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

Find beach hotels in Chilmark, MA from CA $169

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Chilmark Beach Hotel

Tonight
Sep 1 - Sep 2
Tomorrow
Sep 2 - Sep 3
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

Our top choices for Chilmark beach hotels

A two-story house with a swimming pool, a covered patio, and a fenced backyard.
A bathroom with a toilet, a shower curtain, and a toilet paper holder.
A bedroom with a bed, a bedside table, a lamp, a picture on the wall, and a window with curtains.
A small kitchen with a wooden table, chairs, a microwave, a toaster, and a sink.

1. Cozy efficiency apartment/heated pool

Cozy efficiency apartment/heated pool
Chilmark
CA $478
CA $740 total
includes taxes & fees
Sep 29 - Sep 30
Cozy efficiency apartment/heated pool
A beach with lounge chairs and a marina in the background.
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 waterfront scene with a large white cruise ship docked at a pier, surrounded by smaller boats and buildings.

2. Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach
Vineyard Haven
  • Unwind on a private sandy shoreline at this waterfront motel where beach loungers, umbrellas, and stunning views await.
CA $244
CA $272 total
includes taxes & fees
Oct 1 - Oct 2
Vineyard Harbor Motel - Private Beach
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.
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.
A large, two-story building with a stone facade, a prominent sign reading "Inn on the Square," and a patio area with outdoor seating.

3. Inn on the Square

Inn on the Square
Falmouth
CA $189
CA $251 total
includes taxes & fees
Sep 3 - Sep 4
Inn on the Square
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 marina with multiple sailboats docked, surrounded by houses and greenery.
A bedroom with a bed, pillows, a bedside table with a clock and books, and a window with a view of trees.

4. AutoCamp Cape Cod

AutoCamp Cape Cod
Falmouth
  • Seaside escapes minutes from Cape Cod beaches with complimentary bicycles for scenic marsh trails and cozy firepits for evening relaxation.
CA $113
CA $185 total
includes taxes & fees
Sep 16 - Sep 17
AutoCamp Cape Cod
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 covered porch with wicker furniture and a vase of flowers.
A cozy room with a grey sofa, a wooden bench, and a tray with a plant.

5. Lamberts Cove Inn

Lamberts Cove Inn
Vineyard Haven
  • Unwind by a private beach oasis, just minutes away from coastal bliss, where sunsets and seaside dreams come to life.
CA $311
CA $347 total
includes taxes & fees
Sep 2 - Sep 3
Lamberts Cove Inn
A sign for the Town & Beach Motel with a tree and flower beds in front.
A wooden fence with a 'WELCOME' sign, two blue wicker chairs with cushions, a small table with a potted plant, and flowers.
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.

6. Town & Beach Motel

Town & Beach Motel
Falmouth
  • Relax on Cape Cod's sun-soaked shores with beach access just minutes from this cozy motel.
CA $147
CA $169 total
includes taxes & fees
Sep 2 - Sep 3
Town & Beach Motel
A residential area with a paved patio, outdoor seating, and a view of neighboring houses.
A multi-story hotel with a balcony and outdoor seating area.
A marina with boats docked, a wooden pier, and a row of houses in the background.
A coastal beach with a rocky shoreline, a promenade, and buildings in the background.

7. MV Surfside Hotel

MV Surfside Hotel
Oak Bluffs
  • Relax near Inkwell Beach with loungers and umbrellas, offering a peaceful seaside retreat.
CA $230
CA $292 total
includes taxes & fees
Sep 2 - Sep 3
MV Surfside Hotel
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 modern bathroom with a freestanding bathtub, a glass shower enclosure, and a herringbone-patterned floor.
A living room with a fireplace, a bookshelf, and a sofa.

8. The Coonamessett

The Coonamessett
Falmouth
CA $237
CA $272 total
includes taxes & fees
Sep 24 - Sep 25
The Coonamessett
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 displaying sports content, a counter with various bottles, and a seating area with tables and chairs.
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.

9. Falmouth Inn

Falmouth Inn
Falmouth
  • Discover serene beach days with easy coastal access, where a refreshing 14-minute stroll leads to Falmouth Heights' white sands.
CA $129
CA $175 total
includes taxes & fees
Sep 13 - Sep 14
Falmouth Inn
A dining area with multiple tables and chairs, a kitchen area with appliances, and a television displaying a logo.
A two-story brick building with a sign reading "The Admiralty Inn."
A modern restaurant with a kitchen area, multiple dining tables and chairs, and a visible exit sign.

10. Admiralty Inn & Suites - a Red Collection Hotel

Admiralty Inn & Suites - a Red Collection Hotel
East Falmouth
CA $151
CA $189 total
includes taxes & fees
Sep 27 - Sep 28
Admiralty Inn & Suites - a Red Collection Hotel
View all properties

Choose what matters most at beach hotels in Chilmark

Pool
Breakfast included
4 stars
5 stars
All-inclusive

Top Chilmark Hotel Reviews

Inn on the Square

Inn on the Square

10/10 Excellent
"Parking on site. Located close to bike path and walking distance to downtown restaurants."
Dwight 2-night trip
Posted 3 hours ago
Inn on the Square
Admiralty Inn & Suites - a Red Collection Hotel

Admiralty Inn & Suites - a Red Collection Hotel

10/10 Excellent
"The hotel is a bit dated but overall a nice and quiet stay. Second bedroom at the top of the spiral staircase was a nice treat! Very close to the ferry which was great!"
Monica 1-night trip
Posted 5 hours ago
Admiralty Inn & Suites - a Red Collection Hotel
Sea Crest Beach Resort

Sea Crest Beach Resort

10/10 Excellent
"everything was great. The beach is beautiful. The room was beautiful all the amenities and everybody was so friendly and nice. I had read some of the reviews that were a little negative, but I thought it was Fabulous"
Margaret 1-night trip
Posted 21 hours ago
Sea Crest Beach Resort
Falmouth Inn

Falmouth Inn

8/10 Good
"Good parking , helpful staff, no problem with room"
Leanne 1-night trip
Posted 1 day ago
Falmouth Inn
Hampton Inn by Hilton New Bedford/Fairhaven

Hampton Inn by Hilton New Bedford/Fairhaven

10/10 Excellent
"Breakfast was great. Rooms clean. Great place!!"
Linda 1-night trip
Posted 3 days ago
Hampton Inn by Hilton New Bedford/Fairhaven
Carleton Circle Motel Falmouth

Carleton Circle Motel Falmouth

10/10 Excellent
"very kind staff, clean, AC, great value for the money, the place has lots of character"
Amine 1-night trip
Posted 6 days ago
Carleton Circle Motel Falmouth
The Coonamessett

The Coonamessett

8/10 Good
"Stayed in 2019 after a renovation and the property was not as pristine nor the grounds as well manicured."
Mary 8-night trip
Posted 6 days ago
The Coonamessett
Faraway Martha's Vineyard

Faraway Martha's Vineyard

8/10 Good
"I enjoyed my stay in the Chappy House – Room 409, a suite with its on entrance from the outside. It was very well appointed and similar to a spacious one bedroom apartment without the kitchen. Must be capable of maneuvering stone pathways and steps to access it. Very nice for a long-term stay. I’d be interested in purchasing one! (Luxury vinyl plank flooring needs repairing in one hallway spot — barely noticeable.) 🙂"
Fred 1-night trip
Posted 12 days ago
Faraway Martha's Vineyard

Frequently asked questions

What is Chilmark like for travelers who love the beach?
Discover your ideal place to stay in Chilmark, which has a lot to offer the traveler looking for a beach getaway.
When's the best time for a beach vacation in Chilmark?
Plan your trip to the beach with a look at weather throughout the year in Chilmark: The hottest months are usually August and July with an average temp of 68°F, while the coldest months are February and January with an average of 38°F. Average annual precipitation for Chilmark is 50 inches.
What is there to see and do around Chilmark?
After arriving and checking into your hotel, you'll probably want to explore your surroundings. Beach lovers can head straight to Stonewall Beach or Squibnocket Beach for some quality time by the water. Discover a variety of local attractions, which include Menemsha Beach and Chilmark Town Hall. For even more to see and do, pay a visit to Chilmark Public Library or Chilmark Chocolates.
What's the best way to get to my beach hotel in Chilmark?
Here's some information to help you get to and around your beach accommodation in Chilmark more easily: Make your way to Chilmark with a flight to Vineyard Haven, MA (MVY-Martha's Vineyard), the closest major airport which is located 7.6 mi (12.2 km) from the city center. If you'd like to venture out around the area, consider renting a car to take in more sights.

Explore a world of travel with Expedia