Sterling to Tillinghast Pond loop via Waterman Hill Conservation Area
Sterling to Tillinghast Pond loop via Waterman Hill Conservation Area
4.8
(4852)
7,674
riders
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
Start point
Parking
Get Directions
9.83 km
Highlight • Forest
Tip by
38.7 km
Highlight • Lake
Tip by
53.8 km
End point
Parking
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
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.