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Western Connecticut Planning Region

Pootatuck State Forest

Western Connecticut Planning Region

Pootatuck State Forest

The best road cycling routes in Pootatuck State Forest

4.5

(2)

211

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rides

Looking for the best road cycling routes in Pootatuck State Forest? Then browse our collection of rides around this beautiful forest in in Western Connecticut Planning Region below — and discover more of on your next visit.

Last updated: November 22, 2025

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1. Squantz Pond loop from New Fairfield

25.7km

01:16

340m

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

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Moderate

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2. Squantz Pond – Christ Church on Quaker Hill loop from New Fairfield

46.2km

02:28

760m

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

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Moderate

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3. Harrybrooke Park loop from New Fairfield

67.0km

03:09

740m

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

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Moderate

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4. Maybrook Trailway – Whaley Lake loop from Jeanette Heights

82.3km

03:36

660m

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

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Moderate

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5. Fife 'n Drum Restaurant & Inn loop from Sherman

59.1km

02:37

550m

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

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Moderate

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Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

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Browse the best Road cycling routes in other regions.

Indian Field Cos Cob Riverside Norwalk Stamford Noroton Noroton Heights Glenville Pemberwick Westport Village Old Hill Staples Stewart B. Mckinney National Wildlife Refuge Sheffield Island Unit Branchville Weston New Canaan Compo South Wilton Topstone Hawleyville Southport Ridgebury Rock Ridge Saugatuck Greenwich West Mountain Coleytown Wooster Mountain State Park Mill Plain Candlewood Orchards Devils Den Byram Poplar Plains Georgetown Route 7 Gateway Mamanasco Lake Lakes West Lakes East Redding Center Dodgingtown Seth Low Pierrepont State Park Reserve Bridgeport Kellogg Point Wilton Center Candlewood Isle Bigelow Corners Lordship Stratford Downtown Brookfield Center Collis P. Huntington State Park Putnam Memorial State Park Newtown Shelton Danbury Old Greenwich Bethel Cannondale Ball Pond Paugussett State Forest Trumbull Center Sandy Hook East Village Inglenook Greens Farms Mianus River State Park Scenic Reserve Tokeneke Darien Downtown Taylor Corners Murray Fairfield University Squantz Pond State Park Ridgefield Stepney Daniels Farm Oronoque Botsford Rocky Glen State Park Scenic Reserve Long Hill Candlewood Knolls Tashua Bogus Hill Knollcrest Indian Well State Park Birchbank Mountain Open Space Plattsville Candlewood Shores Trout Brook Valley State Park Reserve Sail Harbor Sherman Lakeside Woods Candlewood Lake Club

The best road cycling routes in Pootatuck State Forest

1. Squantz Pond loop from New Fairfield

2. Squantz Pond – Christ Church on Quaker Hill loop from New Fairfield

3. Harrybrooke Park loop from New Fairfield

4. Maybrook Trailway – Whaley Lake loop from Jeanette Heights

5. Fife 'n Drum Restaurant & Inn loop from Sherman

Most popular routes in Pootatuck State Forest

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