Photo by Shobha George

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Our top choices for Chilmark hotels

View from room
Harbor View Hotel

Harbor View Hotel

Harbor View Hotel
5.0 star property
Edgartown
8.8 out of 10, Excellent, (1000)
Overlooking the scenic harbour and lighthouse, this luxurious hotel offers a seasonal outdoor pool and free bike rentals. Just steps from the heart of town, guests enjoy poolside cocktails, fitness centre access, and convenient free WiFi and parking.
"The area was safe and the dining experience was great. "
United States
Albert
Harbor View Hotel
Property entrance
Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel

Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel

Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel
3.0 star property
Edgartown
8.4 out of 10, Very good, (595)
Located minutes from Edgartown Public Library and Vincent House Museum, this peaceful hotel offers free WiFi and parking. Town Bar and Grill serves American cuisine, while the quiet atmosphere and convenient access to local shops ensure a pleasant island stay.
"Convenient location. Clean room and helpful staff! "
United States
Melissa
The price is NZ$293
includes taxes & fees
22 Jan - 23 Jan 2026
Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel
View from property
Mansion House Inn And Spa

Mansion House Inn And Spa

Mansion House Inn And Spa
3.5 star property
Vineyard Haven
9.4 out of 10, Exceptional, (1000)
Unwind at this Vineyard Haven hotel featuring an indoor pool, spa pool, and health club. Just minutes from Inkwell Beach and Martha's Vineyard Film Centre, guests love the walkable location and attentive staff. The restaurant serves delicious meals after spa treatments.
"Our second time staying. Friendly staff, perfect location, great views. Highly recommend."
United States
Kurt
The price is NZ$361
includes taxes & fees
4 Jan - 5 Jan 2026
Mansion House Inn And Spa
On the beach, white sand
InnSeason Resorts Captain's Quarters

InnSeason Resorts Captain's Quarters

InnSeason Resorts Captain's Quarters
3.5 star property
Falmouth Heights
9.8 out of 10, Exceptional, (193)
"Best scenery ever !"
United States
Jacqueline
The price is NZ$256
includes taxes & fees
4 Jan - 5 Jan 2026
InnSeason Resorts Captain's Quarters
Courtyard
Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach
2.5 star property
Vineyard Haven
9.0 out of 10, Wonderful, (612)
Discover the joy of a private beach at this peaceful Vineyard Haven motel. Complimentary WiFi and parking enhance your stay while nearby hiking trails and kayaking await. Close to Martha's Vineyard Film Centre with clean rooms and helpful staff to guide your island adventure.
"Great view and super helpful staff, great place to stay on the island."
United States
Robert
The price is NZ$254
includes taxes & fees
6 Jan - 7 Jan 2026
Vineyard Harbor Motel - Private Beach
Exterior
The Franklin Hotel Martha's Vineyard

The Franklin Hotel Martha's Vineyard

The Franklin Hotel Martha's Vineyard
2.0 star property
Edgartown
9.2 out of 10, Wonderful, (169)
Charming accommodation in the heart of Edgartown offering complimentary WiFi and parking. Just minutes from Edgartown Public Library and Vincent House Museum, with easy access to Martha's Vineyard Airport.
"Very nice hotel. Clean and tidy. Highly recommended "
United States
Krzysztof
The Franklin Hotel Martha's Vineyard
Private beach nearby, beach bar
The Club at New Seabury

The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (341)
Savour seaside luxury at this Mashpee condo near South Cape Beach State Park. 2 restaurants and poolside bars complement the 36-hole golf course, while the beach bar offers coastal refreshment. Each unit includes a full kitchen and access to the fitness centre.
"Very relaxing, loved the different clubs available; beach, pool, tennis, playground for the little ones, bars and food. Some shops were closed due to being off season, but still enjoyed our stay. Looking forward to booking again "
United States
Jose O.
The Club at New Seabury
1 bedroom, blackout curtains, iron/ironing board, free cots/infant beds
Hampton Inn by Hilton New Bedford/Fairhaven

Hampton Inn by Hilton New Bedford/Fairhaven

Hampton Inn by Hilton New Bedford/Fairhaven
2.5 star property
Fairhaven
8.8 out of 10, Excellent, (1003)
Discover tranquil accommodation near New Bedford Seastreak Ferry Terminal. This hotel offers a seasonal outdoor pool, 24-hour fitness centre, free breakfast, WiFi, and parking. Located in Fairhaven with easy access to local attractions and shopping.
"courteous staff, clean room, quiet"
United States
Gail
The price is NZ$223
includes taxes & fees
25 Jan - 26 Jan 2026
Hampton Inn by Hilton New Bedford/Fairhaven
Exterior
Inn on the Sound

Inn on the Sound

Inn on the Sound
3.5 star property
Falmouth Heights
9.8 out of 10, Exceptional, (212)
Perched on the sound in Falmouth, this beachside retreat offers scenic surroundings with easy access to Falmouth Heights Beach and Island Queen Ferry. Enjoy free breakfast, WiFi, and parking, plus hiking trails and snorkelling nearby.
"Quiet, charming, nice breakfast, right across from beach"
United States
Bruce
The price is NZ$532
includes taxes & fees
1 Jan - 2 Jan 2026
Inn on the Sound
Interior
Morgan Hotel

Morgan Hotel

Morgan Hotel
2.5 star property
Oak Bluffs
8.4 out of 10, Very good, (202)
Steps from iconic Circuit Avenue and Ocean Park, this welcoming hotel offers free WiFi and helpful concierge services. Guests can easily explore Oak Bluffs attractions while enjoying cable TV and connectivity in a convenient island location.
"Great design great location"
United States
Lita
Morgan Hotel
Beach nearby
The Palmer House Inn

The Palmer House Inn

The Palmer House Inn
3.5 star property
Falmouth
9.6 out of 10, Exceptional, (175)
Set in Falmouth, this cosy B&B offers free daily breakfast and complimentary parking. Explore local trails, or visit nearby Falmouth Museums on the Green and Surf Drive Beach. After your adventures, unwind on the terrace or in the garden.
"Nice place to stay"
United States
Brian
The price is NZ$425
includes taxes & fees
4 Jan - 5 Jan 2026
The Palmer House Inn
Terrace/patio
Iris Hotel Cape Cod

Iris Hotel Cape Cod

Iris Hotel Cape Cod
3.0 star property
Falmouth
8.6 out of 10, Excellent, (159)
Travellers praise this Cape Cod retreat for its peaceful atmosphere and convenient location. Take a refreshing swim, work out in the fitness centre, or enjoy dinner at Jones Tavern. Nearby attractions and free parking make exploration effortless.
"great bedroom "
United States
Jessica
The price is NZ$215
includes taxes & fees
19 Jan - 20 Jan 2026
Iris Hotel Cape Cod
Exterior
Delano Homestead Bed & Breakfast

Delano Homestead Bed & Breakfast

Delano Homestead Bed & Breakfast
3.0 star property
Fairhaven
9.6 out of 10, Exceptional, (158)
Set in a charming Georgian building, this intimate B&B offers free continental breakfast and parking near New Bedford Ferry Terminal. Explore nearby trails with complimentary bikes, or relax in the garden after visiting local museums.
"The B&B was beautifully maintained. Breakfast was terrific. Highly recommended. "
United States
Donald
The price is NZ$231
includes taxes & fees
4 Jan - 5 Jan 2026
Delano Homestead Bed & Breakfast
Marina
Falmouth Inn

Falmouth Inn

Falmouth Inn
2.0 star property
Falmouth
8.0 out of 10, Very good, (1000)
Situated by the ocean, this Falmouth Inn features comfortable guestrooms and a welcoming restaurant. After swimming in the indoor pool, unwind at the bar. Convenient to Island Queen Ferry and Falmouth Heights Beach with free breakfast and parking.
"Clean room, good shower and helpful staff."
United States
Mark
The price is NZ$222
includes taxes & fees
4 Jan - 5 Jan 2026
Falmouth Inn
Reception
AutoCamp Cape Cod

AutoCamp Cape Cod

AutoCamp Cape Cod
4.0 star property
Falmouth
9.4 out of 10, Exceptional, (303)
Set in Falmouth, this chic holiday park provides complimentary bicycles for exploring Shining Sea Bikeway. Stylish accommodation feature premium bedding and dressing gowns. After outdoor adventures, relax at the snack bar while enjoying attentive service from the highly-rated staff.
"Overall we enjoyed our stay.. "
United States
Mardia
The price is NZ$461
includes taxes & fees
23 Jan - 24 Jan 2026
AutoCamp Cape Cod
Exterior
Falmouth Tides

Falmouth Tides

Falmouth Tides
3.0 star property
Falmouth Heights
9.4 out of 10, Exceptional, (698)
Falmouth Tides offers a serene beachside stay with complimentary WiFi and parking. Borrow free bicycles to explore nearby attractions, including Falmouth Heights Beach, or simply relax on the private shoreline. Guests consistently praise the helpful staff and clean, comfortable accommodation.
"Great stay! Great place! Great view! Great people!"
United States
Brian
Falmouth Tides
Exterior
The Heights Hotel

The Heights Hotel

The Heights Hotel
2.5 star property
Falmouth Heights
7.8 out of 10, Good, (64)
Experience seaside tranquility at this beach motel offering complimentary WiFi and parking. Enjoy lunch or dinner at Shipwrecked restaurant with ocean views, then explore nearby Falmouth Heights Beach and Island Queen Ferry.
"So close to the beach!!"
United States
Mary
The Heights Hotel
Terrace/patio
The Coonamessett

The Coonamessett

The Coonamessett
3.5 star property
Falmouth
8.8 out of 10, Excellent, (610)
Seaside charm awaits at this Falmouth inn, just a short drive from Cape Cod beaches and Woods Hole Ferry Terminal. Enjoy American cuisine at Eli's Lounge, free breakfast, and explore with complimentary bicycles. Free WiFi and parking enhance your coastal getaway.
"Very friendly staff. Clean quiet and comfortable room. Loved the breakfast options"
United States
Laura
The price is NZ$275
includes taxes & fees
1 Jan - 2 Jan 2026
The Coonamessett
Exterior
Inn on the Square

Inn on the Square

Inn on the Square
3.5 star property
Falmouth
8.6 out of 10, Excellent, (1002)
Experience Falmouth from this entertainment district hotel with American cuisine at Persys Place. An indoor pool awaits after exploring nearby Falmouth Museums on the Green and Surf Drive Beach. Walkable to restaurants and activities with helpful staff to enhance your Cape Cod stay.
"Great location Comfortable beds Reasonably price "
United States
Thomas
The price is NZ$254
includes taxes & fees
14 Jan - 15 Jan 2026
Inn on the Square
Property grounds
ShoreWay Acres Inn & Cape Cod Lodging

ShoreWay Acres Inn & Cape Cod Lodging

ShoreWay Acres Inn & Cape Cod Lodging
2.5 star property
Falmouth
8.4 out of 10, Very good, (449)
Discover recreational bliss with volleyball facilities at this Falmouth retreat. Near Falmouth Museums on the Green and Island Queen Ferry, the hotel offers free parking, a garden, and attentive service that guests consistently praise.
"Very good for a lower priced motel/inn. Two minutes walk into town, so very convenient. Easy to park. "
United States
Anne Monique
The price is NZ$265
includes taxes & fees
1 Jan - 2 Jan 2026
ShoreWay Acres Inn & Cape Cod Lodging
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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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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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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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
In the fishing village of Menemsha in Marthas Vineyard. Delicious lobster rolls, clam chowder, lobster bisque etc. they'll boil your fresh lobster for you if you don't want to do it yourself. Some benches outside if you want to 'eat in' but best bet is to take your food down to the beach for a picnic.
Photo by Shobha George
Open Photo by Shobha George

Top Chilmark Hotel Reviews

Inn on the Square

Inn on the Square

10/10 Excellent
"This was our 2nd stay. We stay here when visiting family in December. Hotel is clean, comfortable and quiet. Bathroom is spacious. Very easy to walk town. "
Karen 2-night trip
Posted 5 days ago
Inn on the Square

More cheap accommodation in Chilmark

Falmouth Inn

Falmouth Inn

824 Main Street Falmouth MA
The price is NZ$222 per night from 4 Jan to 5 Jan
NZ$222
4 Jan - 5 Jan 2026
includes taxes & fees
7.8/10 Good! (1,001 reviews)

Frequently asked questions

Where is the best place for a stay in Chilmark?
Located 16.5 mi (26.6 km) from the heart of Chilmark, Iris Hotel Cape Cod is a top choice for your stay, based on our traveller data. Two other options for your trip to the area are Faraway Martha's Vineyard and Falmouth Inn. See all available top hotels, or vacation rentals in Chilmark.
What are some of the best holiday rentals that Chilmark has to offer?
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs: This holiday home rental outside of Chilmark is located in the city centre, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. See all 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?
Iris Hotel Cape Cod: Offers a snack bar/deli, an indoor pool and free self parking. Faraway Martha's Vineyard 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 87 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.

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