4.0
(1)
96
riders
14
rides
Road cycling around Knollcrest, a community on Candlewood Lake in New Fairfield, Connecticut, offers diverse terrain for cyclists. The region features rolling hills, forests, and varied landscapes, providing engaging ascents and descents. Cyclists can experience routes with views of Candlewood Lake and surrounding natural beauty, including rock formations. The area's maintained roads contribute to a pleasant cycling experience.
Last updated: July 12, 2026
12
riders
52.1km
02:15
470m
470m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
4.0
(1)
4
riders
31.0km
01:37
340m
340m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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3
riders
25.8km
01:18
360m
360m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
3
riders
68.0km
03:21
750m
750m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
3
riders
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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Popular around Knollcrest
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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Harrybrooke Park is a hidden gem in an ideal setting near the river. In addition to the lovely surroundings the the Historic Harden House Museum is open to visitors.
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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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Opportunity to have a decent meal along this route. Friendly folks refill water and it has a proper washroom as well. In general Kent is a good stop to refill or rest before heading further as supply station might become sparse.
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The region around Knollcrest, part of Fairfield County, is known for its diverse landscapes. You'll encounter rolling hills, forested areas, and varied terrain that offers engaging ascents and descents. Many routes also provide picturesque views of Candlewood Lake and interesting rock formations.
Yes, Knollcrest offers routes for various ability levels. While many are moderate, there are at least two easy-rated road cycling routes available. These typically feature less elevation gain, making them ideal for those new to road cycling or looking for a more relaxed ride.
Absolutely. For experienced cyclists seeking a challenge, routes like the Squantz Pond – Bulls Bridge loop from New Fairfield offer significant elevation changes and cover a substantial distance of 88 kilometers. This route is rated as difficult and provides a demanding ride through scenic areas.
Knollcrest's location on Candlewood Lake means many routes offer stunning views of Connecticut's largest lake. You'll also cycle through diverse natural settings, including forests and areas with interesting rock formations. The broader New Fairfield area, including places like Squantz Pond, is noted for its natural beauty.
Yes, many of the road cycling routes around Knollcrest are designed as loops, allowing you to start and finish at the same point. Examples include the popular Maybrook Trailway – Whaley Lake loop from Putnam Lake and the Fife 'n Drum Restaurant & Inn loop from Sherman.
While specific seasonal conditions can vary, the region's diverse landscapes and lake views are generally enjoyable from spring through fall. The community-maintained roads contribute to a pleasant cycling experience, but it's always advisable to check local weather conditions before heading out, especially during winter months when conditions might be less favorable.
While the guide focuses on road cycling, which can be challenging, the presence of easy-rated routes suggests options for families with older children or those looking for less strenuous rides. The well-maintained roads within Knollcrest itself might also offer a safer, more contained environment for family cycling.
The road cycling routes in Knollcrest are highly rated by the komoot community, with an average score of 4.0 stars. Cyclists often praise the varied terrain, which includes rolling hills and forested areas, as well as the scenic views of Candlewood Lake that many routes provide. The network offers options for different ability levels, ensuring a good experience for many.
While specific cafes directly on every route are not detailed, the Fife 'n Drum Restaurant & Inn loop from Sherman suggests that some routes pass by establishments where you can find refreshments. The broader New Fairfield area and nearby towns offer various amenities, so planning your route with potential stops in mind is recommended.
There are 15 road cycling routes detailed around Knollcrest, offering a good variety for different preferences and fitness levels. These include 2 easy, 12 moderate, and 1 difficult route.
A great moderate option is the Hatch Pond – Leonard Pond loop from Sherman. This 36.7-kilometer route features a moderate elevation gain and takes you through scenic countryside, offering pleasant views as you cycle.
While specific parking locations for every route are not listed, many routes originate from towns or areas where public parking is typically available. For example, routes starting from Putnam Lake, New Fairfield, or Sherman would likely have nearby parking options. It's advisable to check the specific route details on komoot for more precise parking information.


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