Choate Park and High School Trail
Choate Park and High School Trail
4.8
(6015)
17,734
runners
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
Start point
Parking
Get Directions
354 m
Highlight • Rest Area
Tip by
1.62 km
Highlight (Segment) • Trail
Tip by
4.05 km
End point
Parking
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
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Weather
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Today
Wednesday 15 July
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18°C
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Additional weather tips
Max wind speed: 22.0 km/h
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This route was planned by komoot.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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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