𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Chilmark from RM552 (2026) - Fully Refundable Options

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

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Our top choices for Chilmark hotels

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

A stone wall, a grassy area, and a pathway leading to a building.

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

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

1. Lamberts Cove Inn

Vineyard Haven

Marsha

RM1,233

RM1,378 total

includes taxes & fees

7 Sept - 8 Sept

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

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

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

2. Vineyard Harbor Motel - Private Beach

Vineyard Haven

Rama

RM647

RM722 total

includes taxes & fees

1 Oct - 2 Oct

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

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

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

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

3. The Coonamessett

Falmouth

Joanne

RM669

RM766 total

includes taxes & fees

7 Sept - 8 Sept

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 marina with boats docked along the shore, surrounded by greenery and a sandy beach.

4. Mansion House Inn And Spa

Vineyard Haven

digna

RM1,507

RM1,743 total

includes taxes & fees

20 Sept - 21 Sept

A brick building with a sign for 'The Admiralty Inn' and a covered entrance.

A covered outdoor area with a pool, red chairs, and a table.

A spacious cafe with multiple tables and chairs, a kitchen area, and a large window providing natural light.

5. Admiralty Inn & Suites - a Red Collection Hotel

East Falmouth

Ashley

RM440

RM552 total

includes taxes & fees

27 Sept - 28 Sept

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

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

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

A staircase with wooden railings and a lamp on a side table.

6. Inn on the Square

Falmouth

Lisa

RM574

RM758 total

includes taxes & fees

8 Sept - 9 Sept

A sign for "Sands of Time Motor Inn & Harbor House" surrounded by vibrant pink and purple flowers.

A large house with a dock and several boats on a lake surrounded by dense greenery.

A room with a round glass table, two wicker chairs, a vase of flowers, and a view of a harbor with boats and buildings.

A two-story house with a white fence in front.

7. Sands of Time Motor Inn & Harbor House

Woods Hole

Ouida

RM934

RM1,070 total

includes taxes & fees

6 Sept - 7 Sept

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

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.

A marina with multiple sailboats docked, surrounded by houses and greenery.

8. AutoCamp Cape Cod

Falmouth

Abhishek

RM330

RM654 total

includes taxes & fees

15 Sept - 16 Sept

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

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

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

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

9. Pequot Hotel

Oak Bluffs

Anthony

RM684

RM764 total

includes taxes & fees

4 Oct - 5 Oct

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 reception desk with three computer monitors, a keyboard, and two blue office chairs.

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

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

10. Hampton Inn by Hilton New Bedford/Fairhaven

Fairhaven

Linda

RM527

RM589 total

includes taxes & fees

13 Sept - 14 Sept

A two-story house with a stone facade, a balcony, and a well-maintained garden.

A coastal landscape with a sandy beach and grassy dunes.

A garden patio with stone steps, a table and chairs, and a large umbrella.

A room with a large window, a dining table with a tablecloth, and a chair with a cushion.

11. Frederick William House

Falmouth

Sean

RM782

RM894 total

includes taxes & fees

30 Sept - 1 Oct

A building entrance with a sign reading "SURESIDE," two bicycles parked outside, and potted plants on either side of the entrance.

A building with a sign for The Surfside Hotel and a vacant sign for Martha's Vineyard Surfside Hotel.

A coastal beach with a rocky shoreline, a promenade, and buildings in the background.

A multi-story hotel with a balcony and outdoor seating area.

12. MV Surfside Hotel

Oak Bluffs

Wesley

RM916

RM1,124 total

includes taxes & fees

7 Sept - 8 Sept

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

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

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

A house with a grey door, a hanging flower basket, and blue hydrangea bushes in front.

13. Town & Beach Motel

Falmouth

Jeffrey

RM505

RM578 total

includes taxes & fees

7 Sept - 8 Sept

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

A waterfront hotel with a prominent building reflecting on the water, boats docked nearby, and a clear sky at dusk.

14. Summercamp

Oak Bluffs

Shequanna

RM1,001

RM1,118 total

includes taxes & fees

4 Oct - 5 Oct

An aerial view of a marina with boats, a pier, and a town with houses and buildings.

An indoor swimming pool with lounge chairs, a lifeguard sign, and American flags.

A bar area with multiple screens, a bar counter, and seating.

A modern hotel room with a curved ceiling, a large bed, a flat-screen TV, a desk with a chair, and a bathroom with a mirror and sink.

15. Falmouth Inn

Falmouth

Jacqy

RM562

RM724 total

includes taxes & fees

8 Sept - 9 Sept

A patio with a fire pit, outdoor furniture, and a view of a house.

A marina with several boats docked, a large white yacht, and a row of houses with a flag on one.

A waterfront property with multiple houses, a dock, and a small white building.

A bedroom with a large window, a bed, and a wicker chair.

16. The Edgartown Inn, The Edgartown Collection

Edgartown

jamie

RM1,439

RM1,608 total

includes taxes & fees

1 Oct - 2 Oct

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.

17. Iris Hotel Cape Cod

Falmouth

Hilda-Gail

RM665

RM761 total

includes taxes & fees

4 Oct - 5 Oct

A room with a decorative mirror, a console table, and a potted plant.

A living room with a sofa, coffee table, and patterned wallpaper.

A two-story white colonial-style house with a balcony, a front porch, and an American flag.

18. The Christopher, The Edgartown Collection

Edgartown

Timothy

RM1,259

RM1,406 total

includes taxes & fees

22 Sept - 23 Sept

A hotel room with a large bed, a chair, a window with curtains, a wall-mounted picture, and a hanging light fixture.

A room with a large ornate mirror, a blue sofa, a wooden chair, and a small table with a plant.

A covered patio area with a brick wall, white wicker furniture, and a hanging light fixture.

A reception area with a blue tiled wall, a wooden reception desk, and a hanging light fixture.

19. The Sydney, The Edgartown Collection

Edgartown

scott

RM1,221

RM1,364 total

includes taxes & fees

5 Oct - 6 Oct

20. Red Horse Inn

Falmouth Heights

Thomas

RM734

RM840 total

includes taxes & fees

5 Oct - 6 Oct

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Stay near popular Chilmark attractions

Menemsha Beach

This serene beach offers gentle surf and a front-row seat to Martha's Vineyard's most spectacular sunsets. Purchase fresh seafood from nearby markets to create a memorable oceanside dining experience.

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Stonewall Beach

Stonewall Beach offers a secluded rocky shoreline with mesmerising wave patterns. Bring sturdy footwear to explore this tranquil Chilmark hideaway with minimal crowds but maximum natural beauty.

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The Yard

This renowned contemporary dance centre on Martha's Vineyard showcases innovative choreography in an intimate 100-seat theatre. Arrive early to enjoy the charming Shell Garden with pre-show drinks under twinkling lights.

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Squibnocket Beach

Why not spend a lazy afternoon at Squibnocket Beach during your trip to Chilmark? Stroll along the beaches or experience the area's festivals.

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Chilmark Town Hall

Chilmark Town Hall embodies Martha's Vineyard's understated New England charm while serving as the heart of local governance. Visit during the annual Town Meeting in April to experience authentic island community life.

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Fulling Mill Brook Preserve

This tranquil 66-acre preserve offers diverse habitats from dense woodlands to wetlands along a scenic brook. Explore the loop trail to spot nesting songbirds like yellow warblers while crossing charming footbridges.

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Chilmark Chocolates

9.4/10 (3 reviews)

This beloved Martha's Vineyard institution crafts exquisite handmade chocolates while employing people with disabilities. Visitors patiently queue for their selection of artisanal treats, often bringing cash.

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Wades Field

You can take time to visit Wades Field during your travels to Chilmark. Amble around the area's beaches or experience its festivals.

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Learn more about Chilmark

Menemsha Beach offers spectacular sunsets where locals and visitors gather with picnic dinners to watch the sky change colours. Hike the scenic trails at Waskosim's Rock Reservation or visit nearby Martha's Vineyard for charming shops and restaurants.

See all hotels in Chilmark

Top Chilmark Hotel Reviews

The Cape Club Resort

10/10 Excellent

"The location is excellent. It was very quiet. I would definitely stay there again. The low water pressure is the only negative - otherwise perfect!"

Summercamp

10/10 Excellent

"The staff at the front desk was Amazing!!!! Jessica is a ROCKSTAR!!! She recommended great places to eat and visit. One day we were sitting on the porch while it was raining, she offered everyone blankets and fresh popcorn. It's the little things that make trips like this memorable and she ensured it was!! A+++++"

AutoCamp Cape Cod

10/10 Excellent

"Vraiment un beau concept! J’y retournerai sans hésiter!"

Admiralty Inn & Suites - a Red Collection Hotel

8/10 Good

"Room was perfect for 3 of us visiting for a wedding. 2 full bathrooms and 3 queen beds. The complimentary breakfast was well maintained and stocked for us at all hours of operation. The pool was nice but could have used a cleaning. Staff was friendly, professional, and a pleasure to deal with throughout our stay. 5 stars to the staff :)"

Green Harbor Waterfront Lodging

10/10 Excellent

"We enjoyed"

Inn on the Square

10/10 Excellent

"Parking on site. Located close to bike path and walking distance to downtown restaurants."

Falmouth Inn

8/10 Good

"Good parking , helpful staff, no problem with room"

Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel

10/10 Excellent

"From the moment we walked in the door, the staff was friendly and helpful. Check in was a breeze, our room was spacious and comfortable and the attached restaurant was really great. The hotel is very conveniently located steps away from the free bus that we took advantage of throughout our stay. I would definitely recommend this place and would stay here again!"

Hampton Inn by Hilton New Bedford/Fairhaven

10/10 Excellent

"Breakfast was great. Rooms clean. Great place!!"

More cheap stays in Chilmark

Carleton Circle Motel Falmouth

579 Sandwich Rd East Falmouth MA

RM491

RM562 total

6 Sept - 7 Sept

includes taxes & fees

6.8/10 (494 reviews)

Hampton Inn by Hilton New Bedford/Fairhaven

1 Hampton Way Fairhaven MA

RM527

RM589 total

13 Sept - 14 Sept

includes taxes & fees

9/10 Wonderful! (1,002 reviews)

The Cape Club Resort

125 Falmouth Woods Rd East Falmouth MA

RM515

RM590 total

10 Sept - 11 Sept

includes taxes & fees

9/10 Wonderful! (31 reviews)

Vineyard Harbor Motel - Private Beach

60 Beach Road Vineyard Haven MA

RM647

RM722 total

1 Oct - 2 Oct

includes taxes & fees

9/10 Wonderful! (778 reviews)

Falmouth Inn

824 Main Street Falmouth MA

RM562

RM724 total

8 Sept - 9 Sept

includes taxes & fees

8/10 Very good! (1,004 reviews)

ShoreWay Acres Inn & Cape Cod Lodging

59 Shore Street Falmouth MA

RM804

RM921 total

7 Sept - 8 Sept

includes taxes & fees

Frequently asked questions

Where is the best place for a stay in Chilmark?

Located 20.3 mi (32.7 km) from the heart of Chilmark, Sea Crest Beach Resort is a top choice for your stay, based on our traveller data. Two other options for your trip to the area are Iris Hotel Cape Cod and Falmouth Inn. See all available top hotels, or vacation rentals in Chilmark.

If I need to cancel my hotel reservation in Chilmark, will I receive a refund?

Yes, most hotel bookings are fully refundable if you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a non-refundable reservation, you might be able to still cancel and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Chilmark.

What are some hotels with pools in Chilmark?

Sea Crest Beach Resort: Hotel, 2-minute walk from Cape Cod Beaches. Offers a children's pool, a seasonal outdoor pool and a private beach. Iris Hotel Cape Cod and Falmouth Inn are two additional hotels with an on-site pool. View all hotels with pools in Chilmark.

What is staying in Chilmark like?

Visitors can enjoy all that Chilmark has to offer, including the beaches, wineries and festivals. Tourists can also enjoy the city's local tours and university setting. In Chilmark, there are 78 hotels and other accommodation options to choose from. Find out more about Chilmark.

What are the top places to visit in Chilmark?

Natural beauty is on display at Menemsha Beach, Edys Island and Stonewall Beach. A couple of additional sights to add to your itinerary are Chilmark Town Hall and Chilmark Public Library. Take a look at what more there is to see and do in Expedia's Chilmark guide.

What's the seasonal weather in Chilmark?

The hottest months are usually August and July, with an average temperature of 20°C, while the coldest months are February and January, with an average of 3°C. Average annual precipitation for Chilmark is 1272 mm.

Chilmark hotels from RM552

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Chilmark

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Chilmark hotels

1. Lamberts Cove Inn

2. Vineyard Harbor Motel - Private Beach

3. The Coonamessett

4. Mansion House Inn And Spa

5. Admiralty Inn & Suites - a Red Collection Hotel

6. Inn on the Square

7. Sands of Time Motor Inn & Harbor House

8. AutoCamp Cape Cod

9. Pequot Hotel

10. Hampton Inn by Hilton New Bedford/Fairhaven

11. Frederick William House

12. MV Surfside Hotel

13. Town & Beach Motel

14. Summercamp

15. Falmouth Inn

16. The Edgartown Inn, The Edgartown Collection

17. Iris Hotel Cape Cod

18. The Christopher, The Edgartown Collection

19. The Sydney, The Edgartown Collection

20. Red Horse Inn

Stay near popular Chilmark attractions

Menemsha Beach

Stonewall Beach

The Yard

Squibnocket Beach

Chilmark Town Hall

Fulling Mill Brook Preserve

Chilmark Chocolates

Wades Field

Learn more about Chilmark

Top Chilmark Hotel Reviews

The Cape Club Resort

Summercamp

AutoCamp Cape Cod

Admiralty Inn & Suites - a Red Collection Hotel

Green Harbor Waterfront Lodging

Inn on the Square

Falmouth Inn

Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel

Hampton Inn by Hilton New Bedford/Fairhaven

More cheap stays in Chilmark

Carleton Circle Motel Falmouth

Hampton Inn by Hilton New Bedford/Fairhaven

The Cape Club Resort

Vineyard Harbor Motel - Private Beach

Falmouth Inn

ShoreWay Acres Inn & Cape Cod Lodging

Frequently asked questions

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