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Massachusetts

Massachusetts

The best road cycling routes in Massachusetts

4.5

(1481)

41,848

riders

4,109

rides

In this guide, we’ve reviewed our full collection of road biking routes in Massachusetts to bring you the best rides in the region. To find the one which is right for you, click on any of the Tours to see a full breakdown of its details including elevation profiles and surface analyses, and browse real tips and photos shared by other members of the Komoot community.

Last updated: November 21, 2025

4.8

(38)

842

riders

1. Cambridge to Lexington Battle Green via Minuteman Bikeway

50.0km

02:01

190m

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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Moderate

4.8

(31)

781

riders

2. Boston to Bedford via the Minuteman Bikeway — Boston, Massachusetts

41.2km

01:37

140m

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

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Easy

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4.9

(14)

404

riders

3. Charles River Bike Path — Newton to Boston

36.0km

01:30

80m

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

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Easy

4.6

(10)

221

riders

4. Dover Loop – Cambridge

69.4km

02:52

410m

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

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Moderate

4.7

(3)

182

riders

5. Harvard loop from Cambridge

114km

05:03

930m

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

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Hard

5.0

(2)

174

riders

6. Weston, Sudbury, & Lincoln loop — Waltham

69.8km

03:02

520m

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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Moderate

4.8

(8)

145

riders

7. Boston to Nahant via the East Coast Greenway — Boston, Massachusetts

46.8km

01:56

130m

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

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Easy

4.5

(4)

115

riders

8. Boston to Marblehead Neck Wildlife Sanctuary via East Coast Greenway — Boston, Massachusetts

61.2km

02:27

190m

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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Moderate

4.0

(2)

153

riders

9. Coast Guard Beach and Wellfleet Center loop via Cape Cod Rail Trail — Hyannis

123km

04:52

490m

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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Moderate

3.9

(7)

109

riders

10. Cape Gloucester loop from Washington & Colburn Street

34.3km

01:34

250m

Moderate road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride.

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Moderate

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Other adventures in Massachusetts

East Coast Greenway — An unforgettable ride along the Atlantic Seaboard

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The Long Trail — America's oldest long-distance path

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Bay Circuit Trail and Greenway — Walking the Emerald Necklace

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Midstate Trail — 92 miles through the heart of Massachusetts

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The Robert Frost Trail — A Trek Through Frost’s Western Massachusetts

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Bay Circuit Trail & Greenway — Pedal Boston’s Greenbelt

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North-South Trail — The Smallest State's Longest Walk

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On the trail of the Pilgrim Fathers – road trip along the Atlantic coast

Hiking Collection by

VisitTheUSA

Most popular routes in Massachusetts

Cycling in Massachusetts

Hiking in Massachusetts

Running Trails in Massachusetts

Easy hikes in Massachusetts

MTB Trails in Massachusetts

Gravel biking in Massachusetts

Waterfall hikes in Massachusetts

Most popular attractions in Massachusetts

Places to see

Lakes

Natural Monuments

Mountain Peaks

Bike Parks

Waterfalls

Huts

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Didn’t find what you were looking for?

Check out more Road cycling routes throughout Massachusetts below and find the perfect route in your destination.

Plymouth County Bristol County Franklin County Dukes County Nantucket County Hampshire County Suffolk County Barnstable County Worcester County Hampden County Berkshire County Middlesex County Essex County Norfolk County

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The best road cycling routes in Massachusetts

1. Cambridge to Lexington Battle Green via Minuteman Bikeway

2. Boston to Bedford via the Minuteman Bikeway — Boston, Massachusetts

3. Charles River Bike Path — Newton to Boston

4. Dover Loop – Cambridge

5. Harvard loop from Cambridge

6. Weston, Sudbury, & Lincoln loop — Waltham

7. Boston to Nahant via the East Coast Greenway — Boston, Massachusetts

8. Boston to Marblehead Neck Wildlife Sanctuary via East Coast Greenway — Boston, Massachusetts

9. Coast Guard Beach and Wellfleet Center loop via Cape Cod Rail Trail — Hyannis

10. Cape Gloucester loop from Washington & Colburn Street

Other adventures in Massachusetts

Most popular routes in Massachusetts

Most popular attractions in Massachusetts

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