Running in Lower Connecticut River Valley 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 Lower Connecticut River Valley 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 8, 2025

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1. Trimountain via Mattabesett Trail run — Trimountain State Park

13.2km

01:44

340m

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

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2. Portland Reservoir loop — Meshomasic State Forest

4.72km

00:34

50m

Intermediate run. Great for any fitness level. Mostly accessible paths. Some sure footedness required.

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Intermediate

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3. Rockland Trail loop run — Rockland Preserve

4.85km

00:35

60m

Easy run. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

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Easy

4. Bailey Trail: South loop — Madison, Connecticut

5.73km

00:41

50m

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

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Intermediate

16.4km

01:41

30m

Expert run. Very 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.

Most popular routes in Lower Connecticut River Valley Planning Region

Hiking in Lower Connecticut River Valley Planning Region

Easy hikes in Lower Connecticut River Valley Planning Region

MTB Trails in Lower Connecticut River Valley Planning Region

Waterfall hikes in Lower Connecticut River Valley Planning Region

Road Cycling Routes in Lower Connecticut River Valley Planning Region

Cycling in Lower Connecticut River Valley Planning Region

Gravel biking in Lower Connecticut River Valley Planning Region

Most popular attractions in Lower Connecticut River Valley Planning Region

Places to see

Natural Monuments

Lakes

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Check out more Running Trails & Routes throughout Lower Connecticut River Valley Planning Region below and find the perfect route in your destination.

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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 Northeastern Connecticut Planning Region Southeastern Connecticut Planning Region Tolland County Northwest Hills Planning Region

The best running trails in Lower Connecticut River Valley Planning Region

1. Trimountain via Mattabesett Trail run — Trimountain State Park

2. Portland Reservoir loop — Meshomasic State Forest

3. Rockland Trail loop run — Rockland Preserve

4. Bailey Trail: South loop — Madison, Connecticut

5. Mica Ledges loop trail run — Durham, Connecticut

6. Powder Hill via Mattabesett Trail run — Middletown, Connecticut

7. Running loop from Old Saybrook

8. Cranberry Bog – Gateway Preserve loop from East Hampton

9. Gateway Preserve loop from East Hampton

10. Plum Bank Beach loop from Clinton

Most popular routes in Lower Connecticut River Valley Planning Region

Most popular attractions in Lower Connecticut River Valley Planning Region

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