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Northwest Hills Planning Region

Northwest Hills Planning Region

Photo: Roland Jäger

The best running trails in Northwest Hills Planning Region

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Running in Northwest Hills Planning Region is one of the best ways to explore more of this region. To help you discover the most beautiful places to run, we’ve reviewed our full collection of routes in Northwest Hills Planning Region—and are proud to present the best running trails. Click on any of the routes for more details and browse real tips and photos uploaded by other runners.

Last updated: October 27, 2025

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1. Washington Public Beach loop from Warren

13.3km

01:24

90m

Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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2. West Hill loop from New Hartford

8.95km

00:57

100m

Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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3. Plumb Hill – White Memorial Foundation loop from Litchfield Historic District

12.0km

01:16

90m

Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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4. Cobble Mountain loop from Flanders Historic District

10.3km

01:43

460m

Expert run. Very good fitness required. Sure-footedness, sturdy shoes and alpine experience required.

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5. Bunnells Pond – Miller Pond loop from Hartland

22.1km

02:19

170m

Expert run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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6. Running loop from Winsted

14.1km

01:29

80m

Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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7. Zalesskys Pond – Parkhurst Pond loop from New Milford

12.8km

01:22

190m

Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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8. Orzech Family Preserve loop from Roxbury

10.8km

01:18

70m

Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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9. Miller Pond – Bunnells Pond loop from New Hartford

22.6km

02:23

190m

Expert run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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10. Marshall Lake loop from Winsted

11.2km

01:12

190m

Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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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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Didn’t find what you were looking for?

Check out more Running Trails & Routes throughout Northwest Hills Planning Region below and find the perfect route in your destination.

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

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Browse the best Running Trails & Routes in other regions.

Capitol Planning Region South Central Connecticut Planning Region Western Connecticut Planning Region Lower Connecticut River Valley Planning Region Northeastern Connecticut Planning Region Southeastern Connecticut Planning Region Tolland County

The best running trails in Northwest Hills Planning Region

1. Washington Public Beach loop from Warren

2. West Hill loop from New Hartford

3. Plumb Hill – White Memorial Foundation loop from Litchfield Historic District

4. Cobble Mountain loop from Flanders Historic District

5. Bunnells Pond – Miller Pond loop from Hartland

6. Running loop from Winsted

7. Zalesskys Pond – Parkhurst Pond loop from New Milford

8. Orzech Family Preserve loop from Roxbury

9. Miller Pond – Bunnells Pond loop from New Hartford

10. Marshall Lake loop from Winsted

Other adventures in Northwest Hills Planning Region

Most popular routes in Northwest Hills Planning Region

Most popular attractions in Northwest Hills Planning Region

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