Routes

Planner

Features

Updates

App

Get the App

Northwest Hills Planning Region

Chimney Point

Northwest Hills Planning Region

Chimney Point

The best road cycling routes around Chimney Point

4.0

(1)

103

riders

rides

Want to go road cycling around Chimney Point? We’ve reviewed all of the road rides around Chimney Point to identify the best. Explore them all here, and find your perfect road cycling route around Chimney Point.

Last updated: November 22, 2025

4.0

(1)

riders

1. Harrybrooke Park loop from Brookfield Town Center District

31.0km

01:37

340m

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

Navigate

Send to Phone

Save

Moderate

riders

2. 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.

Navigate

Send to Phone

Save

Moderate

Let us show you the way with the komoot mobile app

With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures in England and beyond.

riders

3. 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.

Navigate

Send to Phone

Save

Moderate

riders

4. 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.

Navigate

Send to Phone

Save

Moderate

riders

5. Sterns Pond – Barnum Road Tract loop from Boulder Ridge

21.3km

01:04

220m

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

Navigate

Send to Phone

Save

Easy

Get access to more routes and recommendations from other explorers.

Already have an account?

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

Most popular routes around Chimney Point

Hiking around Chimney Point

Easy hikes around Chimney Point

Running Trails around Chimney Point

Gravel biking around Chimney Point

Cycling around Chimney Point

Get inspired with the komoot mobile app

With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures around London and beyond.

Join komoot Now

Explore more

Browse the best Road cycling routes in other regions.

Peoples State Forest Nepaug State Forest Bethlehem Village Torrington Sunny Brook State Park American Legion State Forest Pleasant Valley Sharon Macedonia Brook State Park Northwest Harwinton Paugnut State Forest Mount Tom State Park Canaan Burr Pond State Park Bantam Litchfield Camp Columbia State Park Mattatuck State Forest Terryville Stillwater Pond State Park Woodbury Center New Milford Mount Bushnell State Park Scenic Reserve Dennis Hill State Park Riverton Platt Hill State Park Great Mountain Forest Gaylordsville Winsted Bridgewater Bridgewater Recreation Area Lakeville Mount Riga State Park Above All State Park Haystack Mountain State Park Algonquin State Forest, Kitchel Preserve New Hartford Center Watertown New Preston Oakville Wyantenock State Forest Algonquin State Forest Campbell Falls State Park Reserve Lake Winfield Recreation Area Lake Waramaug State Park Cornwall Bridge Cornwall Lovers Leap State Park John A. Minetto State Park Humaston Brook State Park Falls Village West Cornwall Housatonic State Forest, Gold'S Pines Block Thomaston Norfolk

The best road cycling routes around Chimney Point

1. Harrybrooke Park loop from Brookfield Town Center District

2. Squantz Pond loop from New Fairfield

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

4. Harrybrooke Park loop from New Fairfield

5. Sterns Pond – Barnum Road Tract loop from Boulder Ridge

Most popular routes around Chimney Point

Get inspired with the komoot mobile app

Explore more

Get ready to conquer new peaks

We value your privacy ⛰️

We value your privacy ⛰️