Photo by Shobha George

Find hotels in Chilmark, MA from AED 309

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Compare 2,190 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Sea Crest Beach Resort

3.5 star property
North Falmouth
8.0 out of 10, Very Good, (241)
"The room was very clean and the staff was friendly. It is our go to anniversary spot. "
United States
Marci
The price is AED 394
AED 661 total
includes taxes & fees
18 Dec - 19 Dec
Sea Crest Beach Resort

Admiralty Inn & Suites - a Red Collection Hotel

3.0 star property
East Falmouth
8.8 out of 10, Excellent, (360)
"Rooms and property very clean. Very good breakfast "
United States
Roderick
The price is AED 367
AED 464 total
includes taxes & fees
1 Jan - 2 January 2026
Admiralty Inn & Suites - a Red Collection Hotel

Hampton Inn by Hilton New Bedford/Fairhaven

2.5 star property
Fairhaven
8.8 out of 10, Excellent, (1015)
"Courteous staff clean room great stay "
United States
ANDREW
The price is AED 350
AED 391 total
includes taxes & fees
10 Dec - 11 Dec
Hampton Inn by Hilton New Bedford/Fairhaven

Iris Hotel Cape Cod

3.0 star property
Falmouth
8.6 out of 10, Excellent, (154)
"great bedroom "
United States
Jessica
The price is AED 270
AED 309 total
includes taxes & fees
11 Dec - 12 Dec
Iris Hotel Cape Cod

Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel

3.0 star property
Edgartown
8.4 out of 10, Very Good, (593)
"Super comfortable bed and great linens and towels. Quiet and next door to grocery store. "
United States
mary
The price is AED 624
AED 704 total
includes taxes & fees
23 Dec - 24 Dec
Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel

Vineyard Harbor Motel - Private Beach

2.5 star property
Vineyard Haven
9.0 out of 10, Wonderful, (608)
"Love the stay, w I’ll definitely stay again!"
United States
Jerrick
The price is AED 483
AED 540 total
includes taxes & fees
10 Dec - 11 Dec
Vineyard Harbor Motel - Private Beach

The Coonamessett

3.5 star property
Falmouth
8.8 out of 10, Excellent, (596)
"Clean room, comfy bed, excellent breakfast choices, convenient free parking-highly recommend!"
United States
CARMEN
The price is AED 316
AED 362 total
includes taxes & fees
22 Dec - 23 Dec
The Coonamessett

Mansion House Inn And Spa

3.5 star property
Vineyard Haven
9.4 out of 10, Exceptional, (1000)
"Clean, friendly staff, nice amenities, good location. Overall great stay!"
United States
Lisa
The price is AED 638
AED 767 total
includes taxes & fees
4 Dec - 5 Dec
Mansion House Inn And Spa

Frederick William House

3.5 star property
Falmouth
9.6 out of 10, Exceptional, (292)
"Beat B&B i have ever stayed at! "
United States
Philip
The price is AED 479
AED 548 total
includes taxes & fees
7 Dec - 8 Dec
Frederick William House

Inn on the Square

3.5 star property
Falmouth
8.6 out of 10, Excellent, (1017)
"Great location Comfortable beds Reasonably price "
United States
Thomas
The price is AED 397
AED 540 total
includes taxes & fees
4 Dec - 5 Dec
Inn on the Square

AutoCamp Cape Cod

4.0 star property
Falmouth
9.4 out of 10, Exceptional, (300)
"Overall we enjoyed our stay.. "
United States
Mardia
The price is AED 617
AED 853 total
includes taxes & fees
30 Dec - 31 Dec
AutoCamp Cape Cod

Harbor View Hotel

5.0 star property
Edgartown
8.8 out of 10, Excellent, (1002)
"The area was safe and the dining experience was great. "
United States
Albert
Harbor View Hotel

The Club at New Seabury

3.5 star property
New Seabury
9.0 out of 10, Wonderful, (338)
"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 price is AED 540
AED 618 total
includes taxes & fees
4 Dec - 5 Dec
The Club at New Seabury

Faraway Martha's Vineyard

3.5 star property
Edgartown
9.0 out of 10, Wonderful, (1011)
"amazing stay"
United States
Cristi
Faraway Martha's Vineyard

Falmouth Inn

2.0 star property
Falmouth
8.0 out of 10, Very Good, (1003)
"Clean room, good shower and helpful staff."
United States
Mark
The price is AED 368
AED 495 total
includes taxes & fees
28 Dec - 29 Dec
Falmouth Inn

Falmouth Tides

3.0 star property
Falmouth Heights
9.4 out of 10, Exceptional, (697)
"great location"
United States
roger
Falmouth Tides

The Heights Hotel

2.5 star property
Falmouth Heights
7.8 out of 10, Good, (64)
"I was there for a marathon with my family. The staff was friendly the hotel offered a restaurant, beach across the street and a nice roomie suite. Only downfall was to get up to the second floor, you had to use the stairs that were through the restaurant which made it difficult when unloading the vehicle, as you had to squeeze through a crowd of people. "
United States
Amanda
The Heights Hotel

Morgan Hotel

2.5 star property
Oak Bluffs
8.6 out of 10, Excellent, (197)
"Great design great location"
United States
Lita
Morgan Hotel

Inn on the Sound

3.5 star property
Falmouth Heights
9.8 out of 10, Exceptional, (212)
"Quiet, charming, nice breakfast, right across from beach"
United States
Bruce
The price is AED 878
AED 1,005 total
includes taxes & fees
4 Dec - 5 Dec
Inn on the Sound

ShoreWay Acres Inn & Cape Cod Lodging

2.5 star property
Falmouth
8.4 out of 10, Very Good, (449)
"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 AED 492
AED 563 total
includes taxes & fees
4 Dec - 5 Dec
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

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.

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

More cheap stays in Chilmark

Hotels in Chilmark with star-rating

Find out more about Chilmark

Top reasons to visit Chilmark

  • Stunning Beaches: Enjoy beautiful beaches like Menemsha Beach, famous for its breathtaking sunsets.
  • Scenic Cliffs: Explore Aquinnah's iconic cliffs that offer incredible views and photo opportunities.
  • Outdoor Activities: Engage in various outdoor activities, from hiking to mini golf, catering to all ages.
  • Cultural Experience: Immerse yourself in local culture by visiting theaters and participating in community events.
  • Charming Accommodations: Stay in cozy bed and breakfasts or guesthouses that provide a warm, inviting atmosphere.

Find great hotels near Chilmark

Chilmark, Massachusetts, offers a delightful selection of accommodations, ranging from cozy bed and breakfasts to charming guesthouses. Ideal for adventure seekers, families, and couples looking for a romantic getaway, the area features hotels that cater to diverse vacation experiences. Explore the picturesque surroundings while enjoying the comfort of your chosen lodging, whether it's the renowned Chilmark Inn or other inviting options available in this serene part of the U.S.

  • Mansion House Inn And Spa: Nestled 17.7km from Chilmark, Mansion House Inn And Spa is a luxurious 3.5-star retreat ideal for travelers seeking a rejuvenating spa experience. This property boasts a full-service spa offering a range of treatments, including SportsMassage, BodyWraps, and BodyTreatments, perfect for relaxation after a day of exploration. Guests can also enjoy the inviting pool area, making it a great choice for those looking to unwind. Its business-friendly amenities cater to professional travelers, ensuring a productive yet restful stay.
  • Summercamp: Located 19.3km from Chilmark, Summercamp is a vibrant 3.5-star hotel that celebrates the spirit of summer and community. This beachfront property is particularly welcoming to LGBTQIA travelers, making it an inclusive destination for all. With direct access to the beach, guests can easily enjoy sun-soaked days and evening strolls along the shore. The lively atmosphere, complemented by its playful decor, offers a unique vacation experience that captures the essence of a classic summer getaway.
  • Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel: Situated 19.3km from Chilmark, Edgar Hotel Martha's Vineyard is a charming 3-star accommodation that invites adventure seekers to explore the great outdoors. With exciting recreational activities available nearby, including kayaking, parasailing, and sailing, guests can immerse themselves in thrilling experiences. The hotel's friendly atmosphere and convenient access to adventure sports make it a perfect base for those looking to indulge in an active vacation while enjoying the picturesque surroundings of Martha's Vineyard.

Where to stay near Chilmark

Chilmark, Massachusetts, offers a perfect blend of relaxation and scenic beauty for travelers. Enjoy the stunning beaches, like Menemsha Beach, known for its picturesque sunsets. Explore nearby Aquinnah for its iconic cliffs and friendly atmosphere. With a rich history and recreational options, you’ll find plenty to do within walking distance. Plan your visit around upcoming holidays to fully immerse yourself in the local culture and enjoy the best of this charming coastal town.

  • Martha's Vineyard: Nestled just 9.7km from Chilmark, Martha's Vineyard is a picturesque island renowned for its stunning scenery and inviting beaches. This seasonal destination sees a peak in visitors from June to August, drawn by its outdoor activities and tranquil atmosphere. Popular attractions include music concerts, golf resorts, and family-friendly beaches, making it an ideal spot for relaxation and exploration. Don’t miss the charming local landmarks that enhance the island's allure, such as its scenic coastlines and historic lighthouses that offer breathtaking views.
  • Oak Bluffs: Located approximately 19.3km from Chilmark, Oak Bluffs is famous for its vibrant beach scene and lively atmosphere. This city attracts seasonal visitors, especially during the summer months, when guests flock to enjoy its beautiful outdoors and scenic views. Notable activities include shopping in quaint boutiques, golfing at nearby courses, and relaxing at the marina or family beaches. The picturesque gingerbread cottages and the iconic Flying Horses Carousel add a unique charm to Oak Bluffs, making it a delightful stop on your vacation.
  • Falmouth: Situated about 19.7km from Chilmark, Falmouth is a captivating coastal city that offers a blend of beautiful beaches and scenic landscapes. As a moderately seasonal destination, Falmouth experiences peak travel from June to August, attracting those eager to engage in outdoor adventures. Visitors can enjoy educational experiences, golf at exclusive country clubs, and explore the local beaches and capes. With its rich maritime history and stunning waterfront views, Falmouth is a wonderful place to unwind and soak in the coastal charm of Massachusetts.

Things to do in and around Chilmark

Chilmark, Massachusetts, is perfect for a beach and outdoor vacation, offering stunning scenery and a range of activities. Visitors can enjoy the local recreational areas, catch a show at the theater, or have fun at mini golf. For a relaxing experience, consider indulging in a spa session. With its picturesque landscapes and engaging attractions, Chilmark promises a memorable getaway.

Shopping

In Chilmark, you can enjoy shopping at Chilmark Chocolates for delightful treats. If you're up for a drive, visit Mashpee Commons, 37.0km away, for a vibrant shopping experience with entertainment and dining options. Wings & Things, also 35.4km away, offers unique gifts and souvenirs.

Recreation

At Fulling Mill Brook Preserve, immerse yourself in nature with serene walking trails that promote relaxation and mindfulness. For golf enthusiasts, Farm Neck Golf Club offers a challenging course amidst beautiful landscapes. Island Cove Adventures provides a fun-filled mini-golf experience, perfect for families seeking adventure and sport.

Adventure

Explore Waskosim's Rock Reservation for an invigorating hike through beautiful landscapes and nature trails, perfect for adventure seekers. For a fun day out, head to Water Wizz, a thrilling waterpark filled with exciting rides that promise family-friendly entertainment. Don't miss the scenic Shining Sea Bikeway for a picturesque biking experience.

Nightlife

Experience the vibrant nightlife in Chilmark by visiting The Yard, a charming theater offering cultural performances. For family fun, take a short drive to the Flying Horses Carousel for outdoor enjoyment, or head to Wonder Bowl, an arcade adventure zone filled with excitement for all ages.

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

Booking tips and Expedia advantages for Chilmark

To save money on your visit to Chilmark, plan your trip between January and March when hotel prices are lower, and consider booking your stay on a Tuesday for the best rates. Utilize Expedia's search tool to find budget-friendly accommodations by sorting prices and exploring eco-certified options. Combine your hotel, flights, and activities for additional savings with Expedia packages. For free activities, explore the scenic landscapes and beaches Chilmark has to offer. Public transport options may also help you cut costs while navigating the area.

  • 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: Expedia’s search tool enables you to set your budget, choose your desired location, and more. You can arrange your search results to display prices from lowest to highest, allowing you to find the most affordable hotels right away. Additionally, you can refine your choices by hotel type—if you select the Eco-certified filter, you’ll discover sustainable and environmentally friendly hotels that you can book.
  • Consider bundling your trip: You can save money by combining your hotel reservations in Chilmark with your flights and activities by booking an Expedia package.

Find the best attractions in and around Chilmark

Chilmark, Massachusetts, is an ideal destination for beach lovers and outdoor enthusiasts. Visitors can explore stunning beaches, including a nudist beach, and breathtaking cliffs that offer scenic views. The area provides a rich cultural experience alongside its natural beauty, making it perfect for travelers seeking relaxation and adventure. Whether you’re eager to soak up the sun or enjoy outdoor activities, Chilmark has something for everyone.

  • Menemsha Beach: Enjoy the serene beach vibes at Menemsha Beach, where you can relax on the sandy shores, soak up the sun, and take in stunning sunsets over the water. It's a perfect spot for swimming, picnicking, and enjoying the laid-back coastal atmosphere.
  • Gay Head Lighthouse: Located 8.0km from Chilmark, the historic Gay Head Lighthouse offers a glimpse into maritime history and breathtaking views of the Atlantic Ocean. Climb to the top for panoramic scenery and learn about the lighthouse's role in guiding ships safely along the coast.
  • Aquinnah Cliffs: Just 8.0km away, the Aquinnah Cliffs provide an adventurous outdoor experience with dramatic landscapes. Hike along the trails, marvel at the colorful clay cliffs, and take in the stunning views of the ocean and surrounding nature.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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 vacation in Chilmark, Massachusetts, you have several airport options. Providence, RI (PVD-T.F. Green) is 70.8km away, with nearby hotels like the 4-star Omni Providence Hotel and Graduate by Hilton, both 11.3km from the airport. Nantucket, MA (ACK-Nantucket Memorial) is 57.9km away, offering luxurious stays at the 4.5-star White Elephant Hotel and The Wauwinet, both within 9.7km. Lastly, Vineyard Haven, MA (MVY-Martha's Vineyard) is just 12.9km away, with comfortable accommodations such as the Harbor View Hotel and Vineyard Square Hotel & Suites, both 8.0km from the airport. Each hotel provides accessible transport options to their respective airports.

Frequently asked questions

Where is the best place for a stay in Chilmark?
Located 22 mi (35.4 km) from the heart of Chilmark, Hampton Inn by Hilton New Bedford/Fairhaven is a top choice for your stay based on our traveler data. Other good options for your trip to the area are Falmouth Inn and Inn on the Square. See all available top hotels, or vacation rentals in Chilmark.
What are some of the best vacation rentals in Chilmark?
Newly Renovated Near Amazing Sunset Beach: This vacation home rental outside of Chilmark offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games. 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?
Hampton Inn by Hilton New Bedford/Fairhaven: Offers daily, a seasonal outdoor pool, and complimentary wired internet access. Falmouth Inn 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 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.

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