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

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Check availability on Chilmark Hotels with Free Parking

Tonight
6 Oct - 7 Oct
Tomorrow
7 Oct - 8 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Chilmark hotels with parking

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

1. Summercamp

Summercamp
Oak Bluffs
United States
Jeffrey
AED 657
AED 752 total
includes taxes & fees
26 Oct - 27 Oct
Summercamp
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.

2. Lamberts Cove Inn

Lamberts Cove Inn
Vineyard Haven
United States
Ashley
AED 889
AED 993 total
includes taxes & fees
1 Nov - 2 Nov
Lamberts Cove Inn
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 room with a view of a beach, a pier, and a sign indicating no swimming.
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.

3. Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach
Vineyard Haven
United States
Michael
AED 542
AED 605 total
includes taxes & fees
14 Oct - 15 Oct
Vineyard Harbor Motel - Private Beach
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 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.

4. Harbor View Hotel

Harbor View Hotel
Edgartown
United States
Eryn
AED 895
AED 1,080 total
includes taxes & fees
25 Oct - 26 Oct
Harbor View Hotel
A bedroom with a large bed, a view of the outdoors through sliding glass doors, and a balcony with a white railing.
A spacious lobby with a reception desk, a large sofa, and a chandelier.
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.

5. Faraway Martha's Vineyard

Faraway Martha's Vineyard
Edgartown
United States
Thomas
AED 859
AED 1,008 total
includes taxes & fees
1 Nov - 2 Nov
Faraway Martha's Vineyard
A row of traditional wooden houses with attached porches, a pathway, and lush greenery.
A beach with people relaxing and sunbathing, a lifeguard tower, and grassy dunes.
A park with a gazebo, a lawn, and houses in the background.
A waterfront dock with boats, a building with a balcony, and an American flag.

6. Pequot Hotel

Pequot Hotel
Oak Bluffs
United States
Dayna
AED 657
AED 752 total
includes taxes & fees
7 Oct - 8 Oct
Pequot Hotel
A sandy beach with footprints and seaweed, a clear blue sky, and a row of houses in the background.
A wooden dock extending into a body of water, with a building featuring a gabled roof and white trim.
A hotel room with a bed, a sofa, a lamp, a wall-mounted mirror, and a framed fish painting.
A kitchen with white cabinets, a microwave, and a built-in oven.

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

Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel
Edgartown
United States
Lisa
AED 661
AED 745 total
includes taxes & fees
1 Nov - 2 Nov
Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel
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 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.

8. Vineyard Square Hotel & Suites

Vineyard Square Hotel & Suites
Edgartown
United States
Austin
AED 1,010
AED 1,128 total
includes taxes & fees
13 Oct - 14 Oct
Vineyard Square Hotel & Suites
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 gym with treadmills, weight machines, and exercise balls.
A hotel room with a large bed, a desk, a chair, a TV, and a window with a view.
A reception desk with three computer monitors, a keyboard, and two blue office chairs.

9. Hampton Inn by Hilton New Bedford/Fairhaven

Hampton Inn by Hilton New Bedford/Fairhaven
Fairhaven
United States
james
AED 403
AED 450 total
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn by Hilton New Bedford/Fairhaven
A hotel room with a large bed, a chair, a window with curtains, a wall-mounted picture, and a hanging light fixture.
A spacious living room with a high ceiling, a staircase, and large windows.
A covered patio area with a brick wall, white wicker furniture, 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.

10. The Sydney, The Edgartown Collection

The Sydney, The Edgartown Collection
Edgartown
United States
Edward
AED 951
AED 1,063 total
includes taxes & fees
12 Oct - 13 Oct
The Sydney, The Edgartown Collection
View all properties

Top Chilmark Hotel Reviews

Admiralty Inn & Suites - a Red Collection Hotel

Admiralty Inn & Suites - a Red Collection Hotel

8/10 Good
"I enjoyed my stay overall!"
Gerald 2-night trip
Posted 4 hours ago
Admiralty Inn & Suites - a Red Collection Hotel
Summercamp

Summercamp

10/10 Excellent
"Nice clean room in a great location. The front porch is great. Oak bluff shops and restaurants are a short walk away."
John 4-night trip
Posted 5 hours ago
Summercamp
Inn on the Square

Inn on the Square

10/10 Excellent
"Nice clean room in a fantastic location., Easy walk to downtown Falmouth"
John 1-night trip
Posted 5 hours ago
Inn on the Square
The Coonamessett

The Coonamessett

10/10 Excellent
"The hotel staff was amazing.The room was clean with no issues to report."
Anthony 1-night trip
Posted 3 days ago
The Coonamessett
Hampton Inn by Hilton New Bedford/Fairhaven

Hampton Inn by Hilton New Bedford/Fairhaven

8/10 Good
"Delicious egg frittatas!"
Caroline 2-night trip
Posted 8 days ago
Hampton Inn by Hilton New Bedford/Fairhaven

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