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

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Oct 13 - Oct 14
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Oct 14 - Oct 15
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Oct 16 - Oct 18
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Oct 23 - Oct 25

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Our top choices for Chilmark hotels

1. Mansion House Inn And Spa

Mansion House Inn And Spa
Vineyard Haven
United States
Robyn
₩231,922
₩278,746 total
includes taxes & fees
Nov 2 - Nov 3
Mansion House Inn And Spa

2. Summercamp

Summercamp
Oak Bluffs
United States
Earl
₩272,273
₩311,623 total
includes taxes & fees
Oct 19 - Oct 20
Summercamp

3. Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach
Vineyard Haven
United States
Michael
₩233,475
₩260,792 total
includes taxes & fees
Oct 29 - Oct 30
Vineyard Harbor Motel - Private Beach

4. Harbor View Hotel

Harbor View Hotel
Edgartown
United States
Eryn
₩390,429
₩471,015 total
includes taxes & fees
Oct 25 - Oct 26
Harbor View Hotel

5. Faraway Martha's Vineyard

Faraway Martha's Vineyard
Edgartown
United States
Thomas
₩312,343
₩366,333 total
includes taxes & fees
Nov 1 - Nov 2
Faraway Martha's Vineyard

6. Vineyard Square Hotel & Suites

Vineyard Square Hotel & Suites
Edgartown
United States
Austin
₩367,070
₩410,024 total
includes taxes & fees
Oct 15 - Oct 16
Vineyard Square Hotel & Suites

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

Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel
Edgartown
United States
Lisa
₩240,264
₩270,611 total
includes taxes & fees
Nov 1 - Nov 2
Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel

8. Inn on the Square

Inn on the Square
Falmouth
United States
Jeanine
₩200,561
₩263,152 total
includes taxes & fees
Oct 25 - Oct 26
Inn on the Square

9. The Harborside Inn

The Harborside Inn
Edgartown
United States
Michele
₩635,365
₩709,700 total
includes taxes & fees
Nov 7 - Nov 8
The Harborside Inn

10. Hampton Inn by Hilton New Bedford/Fairhaven

Hampton Inn by Hilton New Bedford/Fairhaven
Fairhaven
United States
james
₩146,361
₩163,484 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn by Hilton New Bedford/Fairhaven

11. AutoCamp Cape Cod

AutoCamp Cape Cod
Falmouth
United States
John
₩116,394
₩186,686 total
includes taxes & fees
Oct 29 - Oct 30
AutoCamp Cape Cod

12. The Christopher, The Edgartown Collection

The Christopher, The Edgartown Collection
Edgartown
United States
Clayton
₩469,716
₩524,673 total
includes taxes & fees
Oct 18 - Oct 19
The Christopher, The Edgartown Collection

13. The Sydney, The Edgartown Collection

The Sydney, The Edgartown Collection
Edgartown
United States
richard
₩345,713
₩386,162 total
includes taxes & fees
Oct 15 - Oct 16
The Sydney, The Edgartown Collection

14. The Edgartown Inn, The Edgartown Collection

The Edgartown Inn, The Edgartown Collection
Edgartown
United States
Christine
₩528,581
₩590,425 total
includes taxes & fees
Oct 15 - Oct 16
The Edgartown Inn, The Edgartown Collection

15. Iris Hotel Cape Cod

Iris Hotel Cape Cod
Falmouth
United States
Jennie
₩172,184
₩197,065 total
includes taxes & fees
Nov 1 - Nov 2
Iris Hotel Cape Cod

16. The Coonamessett

The Coonamessett
Falmouth
United States
richard
₩123,015
₩140,791 total
includes taxes & fees
Nov 2 - Nov 3
The Coonamessett

17. Shore Haven Inn

Shore Haven Inn
Falmouth
United States
Mike
₩236,672
₩277,972 total
includes taxes & fees
Oct 20 - Oct 21
Shore Haven Inn

18. The Franklin Hotel Martha's Vineyard

The Franklin Hotel Martha's Vineyard
Edgartown
United States
Alex
₩262,969
₩293,736 total
includes taxes & fees
Oct 25 - Oct 26
The Franklin Hotel Martha's Vineyard

19. Red Horse Inn

Red Horse Inn
Falmouth Heights
United States
Thomas
₩225,581
₩258,178 total
includes taxes & fees
Oct 15 - Oct 16
Red Horse Inn

20. Sands of Time Motor Inn & Harbor House

Sands of Time Motor Inn & Harbor House
Woods Hole
United States
Ouida
₩320,953
₩367,337 total
includes taxes & fees
Oct 15 - Oct 16
Sands of Time Motor Inn & Harbor House
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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 center on Martha's Vineyard showcases innovative choreography in an intimate 100-seat theater. 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 mesmerizing 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 savor 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 colors. 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
A dock with boats, a small wooden structure, and a forested shoreline.

Top Chilmark Hotel Reviews

Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

8/10 Good
"Very clean and nice room with a awesome view"
James 2-night trip
Posted 2 hours ago
Vineyard Harbor Motel - Private Beach
Inn on the Square

Inn on the Square

10/10 Excellent
"Great location. Nice rooms"
Donna 1-night trip
Posted 9 hours ago
Inn on the Square
The Coonamessett

The Coonamessett

10/10 Excellent
"LOVE THIS PLACE!!!"
Colleen 4-night trip
Posted 9 hours ago
The Coonamessett
 Shore Haven Inn

Shore Haven Inn

10/10 Excellent
"Everything was impeccable!"
Susan 2-night trip
Posted 10 hours ago
Shore Haven Inn
AutoCamp Cape Cod

AutoCamp Cape Cod

10/10 Excellent
"Very friendly and helpful staff. Bibb good slippers and warm PJs to walk to the bathrooms."
susie 1-night trip
Posted 1 day ago
AutoCamp Cape Cod
Iris Hotel Cape Cod

Iris Hotel Cape Cod

10/10 Excellent
"It was a perfect location for us, it was clean, updated and we slept great!"
Jennie 1-night trip
Posted 3 days ago
Iris Hotel Cape Cod
Harbor View Hotel

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!"
Marc 1-night trip
Posted 4 days ago
Harbor View Hotel

More cheap stays in Chilmark

Hampton Inn by Hilton New Bedford/Fairhaven

Hampton Inn by Hilton New Bedford/Fairhaven

1 Hampton Way Fairhaven MA
₩146,361
₩163,484 total
Nov 1 - Nov 2
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)
Hampton Inn by Hilton New Bedford/Fairhaven
ShoreWay Acres Inn & Cape Cod Lodging

ShoreWay Acres Inn & Cape Cod Lodging

59 Shore Street Falmouth MA
₩178,863
₩204,718 total
Oct 15 - Oct 16
includes taxes & fees
ShoreWay Acres Inn & Cape Cod Lodging
The Cape Club Resort

The Cape Club Resort

125 Falmouth Woods Rd East Falmouth MA
₩182,975
₩209,415 total
Nov 4 - Nov 5
includes taxes & fees
The Cape Club Resort
Falmouth Inn

Falmouth Inn

824 Main Street Falmouth MA
₩172,189
₩223,766 total
Oct 15 - Oct 16
includes taxes & fees
Falmouth Inn
Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

60 Beach Road Vineyard Haven MA
₩233,475
₩260,792 total
Oct 29 - Oct 30
includes taxes & fees
9/10 Wonderful! (824 reviews)
Vineyard Harbor Motel - Private Beach
MV Surfside Hotel

MV Surfside Hotel

7 Oak Bluffs Avenue Oak Bluffs MA
Get ratesMV Surfside Hotel

Find out more about Chilmark

Top reasons to visit Chilmark

  • Stunning Beaches: Chilmark boasts beautiful beaches ideal for relaxation, swimming, and sunset strolls.
  • Outdoor Adventures: Explore scenic hiking trails and enjoy water rides for an adrenaline rush.
  • Historic Lighthouse: Visit the iconic lighthouse for picturesque views and a glimpse into the area’s maritime history.
  • Cultural Experiences: Discover local art at the Chilmark Gallery and engage with the vibrant community.
  • Charming Accommodations: Enjoy cozy inns and guesthouses that provide a unique New England getaway experience.

Find great hotels near Chilmark

Discover a range of charming accommodations in Chilmark, Massachusetts, perfect for your getaway. From cozy bed & breakfasts to inviting guesthouses, you'll find options tailored for family adventures, romantic escapes, and everything in between. Whether you're seeking a relaxing inn or a vibrant atmosphere, Chilmark hotels offer a unique New England experience to make your stay unforgettable.

  • Summercamp: Embracing a vibrant beach theme, Summercamp is a 3.5-star hotel that invites guests to experience the ultimate coastal getaway. Located 19km from Chilmark, this property boasts direct beach access, making it a prime choice for travelers seeking sun and surf. With a guest rating of 9.2 out of 10, Summercamp offers a relaxed atmosphere complemented by comfortable accommodations, ideal for those looking to unwind by the ocean.
  • Mansion House Inn And Spa: Positioned 18km from Chilmark, Mansion House Inn And Spa is a 3.5-star haven for those looking to blend business with leisure. With a guest rating of 9.4 out of 10, this property features a comprehensive spa and wellness services, including massage treatments and a full-service spa. It provides a serene environment perfect for relaxation after a long day of meetings or sightseeing, ensuring guests enjoy a rejuvenating experience during their stay.
  • Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel: If adventure is what you seek, Edgar Hotel Martha's Vineyard, a 3-star property located 19km from Chilmark, is an excellent choice. With a guest rating of 8.4 out of 10, this hotel caters to thrill-seekers with its proximity to various adventure sports, including rafting, surfing, and kayaking. Experience the excitement of the outdoors while enjoying comfortable accommodations that serve as your base for all the action.

Where to stay near Chilmark

Chilmark, Massachusetts, offers a perfect blend of outdoor adventures and stunning coastal scenery. Visitors can enjoy relaxing beach vacations while exploring nearby towns that exude a friendly atmosphere and rich history. From scenic drives along the coast to charming neighborhoods, there's so much to discover. Don't miss the picturesque views and recreational spots that make this region a memorable getaway for anyone seeking tranquility and natural beauty.

  • Martha's Vineyard: Located 10km from Chilmark, Martha's Vineyard is a picturesque island renowned for its stunning beaches and charming coastal towns. This destination is especially vibrant during the summer months, from June to August, attracting visitors who seek outdoor adventures and scenic views. Popular activities include attending music concerts, enjoying luxury resorts, and playing golf at various local courses. Visitors can explore local landmarks such as family-friendly beaches and beautiful capes, making it an ideal spot for relaxation and recreation.
  • Falmouth: Situated 26km away from Chilmark, Falmouth is a delightful city that offers a mix of cultural and outdoor experiences. This city sees a seasonal influx of tourists, peaking in the summer months. Falmouth is well-known for its beautiful beaches, making it perfect for sunbathing and water activities. Golf enthusiasts can enjoy several local courses, and there are educational opportunities available for those interested in learning about the area's history and environment. The scenic views of the coastline and charming streets add to the city's appeal.
  • Oak Bluffs: Located 19km from Chilmark, Oak Bluffs is a vibrant city that boasts a lively atmosphere, particularly during the summer season. Visitors flock to Oak Bluffs for its stunning beaches, outdoor experiences, and scenic surroundings. The city features a variety of shops and dining options, along with opportunities for golf and educational activities. Notable attractions include family beaches and a charming marina, making it a perfect destination for families and travelers seeking a mix of relaxation and fun.

Things to do near Chilmark

Shopping

In Chilmark, you can explore local shops offering unique gifts and souvenirs, like the Chilmark General Store for local products. If you're up for a drive, head to nearby Vineyard Haven for more extensive shopping options, including boutiques and artisanal shops that showcase the charm of Martha's Vineyard.

Recreation

In Chilmark, the renowned Martha's Vineyard Yoga offers serene classes in picturesque surroundings, allowing you to connect with nature. Nearby, the Chilmark Community Center provides a variety of recreational activities, including hiking trails and seasonal events, ideal for relaxation and socializing in a tranquil environment.

Adventure

The Adventure Park at Heritage Museums & Gardens offers an exhilarating zipline and ropes course experience. Located 50km from Chilmark, this venue immerses you in the great outdoors, with thrilling challenges that encourage exploration and adventure amidst beautiful natural surroundings.

Nightlife

Explore the cozy atmosphere at The Chilmark Tavern, where you can enjoy local seafood and fine wines. For a laid-back vibe, visit the Aquinnah Shop, offering craft beers and casual snacks while you take in the sunset views over the water.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Chilmark

Chilmark, Massachusetts, offers a perfect blend of outdoor and beach experiences, making it an ideal vacation spot. Visitors can explore scenic beaches, the historic lighthouse, and the local library. For those seeking a cultural experience, the Chilmark Gallery is a must-visit. Whether you're looking to relax by the shore or immerse yourself in the local art scene, Chilmark has something for everyone.

  • Katama Beach: Located 14km from Chilmark, Katama Beach offers a stunning stretch of sandy shores with a relaxed beach vibe. It's ideal for sunbathing, swimming, and beachcombing, making it a great spot to unwind and enjoy the coastal scenery.
  • Gay Head Lighthouse: Just 8km away, the Gay Head Lighthouse stands as a historic landmark with rich cultural significance. Visitors can explore its picturesque surroundings and learn about its history while enjoying breathtaking views of the Atlantic Ocean.
  • Martha's Vineyard Museum: Situated 18km from Chilmark, this museum showcases the island's fascinating history and culture. Engaging exhibits provide insight into local traditions, art, and maritime heritage, making it an enriching experience for history buffs.

Best time to go to Chilmark

The best time to visit Chilmark is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are moderately high and weather is mostly sunny with light rain. January and February are its coolest month on average. At the time of February, visitor numbers are average and weather is mostly sunny.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January35.2°F (1.8°C)Light RainMostly SunnyAverageModerately Low
February35.2°F (1.8°C)Light RainMostly SunnyAverageModerately Low
March38.8°F (3.8°C)Light RainMostly SunnyAverageModerately Low
April46.4°F (8.0°C)Light RainMostly SunnyAverageAverage
May54.5°F (12.5°C)Light RainMostly SunnyAverageAverage
June63.1°F (17.3°C)Light RainMostly SunnyModerately HighModerately High
July71.1°F (21.7°C)Light RainMostly SunnyModerately HighModerately High
August71.8°F (22.1°C)Light RainMostly SunnyModerately HighModerately High
September66.7°F (19.3°C)Light RainMostly SunnyAverageAverage
October58.6°F (14.8°C)Light RainMostly SunnyModerately LowAverage
November49.1°F (9.5°C)Light RainMostly SunnyModerately LowAverage
December41.5°F (5.3°C)Light RainMostly SunnyModerately LowAverage

The nearest major airports for your trip to Chilmark

Traveling to Chilmark, Massachusetts, is convenient with several nearby airports. Nantucket Memorial Airport (ACK) is 58km away, with excellent hotel options like the 4.5-star White Elephant Hotel and The Wauwinet, both within 10km. Logan International Airport (BOS) in Boston is 116km from Chilmark, offering luxurious stays at the 5-star Encore Boston Harbor and InterContinental Boston, both 2-5km from the airport. T.F. Green Airport (PVD) in Providence, Rhode Island, is 71km away, with comfortable accommodations like the Omni Providence Hotel, also 11km from the airport. Each airport provides various transportation services for easy access to Chilmark.

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 traveler data. Other good 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! The majority of hotel room reservations are fully refundable as long as you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If you have a reservation that's non-refundable, you might still have the option to cancel and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Chilmark.
Where can I learn more about changing or cancelling my trip to Chilmark?
For more details about changing or cancelling your trip to Chilmark, go to https://www.expedia.com/service/.
What's the best place to stay near Aquinnah Cliffs?
The Little B&B in Aquinnah is one of the top choices for your stay based on our traveler data, and this B&B offers free breakfast and free parking. It's located 1.3 mi (2.1 km) from Aquinnah Cliffs.
What about the best place to stay near Gay Head Lighthouse?
One of the top choices for your stay is The Little B&B in Aquinnah, located 1.3 mi (2 km) from Gay Head Lighthouse, and this B&B offers free breakfast and free parking.
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 onsite pool. View all hotels with pools in Chilmark.
What is the best hotel near Martha's Vineyard Airport (MVY)?
Mansion House Inn And Spa is one of the top choices for your stay and is a popular 3.5-star hotel featuring a full-service spa and free breakfast. It's located 4.5 mi (7.2 km) from Martha's Vineyard Airport. Another good option near the airport is HI Martha's Vineyard.
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 accommodations to choose from. Find out more about Chilmark.
What should I do while I'm visiting Chilmark?
Natural beauty is on display at Menemsha Beach, Edys Island, and Stonewall Beach. A couple of additional sights to add to your agenda are Chilmark Town Hall and Chilmark Public Library. Check out what more to see and do in Expedia's Chilmark guide.
What's the weather like 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.

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