experienced cyclists. For example, the Leonard Pond – Hatch Pond loop from Sherman is rated difficult and covers nearly 60 km with over 560 meters of elevation gain.
For a moderate challenge, consider the Whalen Pond loop from Brookfield Center, which is 24.9 km long with moderate climbs. Another great option is the Mount Ebo loop from Cranberry Mountain Wildlife Management Area, a 25.7 km path with significant elevation gain through scenic landscapes.
The routes in Inglenook are highly rated by the komoot community, with an average score of 4.8 stars from over 4 reviews. Cyclists often praise the varied terrain, which includes forested sections and routes passing by ponds, providing diverse landscapes for exploration.
Yes, many routes in Inglenook are designed as loops. Examples include the Whalen Pond loop from Brookfield Center, the Mount Ebo loop from Cranberry Mountain Wildlife Management Area, and the Bulls Bridge loop from Sherman.
Along the routes, you can discover natural water bodies and forested areas. Notable attractions include Squantz Pond State Park and Squantz Pond itself, offering picturesque views. You might also pass through Harrybrooke Park, a beautiful forest area.
Yes, the region offers scenic viewpoints. The River Trail is listed as a viewpoint, providing opportunities to enjoy the natural beauty of the area while cycling.
The longest touring cycling route listed is the Leonard Pond – Hatch Pond loop from Sherman, which spans 59.6 km and is generally completed in about 3 hours 40 minutes.
There are 5 touring cycling routes detailed for the Inglenook area, offering a variety of distances and difficulty levels.
Yes, many routes in Inglenook are characterized by passing natural water bodies. The Whalen Pond loop from Brookfield Center, for instance, takes you past Whalen Pond, and the Leonard Pond – Hatch Pond loop from Sherman passes by both Leonard Pond and Hatch Pond.
The routes in Inglenook offer a mix of moderate and difficult paths. Out of the 5 listed routes, 3 are rated as moderate and 2 are rated as difficult, ensuring options for various skill levels.


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