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Routes
Road cycling routes
United States
Connecticut
Northeastern Connecticut Planning Region

Sterling to Tillinghast Pond loop via Waterman Hill Conservation Area

Routes
Road cycling routes
United States
Connecticut
Northeastern Connecticut Planning Region

Sterling to Tillinghast Pond loop via Waterman Hill Conservation Area

Moderate

4.8

(4852)

7,674

riders

Sterling to Tillinghast Pond loop via Waterman Hill Conservation Area

02:40

53.8km

570m

Road cycling

The Sterling to Tillinghast Pond loop is a 33.4-mile route, but it's not suitable for road cycling due to unpaved trails.

Last updated: February 26, 2026

Tips

Your route passes through protected areas

Please check local regulations for:

Big River Management Area

Tillinghast Pond Management Area

Waypoints

A

Start point

Parking

Get Directions

1

9.83 km

Waterman Hill Conservation Area

Highlight • Forest

Waterman Hill Conservation Area in Rhode Island offers a peaceful retreat with scenic trails and woodlands. Rich in biodiversity, it provides a serene environment for outdoor activities in the Kent County area.

Tip by

2

38.7 km

Tillinghast Pond

Highlight • Lake

Tillinghast Pond is a small reservoir that serves as the centerpiece of the Tillinghast Pond Management Area. There are multiple trails that leave from the southern end of the pond, …

Tip by

B

53.8 km

End point

Parking

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Way Types & Surfaces

Way Types

53.1 km

656 m

< 100 m

Surfaces

33.2 km

20.6 km

< 100 m

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Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (190 m)

Lowest point (80 m)

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Weather

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Today

Wednesday 27 May

28°C

14°C

13 %

Additional weather tips

Max wind speed: 10.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

Is the Sterling to Tillinghast Pond loop via Waterman Hill Conservation Area suitable for road cycling?

No, despite being listed as a racebike tour, this loop is generally not suitable for road cycling. The trails within the Waterman Hill Conservation Area and the Tillinghast Pond Management Area are primarily designed for hiking and often explicitly prohibit bicycles. The terrain consists of unpaved, natural surfaces, including woods roads where bicycles are not allowed.

What is the terrain like for hiking in the Tillinghast Pond Management Area?

For hiking, the Tillinghast Pond Management Area offers a varied experience. The 2.3-mile Pond Loop features easy, flat terrain. Other trails wind through open woods, glacial 'boulder gardens,' and some inclined areas. You'll encounter natural, unpaved surfaces throughout.

What kind of scenery can I expect along the route?

The area offers serene natural beauty, characterized by protected forests, the clear and shallow waters of Tillinghast Pond, hayfields, and diverse woodlands including oak, pine, and hemlock. Hikers can enjoy long views across the water and spot local wildlife. It's known for its natural beauty and sense of remoteness.

Where can I park to access the Waterman Hill Conservation Area or Tillinghast Pond?

While specific parking details for this exact loop are not provided, access points for the Waterman Hill Conservation Area and Tillinghast Pond Management Area typically involve designated parking areas at trailheads. Check local land trust websites or signage upon arrival for the most accurate parking information.

Is the Waterman Hill Conservation Area / Tillinghast Pond Management Area dog-friendly?

Generally, conservation areas like Waterman Hill Conservation Area and Tillinghast Pond Management Area allow dogs, but they must be kept on a leash at all times to protect wildlife and ensure a pleasant experience for all visitors. Always clean up after your pet.

What is the best time of year to visit the Waterman Hill Conservation Area and Tillinghast Pond?

The area is beautiful year-round. Spring offers lush greenery and wildflowers, while autumn showcases vibrant fall foliage. Summer is great for enjoying the pond, but be prepared for insects. Winter provides a quiet, serene experience, though trails may be icy or snowy. Always check weather conditions before your visit.

Are there any permits or entrance fees required for this area?

Based on available information, there are typically no permits or entrance fees required to access the Waterman Hill Conservation Area or Tillinghast Pond Management Area for day use.

What makes the Tillinghast Pond Management Area notable?

The Tillinghast Pond Management Area is notable for being a significant protected forest, part of the largest coastal forest between Boston and Washington, D.C. It offers outstanding recreational opportunities for hikers and helps safeguard the headwaters of the pristine Wood River. The area also features historical elements like old farmsteads and cemeteries.

Does the trail intersect other well-known paths?

Yes, the route passes through sections of several official trails, including the East Coast Greenway (RI), North South Trail, East Coast Greenway (CT), Moosup Valley State Park Trail, Trestle Trail, Washington Secondary Rail Trail, Tillinghast Pond Trail, Coney Brook/Tillinghast Pond Trail, and Wickaboxet Trail.

Are there any amenities like restrooms or water sources along the route?

As this route primarily traverses conservation areas and natural trails, expect very limited amenities. It's advisable to carry all necessary water and snacks with you. Public restrooms are unlikely to be available directly on the trails, so plan accordingly before starting your hike.

What should I bring for a hike in the Tillinghast Pond Management Area?

For a hike in this area, you should bring plenty of water, snacks, appropriate footwear for natural terrain, insect repellent (especially in warmer months), a map or GPS device, and a first-aid kit. Dress in layers suitable for the weather conditions.

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