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Routes
Bike touring routes & trails
United States
Massachusetts
Suffolk County
Boston

Neponset River Greenway and Blue Hills Reservation Loop

Routes
Bike touring routes & trails
United States
Massachusetts
Suffolk County
Boston

Neponset River Greenway and Blue Hills Reservation Loop

Moderate

4.5

(4975)

18,705

riders

Neponset River Greenway and Blue Hills Reservation Loop

02:11

37.0km

220m

Cycling

Embark on a moderate touring bicycle ride that blends urban greenway with the natural beauty of the Blue Hills Reservation. This 23.0-mile (37.0 km) loop takes about 2 hours and 10 minutes to complete, with a total elevation gain of 728 feet (222 metres). Along the Neponset River Greenway, you'll…

Last updated: April 23, 2026

Tips

Temporary access restrictions

Includes segments with temporary access restrictions. Check ahead to confirm restricted segments are open to the public.

After 21.3 km for 1.63 km

Waypoints

A

Start point

Parking

Get Directions

1

5.52 km

Harvest River Bridge

Highlight • Bridge

This bridge that offers a beautiful view of the Neponset River is extremely unusual. Structurally, it can be classified as an arched bridge. It has only four or five hangers connecting the arch structure to the apron.

Tip by

2

21.0 km

Chickatawbut Road

Highlight (Segment) • Viewpoint

This overlook has a great view of Boston, and is a resting point after the climbs on either side to reach the top. They're not long climbs but they will make you work for the view!

Tip by

3

24.4 km

St. Moritz Pond

Highlight • Lake

It's often a wonderful and silent place to relax

Tip by

B

37.0 km

End point

Parking

Loading

Way Types & Surfaces

Way Types

15.4 km

13.2 km

5.12 km

1.65 km

1.39 km

106 m

< 100 m

Surfaces

33.9 km

2.74 km

164 m

159 m

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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 (0 m)

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Weather

Powered by Foreca

Today

Sunday 24 May

13°C

11°C

93 %

Additional weather tips

Max wind speed: 16.0 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 cycle the Neponset River Greenway and Blue Hills Reservation Loop?

This loop is designed for touring cyclists and typically takes around 2 hours and 11 minutes to complete. This duration can vary based on your cycling pace and how often you stop to enjoy the scenery or points of interest.

What is the terrain like on this cycling loop?

The terrain varies significantly. The Neponset River Greenway section is mostly an easy, flat, paved multi-use path, with a short 0.3-mile hard-packed section that's still suitable for road bikes. In contrast, the Blue Hills Reservation offers a more diverse and challenging experience with fire roads, double-track, and single-track trails that can be gravelly, rocky, and quite hilly, requiring good fitness.

What kind of scenery can I expect along the way?

You'll experience a mix of urban and natural beauty. The Neponset River Greenway offers views of the river, salt marshes, and a tree canopy, passing through urban areas, recreation fields, and historical sites like the former chocolate factory. The Blue Hills Reservation provides a 'green oasis' with forests, meadows, scenic waterways, and panoramic vistas of Boston and the south shore from its hills, including Great Blue Hill.

What notable sights will I see on the Neponset River Greenway and Blue Hills Reservation Loop?

Along the route, you can enjoy several highlights. On the Neponset River Greenway, look out for the Harvest River Bridge, creatively painted retaining walls, and boardwalks offering waterfront views. In the Blue Hills Reservation, you'll find scenic viewpoints like Chickatawbut Road and the tranquil St. Moritz Pond, along with panoramic views from the summits of its 22 hills.

What is the best time of year to cycle this route?

Spring and fall are generally ideal for cycling this loop, offering pleasant temperatures and beautiful foliage. Summer can also be enjoyable, especially on the shaded sections of the Greenway. Winter cycling is possible on the paved Greenway, but the Blue Hills Reservation's unpaved trails may be challenging due to snow and ice.

Where can I park to access the loop?

While the loop connects two distinct areas, you can find parking at various points along the Neponset River Greenway, such as near Pope John Paul II Park, or at designated parking areas within the Blue Hills Reservation. It's advisable to check specific trailhead parking availability depending on your chosen starting point.

Are there any permits or fees required to cycle this loop?

No, there are no specific permits or entrance fees required to cycle the Neponset River Greenway or within the Blue Hills Reservation. Both areas are publicly accessible for recreational use.

Is the Neponset River Greenway and Blue Hills Reservation Loop dog-friendly for cyclists?

Yes, both the Neponset River Greenway and the Blue Hills Reservation are generally dog-friendly. Dogs are typically allowed on leash on multi-use paths and trails. Always ensure your dog is under control and follow any posted regulations regarding pets in specific areas.

Does this cycling loop connect with other trails?

Yes, the route incorporates sections of several other trails. You'll cycle along parts of the Neponset River Greenway, Claire Saltonstall Bikeway, and the Boston HarborWalk. Within the Blue Hills Reservation, it utilizes portions of the Skyline Trail and various other paths like the Accord Path and Headquarters Path.

What should I know about connecting the Neponset River Greenway and Blue Hills Reservation?

It's important to know that a fully dedicated, seamless loop trail connecting these two areas for touring cyclists is still largely in development. While both offer excellent cycling, bridging the gap between the Greenway's southern end and the Blue Hills Reservation's trailheads currently requires navigating some sections that are not yet part of a continuous, dedicated path. This might involve riding on streets or less direct routes.

Is this loop suitable for beginners?

The Neponset River Greenway portion is very beginner-friendly due to its flat, paved nature. However, the Blue Hills Reservation section includes significant hills and varied terrain, which can be challenging for beginners. If you're new to cycling, consider starting with just the Greenway or exploring the easier paved sections within the Blue Hills before attempting the full loop.

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