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Routes
Road cycling routes
United States
Connecticut
Western Connecticut Planning Region

Knollcrest

The best road cycling routes around Knollcrest

4.0

(1)

96

riders

14

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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.

Best road cycling routes around Knollcrest

  • The most popular road cycling route is Maybrook Trailway – Whaley Lake loop from Putnam Lake

Last updated: July 12, 2026

12

riders

#1.

Fife 'n Drum Restaurant & Inn loop from Sherman

52.1km

02:15

470m

470m

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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Moderate

4.0

(1)

4

riders

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate
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Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

Moderate

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy
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Popular around Knollcrest

Hiking around Knollcrest

Running Trails around Knollcrest

Cycling around Knollcrest

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.

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Andrus
February 25, 2024, Harrybrooke Park

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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Matthew
February 20, 2024, Disbrow Pond

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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Jamie S.
February 20, 2024, Squantz Pond

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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Jamie S.
February 14, 2024, Squantz Pond

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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Douglas Nadig
September 26, 2021, Harrybrooke Park

on exit path from park.

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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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Frequently Asked Questions

What kind of terrain can I expect when road cycling around Knollcrest?

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.

Are there road cycling routes suitable for beginners in Knollcrest?

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.

Are there challenging road cycling routes for experienced cyclists?

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.

What are some scenic viewpoints or natural features I can see while cycling?

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.

Are there any loop road cycling routes around Knollcrest?

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.

What is the best time of year for road cycling in Knollcrest?

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.

Are there any family-friendly road cycling options in the Knollcrest area?

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.

What do other road cyclists enjoy most about the routes in Knollcrest?

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.

Are there places to stop for refreshments or food along the routes?

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.

How many road cycling routes are available around Knollcrest?

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.

Can you recommend a moderate road cycling route with good views?

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.

Is there parking available near the start points of these road cycling routes?

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.

Most popular routes around Knollcrest

Hiking around Knollcrest

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