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Running trails & routes
United States
Massachusetts
Norfolk County

Choate Park and High School Trail

Easy

4.8

(6015)

17,734

runners

Choate Park and High School Trail

00:27

4.05km

20m

Running

Jog the easy 2.5-mile Choate Park and High School Trail, featuring varied terrain, scenic views of Choate Pond, and woodland paths.

Last updated: February 26, 2026

Waypoints

A

Start point

Parking

Get Directions

1

354 m

Choate Park West

Highlight • Rest Area

Choate Park West is a beautiful preserve adjacent to Choate Park, a fantastic urban park providing diverse amenities. It boasts a serene pond, a stunning dam, swimming beaches, picnic tables, …

Tip by

2

1.62 km

Nice gravel path through woods

Highlight (Segment) • Trail

Get out into the woods and enjoy your run in this beautiful landscape.

Tip by

B

4.05 km

End point

Parking

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Way Types & Surfaces

Way Types

1.79 km

953 m

831 m

461 m

Surfaces

1.79 km

916 m

868 m

461 m

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Elevation

Elevation

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Weather

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Today

Wednesday 15 July

29°C

18°C

0 %

Additional weather tips

Max wind speed: 22.0 km/h

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Frequently Asked Questions

Where can I park to access the Choate Park and High School Trail?

There are new parking areas available at Choate Park, which serve as convenient access points for the trail system. You can typically find parking directly at Choate Park.

Is the Choate Park and High School Trail dog-friendly?

Yes, the trail is generally dog-friendly. However, as it's a public park and connects to a high school, it's always best practice to keep dogs on a leash and clean up after them to ensure a pleasant experience for all users.

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

The trail is enjoyable year-round. Fall is particularly scenic, with vibrant colors throughout the park and woodland sections. Spring and summer offer lush greenery. Even in winter, the well-maintained paths can be suitable for jogging, though conditions may vary.

Are there any permits or entrance fees required to use Choate Park or the trail?

No, there are no permits or entrance fees required to access Choate Park or the trail system. Choate Park is a community hub, freely accessible to the public.

What is the terrain like on the Choate Park and High School Trail?

The trail offers a varied terrain. The path around Choate Pond and the main section connecting to Medway High School are primarily crushed stone dust, providing a firm and relatively level surface. As you venture into woodland and wetland areas, you'll encounter sections with boardwalks, and some parts may have a few rocks and roots. There's also a newly accessible packed stone dust path through the Adams Street meadow.

How long does it typically take to jog the Choate Park and High School Trail?

The main loop, which is approximately 4 kilometers (2.5 miles), typically takes about 25-30 minutes to jog at a moderate pace. Your actual time may vary depending on your fitness level and how much you explore the connecting trails.

What kind of wildlife might I see along the route?

The pond and surrounding natural habitats provide excellent opportunities for wildlife viewing. You might spot various bird species, including mallards and hooded mergansers, as well as turtles in Choate Pond. The woodland areas also host local fauna.

Are there any notable landmarks or points of interest on the trail?

Yes, the trail features several points of interest. You'll pass by Choate Park West, enjoy serene views of Choate Pond, and encounter historic stone walls. There's also a dramatic waterfall cascade where Chicken Brook leaves the pond, and an oversized, whimsical mural near the high school trail entrance. The trail also includes a unique "Boots & Bonnets Bridge" with a bronze plaque detailing Medway's industrial heritage.

Is the trail suitable for beginners or those new to jogging?

Yes, the Choate Park and High School Trail is largely considered an easy route, making it very accessible for beginners. While the circular path around Choate Pond does include a "pretty steep section" on the side farthest from Route 109, the main trails are well-maintained and relatively level, offering a great starting point for new joggers.

Does the trail connect to other paths or areas?

Yes, the trail is part of an expanding network. It connects Choate Park to Medway High School, Cassidy Fields, the Adams Street meadow and woods, and further north towards Chicken Brook and the Dave Hoag Boardwalk. There are also ongoing efforts to connect it to Wenakeening Woods and the Upper Charles Trail in Holliston, offering potential for longer explorations.

Is there a specific section of the trail that offers a greater challenge?

For those looking for a bit more of a challenge, the circular path directly around Choate Pond includes a "pretty steep section" on the side farthest from Route 109. This can add a good incline to your jog, contrasting with the generally level nature of the rest of the trail system.

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