Hotels in Chilmark

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Where to stay in Chilmark?

A covered outdoor area with a wooden deck, seating, and a view of the water.

A room with a hanging light fixture, two white wicker chairs with colorful cushions, a wooden table, and a view of the water through large windows.

A spacious living room with a stone fireplace, a large window with a view, and a play area for children.

A multi-story building with a porch and a sign that reads "SUMMERCAMP".

1. Summercamp

Oak Bluffs

$179

$200 total

includes taxes & fees

Oct 30 - Oct 31

A swimming pool with sun loungers and umbrellas, surrounded by large windows and wooden beams.

Outdoor seating with tables and chairs, covered by green umbrellas, and a sign for a breakfast and lunch place.

A large, two-story building with a stone facade, a prominent sign reading "Inn on the Square," and a patio area with outdoor seating.

A hotel room with a large bed, a sitting area with a chair and a table, a bathtub, and a framed picture on the wall.

2. Inn on the Square

Falmouth

$124

$167 total

includes taxes & fees

Nov 1 - Nov 2

A restaurant with wooden flooring, high ceilings, and large windows. Tables are set with chairs and centerpieces.

A cozy room with a grey sofa, a wooden bench, and a tray with a plant.

A covered porch with wicker furniture and a vase of flowers.

A room with a wooden deck, a white dresser, and a window with a view of a yard.

3. Lamberts Cove Inn

Vineyard Haven

$269

$300 total

includes taxes & fees

Nov 1 - Nov 2

A bedroom with a bed, bedside tables, a chair, a table, and a view of the outdoors.

A living room with a fireplace, a bookshelf, and a sofa.

An aerial view of a residential area with houses, a river, and a parking lot.

A modern living room with a white sofa, grey and white cushions, a wooden coffee table, and a large window with curtains.

4. The Coonamessett

Falmouth

$122

$140 total

includes taxes & fees

Nov 1 - Nov 2

A sandy beach with footprints and seaweed, a clear blue sky, and a row of houses in the background.

A brick patio with outdoor seating and umbrellas, surrounded by a landscaped garden and a building with blue shutters.

A kitchen with white cabinets, a microwave, and a built-in oven.

A hotel room with a bed, a sofa, a lamp, a wall-mounted mirror, and a framed fish painting.

5. Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel

Edgartown

$180

$203 total

includes taxes & fees

Nov 1 - Nov 2

A wooden deck with a white railing, a round table with chairs, and a view of the marina and town in the background.

A hotel room with a bed, a bedside table with a bottle of Prosecco and two wine glasses.

A multi-story building with a prominent bay window and a balcony.

A spacious living room with a large sofa, a chair, and a small table. There are several potted plants and a ceiling fan.

6. Mansion House Inn And Spa

Vineyard Haven

$235

$277 total

includes taxes & fees

Oct 12 - Oct 13

7. Red Horse Inn

Falmouth Heights

$144

$164 total

includes taxes & fees

Oct 4 - Oct 5

A long dining table with a glass centerpiece, surrounded by chairs and a buffet setup.

A reception desk with a floral arrangement in a green vase, a marble wall with "HOTEL CAP" signage, and a white counter.

A cozy living room with a stone fireplace, leather sofas, and a large window with blinds.

A spacious bar area with multiple seating options and a bar counter.

8. Iris Hotel Cape Cod

Falmouth

$129

$148 total

includes taxes & fees

Nov 1 - Nov 2

A large, multi-story house with a covered porch and a well-maintained lawn.

A modern living room with a fireplace, wicker furniture, and a wine rack.

A modern living room with a wicker chair, a round coffee table with a vase, and a sofa with patterned cushions.

A hotel room with two beds, a large window, a flat-screen TV, and a painting on the wall.

9. Shore Haven Inn

Falmouth

$177

$208 total

includes taxes & fees

Oct 13 - Oct 14

A modern living room with a sofa, coffee table, and various decorative items.

A spacious outdoor seating area with sofas and chairs, a central table, and a view of the landscape.

A bedroom with a bed, pillows, a bedside table with a clock and books, and a window with a view of trees.

A modern kitchen with a wooden ceiling, a central island with stools, and a bar area.

10. AutoCamp Cape Cod

Falmouth

$87

$140 total

includes taxes & fees

Oct 18 - Oct 19

A compact hotel room with a kitchenette, a dining area with a yellow chair, a gray sofa with a red pillow, and a large mirror above the sink.

A hotel room with a large bed, a desk, a chair, a TV, and a window with a view.

A gym with treadmills, weight machines, and exercise balls.

A hotel dining area with multiple tables and chairs, a bar, and a seating area with a patterned wall.

11. Hampton Inn by Hilton New Bedford/Fairhaven

Fairhaven

$110

$122 total

includes taxes & fees

Nov 1 - Nov 2

A patio with a wooden table and chairs, a hanging flower pot with red and yellow flowers, and a view of the sea with boats in the background.

A beachside motel with outdoor seating and umbrellas, a tree, and a clear sky.

A beach with lounge chairs and a marina in the background.

A waterfront scene with a large white cruise ship docked at a pier, surrounded by smaller boats and buildings.

12. Vineyard Harbor Motel - Private Beach

Vineyard Haven

$176

$196 total

includes taxes & fees

Oct 6 - Oct 7

A spacious living area with a dining table, sofas, and a view of the sea.

A garden with hydrangea bushes, a white picket fence, and a brick pathway leading to a building with a porch.

A resort with a swimming pool, outdoor seating, and a view of the lake.

A deck with a wicker sofa, a table with a bottle of champagne, and a tray of snacks.

13. Harbor View Hotel

Edgartown

$276

$333 total

includes taxes & fees

Oct 25 - Oct 26

A wooden deck with two Adirondack chairs facing a railing, overlooking a green landscape.

A large, multi-story building with a prominent entrance, surrounded by well-maintained lawns and a golf course.

A bedroom with a large bed, bedside tables with lamps, a desk, and two armchairs.

A golf course with sand bunkers, a water hazard, and a flagstick.

14. The Cape Club Resort

East Falmouth

$127

$145 total

includes taxes & fees

Nov 1 - Nov 2

A sign for the Town & Beach Motel with a tree and flower beds in front.

A bed with white and blue patterned pillows, a wooden headboard, and a lamp on a wooden nightstand.

A wooden fence with a 'WELCOME' sign, two blue wicker chairs with cushions, a small table with a potted plant, and flowers.

A room with two armchairs, a small table with a lamp, and a window with blinds.

15. Town & Beach Motel

Falmouth

$125

$143 total

includes taxes & fees

Oct 4 - Oct 5

A multi-story hotel with a grand entrance, a flagpole, and a well-lit facade.

A reception area with a checkered sofa, a wicker chair, and a reception desk.

A dining area with a table set for breakfast, wicker chairs, and a view through a window.

A multi-story hotel with a balcony, a flag, and a sign for 'Chesca's'.

16. Vineyard Square Hotel & Suites

Edgartown

$275

$307 total

includes taxes & fees

Oct 13 - Oct 14

A bedroom with a large bed, a view of the outdoors through sliding glass doors, and a balcony with a white railing.

A spacious living room with a sofa, chairs, a coffee table, and a bookshelf filled with decorative items.

A spacious dining area with a long table surrounded by wicker chairs, wooden panel walls, and large windows.

A two-story building with a symmetrical facade, large glass doors, and a brick-paved entrance.

17. Faraway Martha's Vineyard

Edgartown

$260

$305 total

includes taxes & fees

Nov 1 - Nov 2

A two-story house with a brick pathway leading to the front door, surrounded by a well-maintained lawn and green Adirondack chairs.

A room with a wooden floor, a round table with a white top, and two wicker ottomans.

A spacious living room with a large sofa, two rocking chairs, a coffee table, and a fireplace.

A staircase with wooden steps and a striped carpet, two chairs with blue cushions, and a small round table with a plant.

18. The Franklin Hotel Martha's Vineyard

Edgartown

$227

$253 total

includes taxes & fees

Oct 12 - Oct 13

A spacious living room with a sofa, chairs, a coffee table, and a staircase.

A modern living room with a sofa, armchairs, and a coffee table. A neon sign with the name "MORGAN" is visible on the wall.

A bedroom with a bed, a TV, and a window with blinds.

A room with a bed, a sofa, a coffee table, and a wall-mounted picture of a beach scene.

19. Morgan Hotel

Oak Bluffs

$197

$220 total

includes taxes & fees

Oct 12 - Oct 13

A row of traditional wooden houses with attached porches, a pathway, and lush greenery.

A two-story building with a balcony, outdoor seating area, and a fountain.

A waterfront dock with boats, a building with a balcony, and an American flag.

A beach with people relaxing and sunbathing, a lifeguard tower, and grassy dunes.

20. Pequot Hotel

Oak Bluffs

$199

$222 total

includes taxes & fees

Oct 5 - Oct 6

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Go beyond your typical stay in Chilmark

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Pool

Cottage

Family friendly

Top landmarks in Chilmark

Menemsha Beach

Whether you want to hunt for sand dollars or smell the fresh air, Menemsha Beach is a spot you might want to check out, located 1.4 mi (2.3 km) from central Chilmark. Enjoy the sunset by the shore at Stonewall Beach, Long Beach, and Squibnocket Beach.

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Fulling Mill Brook Preserve

Fulling Mill Brook Preserve is 2.5 mi (4 km) from central Chilmark, why not stop by during your stay. Hotels.com travelers also say the area is walkable and has lots of nice beaches. If you have fun at Fulling Mill Brook Preserve, you'll love The Grey Barn and Farm and Polly Hill Arboretum, both located nearby.

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The Yard

If you'd like to get a taste of Chilmark student life, check out The Yard, located 1.9 mi (3.1 km) from central Chilmark. Hotels.com travelers also say the area is walkable and has lots of nice beaches.

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Chilmark Town Hall

Chilmark Town Hall is worth a visit when in central Chilmark.

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Squibnocket Beach

If being by the water is a major draw, Squibnocket Beach is a spot you might want to check out, located 3.3 mi (5.3 km) from central Chilmark. Enjoy the sunset by the shore at Menemsha Beach, Long Beach, and Stonewall Beach.

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Wades Field

Wades Field is 3.1 mi (4.9 km) from central Chilmark, why not stop by during your stay.

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Middle Road Sanctuary

Middle Road Sanctuary is 2 mi (3.1 km) from central Chilmark, why not stop by during your stay.

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Chilmark Public Library

Chilmark Public Library is worth a visit when in central Chilmark.

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Learn more about Chilmark

Chilmark is well-known for its attractions such as Menemsha Beach and Chilmark Town Hall. The city has something for everyone including sights like Chilmark Public Library and Chilmark Chocolates within a scenic setting.

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A dock with boats, a small wooden structure, and a forested shoreline.

Check out reviews of Chilmark hotels guests love

Summercamp

10/10 Excellent

"Staff was very kind and helpful! Property is in a great location and def has a fun summer camp vibe - the lobby and common areas are so inviting!"

Iris Hotel Cape Cod

10/10 Excellent

"Lovely property. Would stay here again. Comfortable beds. Nice ambience in lobby. Great breakfast. Views at check in area beautiful. They have a little patio out front where u can sit and stare at the lake. There is a road between hotel and view of lake. Very peaceful there."

The Coonamessett

8/10 Good

"I liked that it was clean but it did have an order. I have never been at an Inn before so there were unexpected things I would have liked. A counter in the bathroom for all my makeup and skin care products. Since there were no counters in the bathroom I had to do my makeup in the room and there was not enough lights for me to see well. So it was a struggle. I would have liked more plugs by the bed. This might just be me being picky. Also I would have liked an ice machine available so I did not have to ask someone to go get it before 8 pm when they closed the office. The staff was very nice and kind and it seems that it is more like a bed and breakfast then an inn. I would recommend it for people who love that more laid back environment. I think I prefer a hotel."

Hampton Inn by Hilton New Bedford/Fairhaven

8/10 Good

"Delicious egg frittatas!"

Vineyard Harbor Motel - Private Beach

10/10 Excellent

"We really enjoyed our stay at the Vineyard Harbor Hotel. Its location in regards to the Steamship Authority is perfect. The rooms are clean and tastefully decorated. The staff were great - friendly and helpful! I can’t wait to go back!"

Morgan Hotel

8/10 Good

"No staff on premises when we arrived would have appreciated a heads up on entry"

Frequently asked questions

Can I book a refundable accommodation in Chilmark?

If you're looking for the flexibility to change your plans to Chilmark, most accommodations offer refundable* rates you can book. You can see these properties by searching our site and using the "fully refundable" filter to narrow down the results.

Where can I stay in Chilmark if I want a vacation rental instead of a hotel?

If you're looking for a good alternative to a hotel, browse our selection of 65 vacation homes. You can also consider one of the 11 cottages for your trip.

What will the weather in Chilmark be like during my vacation?

August and July are typically the warmest months in Chilmark when the average temp is 68°F. February and January are the coldest months when the average temperature is 38°F. October and December are the months with the most rain.

Why should I book my Chilmark hotel through Hotels.com?

There are lots of reasons to book your Chilmark trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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