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Boston

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The best road cycling routes around Boston

3.9

(22)

703

riders

123

rides

In this guide, we’ve reviewed our full collection of road biking routes around Boston 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 22, 2025

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1. Boston to Louth loop — Lincolnshire Wolds

105km

04:26

740m

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

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Moderate

4.8

(4)

riders

2. Water Rail Way at Stixwould – Southrey loop from Boston

95.7km

03:42

110m

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

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Moderate

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3. Tattershall Castle – Boston Lock Café loop from Boston

64.1km

02:28

70m

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

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Moderate

5.0

(1)

riders

4. Boston Lock Café – Caffè Nero loop from Boston

39.5km

01:32

40m

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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5. Boston Lock Café – Ginger Fox Cafe loop from Boston

91.9km

03:31

120m

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

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Moderate

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6. Hattie's Café – Grimsthorpe Castle loop from Boston

99.8km

03:53

280m

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

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Moderate

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7. Horncastle – Miningsby to Wood Enderby Road loop from Boston

73.3km

02:52

160m

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

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Moderate

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8. Boston Road Brick Pits loop from Swineshead

54.2km

02:06

60m

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

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Moderate

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9. Roadbike loop from Witham

45.0km

01:42

30m

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

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Easy

5.0

(1)

riders

10. Boston Lock Café – RAF Coningsby Airbase loop from Boston

67.8km

02:40

70m

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

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Moderate

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Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

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Didn’t find what you were looking for?

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

Benington CP Wrangle CP Sutterton CP Old Leake CP Butterwick CP RSPB Freiston Shore Holland Fen With Brothertoft Freiston CP Fishtoft CP Amber Hill CP Kirton Wyberton CP Algarkirk CP Frampton CP Bicker CP Leverton CP Wigtoft CP Fosdyke CP Swineshead CP

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Browse the best Road cycling routes in other regions.

South Kesteven East Lindsey Lincoln West Lindsey North Kesteven South Holland

The best road cycling routes around Boston

1. Boston to Louth loop — Lincolnshire Wolds

2. Water Rail Way at Stixwould – Southrey loop from Boston

3. Tattershall Castle – Boston Lock Café loop from Boston

4. Boston Lock Café – Caffè Nero loop from Boston

5. Boston Lock Café – Ginger Fox Cafe loop from Boston

6. Hattie's Café – Grimsthorpe Castle loop from Boston

7. Horncastle – Miningsby to Wood Enderby Road loop from Boston

8. Boston Road Brick Pits loop from Swineshead

9. Roadbike loop from Witham

10. Boston Lock Café – RAF Coningsby Airbase loop from Boston

Other adventures around Boston

Most popular routes around Boston

Most popular attractions around Boston

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