Guidebook for Chilmark
Essentials
Closest place for a quick grocery trip or lunch after a swim. Library, post office and community center are across the road.
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Chilmark General Store
7 State RdClosest place for a quick grocery trip or lunch after a swim. Library, post office and community center are across the road.
Everything Else
Some of the best chocolates you'll eat! Their hours are short but it's worth it to buy 2 lbs per trip!
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Chilmark Chocolates
19 State RdSome of the best chocolates you'll eat! Their hours are short but it's worth it to buy 2 lbs per trip!
Sightseeing
Best place for sunsets on the island, hands down. Restaurant and snack bars are nearby.
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Gay Head Lighthouse
15 Aquinnah CirBest place for sunsets on the island, hands down. Restaurant and snack bars are nearby.
The closest beach that you can also see from the house! We will provide you with beach passes (for free) to access the beach during normal hours.
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Squibnocket Beach
Squibnocket RdThe closest beach that you can also see from the house! We will provide you with beach passes (for free) to access the beach during normal hours.
Most beautiful, picturesque and sandy beach you'll find on island. Water currents are rough but great for a full day beach trip.
Zacks Cliffs
Most beautiful, picturesque and sandy beach you'll find on island. Water currents are rough but great for a full day beach trip.
Another great beach in Chilmark. You will need a car pass (from Chilmark town hall) to drive here however.
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Lucy Vincent Beach
Another great beach in Chilmark. You will need a car pass (from Chilmark town hall) to drive here however.
Be sure to visit the iconic Oak Bluffs gingerbread houses! A cute neighborhood of brightly painted quaint houses and gardens. They're located around Trinity park and the Oak Bluffs Tabernacle.
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Oak Bluffs
Be sure to visit the iconic Oak Bluffs gingerbread houses! A cute neighborhood of brightly painted quaint houses and gardens. They're located around Trinity park and the Oak Bluffs Tabernacle.
Food Scene
Best place for seafood! You can walk on the docks and see the actual boats that caught your dinner. Has a great jetty to watch sunsets on. Fresh fish markets and restaurants around
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Menemsha
Best place for seafood! You can walk on the docks and see the actual boats that caught your dinner. Has a great jetty to watch sunsets on. Fresh fish markets and restaurants around
Arts & Culture
Fun town with lots of art galleries, a good movie theater, shopping, bars and restaurants.
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Edgartown
Fun town with lots of art galleries, a good movie theater, shopping, bars and restaurants.
Entertainment & Activities
Ride the world's oldest continuously operated carousel! It also has a small arcade in the building.
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Flying Horses Carousel
15 Oak Bluffs AveRide the world's oldest continuously operated carousel! It also has a small arcade in the building.