Olmstead Park & Jamaica Pond loop
Olmstead Park & Jamaica Pond loop
3.0
(16)
81
runners
00:54
8.63km
40m
Running
Embark on a refreshing jogging route around Olmstead Park and Jamaica Pond, a moderate 5.4-mile (8.6 km) loop that offers a pleasant escape. You will experience a gentle elevation gain of 126 feet (38 metres) as you follow the path, which is estimated to take about 53 minutes to complete.…
Last updated: April 23, 2026
Waypoints
Start point
Train Station
Get Directions
2.70 km
Highlight • Natural
Tip by
4.57 km
Highlight • Lake
Tip by
8.63 km
End point
Train Station
Way Types & Surfaces
Way Types
7.50 km
563 m
493 m
< 100 m
Surfaces
4.93 km
2.83 km
861 m
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Elevation
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Weather
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Today
Wednesday 27 May
31°C
18°C
13 %
Additional weather tips
Max wind speed: 21.0 km/h
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This route was planned by komoot.
The full loop, combining Olmsted Park and Jamaica Pond, is approximately 8.6 kilometers (5.3 miles) long. For jogging, it typically takes around 50-55 minutes to complete, depending on your pace.
The path around Jamaica Pond is mostly paved with some sections of cement and gravel, and is predominantly flat. Within Olmsted Park, you'll find a mix of walking paths and wooded trails, with some gentle inclines and hills. Overall, the surfaces are well-maintained and wide, suitable for jogging.
Yes, despite being rated as 'moderate' due to its length and some inclines in Olmsted Park, the mostly paved and well-maintained paths make it accessible for all skill levels, including beginners. You can adjust your pace or choose to do just the flatter Jamaica Pond section if you prefer an easier run.
Parking is available in various spots around Jamaica Pond and Olmsted Park. Look for street parking along the perimeter roads. Public transportation is also a good option, with several bus routes serving the area, connecting to the MBTA subway system.
Yes, the loop is dog-friendly. Dogs are generally welcome but must be kept on a leash at all times. Please remember to clean up after your pet to help keep the park beautiful for everyone.
The Olmsted Park & Jamaica Pond loop is beautiful year-round. Spring offers blooming flora, summer provides lush greenery, and autumn showcases vibrant fall foliage. Even in winter, the cleared paths are suitable for jogging, offering a serene, crisp experience. Weekday mornings are often less crowded.
No, there are no permits or entrance fees required to enjoy the Olmsted Park & Jamaica Pond loop. It is part of Boston's historic Emerald Necklace, a public park system designed for everyone to access freely.
You'll experience picturesque and serene views throughout the loop. Highlights include the tranquil waters of Jamaica Pond, natural groves, meadows, and wooded areas within Olmsted Park. Look for historic pedestrian bridges, stone walls, and islands designed to attract wildlife, all contributing to a peaceful escape from the city.
Yes, the route is an integral part of Boston's Emerald Necklace and intersects with several other paths. You'll find sections that are part of the Claire Saltonstall Bikeway, Walking City Trail, Boston Marathon route, and the Jamaicaway Bikepath, among others.
The path around Jamaica Pond is largely paved and wide, making it generally accessible for wheelchairs and strollers. Some sections within Olmsted Park might have slight inclines or gravel surfaces, but the main loop offers a good experience for most.
While there are no specific details on water fountains or restrooms directly on the trail, facilities are typically available near the boathouse at Jamaica Pond. It's always a good idea to bring your own water, especially during warmer months.