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

Find hotels in Chilmark, MA from ᅣ25,040

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Property class

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Chilmark hotels

1. Lamberts Cove Inn

Lamberts Cove Inn
3.5 star property
Vineyard Haven
9.4 out of 10, Exceptional, (78 reviews)
"The staff is super friendly and accommodating. This place is so beautiful and the private beach is now one of my favorites. Highly recommend! "
United States
Trinh
The price is ᅣ67,855
ᅣ75,794 total
includes taxes & fees
Sep 1 - Sep 2
Lamberts Cove Inn

2. 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, (1,000 reviews)
"This was a great day for a couple of nights I would recommend it"
United States
Pamela
The price is ᅣ26,048
ᅣ29,095 total
includes taxes & fees
Aug 20 - Aug 21
Hampton Inn by Hilton New Bedford/Fairhaven

3. Falmouth Inn

Falmouth Inn
2.0 star property
Falmouth
8.0 out of 10, Very Good, (1,000 reviews)
"Great location and the room and bathroom were very well maintained and clean ."
United States
Elissandra
The price is ᅣ22,632
ᅣ29,050 total
includes taxes & fees
Aug 30 - Aug 31
Falmouth Inn

4. Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach
2.5 star property
Vineyard Haven
9.0 out of 10, Wonderful, (711 reviews)
"Amazing stay will definetly be returning !!"
United States
Sarah
The price is ᅣ45,917
ᅣ51,289 total
includes taxes & fees
Aug 31 - Sep 1
Vineyard Harbor Motel - Private Beach

5. Mansion House Inn And Spa

Mansion House Inn And Spa
3.5 star property
Vineyard Haven
9.4 out of 10, Exceptional, (1,000 reviews)
"We really enjoyed our stay."
United States
digna
The price is ᅣ84,406
ᅣ96,605 total
includes taxes & fees
Aug 30 - Aug 31
Mansion House Inn And Spa

6. Inn on the Square

Inn on the Square
3.5 star property
Falmouth
8.8 out of 10, Excellent, (1,010 reviews)
"perfect location , great staff . It only needs some newer furniture in the rooms but for an Inn it is really good."
United States
Iulian
The price is ᅣ30,465
ᅣ38,548 total
includes taxes & fees
Aug 30 - Aug 31
Inn on the Square

7. Pequot Hotel

Pequot Hotel
3.0 star property
Oak Bluffs
9.4 out of 10, Exceptional, (606 reviews)
"It’s a pretty hotel close to the beach and the ferry terminal, breakfast was delicious, staff was very helpful, wonderful stay overall"
United States
Vijay
Pequot Hotel

8. The Sydney, The Edgartown Collection

The Sydney, The Edgartown Collection
3.5 star property
Edgartown
9.4 out of 10, Exceptional, (196 reviews)
"Very nice place to stay. Right in the middle of Edgartown so you’re in good walking distance of shops and restaurants. The hotel was beautifully decorated, very clean, and I will definitely stay again!!!"
United States
Kristen
The price is ᅣ81,218
ᅣ90,720 total
includes taxes & fees
Sep 1 - Sep 2
The Sydney, The Edgartown Collection

9. Red Horse Inn

Red Horse Inn
2.5 star property
Falmouth Heights
9.2 out of 10, Wonderful, (637 reviews)
"Fabulous place to stay !"
United States
Thomas
The price is ᅣ37,345
ᅣ42,742 total
includes taxes & fees
Aug 9 - Aug 10
Red Horse Inn

10. Admiralty Inn & Suites - a Red Collection Hotel

Admiralty Inn & Suites - a Red Collection Hotel
3.0 star property
East Falmouth
8.8 out of 10, Excellent, (479 reviews)
"It was clean and quiet house cleaning staff did a nice job."
United States
Thomas
The price is ᅣ20,681
ᅣ25,559 total
includes taxes & fees
Aug 31 - Sep 1
Admiralty Inn & Suites - a Red Collection Hotel

11. AutoCamp Cape Cod

AutoCamp Cape Cod
4.0 star property
Falmouth
9.2 out of 10, Wonderful, (369 reviews)
"Great place to go"
United States
Rocha
The price is ᅣ17,157
ᅣ25,941 total
includes taxes & fees
Aug 30 - Aug 31
AutoCamp Cape Cod

12. Mariner Motel

Mariner Motel
2.0 star property
Falmouth
8.6 out of 10, Excellent, (1,001 reviews)
"Clean room, convenient to town"
United States
douglass
The price is ᅣ21,879
ᅣ25,040 total
includes taxes & fees
Aug 30 - Aug 31
Mariner Motel

13. Iris Hotel Cape Cod

Iris Hotel Cape Cod
3.0 star property
Falmouth
8.6 out of 10, Excellent, (319 reviews)
"Enjoyed our stay. Dinner at the restaurant was delicious and reasonably priced."
United States
Dennis
The price is ᅣ31,323
ᅣ35,848 total
includes taxes & fees
Aug 30 - Aug 31
Iris Hotel Cape Cod

14. Town & Beach Motel

Town & Beach Motel
2.0 star property
Falmouth
9.0 out of 10, Wonderful, (558 reviews)
"clean and cozy, everything within walking distance"
Canada
PHILIPPW
The price is ᅣ22,823
ᅣ26,122 total
includes taxes & fees
Aug 30 - Aug 31
Town & Beach Motel

15. Frederick William House

Frederick William House
3.5 star property
Falmouth
9.6 out of 10, Exceptional, (317 reviews)
"Very nice host and beautiful property"
United States
Hernan
The price is ᅣ38,591
ᅣ44,167 total
includes taxes & fees
Aug 27 - Aug 28
Frederick William House

16. The Edgartown Inn, The Edgartown Collection

The Edgartown Inn, The Edgartown Collection
3.5 star property
Edgartown
9.8 out of 10, Exceptional, (168 reviews)
"Beautiful room and excellent location"
United States
Robert
The price is ᅣ90,977
ᅣ101,621 total
includes taxes & fees
Sep 1 - Sep 2
The Edgartown Inn, The Edgartown Collection

17. Carleton Circle Motel Falmouth

Carleton Circle Motel Falmouth
2.5 star property
East Falmouth
6.8 out of 10, (475 reviews)
"Good for an overnight stay to catch the very early ferry to Martha’s Vineyard. Staff was helpful and friendly."
United States
Colleen
The price is ᅣ22,256
ᅣ25,471 total
includes taxes & fees
Aug 6 - Aug 7
Carleton Circle Motel Falmouth

18. The Christopher, The Edgartown Collection

The Christopher, The Edgartown Collection
3.0 star property
Edgartown
9.8 out of 10, Exceptional, (266 reviews)
"Good breakfast. Great location. Darling place to stay."
United States
Timothy
The price is ᅣ74,938
ᅣ83,707 total
includes taxes & fees
Sep 1 - Sep 2
The Christopher, The Edgartown Collection

19. Summercamp

Summercamp
3.5 star property
Oak Bluffs
9.4 out of 10, Exceptional, (1,006 reviews)
"I will absolutely stay here again. The location, the porch, the view from the room, the staff... absolutely everything was beautiful."
United States
KRISTEN
The price is ᅣ63,542
ᅣ70,976 total
includes taxes & fees
Sep 1 - Sep 2
Summercamp

20. The Coco, The Edgartown Collection

The Coco, The Edgartown Collection
3.0 star property
Edgartown
9.6 out of 10, Exceptional, (78 reviews)
"Only planned to stay one day but all ferrys were canceled so we went back for another night. It was a great pleasure. More than cozy and comfortable. I would return"
United States
David
The price is ᅣ95,606
ᅣ106,793 total
includes taxes & fees
Aug 2 - Aug 3
The Coco, The Edgartown Collection
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.
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Chilmark attractions

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.

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

Top Chilmark Hotel Reviews

More cheap stays in Chilmark

Find out more about Chilmark

Top reasons to visit Chilmark

  • Scenic Beaches: Enjoy the stunning coastline and beautiful beaches, perfect for relaxation and exploration.
  • Outdoor Adventures: Experience hiking trails and water activities that cater to outdoor enthusiasts.
  • Cultural Attractions: Visit the Chilmark Gallery and local library for a taste of the town's rich cultural scene.
  • Historic Lighthouse: Explore the charming historic lighthouse that adds to the town's picturesque landscape.
  • Welcoming Atmosphere: Experience the friendly locals and cozy accommodations that make Chilmark a delightful getaway.

Find great hotels near Chilmark

Chilmark, Massachusetts, offers a charming selection of accommodations, including cozy bed and breakfasts and inviting guesthouses. Ideal for those seeking adventure, family-friendly experiences, or a romantic getaway, you’ll find a variety of options to suit your preferences. Explore the unique inns and hotels in Chilmark to enjoy the picturesque landscapes and warm hospitality that this serene destination has to offer.

  • Summercamp: Located 19km from Chilmark, Summercamp is a vibrant 3.5-star hotel that offers a unique beach vacation experience. With a guest rating of 9.2 out of 10, this property boasts direct access to the beach, making it an ideal choice for sun-seekers and beach lovers. The hotel features a playful, family-friendly atmosphere, perfect for those looking to unwind by the shore and enjoy outdoor activities.
  • Mansion House Inn And Spa: Just 18km from Chilmark, Mansion House Inn And Spa is a sophisticated 3.5-star hotel with a guest rating of 9.4 out of 10. This property specializes in business travel and spa-themed vacations, offering luxurious amenities such as a full-service spa, steam room, and accessible pool. Guests can indulge in a variety of relaxation treatments, including aromatherapy and body treatments, making it an excellent choice for those seeking rejuvenation and comfort during their stay.
  • Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel: Situated 19km from Chilmark, the Edgar Hotel is a 3-star accommodation option with a guest rating of 8.4 out of 10. It caters to adventurous travelers with a focus on recreation and outdoor activities. Guests can enjoy nearby adventure sports such as windsurfing, boating, and parasailing. This hotel is perfect for those looking to explore the natural beauty of Martha's Vineyard while engaging in exciting recreational pursuits.

Where to stay near Chilmark

Chilmark, Massachusetts, offers a delightful blend of relaxation and stunning scenery for outdoor enthusiasts. Explore the beautiful beaches and charming neighborhoods, where friendly locals create a welcoming atmosphere. Nearby, you'll find great locations for recreation and historical experiences, making it perfect for a diverse vacation. Don't miss the breathtaking coastline of Massachusetts, where you can unwind and soak in the picturesque views. Whether it's a quiet day at the beach or exploring the local culture, Chilmark has something for everyone.

  • Martha's Vineyard: A picturesque island located 10km from Chilmark, Martha's Vineyard is a must-visit destination known for its stunning beaches and outdoor activities. The island experiences a seasonal influx of tourists, particularly from June to August when the weather is perfect for beach outings and scenic exploration. Visitors can enjoy music concerts, relax in luxurious resorts, or hit the golf courses. The local landmarks, such as the beautiful family beaches and the iconic Cape, offer plenty of opportunities for both relaxation and adventure in a breathtaking natural setting.
  • Falmouth: Situated 26km from Chilmark, Falmouth is a vibrant city that attracts travelers year-round, with peak visits during the summer months. This coastal town is celebrated for its inviting beaches and outdoor landscapes, perfect for those who love nature. Falmouth offers a variety of engaging activities, including golf and educational experiences. Its proximity to scenic landmarks, such as family-friendly beaches and the charming Cape, makes it an ideal spot for tourists looking to immerse themselves in the beauty of the Massachusetts coastline.
  • Oak Bluffs: Located 19km from Chilmark, Oak Bluffs is a lively city known for its seasonal tourism, particularly bustling from June to August. Visitors flock here to enjoy the stunning beaches and outdoor experiences. The charming shopping areas, golf courses, and educational venues provide a delightful mix of activities. With highlights like the family beaches and a picturesque marina, Oak Bluffs is the perfect place for tourists seeking a blend of leisure and exploration amid the captivating coastal scenery.

Things to do near Chilmark

Shopping

In Chilmark, you can explore local shops featuring unique gifts and handmade crafts. If you're up for a drive, visit the nearby towns for larger retail options, like the shops in Vineyard Haven, which offer a variety of souvenirs and artisanal products from the area.

Recreation

Chilmark’s wellness retreats offer tranquil settings for yoga and meditation, surrounded by stunning landscapes. Engage in mindful practices and explore local organic cuisine. For recreational activities, enjoy hiking trails with breathtaking views and serene beaches perfect for relaxation and reflection amidst nature’s beauty.

Adventure

At The Adventure Park at Heritage Museums & Gardens, located 50km from Chilmark, experience the thrill of ziplining and navigating rope courses amidst beautiful outdoor scenery. This venue offers an exhilarating way to connect with nature while challenging yourself in a fun and adventurous environment.

Nightlife

Chilmark offers a cozy nightlife with local charm. Enjoy an evening at the Chilmark Tavern, known for its laid-back atmosphere and hearty food. For a more intimate experience, visit the nearby bars with live music, where you can unwind and mingle with locals while soaking in the island vibe.

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

Find the best attractions in and around Chilmark

Chilmark, Massachusetts, is perfect for outdoor enthusiasts and beach lovers, offering stunning scenery and cultural experiences. Visitors can explore beautiful beaches, the local library, and a historic lighthouse. For art lovers, the Chilmark Gallery is a must-visit. Whether you seek relaxation or adventure, Chilmark has a variety of attractions to make your vacation memorable.

  • Gay Head Lighthouse: Located 8km from Chilmark, this historic lighthouse offers stunning coastal views and a glimpse into the maritime history of the area. The striking cliffs and vibrant sunsets create a picturesque setting, making it a must-visit for photography enthusiasts.
  • Menemsha Beach: Situated within Chilmark, Menemsha Beach is a charming spot known for its serene atmosphere and beautiful sunsets. Enjoy a relaxing day by the water, with opportunities for swimming and beachcombing while soaking in the local beach culture.
  • Martha's Vineyard Museum: About 18km from Chilmark, this museum showcases the rich history and culture of Martha's Vineyard. Exhibits include artifacts, art, and stories that highlight the island's unique heritage, making it an enriching stop 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. BOSton Logan International Airport (BOS) is 116km away and offers luxurious hotels like Encore Boston Harbor, InterContinental Boston, and The Langham, all within 5km. Providence T.F. Green Airport (PVD) is 71km from Chilmark, with great options like Omni Providence Hotel and Graduate by Hilton Providence, both 11km away. The closest airport is Vineyard Haven (MVY), located only 13km from Chilmark, with comfortable accommodations such as Harbor View Hotel and Vineyard Square Hotel & Suites, both 8km away. These hotels provide easy access to their respective airports for a seamless travel experience.

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 traveler data. Other good options for your trip to the area are Sea Crest Beach Resort and Falmouth Inn. See all available top hotels, or vacation rentals in Chilmark.
What are some of the best vacation rentals in Chilmark?
Private Hilltop Chilmark Estate with private tennis court, gym and hot tub: This highly rated vacation home rental in Chilmark offers a fireplace, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind. See all 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?
Iris Hotel Cape Cod: Hotel located near Cape Cod Beaches. Provides a snack bar/deli, an indoor pool, and free self parking. Cozy efficiency apartment/heated pool and Sea Crest Beach Resort 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 79 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.

Explore a world of travel with Expedia