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Bike touring routes & trails
United States
Massachusetts
Middlesex County
Waltham

Northwest Boston Suburbs loop from Waltham

Hard

3.4

(28)

29

riders

Northwest Boston Suburbs loop from Waltham

05:22

86.7km

370m

Cycling

This difficult 53.9-mile touring cycling loop from Waltham explores the Northwest Boston Suburbs, offering historical sites and river views.

Last updated: February 26, 2026

Tips

Your route passes through protected areas

Please check local regulations for:

Upper Charles River Reservation

Caouette-Simeone Conservation Restriction

Waypoints

A

Start point

Parking

Get Directions

1

3.31 km

Charles River Greenway

Highlight • Cycleway

​The Charles River Greenway, aka the Charles River Bike Path, runs 23 miles from the Museum of Science in Boston to Norumbega Park in Newton. The path hugs the Charles …

Tip by

2

13.6 km

Harvard Hall

Highlight • Historical Site

Massachusetts, is one of the university’s historic academic buildings. The original Harvard Hall was constructed in 1677 but was destroyed by fire in 1764, along with much of the university’s …

Tip by

3

19.6 km

Uncle Sam Plaza, located in Arlington, Massachusetts, near the Minuteman Bikeway, honors Samuel Wilson, believed to be the inspiration for the national symbol "Uncle Sam." Born on September 13, 1766, …

Tip by

4

27.4 km

Lexington Battle Green

Highlight • Historical Site

The Lexington Battle Green, also known as Lexington Common, is a historic site in Lexington, Massachusetts. On April 19, 1775, this green was the site of the first armed conflict …

Tip by

5

36.4 km

Reformatory Branch Trail

Highlight (Segment) • Trail

The Reformatory Branch Trail stretches 3.9 miles through Middlesex County, connecting the historic towns of Bedford and Concord along a dirt path. This rail trail, built in 1873 by the …

Tip by

6

40.3 km

Old North Bridge

Highlight • Historical Site

The Old North Bridge, located in Concord, Massachusetts, holds significant historical importance as the site of the first American victory in the Revolutionary War. On April 19, 1775, colonial militia …

Tip by

7

61.9 km

The Assabet River, Oxbow, and Great Meadows are three of the eight refuges that make up the Eastern Massachusetts National Wildlife Refuge complex.

A wide variety of migratory birds, mammals, plants, reptiles and amphibians can be found here.

Tip by

8

75.1 km

Mass Central Rail Trail (Wayland to Weston)

Highlight (Segment) • Cycleway

One of the few sections of the Mass Central Rail Trail, which is already finished for hiking and cycling. Nicely maintained path off the road.

Tip by

B

86.7 km

End point

Parking

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Way Types & Surfaces

Way Types

45.2 km

28.8 km

7.17 km

3.98 km

1.01 km

411 m

223 m

Surfaces

61.6 km

14.4 km

8.93 km

1.59 km

106 m

< 100 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 (80 m)

Lowest point (0 m)

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Weather

Powered by Foreca

Today

Friday 8 May

16°C

4°C

24 %

Additional weather tips

Max wind speed: 23.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

What kind of bike is best suited for this loop?

Given the mix of primarily paved surfaces and potential dirt single-track sections, especially along the Charles River, a hybrid or cyclo-cross bike is recommended for this route. Road bikes might struggle on the unpaved parts.

Where can I park to start this cycling loop in Waltham?

While specific parking lots aren't detailed, Waltham serves as the starting point for this loop. You'll want to look for public parking options within Waltham that offer convenient access to the Charles River Greenway, as the route often begins by following the river.

Is public transport an option to reach the starting point in Waltham?

Yes, Waltham is accessible by public transport, making it a convenient starting point for this cycling route. You can research MBTA bus or commuter rail options that serve Waltham to get there without a car.

What are the best times of year to cycle this route?

The Northwest Boston Suburbs loop is enjoyable across multiple seasons. Spring and fall offer pleasant temperatures and beautiful scenery, with changing foliage in autumn. Summer is also great, but be prepared for warmer weather. Winter cycling is possible but requires appropriate gear and caution for potential ice or snow.

Are dogs allowed on the trails that make up this loop?

Many sections of this route, particularly multi-use paths like the Charles River Bike Path and parts of the Reformatory Branch Trail, are shared with walkers and runners. Generally, dogs are allowed on leash on most public trails in the area, but always check local regulations for specific sections or parks you plan to visit.

Do I need any permits or pay entrance fees for this cycling route?

This route passes through various towns and natural areas, including parts of the Minute Man National Historical Park. Generally, there are no specific permits or entrance fees required for cycling on the public trails and roads that comprise this loop. However, if you plan to visit specific historical sites or attractions along the way, they might have their own entry fees.

What kind of scenery can I expect along the way?

You'll experience a diverse range of scenery. The route often follows the picturesque Charles River Greenway, offering continuous river views and passing through parklands. You'll also ride through wooded areas, charming historical towns like Lexington, and even transition into more urban environments as you approach Boston. Highlights include historical sites like Harvard Hall and Lexington Battle Green, as well as natural areas like Along the Assabet National Wildlife Refuge.

Does this route connect with other popular cycling trails in the Greater Boston Area?

Yes, this loop integrates with several well-known paths. You'll find yourself on sections of the East Coast Greenway (MA), the Mass Central Rail Trail (Wayland to Weston), the Minuteman Bikeway, the Bay Circuit Trail, the Assabet River Rail Trail, and the Charles River Path, among others. This allows for varied riding experiences and potential extensions.

Are there places to stop for food or drinks along the Northwest Boston Suburbs loop?

Absolutely. As the route traverses through several towns like Waltham, Watertown, Cambridge, Lexington, and Concord, you'll find numerous opportunities for cafes, restaurants, and convenience stores to refuel and take a break. Planning your stops in advance can enhance your experience.

What are some notable historical sites or landmarks on this cycling route?

The route is rich in history. You'll pass by significant locations such as Harvard Hall, the Uncle Sam Plaza and Samuel Wilson Monument, the iconic Lexington Battle Green, and the historic Old North Bridge. These sites offer a glimpse into American history and provide interesting points to pause and explore.

Is this a family-friendly cycling route?

This specific loop is rated as 'difficult' and requires 'very good fitness' due to its length and elevation changes, making it less suitable for young children or beginner cyclists. However, many of the individual rail trails and river paths it incorporates, such as sections of the Charles River Greenway or Minuteman Bikeway, are excellent for family-friendly rides if you choose shorter segments.

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