Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Login or Signup

Routes
United States
Massachusetts
Suffolk County
Boston

Blue Hills & Stony Brook Reservation gravel loop from Roslindale — Blue Hills Reservation

Routes
United States
Massachusetts
Suffolk County
Boston

Blue Hills & Stony Brook Reservation gravel loop from Roslindale — Blue Hills Reservation

Moderate

5.0

(1206)

18,142

riders

Blue Hills & Stony Brook Reservation gravel loop from Roslindale — Blue Hills Reservation

03:44

43.9km

440m

Gravel riding

Embark on a moderate gravel biking adventure through the Blue Hills & Stony Brook Reservations, covering 27.3 miles (43.9 km) with a total elevation gain of 1429 feet (436 metres). This loop offers a diverse natural environment, guiding you through lush woodlands and along meandering trails. You will experience varied terrain, from well-graded gravel paths like Walcott Path to more technical, rocky sections, all while enjoying continuous elevation changes and rewarding views of Boston from the hilltops. Expect to complete this journey in about 3 hours and 44 minutes, immersing yourself in the scenic beauty of these significant natural areas.

To prepare for your ride, a minimum tire size of 32c or larger is recommended to comfortably handle the mix of paved and unpaved surfaces. The route conveniently starts from Roslindale, providing easy access to both the Blue Hills and Stony Brook Reservations. Plan your visit to make the most of the natural oasis found within Stony Brook and the rich forests of Blue Hills. Always check local conditions before heading out, especially regarding weather and trail status.

This route uniquely connects two prominent natural reservations in the Greater Boston Area, offering a distinct experience. As you ride, keep an eye out for Ponkapoag Pond, a beautiful highlight along the way. The trail provides a wonderful opportunity to explore the varied ecosystems and landscapes that define these cherished green spaces, making it a notable option for gravel biking enthusiasts seeking both challenge and natural beauty.

Last updated: April 23, 2026

Tips

Your route passes through protected areas

Please check local regulations for:

Stony Brook Reservation

Neponset River Reservation

Blue Hills Reservation

Waypoints

A

Start point

Parking

Get Directions

1

4.11 km

Woodland Trail in Stony Brook Reservation

Highlight • Trail

Stony Brook Reservation, outside Dedham, is a natural oasis featuring lush woodlands, meandering trails, and a scenic reservoir. This urban retreat offers diverse recreational opportunities, from hiking or bike riding to birdwatching.

Tip by

2

10.6 km

Walcott Path (Gravel Road)

Highlight (Segment) • Trail

Great gravel road through the forest. There is elevation change when riding this road: however, it is well graded and a good surface. It is worth the effort once you get a view from the summit of Great Blue Hill.

Tip by

3

16.6 km

Ponkapoag Pond

Highlight • Lake

Ponkapoag Pond is the largest body of water on the Blue Hills Reservation. A beautiful loop trail leads once around the shining lake. Just relax.

Tip by

4

31.4 km

Breeze Hill

Highlight • Summit

Breeze Hill, a Quincy, Norfolk, Massachusetts peak with a 276-foot elevation, offers an accessible trail in Blue Hills Reservation. Delight in scenic vistas and lush forests while exploring this peak.

Tip by

5

36.5 km

Pine Brook Trail

Highlight • Trail

A nice little alternative to riding along Unquity. Dirt and mud, but never too wet, even though there's wetlands either side. Connect this with Pope's Pond (just to the north) to avoid a lot of the traffic!

Tip by

6

37.5 km

Popes Pond

Highlight • Lake

lovely little pond with a loop around it. Entrance is on wood chips so a bit tough to bike on

Tip by

B

43.9 km

End point

Parking

Loading

Way Types & Surfaces

Way Types

19.2 km

8.04 km

6.71 km

5.37 km

2.27 km

2.15 km

116 m

Surfaces

24.1 km

17.9 km

1.07 km

576 m

311 m

Sign up to see more specific route details

Sign up for free

Elevation

Elevation

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

Highest point (110 m)

Lowest point (10 m)

Sign up to see more specific route details

Sign up for free

Weather

Powered by Foreca

Today

Friday 8 May

18°C

5°C

28 %

Additional weather tips

Max wind speed: 22.0 km/h

to get more detailed weather forecasts along your route

This route was planned by komoot.

Save

Edit route

Download GPX

Move start point

Print

Share

Embed on a website

Report an Issue

Frequently Asked Questions

What is the terrain like on the Blue Hills & Stony Brook Reservation gravel loop?

The loop offers a diverse mix of surfaces. You'll encounter significant unpaved sections, including well-graded gravel roads like the Walcott Path, and some rocky, challenging doubletrack within the Blue Hills. Expect about 24.1 km of unpaved surfaces, 17.9 km of asphalt, and 1.07 km of paved sections, including compacted gravel. The Pine Brook Trail, for instance, runs through wetlands and can be muddy.

Is this gravel loop suitable for beginners?

This route is categorized as a 'moderate gravel ride' and requires good fitness. While some sections might be manageable, the Blue Hills portion features continuous elevation changes and can be quite hilly and rocky. A minimum tire size of 32c or larger is recommended due to the varied terrain. Riders not reasonably fit may find it challenging.

What natural features and landmarks will I see along the way?

You'll experience a rich natural environment, including the lush woodlands of Stony Brook Reservation and the scenic vistas of Blue Hills Reservation. Highlights include the tranquil Ponkapoag Pond, the Breeze Hill summit, and Popes Pond. The route also passes by a former WWII Nike missile site, adding a historical touch.

Where can I park to access this gravel loop?

While the loop starts from Roslindale, specific parking information for this exact route isn't detailed. However, for Blue Hills Reservation, various parking lots are available, such as those near the Blue Hills Ski Area or Houghton's Pond. For Stony Brook Reservation, parking can be found near the visitor center or various trailheads within the reservation. It's advisable to check the DCR websites for the most current parking options.

How can I get to the trailhead using public transport?

Starting from Roslindale, you can utilize the MBTA public transport system. Roslindale Village is accessible via the Commuter Rail (Needham Line) and several MBTA bus routes. From there, you would need to connect to bus routes that serve the perimeters of Blue Hills Reservation or Stony Brook Reservation, such as those along Washington Street or Blue Hill Avenue, to reach a suitable starting point.

Are there any permits or entrance fees required for the Blue Hills Reservation or Stony Brook Reservation?

Generally, there are no entrance fees or permits required for day use of the trails within Blue Hills Reservation or Stony Brook Reservation. Both are managed by the Massachusetts Department of Conservation and Recreation (DCR) and are open to the public. However, specific activities or events might require permits, so it's always good to check the official DCR website for any updates.

Is the Blue Hills & Stony Brook Reservation gravel loop dog-friendly?

Yes, both Blue Hills Reservation and Stony Brook Reservation are generally dog-friendly. Dogs are typically allowed on trails but must be kept on a leash at all times. Please remember to clean up after your pet to help keep the trails enjoyable for everyone.

What is the best time of year to ride this gravel loop?

The best time to ride this gravel loop is typically during the spring, summer, and fall months. Spring offers lush greenery, while fall provides stunning foliage. Summer is also great, but be prepared for potential heat and humidity. Winter riding is possible but can be challenging due to snow, ice, and colder temperatures, especially on the unpaved and rocky sections.

Does this gravel loop connect with other trails?

Yes, this route incorporates sections of several other trails. You'll ride parts of the Claire Saltonstall Bikeway, Walking City Trail Section 1, Skyline Trail, Neponset River Greenway, and the Wolcott Path. It also includes segments of the Tucker Hill Path, Acton Path, Ponkapoag Trail, and many others, allowing for varied and extended riding options.

What kind of bike and tires are recommended for this route?

Given the varied terrain, which includes gravel, rocky doubletrack, and potentially muddy sections, a gravel bike is highly recommended. For tires, a minimum size of 32c or larger is advisable to handle the different surfaces and provide comfort and traction, especially on the more technical parts within the Blue Hills.

How long does it typically take to complete this gravel loop?

The estimated duration for completing this gravel loop is approximately 3 hours and 44 minutes (13,462 seconds). This duration is an estimate and can vary based on your fitness level, the type of bike you're riding, and how often you stop to enjoy the scenery or take breaks.

Nearby routes

Moderate

4.3

49

Battle Road and Minuteman Bikeway Loop

03:30h

51.0km

280m

Explore
RoutesRoute plannerFeaturesHikesMTB TrailsRoad cycling routesBikepackingSitemap
Download the app
Follow Us on Socials

© komoot GmbH

Privacy Policy