Photo by Shobha George

Find hotels in Chilmark, MA from CA $199

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Compare 2,316 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

The Edgartown Inn, The Edgartown Collection

3.5 star property
9.8 out of 10, Exceptional, (124)
"Friendly staff who were very helpful with suggestions on food, beaches and transportation. Very comfortable room with a great view of the ocean."
The price is CA $894
CA $998 total
includes taxes & fees
Aug 3 - Aug 4
The Edgartown Inn, The Edgartown Collection

Faraway Martha's Vineyard

3.5 star property
9.0 out of 10, Wonderful, (1006)
"Great location, clean, pet friendly, and wonderful staff"
The price is CA $1,054
CA $1,236 total
includes taxes & fees
Aug 3 - Aug 4
Faraway Martha's Vineyard

Vineyard Square Hotel & Suites

4.0 star property
9.2 out of 10, Wonderful, (289)
"The staff was very friendly and helpful! We would definitely stay here again. "
The price is CA $751
CA $838 total
includes taxes & fees
Aug 4 - Aug 5
Vineyard Square Hotel & Suites

The Lightkeepers Inn

3.0 star property
9.6 out of 10, Exceptional, (184)
"Great location! "
The price is CA $670
CA $748 total
includes taxes & fees
Aug 3 - Aug 4
The Lightkeepers Inn

The Sydney, The Edgartown Collection

3.5 star property
9.4 out of 10, Exceptional, (159)
"A great hotel in a perfect location"
The price is CA $1,023
CA $1,143 total
includes taxes & fees
Aug 21 - Aug 22
The Sydney, The Edgartown Collection

The Coco, The Edgartown Collection

3.0 star property
9.8 out of 10, Exceptional, (53)
"Staff was very accomodating..Breakfast was excellent..room was beautiful. Close to lots of restaurants and shops..i loved it all."
The price is CA $848
CA $948 total
includes taxes & fees
Aug 26 - Aug 27
The Coco, The Edgartown Collection

The Christopher, The Edgartown Collection

3.0 star property
9.8 out of 10, Exceptional, (220)
"Lovely little place. Great location!"
The price is CA $910
CA $1,016 total
includes taxes & fees
Jul 31 - Aug 1
The Christopher, The Edgartown Collection

The Richard, The Edgartown Collection

3.5 star property
9.6 out of 10, Exceptional, (153)
"Beautiful stay, great location and wonderful hospitality by the staff. "
The price is CA $911
CA $1,018 total
includes taxes & fees
Aug 26 - Aug 27
The Richard, The Edgartown Collection

Edgar Hotel Martha's Vineyard, Ascend Hotel Collection

3.0 star property
8.4 out of 10, Very good, (572)
"Very accessible to downtown with shops and restaurants! "
The price is CA $819
CA $918 total
includes taxes & fees
Aug 25 - Aug 26
Edgar Hotel Martha's Vineyard, Ascend Hotel Collection

The Franklin Hotel Martha's Vineyard

2.0 star property
9.2 out of 10, Wonderful, (149)
"The people Here were fantastic and experience amazing "
The price is CA $851
CA $950 total
includes taxes & fees
Aug 24 - Aug 25
The Franklin Hotel Martha's Vineyard

The Club at New Seabury

3.5 star property
9.0 out of 10, Wonderful, (325)
"Great stay! Didn't notice it being dated or dirty at all like some reviews said. We loved it!"
The price is CA $756
CA $865 total
includes taxes & fees
Aug 10 - Aug 11
The Club at New Seabury

Sea Mist Resort

3.0 star property
8.8 out of 10, Excellent, (131)
"The rooms are spacious if somewhat dated. Good value. "
The price is CA $272
CA $312 total
includes taxes & fees
Aug 7 - Aug 8
Sea Mist Resort

The Island Inn on Martha's Vineyard

2.5 star property
7.8 out of 10, Good, (6)
"The property was very family oriented."
The price is CA $664
CA $1,034 total
includes taxes & fees
Aug 5 - Aug 6
The Island Inn on Martha's Vineyard

Pequot Hotel

3.0 star property
9.4 out of 10, Exceptional, (533)
"We had a wonderful time at the Pequot Hotel. "
The price is CA $550
CA $614 total
includes taxes & fees
Jul 31 - Aug 1
Pequot Hotel

Morgan Hotel

2.5 star property
8.4 out of 10, Very good, (164)
"Great location "
The price is CA $680
CA $760 total
includes taxes & fees
Aug 24 - Aug 25
Morgan Hotel

MV Surfside Hotel

2.5 star property
8.8 out of 10, Excellent, (805)
"Excellent place to stay on Martha's Vineyard. "
The price is CA $505
CA $578 total
includes taxes & fees
Aug 24 - Aug 25
MV Surfside Hotel

Summercamp

3.5 star property
9.2 out of 10, Wonderful, (1001)
"Would stay again "
The price is CA $656
CA $732 total
includes taxes & fees
Aug 26 - Aug 27
Summercamp

Vineyard Harbor Motel - Private Beach

2.5 star property
9.0 out of 10, Wonderful, (470)
"Very nice stay. "
The price is CA $512
CA $572 total
includes taxes & fees
Aug 23 - Aug 24
Vineyard Harbor Motel - Private Beach

Mansion House Inn And Spa

3.5 star property
9.4 out of 10, Exceptional, (1001)
"Excellent place to stay, right in the heart of quaint Vineyard Haven..."
The price is CA $643
CA $738 total
includes taxes & fees
Aug 25 - Aug 26
Mansion House Inn And Spa

Green Harbor Waterfront Lodging

2.5 star property
8.4 out of 10, Very good, (460)
"Excellent place to stay! Love the property and staff!"
The price is CA $260
CA $298 total
includes taxes & fees
Jul 31 - Aug 1
Green Harbor Waterfront 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.
Save an average of 15% on thousands of hotels when you're signed in

Learn more about Chilmark

Experience relaxing Chilmark: its beaches, wineries, university life, and more!

Photo by Wen C.
Open Photo by Wen C.

Stay near popular Chilmark attractions

Find out more about Chilmark

Find out more about Chilmark

Top reasons to visit Chilmark

  • Stunning Beaches: Chilmark boasts beautiful beaches, including a unique nudist beach, perfect for sunbathing and relaxation.
  • Scenic Cliffs: Explore breathtaking cliffs that highlight the natural beauty of the region, ideal for photography and hiking.
  • Cultural Experiences: Enjoy local theatre and vineyard tours that showcase the area’s rich culture and wine heritage.
  • Charming Accommodations: Choose from a variety of lodging options, including budget-friendly hotels and cozy bed & breakfasts.
  • Outdoor Activities: Engage in hiking coastal trails, golfing, or simply unwinding amidst serene landscapes.

Find great hotels in Chilmark

Experience the charm of Chilmark, Massachusetts, with a variety of hotel accommodations tailored to suit every traveller's needs. From budget-friendly options to comfortable stays, you'll find 2 to 3.5-star hotels and delightful bed & breakfasts. Whether you're seeking a beach retreat, an adventure-filled getaway, or a pet-friendly escape, Chilmark has the perfect lodging for your vacation. Discover the ideal spot to unwind while exploring the beauty of this picturesque destination.

  • Mansion House Inn And Spa: This 3.5-star hotel is a perfect retreat for those seeking a blend of business and relaxation. Located 17.7km from Chilmark, Mansion House Inn And Spa offers a tranquil atmosphere complemented by a full-service spa. The hotel features a Business Centre, making it an ideal choice for corporate travellers. Guests can unwind with a selection of rejuvenating treatments including Deep Tissue Massage and Body Scrubs, alongside pool services that are designed for ultimate relaxation. The combination of business amenities and spa services makes it a distinguished choice for professionals looking to unwind after a busy day.
  • Edgar Hotel Martha's Vineyard, Ascend Hotel Collection: Situated 19.3km from Chilmark, this 3-star hotel is tailored for adventurous spirits. Edgar Hotel offers a variety of exciting recreation options, including nearby snorkelling, parasailing, and windsurfing. With bicycle rentals and opportunities for surfing, guests can engage in thrilling activities that showcase the natural beauty of Martha’s Vineyard. This hotel is perfect for those looking to explore the great outdoors and experience adrenaline-pumping adventures while enjoying comfortable lodging.
  • Vineyard Harbor Motel - Private Beach: Located 17.7km from Chilmark, this charming motel offers a serene beach experience. With direct access to a private beach, Vineyard Harbor Motel invites guests to immerse themselves in nature. The property features a Deck or Patio area, perfect for enjoying the coastal vibes and breathtaking views. This accommodation is ideal for individuals seeking a natural retreat focused on wellness and relaxation. The laid-back atmosphere and emphasis on outdoor enjoyment make it a standout choice for beach lovers.

Where to stay in Chilmark

Chilmark, Massachusetts, offers a serene escape for outdoor enthusiasts and beach lovers alike. With its stunning views and peaceful farmhouses, this charming town invites you to unwind amidst breathtaking scenery. Explore the nearby regions to experience a welcoming atmosphere filled with friendly locals and rich history. Whether you're hiking coastal trails or relaxing on the beach, Chilmark promises a rejuvenating vacation surrounded by nature's beauty.

  • Martha's Vineyard: Nestled as a picturesque island, Martha's Vineyard is located 9.7km from Chilmark and is an ideal destination for outdoor enthusiasts and beach lovers. The island experiences a moderate influx of tourists, particularly from June to August, when the beaches and local events are in full swing. Visitors can revel in breathtaking scenery, attend lively music concerts, or try their luck at resorts and casinos. Highlights include family-friendly beaches and serene lakes, making it a perfect getaway for relaxation and adventure alike.
  • Edgartown: Situated 19.3km from Chilmark, Edgartown is a charming city renowned for its stunning coastal vistas and vibrant outdoor activities. Like Martha's Vineyard, it sees a seasonal influx of visitors, peaking during the summer months. Edgartown is a golfer's paradise, boasting picturesque golf courses and private country clubs. The local beaches are perfect for family outings, while the serene lakes offer tranquil spots for picnics and leisure. Explore the historic architecture and indulge in the area's culinary delights for a truly memorable experience.
  • Oak Bluffs: Also located 19.3km from Chilmark, Oak Bluffs is a lively city that attracts seasonal visitors, particularly during the height of summer. Known for its stunning beaches and vibrant outdoor activities, Oak Bluffs is perfect for those looking to soak in the sun and enjoy the local marina. The shopping area offers unique finds and local crafts, while the nearby golf courses are ideal for a day on the greens. With beautiful family beaches and a welcoming community atmosphere, Oak Bluffs promises an enjoyable getaway.

Things to do in Chilmark

Chilmark, Massachusetts, is perfect for outdoor enthusiasts seeking scenic beach vacations. Visitors can enjoy activities like theatre and golf at local courses, while vineyard vacations offer a unique taste of the region's wine culture. With its beautiful landscapes and charming atmosphere, Chilmark is an ideal destination for those looking to relax and explore the natural beauty of the area.

Shopping

In Chilmark, you can enjoy shopping at Chilmark Chocolates for delightful treats and Alley’s General Store for unique finds, just 8.0km away. If you're up for a drive, Mashpee Commons offers a variety of shops and family-friendly entertainment, located 37.0km from Chilmark.

Recreation

Explore Fulling Mill Brook Preserve for serene walks amidst nature, perfect for relaxation and rejuvenation. For a bit of friendly competition, head to Farm Neck Golf Club, where you can enjoy a round of golf surrounded by picturesque landscapes, or try your hand at mini-golf at Island Cove Adventures for family fun.

Adventure

Explore Waskosim's Rock Reservation for a thrilling hike through scenic trails that offer breathtaking views and a true sense of adventure. For a leisurely ride, the Shining Sea Bikeway stretches nearby, perfect for cycling enthusiasts seeking outdoor fun amidst beautiful landscapes.

Nightlife

In Chilmark, The Yard offers a charming theatre experience with a cultural flair, perfect for families and couples alike. For a touch of nostalgia, the Flying Horses Carousel provides delightful outdoor fun. A bit further, Wonder Bowl promises thrilling arcade adventures for the whole family.

Booking tips and Expedia advantages for Chilmark

To save money on your trip to Chilmark, consider visiting between January and March when hotel prices are generally lower. Tuesdays are the cheapest days to stay, while Fridays tend to be the priciest. Enjoy free activities like Menemsha Beach and Lucy Vincent Beach to make the most of your visit without breaking the bank. Use Expedia's search tool to find affordable accommodations by filtering prices from lowest to highest, and consider bundling your hotel, flights, and activities for additional savings.

  • The most and least expensive months on average to stay in a hotel: The hotel pricing in Chilmark is moderately seasonal. The cheapest months to stay in Chilmark are January to March, where the prices are moderately lower. This is in comparison to June to August, where prices are moderately higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Chilmark is Tuesday. The most expensive day to stay in Chilmark is Friday.
  • Find cheap hotels on Expedia: Take advantage of Expedia's search tool to customize your options by setting your budget, selecting your desired location, and choosing the type of accommodation that suits you best. To find the most affordable rates and offers, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Chilmark hotel reservation with your flights and activities through an Expedia package.

Find the best attractions in Chilmark

Chilmark, Massachusetts, is a picturesque destination perfect for outdoor enthusiasts and beach lovers. Visitors can explore beautiful beaches, including a nudist beach, and stunning cliffs that showcase the area's natural beauty. Travelers seeking cultural experiences will find plenty of attractions in and around Chilmark, making it an ideal spot for a memorable vacation filled with sun, sand, and scenic views.

  • Menemsha Beach: Experience the quintessential beach vibes at Menemsha Beach, where soft sands and gentle waves create a perfect spot for relaxation and sunbathing. The picturesque sunsets here are renowned, making it a lovely spot for evening strolls.
  • Aquinnah Cliffs: Located 8.0km from Chilmark, the Aquinnah Cliffs offer breathtaking views and a sense of adventure. Hike along the trails and enjoy the stunning scenery, with the vibrant hues of the cliffs contrasting beautifully with the blue ocean.
  • Gay Head Lighthouse: Also 8.0km from Chilmark, this historic lighthouse is steeped in culture and history. Tour the lighthouse and learn about its significance while enjoying panoramic views of the surrounding landscape.

Best time to go to Chilmark

The best time to visit Chilmark can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Chilmark falls in August, when visitor numbers are moderately high and weather is mostly sunny with light rain. The coolest average temperature in Chilmark falls in January and February. February has average visitor numbers and mostly sunny weather.

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

For your trip to Chilmark, Massachusetts, you have several airport options. Providence, RI (PVD-T.F. Green) is 72.4km away, with nearby hotels like the Omni Providence Hotel and the Renaissance Providence Downtown Hotel, both about 11.3km from the airport. Nantucket, MA (ACK-Nantucket Memorial) is closer at 57.9km, featuring the White Elephant Hotel and The Wauwinet, both a short drive from the airport. The nearest option is Vineyard Haven, MA (MVY-Martha's Vineyard), located 12.9km away, with hotels such as Harbor View Hotel and Vineyard Square Hotel & Suites, both 8.0km from the airport. Each offers convenient access for your travels.

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 Vineyard Harbor Motel - Private Beach and Sea Crest Beach Resort. See all available top hotels, or vacation rentals in Chilmark.

What are some of the best vacation rentals in Chilmark?

Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger.: This highly rated vacation home rental in Chilmark is located on the waterfront and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a hot tub. 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 hotel for a family vacation in Chilmark?

Menemsha Inn & Cottages is a top 3-star hotel on Expedia for families, and features 2 restaurants and free parking. Attractions in the area like Island Cove Adventures are also fun for the whole family. Find more child-friendly accommodations in Chilmark.

What's the best pet-friendly hotel in Chilmark?

Menemsha Inn & Cottages is a top hotel for people traveling with their pets, and offers 2 restaurants and a 24-hour fitness center for its human guests. See more pet-friendly hotel accommodations in Chilmark.

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's the best accommodation to stay near the beach in Chilmark?

Menemsha Inn & Cottages is a top beach hotel offering 2 restaurants and free WiFi, located within a short 15-minute walk of Menemsha Beach. See more stays near the beach in Chilmark.

What are some hotels with pools in Chilmark?

Iris Hotel Cape Cod : Features a snack bar/deli, an indoor pool, and free self parking. Sea Crest Beach Resort and Falmouth Inn are two additional hotels with an onsite pool. View all hotels with pools in Chilmark.

What is the best spa hotel in Chilmark?

Menemsha Inn & Cottages is a highly recommended beach spa hotel featuring a 24-hour fitness center and outdoor tennis courts. See all spa hotels 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 87 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, Lucy Vincent Beach, and Edys Island. 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.