4.3
(7)
43
riders
15
rides
Road cycling around Candlewood Lake Club offers varied terrain characterized by rolling hills and dense forests in Western Connecticut. The region's topography provides both challenging climbs and enjoyable descents, making it suitable for diverse cycling preferences. Candlewood Lake, the largest lake in Connecticut, forms a significant scenic backdrop for many routes. The area features well-paved surfaces and elevation gains, catering to a range of fitness levels.
Last updated: May 17, 2026
4
riders
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult 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
67.3km
03:22
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 Candlewood Lake Club
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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The Mine Hill Preserve covers 360 acres and include the remnants of a 19th century iron making facility, which is now on the National Register of Historical Places. A series of signs along the paths give you the details of iron making process from mining the ore to processing steel.
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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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Radey Pond is a body of water that flows down from the Janie Pierce Park dam via Hesseky Brook. This section of road right along the boarders of the pond offer you great views of the opposite bank's lush green vegetation, or the changing colors of the leaves in the fall.
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Radey Pond is a body of water that flows down from the Janie Pierce Park dam via Hesseky Brook. This section of road right along the borders of the pond offer you great views of the opposite bank's lush green vegetation, or the changing colors of the leaves in the fall.
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There are over 15 road cycling routes available around Candlewood Lake Club, catering to various skill levels. These include options ranging from easy to difficult, ensuring there's a ride for everyone.
The region around Candlewood Lake Club is characterized by rolling hills and dense forests, offering varied terrain. You can expect both challenging climbs and enjoyable descents, with many routes featuring well-paved surfaces and significant elevation gains.
Yes, experienced riders will find several challenging routes. For instance, the Squantz Pond – Bulls Bridge loop from New Fairfield is a difficult 54.7-mile route with over 3,300 feet of elevation gain, taking approximately 4 hours to complete through varied landscapes.
Absolutely. While many routes offer elevation, there are easier options. The area includes routes suitable for beginners, allowing you to enjoy the scenic beauty without overly strenuous climbs. For example, the Squantz Pond – Squantz Pond loop from New Fairfield is a moderate 16-mile route with less elevation, perfect for a more relaxed ride.
Yes, the region is known for its picturesque New England landscape. Many routes offer stunning views of Candlewood Lake, the largest lake in Connecticut, and wind through dense forests and rolling hills. The View of Housatonic River – Mine Hill Preserve loop from Burr Farm Open Space provides beautiful vistas of the Housatonic River and passes through natural preserves.
Yes, many of the road cycling routes around Candlewood Lake Club are designed as loops, allowing you to start and end at the same point. A popular moderate loop is the Harrybrooke Park loop from Brookfield, which is about 19.3 miles long and takes around 1 hour 37 minutes to complete.
The road cycling routes in Candlewood Lake Club are highly rated by the komoot community, with an average score of 4.3 stars from more than 5 reviews. Cyclists often praise the varied terrain, scenic lake views, and the combination of challenging climbs and enjoyable descents.
The spring, summer, and fall months generally offer the best conditions for road cycling around Candlewood Lake Club. The vibrant foliage in autumn provides particularly scenic rides, while spring and summer offer pleasant temperatures for exploring the rolling hills and lake views.
Yes, for those seeking longer rides, the area offers routes that can extend for several hours. The Squantz Pond – Bulls Bridge loop from New Fairfield, at nearly 55 miles, is an excellent option for a longer, more demanding ride.
Yes, Squantz Pond is a notable feature in the area, and several routes incorporate views of it. The View of Squantz Pond – Squantz Pond loop from New Fairfield is a moderate 28.7-mile route specifically designed to showcase the pond's beauty.
While specific traffic conditions can vary, many routes in the Candlewood Lake Club area traverse quieter roads through dense forests and rural landscapes, offering a more peaceful cycling experience away from heavy traffic. It's always recommended to check local traffic advisories.


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