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Road cycling routes
United States
Massachusetts
Barnstable County
Barnstable

Centerville, Osterville, and Grand Island loop

Easy

3.2

(6)

96

riders

Centerville, Osterville, and Grand Island loop

01:25

27.1km

90m

Road cycling

Enjoy an easy 16.8-mile (27.1 km) road cycling loop around Centerville, Osterville, and Grand Island, featuring the Osterville Bridge and sc

Last updated: February 26, 2026

Waypoints

A

Start point

Parking

Get Directions
1

8.20 km

Osterville Bridge to Grand Island

Highlight • Bridge

Nice drawbridge to grand island

Tip by

2

20.8 km

Dowses Beach

Highlight • Beach

Dowses Beach is a clean, quiet beach that has great views of East Bay, Great Island and Hyannis Port. The road that passes by the beach is a dead end, but it is a quiet road with little traffic.

Tip by

3

26.9 km

Craigville Beach

Highlight • Beach

Best done when the tide is low.

Tip by

B

27.1 km

End point

Parking

Loading

Way Types & Surfaces

Way Types

13.5 km

12.8 km

793 m

Surfaces

15.3 km

10.9 km

855 m

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Elevation

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

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Weather

Powered by Foreca

Today

Friday 9 October

21°C

9°C

0 %

Additional weather tips

Max wind speed: 24.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

Is the Centerville, Osterville, and Grand Island loop suitable for beginners?

Yes, this loop is considered an easy road ride and is suitable for cyclists of any fitness level. Its well-paved surfaces make it very accessible.

What is the terrain like on this cycling loop?

The terrain is characterized by mostly well-paved surfaces, making it ideal for racebikes and a smooth cycling experience.

What scenic highlights can I expect to see along the route?

You'll encounter several scenic spots, including the Osterville Bridge to Grand Island, a small drawbridge where you might see boats passing. The route also passes by beautiful beaches like Dowses Beach and Craigville Beach.

Where can I park to access the Centerville, Osterville, and Grand Island loop?

The provided sources do not specify designated parking areas for this loop. However, as a local tip, look for public parking near the beaches or town centers in Centerville or Osterville, keeping in mind local regulations.

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

While the sources don't specify, generally, spring through fall offers the most pleasant cycling conditions in Massachusetts, with milder weather and vibrant scenery. Summer can be busy, but also offers warm beach access.

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

No, there is no information in the provided sources indicating that permits or entrance fees are required to cycle this loop.

Is the Centerville, Osterville, and Grand Island loop dog-friendly?

The sources do not provide specific information regarding whether dogs are allowed on the cycling route itself. If cycling with a dog, it's best to check local regulations for specific sections or parks along the route, especially near beaches.

Is this cycling loop suitable for families with children?

Given its 'easy' difficulty grade, well-paved terrain, and modest elevation gain, this loop is generally suitable for families looking for a pleasant and accessible cycling experience.

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

The loop is approximately 27.1 kilometers (about 16.8 miles) long and typically takes about 1 hour and 25 minutes to complete at a moderate pace.

Does the route intersect with other trails?

Yes, the route also passes through small sections of the Old East Osterville Road and the Bog Cart Path.

Are there any cafes or rest stops along the route?

The provided information does not explicitly mention specific cafes or rest stops directly on the route. However, as it passes through Centerville and Osterville, you will likely find amenities in these town centers.

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