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Routes
Road cycling routes
United States
Massachusetts
Dukes County

Chilmark – Aquinnah Headlands Preserve loop from Katama Airpark

Routes
Road cycling routes
United States
Massachusetts
Dukes County

Chilmark – Aquinnah Headlands Preserve loop from Katama Airpark

Moderate

2.5

(13)

43

riders

Chilmark – Aquinnah Headlands Preserve loop from Katama Airpark

03:12

67.8km

360m

Road cycling

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride. The starting point of the route is accessible with public transport.

Last updated: April 27, 2026

Tips

The surface along some of this route may not be suitable

Some segments of your route comprise a surface that may not be suitable for your chosen sport.

After 12.9 km for 661 m

After 28.1 km for 192 m

After 54.3 km for 661 m

Waypoints

A

Start point

Bus stop

Get Directions

1

23.1 km

Chilmark

Highlight • Settlement

Chilmark is a charming, historic town with a lovely center that is home to New England Treasures. It is a lively spot, especially during March when the Martha’s Vineyard Film …

Tip by

28.2 km

Nashaquitsa a

Nature Reserve

3

31.4 km

Gay Head Community Baptist Church

Highlight • Religious Site

Step into history at the Gay Head Community Baptist Church, established in 1693 as the oldest Native American Baptist Church in North America. Originally constructed in 1698 on the Old …

Tip by

4

33.6 km

Aquinnah Headlands Preserve

Highlight • Natural Monument

Aquinnah Headlands Preserve is a beautiful stretch of coastline on the northwestern corner of Martha's Vineyard. The colorful Gay Head Cliffs run along its length, overlooked by Gay Head Cliffs. …

Tip by

34.9 km

Moshup Beach

Nature Reserve

6

52.0 km

Grey Barn Creamery

Highlight • Cafe

Perfect mid-ride rest stop - snacks possible if you get there early enough in the day

Tip by

7

52.8 km

West Tisbury

Highlight • Settlement

Dive into the rich history of West Tisbury, a charming New England town settled by English pioneers in 1669. With cute shops, historic buildings, and mills, it's not just a town; it's the island's agricultural heartland.

Tip by

53.2 km

Old Millpond

Lake

B

67.8 km

End point

Bus stop

Loading

Way Types & Surfaces

Way Types

32.0 km

17.8 km

16.4 km

929 m

680 m

< 100 m

Surfaces

39.0 km

27.0 km

1.63 km

245 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

Saturday 30 May

16°C

8°C

91 %

Additional weather tips

Max wind speed: 54.0 km/h

to get more detailed weather forecasts along your route

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

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Nearby routes

Moderate

3.0

92

Road ride to Aquinnah Headlands Preserve – South Head

03:34h

79.3km

370m

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