𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Chilmark from RM441 (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 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 waterfront hotel with a prominent building reflecting on the water, boats docked nearby, and a clear sky at dusk.

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

1. Summercamp

Oak Bluffs

Earl

RM833

RM954 total

includes taxes & fees

13 Oct - 14 Oct

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

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

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.

2. Lamberts Cove Inn

Vineyard Haven

Ashley

RM1,246

RM1,392 total

includes taxes & fees

13 Oct - 14 Oct

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

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

3. Mansion House Inn And Spa

Vineyard Haven

Robyn

RM710

RM853 total

includes taxes & fees

2 Nov - 3 Nov

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

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

4. Vineyard Harbor Motel - Private Beach

Vineyard Haven

Michael

RM715

RM798 total

includes taxes & fees

20 Oct - 21 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 hotel dining area with multiple tables and chairs, a bar, and a seating area with a patterned wall.

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.

5. Hampton Inn by Hilton New Bedford/Fairhaven

Fairhaven

james

RM448

RM500 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

A spacious lobby with a reception desk, a large sofa, and a chandelier.

6. Faraway Martha's Vineyard

Edgartown

Thomas

RM956

RM1,121 total

includes taxes & fees

1 Nov - 2 Nov

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

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.

A wooden dock extending into a body of water, with a building featuring a gabled roof and white trim.

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

Edgartown

Lisa

RM735

RM828 total

includes taxes & fees

1 Nov - 2 Nov

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

A beach with people sunbathing and swimming, a clear blue sky, and a sailboat in the distance.

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

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

8. Iris Hotel Cape Cod

Falmouth

Jennie

RM527

RM603 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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.

9. Inn on the Square

Falmouth

Jeanine

RM614

RM805 total

includes taxes & fees

13 Oct - 14 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.

A dining area with multiple wooden tables and chairs, a blue wall with shelves containing kitchenware, and a chandelier.

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

10. The Coonamessett

Falmouth

richard

RM385

RM441 total

includes taxes & fees

2 Nov - 3 Nov

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

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

A cozy living room with a brown leather ottoman, wicker chairs, a round table, and a window with blinds.

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

11. Vineyard Square Hotel & Suites

Edgartown

Austin

RM1,123

RM1,255 total

includes taxes & fees

13 Oct - 14 Oct

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

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

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

A spacious living room with a high ceiling, a staircase, and large windows.

12. The Sydney, The Edgartown Collection

Edgartown

Edward

RM1,058

RM1,182 total

includes taxes & fees

15 Oct - 16 Oct

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.

A restaurant with wicker chairs, wooden tables, and a blue cushioned bench.

13. The Christopher, The Edgartown Collection

Edgartown

Clayton

RM1,427

RM1,593 total

includes taxes & fees

18 Oct - 19 Oct

A poolside area with lounge chairs and a table.

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

A room with two beige armchairs, a patterned carpet, a large window with a view of buildings, and a ceiling with recessed lighting and a smoke detector.

14. Admiralty Inn & Suites - a Red Collection Hotel

East Falmouth

Toleeya

RM460

RM575 total

includes taxes & fees

1 Nov - 2 Nov

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

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

A modern bedroom with a wooden bed, a TV mounted on the wall, and a bedside table with a lamp.

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

15. The Franklin Hotel Martha's Vineyard

Edgartown

Alex

RM805

RM899 total

includes taxes & fees

25 Oct - 26 Oct

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

A modern living room with a white sofa, a wooden coffee table, and a chair. There is a large window with sheer curtains, a potted plant, and a wall-mounted speaker.

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

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

16. The Edgartown Inn, The Edgartown Collection

Edgartown

Christine

RM1,589

RM1,775 total

includes taxes & fees

13 Oct - 14 Oct

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

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.

A spacious living room with a fireplace, comfortable seating, and a staircase leading to another area.

17. Harbor View Hotel

Edgartown

Eryn

RM1,195

RM1,442 total

includes taxes & fees

25 Oct - 26 Oct

A spacious room with a dark blue sofa, white walls, and large windows offering a view of a building and a grassy area.

A sandy beach path leading to the ocean, surrounded by sparse vegetation.

A view from a window overlooking a dock with a boat, a pier, and a building with a blue roof.

A marina with multiple boats docked, surrounded by residential buildings with balconies and a well-maintained lawn.

18. The Harborside Inn

Edgartown

Michele

RM1,945

RM2,172 total

includes taxes & fees

7 Nov - 8 Nov

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

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

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

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

19. Shore Haven Inn

Falmouth

Mike

RM724

RM851 total

includes taxes & fees

13 Oct - 14 Oct

20. Red Horse Inn

Falmouth Heights

Thomas

RM690

RM790 total

includes taxes & fees

13 Oct - 14 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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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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Middle Road Sanctuary

Walk through glacial history on trails winding past massive boulders and steep ridges. The sanctuary offers serene views of three ponds, perfect for nature photography and bird watching.

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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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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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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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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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Waskosim's Rock Reservation

You can take time to visit Waskosim's Rock Reservation during your travels to Chilmark. Stroll along the area's waterfront or simply savour its wineries.

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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

Summercamp

10/10 Excellent

"Amazing friendly staff..top notch"

Sea Crest Beach Resort

8/10 Good

"We went for a September wedding and stayed one night. Perfect access to the beach and a short drive to town. Staff were amazing! Mostly updated but a few thing - doors especially- still need an upgrade."

Inn on the Square

10/10 Excellent

"Very comfortable bed!"

Iris Hotel Cape Cod

10/10 Excellent

"It was a perfect location for us, it was clean, updated and we slept great!"

The Coonamessett

8/10 Good

"Good restaurant."

Harbor View Hotel

10/10 Excellent

"Beautiful Hotel and Venue with impeccable amenities. Beautiful water views and outstanding and friendly Staff. Disappointed we were not able to stay longer. Will definitely plan another trip in the near future!"

More cheap stays in Chilmark

Hampton Inn by Hilton New Bedford/Fairhaven

1 Hampton Way Fairhaven MA

RM448

RM500 total

1 Nov - 2 Nov

includes taxes & fees

8.8/10 Excellent! (1,004 reviews)

ShoreWay Acres Inn & Cape Cod Lodging

59 Shore Street Falmouth MA

RM547

RM627 total

13 Oct - 14 Oct

includes taxes & fees

The Cape Club Resort

125 Falmouth Woods Rd East Falmouth MA

RM560

RM641 total

4 Nov - 5 Nov

includes taxes & fees

Falmouth Inn

824 Main Street Falmouth MA

RM527

RM685 total

13 Oct - 14 Oct

includes taxes & fees

Vineyard Harbor Motel - Private Beach

60 Beach Road Vineyard Haven MA

RM715

RM798 total

20 Oct - 21 Oct

includes taxes & fees

MV Surfside Hotel

7 Oak Bluffs Avenue Oak Bluffs MA

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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 Inn on the Square. 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 Inn on the Square 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 77 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 RM441

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. Summercamp

2. Lamberts Cove Inn

3. Mansion House Inn And Spa

4. Vineyard Harbor Motel - Private Beach

5. Hampton Inn by Hilton New Bedford/Fairhaven

6. Faraway Martha's Vineyard

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

8. Iris Hotel Cape Cod

9. Inn on the Square

10. The Coonamessett

11. Vineyard Square Hotel & Suites

12. The Sydney, The Edgartown Collection

13. The Christopher, The Edgartown Collection

14. Admiralty Inn & Suites - a Red Collection Hotel

15. The Franklin Hotel Martha's Vineyard

16. The Edgartown Inn, The Edgartown Collection

17. Harbor View Hotel

18. The Harborside Inn

19. Shore Haven Inn

20. Red Horse Inn

Stay near popular Chilmark attractions

Menemsha Beach

The Yard

Middle Road Sanctuary

Fulling Mill Brook Preserve

Squibnocket Beach

Wades Field

Stonewall Beach

Waskosim's Rock Reservation

Learn more about Chilmark

Top Chilmark Hotel Reviews

Summercamp

Sea Crest Beach Resort

Inn on the Square

Iris Hotel Cape Cod

The Coonamessett

Harbor View Hotel

More cheap stays in Chilmark

Hampton Inn by Hilton New Bedford/Fairhaven

ShoreWay Acres Inn & Cape Cod Lodging

The Cape Club Resort

Falmouth Inn

Vineyard Harbor Motel - Private Beach

MV Surfside Hotel

Frequently asked questions

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