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Routes
Hiking trails & Routes
United States
New Hampshire
Cheshire County

Ann Stokes Trail to Indian Pond

Moderate

2.6

(6)

50

hikers

Ann Stokes Trail to Indian Pond

00:46

2.45km

90m

Hiking

Embark on a moderate hike along the Ann Stokes Trail to Indian Pond, a refreshing 1.5-mile (2.4 km) route that takes about 45 minutes to complete. You will gain 287 feet (87 metres) in elevation as you wander through dense deciduous woodland and peaceful hemlock forests. The trail culminates at…

Last updated: April 23, 2026

Waypoints

A

Start point

Get Directions

1

37 m

Wantastiquet Trailhead

Highlight • Trail

There is a large packed gravel parking lot at the trailhead. You begin the trail by crossing a neat wooden bridge by a stone-walled pond.

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2

2.23 km

Old Stone Ruins

Highlight • Historical Site

3

2.24 km

Madame Sherri House

Highlight • Historical Site

The ruins of the Madam Sherri House. The ruins are truly special and well worth a visit. The main structure that remains is a spiraling triple-arched stone staircase fit for …

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B

2.45 km

End point

Parking

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Way Types & Surfaces

Way Types

2.31 km

102 m

< 100 m

Surfaces

2.42 km

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Elevation

Elevation

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

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Weather

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Today

Sunday 24 May

11°C

7°C

99 %

Additional weather tips

Max wind speed: 12.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

Where can I park to access the Ann Stokes Trail to Indian Pond?

You can find parking at the main entrance to the Madame Sherri Forest, which is also the starting point for the Wantastiquet Trailhead. This area provides convenient access to the trail system, including the Ann Stokes Trail.

Is the Ann Stokes Trail to Indian Pond dog-friendly?

Yes, the trail is generally dog-friendly. However, it's always best to keep your dog on a leash to protect wildlife and ensure a pleasant experience for all hikers. Please remember to pack out any waste.

What is the best time of year to hike this trail?

The trail is beautiful year-round, but spring, summer, and fall offer distinct experiences. Spring brings lush greenery, while autumn showcases vibrant foliage, making it a popular time. Winter hiking is possible, but be prepared for snow and ice, especially on steeper sections and ledges.

Do I need a permit or pay an entrance fee for the Madame Sherri Forest?

No, there are no permits required or entrance fees to access the Madame Sherri Forest or the Ann Stokes Trail. It's free to enjoy this conserved natural area.

What is the terrain like on the Ann Stokes Trail?

The trail offers varied terrain. You'll encounter sections of mostly flat forest, gradual uphill climbs, and some steeper descents and rocky areas. The 2-mile Ann Stokes Loop itself has rugged slopes, including a segment climbing to East Hill followed by a steep descent. If you extend your hike to include areas like Daniels Mountain, the difficulty and elevation gain increase.

What notable landmarks or scenic spots can I expect to see?

A major highlight is Indian Pond, a secluded and beautiful mountain lake. You'll also pass through dense deciduous woodland and hemlock forests. Don't miss the historical Madame Sherri House ruins, including its grand stone staircase, easily accessible near the parking area. Viewpoints like East Hill, Moon Ledge, and Mine Ledge offer impressive outlooks toward the Connecticut River Valley and distant mountains.

Is this trail suitable for families with children?

The Ann Stokes Loop section is often considered on the easier side of moderate, making it suitable for families. However, some sections can be rugged with steep descents, so assess your children's hiking experience. The historical ruins and varied scenery can be engaging for younger hikers.

Does the trail connect to other hiking routes?

Yes, the Ann Stokes Trail system is well-connected. It forms part of the Anne Stokes Loop Trail and also intersects with sections of the Mine Ledge Trail and the Wantastiquet-Monadnock Trail, allowing for longer and more varied hiking options.

Are there any restaurants or amenities nearby?

The trail is located in a natural forest setting, so there are no direct amenities like restaurants or cafes on the trail itself. You'll find dining and other services in the nearby town of Chesterfield, New Hampshire, or across the river in Brattleboro, Vermont.

What should I wear or bring for a hike on this trail?

Given the varied terrain, sturdy hiking shoes are recommended. Dress in layers, as conditions can change, especially at viewpoints. Bring water, snacks, a map or GPS (like komoot's app), and insect repellent, particularly during warmer months. If hiking in winter, consider microspikes or snowshoes.

Is the Ann Stokes Trail to Indian Pond a loop or an out-and-back trail?

The primary Ann Stokes Trail to Indian Pond is typically hiked as part of a loop, often referred to as the Ann Stokes Loop. This allows you to experience different scenery and viewpoints without retracing your steps. However, you can also customize your route to be out-and-back if preferred.

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