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United States
Massachusetts
Essex County

Sagamore Hill and Willow Hill Loop

Easy

4.7

(6116)

13,296

hikers

Sagamore Hill and Willow Hill Loop

00:49

3.00km

50m

Hiking

Hike the easy 1.9-mile Sagamore Hill and Willow Hill Loop in Massachusetts, gaining 162 feet over 48 minutes through woodlands.

Last updated: February 26, 2026

Waypoints

A

Start point

Parking

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1

1.16 km

Willow Hill

Highlight • Summit

B

3.00 km

End point

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Way Types & Surfaces

Way Types

1.82 km

1.12 km

< 100 m

Surfaces

2.19 km

587 m

< 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.

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Weather

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Today

Monday 12 October

21°C

9°C

0 %

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

How long does it typically take to hike the Sagamore Hill and Willow Hill Loop?

The Sagamore Hill and Willow Hill Loop is an easy hike that generally takes around 49 minutes to complete. This duration is based on an average hiking pace for its 3-kilometer (1.9-mile) distance.

Is the Sagamore Hill and Willow Hill Loop suitable for beginners or families with children?

Yes, this trail is graded as 'easy' and is well-suited for beginners and families. The paths are generally stable and manageable, making it a pleasant experience for a wide range of hikers.

Where is the trailhead for the Sagamore Hill and Willow Hill Loop, and what are the parking options?

The Sagamore Hill and Willow Hill Loop is located in Hamilton, Essex County, Massachusetts, within the John J. Donovan Reservation and Sagamore Hill Conservation Area. Specific trailhead and parking details are typically available on local park websites or through navigation apps. It's advisable to check these resources before your visit for the most current information.

What kind of terrain can I expect on the Sagamore Hill and Willow Hill Loop?

As an easy-graded trail, you can expect relatively stable and manageable paths. While specific ground cover details are limited, the loop likely features typical New England woodlands and potentially some open fields, offering a comfortable hiking surface.

Are there any notable viewpoints or landmarks along the route?

The trail's name, Sagamore Hill and Willow Hill, suggests it traverses some elevated areas. You'll pass by Willow Hill, which is noted as a summit and may offer views of the surrounding Essex County landscape. The overall scenery is characteristic of New England woodlands.

Is the Sagamore Hill and Willow Hill Loop dog-friendly?

While many trails in conservation areas are dog-friendly, specific regulations regarding dogs (e.g., leash requirements) can vary. It's always best to check the official guidelines for the John J. Donovan Reservation and Sagamore Hill Conservation Area before bringing your furry friend.

Do I need a permit or is there an entrance fee to access the trail?

The Sagamore Hill and Willow Hill Loop is located within the John J. Donovan Reservation and Sagamore Hill Conservation Area. Generally, most conservation areas in Massachusetts do not require permits or charge entrance fees for day use. However, it's always recommended to verify with the local park authority or website for any specific regulations or changes.

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

The best time to hike this loop largely depends on your preference. Spring and fall offer pleasant temperatures and beautiful foliage, while summer provides lush greenery. Winter hiking is also possible, but be prepared for potentially icy or snowy conditions, and always check weather forecasts.

What should I bring for a hike on this trail?

Given its easy difficulty and relatively short distance, essential items include comfortable hiking shoes, water, and appropriate clothing for the weather. Depending on the season, insect repellent might also be useful. Always carry a map or use a reliable navigation app like komoot.

Are there any facilities like restrooms or water sources along the Sagamore Hill and Willow Hill Loop?

As a natural trail within a conservation area, it's unlikely there are dedicated restrooms or potable water sources directly on the loop. Hikers should plan to bring their own water and use facilities before or after their hike.

Is this trail the same as the Sagamore Hill National Historic Site trail in New York?

No, this is a common point of confusion. The Sagamore Hill and Willow Hill Loop trail is located in Hamilton, Essex County, Massachusetts. It is distinct from the Sagamore Hill National Historic Site in Oyster Bay, New York, which is historically significant as the home of Theodore Roosevelt and features its own separate nature trails.

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