4.6
(40)
94
riders
19
rides
Road cycling routes around Candlewood Shores are characterized by the expansive Candlewood Lake, offering western views. The terrain features rolling Connecticut countryside, encompassing forests and wetlands. The Western Highlands contribute rolling hills, and cyclists can find views over Squantz Pond. Cranson Peak, a 994-foot hill, provides opportunities for significant elevation gain.
Last updated: July 12, 2026
4.7
(6)
14
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
4
riders
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

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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.
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.
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Popular around Candlewood Shores
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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The Saugatuck Reservoir, an 827-acre manmade lake in Fairfield County, offers an angler's paradise just off the I-95 corridor. From Newtown Turnpike, you can catch beautiful views through the woods surrounding the reservoir, often with reflections of the sky in the still water.
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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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Newtown Forest Association lands span across Key Rock Road in Newtown, Connecticut. This pretty section of cycling takes you through thick forests and wetlands in a quiet residential area.
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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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Road cycling routes in the Candlewood Shores area feature a diverse landscape. You'll encounter the rolling Connecticut countryside, encompassing thick forests and wetlands. The Western Highlands contribute additional rolling hills and some rugged mountainous sections, offering varied challenges and scenic views, particularly around Candlewood Lake and Squantz Pond.
There are over 20 road cycling routes available around Candlewood Shores. These routes cater to various skill levels, including easy, moderate, and difficult options, ensuring there's something for every cyclist.
Yes, the Candlewood Shores area offers several easy road cycling routes. For instance, the Harrybrooke Park loop from Brookfield is a moderate 30.9 km ride that provides a pleasant experience without excessive difficulty.
For experienced riders seeking a challenge, the region offers routes with significant elevation gain. The Squantz Pond – Bulls Bridge loop from New Fairfield is a difficult 88.0 km path with over 1000 meters of elevation gain. Additionally, Cranson Peak, a 994-foot hill in Newtown, provides an excellent opportunity to test your endurance.
Many routes offer stunning natural features and viewpoints. You can enjoy breathtaking western views over Candlewood Lake, Connecticut's largest lake. Cyclists also get fantastic views over Squantz Pond while traversing CT-39. The Newtown Forest Association – View of Saugatuck Reservoir loop specifically offers scenic vistas of the Saugatuck Reservoir.
Yes, the Candlewood Shores area features several longer routes. The Squantz Pond – Bulls Bridge loop from New Fairfield is a substantial 88.0 km ride. Another option is the View of Housatonic River – Mine Hill Preserve loop from Burr Farm Open Space, which covers 63.9 km.
The road cycling routes around Candlewood Shores are highly regarded by the komoot community, boasting an average rating of 4.8 stars from over 39 reviews. Cyclists often praise the varied terrain, scenic views of Candlewood Lake and Squantz Pond, and the mix of challenging climbs and enjoyable rolling countryside.
Yes, many of the road cycling routes in the Candlewood Shores area are designed as loops. Examples include the Maybrook Trailway – Whaley Lake loop from Putnam Lake, the Newtown Forest Association – View of Saugatuck Reservoir loop, and the Squantz Pond – Bulls Bridge loop.
The region's rolling green countryside, forests, and wetlands are particularly beautiful during spring, summer, and fall. These seasons generally offer pleasant weather conditions for road cycling, allowing you to fully enjoy the scenic landscapes and lake views.
Beyond the natural beauty of Candlewood Lake and Squantz Pond, you can find points of interest like Squantz Pond State Park, which offers additional hiking trails. Harrybrooke Park in Brookfield is also a pleasant area near some routes. The region is part of the scenic U.S. Bicycle Route 7 (USBR 7), which passes through this rural part of Connecticut.
While specific parking locations for each trailhead are not detailed here, the Candlewood Shores area is generally accessible. Many routes start from towns or public areas where parking is typically available. It's advisable to check the starting point of your chosen route for specific parking information.


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