31 days in Vineyard Haven & Chilmark Itinerary

31 days in Vineyard Haven & Chilmark Itinerary

Created using Inspirock Martha's Vineyard vacation planner

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Route & dates

31 days in Vineyard Haven & Chilmark Itinerary

Start: Chilmark
Drive:  30​min
Vineyard Haven
— 22 nights
Drive:  30​min
— 8 nights
End: Chilmark

Vineyard Haven

Vineyard Haven ©
Vineyard Haven is a community within the town of Tisbury on Martha's Vineyard in Dukes County, Massachusetts, United States. Martha's Bike Rentals has been added to your itinerary. Explore the numerous day-trip ideas around Vineyard Haven: Woods Hole (Woods Hole Historical Museum, Marine Biological Laboratory, & more), Falmouth (Spohr Gardens, Cornelia Carey Sanctuary (The Knob), & more) and North Attleboro (North Attleboro World War I Memorial Park & Monkey Joe's). There's much more to do: wander the streets of Martha's Vineyard Camp meeting Association (MVCMA), make a trip to Flying Horses Carousel, revel in the low prices at Wrentham Village Premium Outlets, and visit a coastal fixture at Edgartown Lighthouse.

To see other places to visit, photos, where to stay, and more tourist information, go to the Vineyard Haven route site .

Chilmark to Vineyard Haven is an approximately half hour car ride. August in Vineyard Haven sees daily highs of 79°F and lows of 59°F at night. Finish up your sightseeing early on the 20th (Fri) so you can travel to Chilmark.

Things to do in Vineyard Haven

Parks Outdoors Beaches

Side Trips

Edgartown, Falmouth, Oak Bluffs, West Tisbury, Aquinnah
Highlights from your plan
Nobska Point Lighthouse ©
Nobska Point Lighthouse
Edgartown Lighthouse ©
Edgartown Lighthouse
Flying Horses Carousel ©
Flying Horses Carousel


Chilmark ©
Chilmark is a town located on Martha's Vineyard in Dukes County, Massachusetts, United States. Chilmark is known for shopping and beaches. Your plan includes some of its best attractions: enjoy the sand and surf at Menemsha Hills, stroll through Lucy Vincent Beach, relax in the rural setting at The Grey Barn, and don't miss a visit to Aquinnah Cliffs.

To see ratings, more things to do, where to stay, and tourist information, you can read our Chilmark tour planner .

Chilmark is just a short distance from Vineyard Haven. In September in Chilmark, expect temperatures between 74°F during the day and 54°F at night. On the 28th (Sat), you're off tohome.

Things to do in Chilmark

Parks Beaches Outdoors

Side Trip

Aquinnah Cliffs
Highlights from your plan
Menemsha Hills ©
Menemsha Hills
Chilmark Chocolates ©
Chilmark Chocolates
Lucy Vincent Beach ©
Lucy Vincent Beach