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Compare 2,313 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Sea Crest Beach Resort

3.5 star property
8.0 out of 10, Very Good, (144)
"Wonderful stay! "
Onelia

"Great stay ! "
Thomas
$239 nightly
The price is $273
Sep 1 - Sep 2
Total includes taxes and fees
Sea Crest Beach Resort

Admiralty Inn & Suites - a Red Collection Hotel

3.0 star property
8.8 out of 10, Excellent, (254)
"Great location "
Michael

"Wonderful property , I use to visit as a child and now full circle brought my family. Nice location - pool and stuff to do ! "
Miriam
$138 nightly
The price is $158
Sep 1 - Sep 2
Total includes taxes and fees
Admiralty Inn & Suites - a Red Collection Hotel

Hampton Inn by Hilton New Bedford/Fairhaven

2.5 star property
8.8 out of 10, Excellent, (1002)
"Great location, good breakfast "
KATARZYNA

"Would stay here again. Friendly staff and nit a bad location. "
Natasha
$140 nightly
The price is $156
Sep 1 - Sep 2
Total includes taxes and fees
Hampton Inn by Hilton New Bedford/Fairhaven

Iris Hotel Cape Cod

3.0 star property
8.0 out of 10, Very Good, (54)
"Very nice rooms. Clean and up to date. Id stay there again."
Renee

"Absolutely wonderful one night stay at the Iris. Staff were so kind, nice bar/restaurant open for both late dinner and early breakfast. Highly recommend the Iris!!! Incredible value!"
Mike
$219 nightly
The price is $251
Aug 4 - Aug 5
Total includes taxes and fees
Iris Hotel Cape Cod

Falmouth Tides

2.5 star property
9.2 out of 10, Wonderful, (615)
"Great view, nice rooms "
Frank

"Staff was amazing hidden gem "
Garth
$284 nightly
The price is $321
Sep 1 - Sep 2
Total includes taxes and fees
Falmouth Tides

Falmouth Inn

2.0 star property
8.0 out of 10, Very Good, (1002)
"We were pleased with the inn "
Mary Lou

"Everything was in walking distance and the rooms were very comfortable "
Jesse
$150 nightly
The price is $170
Sep 1 - Sep 2
Total includes taxes and fees
Falmouth Inn

AutoCamp Cape Cod

4.0 star property
9.2 out of 10, Wonderful, (269)
"Great time, we will be back "
Howard

"Very accommodating, clean and luxurious camping "
Robert
$202 nightly
The price is $231
Sep 1 - Sep 2
Total includes taxes and fees
AutoCamp Cape Cod

Mariner's Point Resort

2.5 star property
8.0 out of 10, Very Good, (285)
"Nice pool and friendly staff "
Carol

"Good location "
Denis
$198 nightly
The price is $227
Sep 1 - Sep 2
Total includes taxes and fees
Mariner's Point Resort

Faraway Martha's Vineyard

3.5 star property
9.0 out of 10, Wonderful, (999)
"Great location, clean, pet friendly, and wonderful staff"
Stephanny

"A beautiful property with wonderful staff! The only hotel that I would stay in on the island. "
Devlin
$662 nightly
The price is $739
Sep 1 - Sep 2
Total includes taxes and fees
Faraway Martha's Vineyard

Sands of Time Motor Inn & Harbor House

2.0 star property
9.2 out of 10, Wonderful, (231)
"Great stay."
Tami

"Quiet and beautiful "
Crystiany Maria
$345 nightly
The price is $395
Aug 29 - Aug 30
Total includes taxes and fees
Sands of Time Motor Inn & Harbor House

Town & Beach Motel

2.0 star property
8.8 out of 10, Excellent, (511)
"The location of the property is unbeatable if you are looking for somewhere close to the main strip."
Thomas

"The rooms are somewhat small but very clean. Bed is very comfortable. Staff could not be more accommodating! Would definitely stay here again."
Ron
$155 nightly
The price is $177
Sep 1 - Sep 2
Total includes taxes and fees
Town & Beach Motel

Summercamp

3.5 star property
9.2 out of 10, Wonderful, (1003)
"Would stay again "
Nicholas

"Very clean with really nice people! "
Elizabeth
$487 nightly
The price is $544
Aug 26 - Aug 27
Total includes taxes and fees
Summercamp

Vineyard Harbor Motel - Private Beach

2.5 star property
9.0 out of 10, Wonderful, (474)
"Very nice stay"
Scott

"Very nice stay. "
Pamela
$302 nightly
The price is $338
Aug 31 - Sep 1
Total includes taxes and fees
Vineyard Harbor Motel - Private Beach

Frederick William House

3.5 star property
9.6 out of 10, Exceptional, (278)
"Wonderful stay! Close to access Main Street and other things we wanted to do. "
Tyria

"Amazing place "
Ella Mae
$221 nightly
The price is $253
Aug 26 - Aug 27
Total includes taxes and fees
Frederick William House

The Heights Hotel

2.5 star property
8.0 out of 10, Very Good, (55)
"Can’t wait to go back!! "
Lauren

"Love this place. So convenient and everything in walking distance. A little loud in the morning but other than that it was wonderful. "
Jayne
$223 nightly
The price is $256
Sep 1 - Sep 2
Total includes taxes and fees
The Heights Hotel

Inn on the Square

3.5 star property
8.6 out of 10, Excellent, (1010)
"Excellent location. Friendly, knowledgeable staff."
Peter

"Close to downtown with great shops and restaurants. "
bruce
$241 nightly
The price is $276
Aug 25 - Aug 26
Total includes taxes and fees
Inn on the Square

Mariner Motel

2.0 star property
8.6 out of 10, Excellent, (1004)
"This is a perfect inexpensive place to stay in this area,"
Sidan

"Loved this place. Clean, convenient, 5 minute walk to food and Main Street, and 20 minute walk to beach (or 5 minute drive). "
Stephen
$139 nightly
The price is $159
Sep 1 - Sep 2
Total includes taxes and fees
Mariner Motel

The Coonamessett

3.5 star property
8.8 out of 10, Excellent, (562)
"Great place to stay. Staff are amazing and we had the best cheeseburgers! "
Yvonne

"Older inn with very nice upgrades without compromising the charm. Very nice stay"
Tom
$237 nightly
The price is $271
Sep 1 - Sep 2
Total includes taxes and fees
The Coonamessett

Green Harbor Waterfront Lodging

2.5 star property
8.4 out of 10, Very Good, (461)
"Excellent place to stay! Love the property and staff!"
Christine

"Nice safe, quiet, family friendly stay with salt water view and access plus pool and relaxing areas "
glen
$174 nightly
The price is $199
Sep 1 - Sep 2
Total includes taxes and fees
Green Harbor Waterfront Lodging

Beach Breeze Inn

3.0 star property
9.8 out of 10, Exceptional, (201)
"Fabulous inn! Would highly recommend!"
Lisa

"James did a nice checkin. A little disappointed that this Inn does not serve breakfast. Although the coffee is good."
Frederick
$268 nightly
The price is $315
Sep 1 - Sep 2
Total includes taxes and fees
Beach Breeze Inn
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Learn more about Chilmark

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

One of the best sunsets you'll find on the East Coast is here at Martha's Vineyard on Menemsha Bight. The shops in town are quaint, the seafood is out of this world and the memories will be everlasting. #EndlessSummer
Photo by Wen C.
Open Photo by Wen C.

Stay near popular Chilmark attractions

Top Chilmark Hotel Reviews

Find out more about Chilmark

Find out more about Chilmark

Top reasons to visit Chilmark

  • Stunning Beaches: Enjoy the serene and picturesque Chilmark Beach, perfect for relaxation and scenic views.
  • Outdoor Adventures: Explore scenic trails and lush woods, ideal for hiking and nature walks.
  • Local Wineries: Visit charming local wineries for tastings and a taste of the region's unique offerings.
  • Cultural Attractions: Discover the historic lighthouse and local history museum for a glimpse into Chilmark's rich heritage.
  • Shopping and Dining: Experience delightful dining and shopping options at nearby Mashpee Commons.

Find great hotels in Chilmark

Explore a variety of hotel accommodation options in Chilmark, Massachusetts, where you'll find everything from cozy bed and breakfasts to luxurious 5-star hotels. Whether you're seeking a relaxing getaway, a pet-friendly retreat, or a business-friendly environment, Chilmark has something to suit every traveler's needs. Enjoy delicious breakfasts and unwind in charming settings while experiencing the unique beauty of the area.

  • Sea Crest Beach Resort: A family-friendly retreat, Sea Crest Beach Resort embodies the quintessential beach vacation experience. Situated 20 miles from Chilmark, this 3.5-star hotel boasts direct access to the sandy shores, making it a perfect destination for sun-seekers. Families will appreciate the extensive amenities tailored for children, including a dedicated children's pool and arcade game room. For business travelers, the resort offers a well-equipped business center and versatile meeting spaces. Whether you're lounging on the beach or enjoying quality time with loved ones, this resort provides a delightful blend of relaxation and recreation.
  • Mansion House Inn And Spa: A sophisticated option just 11 miles from Chilmark, Mansion House Inn And Spa is ideal for those seeking a blend of business and leisure. This 3.5-star hotel features a full-service spa, including rejuvenating massages and facial treatments, ensuring a relaxing stay. The property also caters to business needs with a comprehensive business center and meeting facilities. Guests can unwind in the inviting pool area or indulge in the sauna. With its elegant atmosphere and commitment to wellness, this inn is perfect for travelers looking to combine productivity with pampering.
  • Summercamp: Embracing a nostalgic beach vibe, Summercamp is located 12 miles from Chilmark and is perfect for those yearning for a classic summer getaway. This 3.5-star hotel offers direct access to the beach, where guests can bask in the sun and enjoy ocean activities. The property features a charming and vibrant decor that reflects its coastal surroundings, making it a delightful place to unwind. Whether you’re building sandcastles or enjoying a seaside stroll, Summercamp promises a fun-filled atmosphere for beach lovers of all ages.

Discover the best areas to stay in Chilmark

Chilmark, Massachusetts, offers a serene escape for outdoor enthusiasts and beach lovers alike. Nestled in a peaceful, quaint atmosphere, visitors can explore scenic vistas and family-friendly neighborhoods. The charming city center features inviting hotels and local eateries, making it a perfect base for your adventures. Whether you're unwinding on the beach or wandering through picturesque landscapes, Chilmark promises a relaxing vacation experience filled with natural beauty and friendly faces.

  • Falmouth: Located 16 miles from Chilmark, Falmouth is a charming coastal town known for its beautiful beaches and outdoor activities. The town experiences a moderate seasonal influx of visitors, peaking from June to August. Travelers flock here for its stunning scenery and recreational opportunities like golfing and visiting local country clubs. With attractions such as the pristine beaches and scenic routes, Falmouth is perfect for those looking to relax by the water or engage in family-friendly outings.
  • Edgartown: Just 12 miles away from Chilmark, Edgartown is a picturesque town that boasts a rich maritime history and stunning landscapes. Similar to Falmouth, Edgartown sees a seasonal spike in visitors during the summer months. The town offers a perfect blend of outdoor adventures and scenic views, making it a popular destination for beach lovers. Visitors can enjoy golfing, explore nearby lakes, and relax on family-friendly beaches, all while soaking in the charming architecture and vibrant atmosphere of this coastal gem.
  • Oak Bluffs: Also situated 12 miles from Chilmark, Oak Bluffs is a lively beach town recognized for its vibrant culture and beautiful waterfront. This area experiences a seasonal flow of tourists, particularly during the summer months. Oak Bluffs offers a mix of outdoor activities, shopping areas, and scenic beach spots. Visitors can unwind at family beaches or explore the marina while enjoying the town's unique architecture and colorful cottages. It's an ideal location for those seeking a lively beach experience intertwined with local charm.

Things to do in Chilmark

Chilmark, Massachusetts, is the perfect destination for outdoor enthusiasts seeking beautiful scenery and beach relaxation. Visitors can enjoy the stunning Chilmark Beach, explore local wineries, and experience the vibrant theater scene. Additionally, there are charming shopping areas and recreational spots to discover, making it an ideal getaway for those looking to unwind and immerse themselves in nature.

Food and drinks

For a taste of local cuisine, visit Menemsha Galley for fresh seafood delights. Don't miss Coastal Vineyards and Cape Cod Winery for fantastic wines and romantic atmospheres, both offering unique experiences just a short drive from Chilmark.

Shopping

For a delightful shopping experience in Chilmark, visit Chilmark Chocolates for sweet treats and Alley’s General Store, located 5 miles away, for a variety of gifts and essentials. If you're up for a drive, head to nearby towns for more unique shops and local artisans.

Recreation

At Fulling Mill Brook Preserve, enjoy serene nature walks and relaxation amidst lush landscapes. For family fun, head to Island Cove Adventures for an exciting mini-golf experience. Golf enthusiasts can tee off at Farm Neck Golf Club, surrounded by beautiful outdoor scenery and a welcoming atmosphere.

Adventure

Explore the scenic trails at Waskosim's Rock Reservation, where you can immerse yourself in nature's beauty. Venture 7 miles to Cedar Tree Neck Sanctuary for more breathtaking views, or embark on a 17-mile trek to Long Pond Trail, each offering unique outdoor adventure vibes.

Nightlife

In Chilmark, enjoy a night at The Yard for captivating performances in a charming atmosphere. For family fun, take a short drive to the Flying Horses Carousel. Alternatively, the Martha's Vineyard Film Center offers a romantic vibe with indie films, perfect for a cozy evening out.

Booking tips and Expedia advantages for Chilmark

To save money on your trip to Chilmark, consider visiting free attractions like Menemsha Beach and Lucy Vincent Beach. The best time to book accommodations is from November to January when prices drop, and aim for Wednesday stays to save more. Use Expedia to find last-minute deals, sort hotels by price, and filter for eco-friendly options. Consider booking a package that combines flights and activities for extra savings. Joining Expedia's One Key membership can also unlock exclusive discounts and cash rewards for future stays.

  • 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 November to January, where the prices are moderately lower. This is in comparison to June to August, where prices are moderately higher.
  • The best time to book a hotel: The cheapest time to book a hotel in Chilmark is usually 1 month out from when you are planning to stay. If you're a little more spontaneous, you could also peruse Expedia's last minute deals which could secure you a cheaper stay. Look out for the green banner below the price to spot the deals.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Chilmark is Wednesday. The most expensive day to stay in Chilmark is Friday.
  • Find cheap hotels on Expedia: Expedia's search tool enables you to choose your budget, desired location, and additional preferences. You can easily sort the results to display hotels from the lowest to highest price, allowing you to find the most affordable options first. Additionally, you have the option to filter your search by hotel type; for instance, selecting the "Eco-certified" filter will showcase sustainable and environmentally-friendly hotels available for booking.
  • Consider bundling your trip: You can save money by booking an Expedia package that combines your Chilmark hotel with your flights and activities.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions in Chilmark

Chilmark, Massachusetts, is an ideal destination for outdoor enthusiasts and beach lovers alike, offering stunning scenery and glorious beaches. Visitors can explore the charming town, the picturesque woods, and nearby Martha's Vineyard. Don't miss the historic lighthouse and local history museum for a taste of culture. For a full experience, consider a trip to Mashpee Commons for shopping and dining options, making Chilmark a perfect getaway for those seeking adventure and relaxation.

  • Aquinnah Cliffs: A stunning natural wonder just 5 miles from Chilmark, the Aquinnah Cliffs offer breathtaking views of the ocean and vibrant sunsets. The unique clay formations and rich Native American history make it a perfect spot for outdoor adventures like hiking and photography.
  • Menemsha Beach: Nestled within Chilmark, Menemsha Beach is a picturesque spot known for its tranquil waters and charming fishing village atmosphere. It's perfect for beachgoers looking to relax, swim, or enjoy a stunning sunset while savoring fresh seafood from local vendors.
  • Lucy Vincent Beach: This serene nudist beach in Chilmark is known for its secluded atmosphere and natural beauty. With soft sands and clear waters, it's an ideal place for those seeking a liberating beach experience in a peaceful setting.

Best time to go to Chilmark

The best time to visit Chilmark is dependant 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 SunnyAverageAverage
March38.8°F (3.8°C)Light RainMostly SunnyAverageAverage
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 LowModerately Low
December41.5°F (5.3°C)Light RainMostly SunnyModerately LowModerately Low

The nearest major airports for your trip to Chilmark

Traveling to Chilmark, Massachusetts, is convenient with several nearby airports. Providence, RI (PVD-T.F. Green) is 45 miles away, with notable hotels like the Omni Providence Hotel and Renaissance Providence Downtown Hotel, both 7 miles from the airport. Nantucket, MA (ACK-Nantucket Memorial) is 36 miles away, offering luxurious stays at the White Elephant Hotel and The Wauwinet, both within 6 miles of the airport. The closest option is Vineyard Haven, MA (MVY-Martha's Vineyard), just 8 miles from Chilmark, featuring the Harbor View Hotel and Vineyard Square Hotel & Suites, both 5 miles from the airport. Each location provides accessible transportation services for easy travel.

Frequently asked questions

When is the best time to go to Chilmark?
The most popular time to visit Chilmark is during the summer months, particularly July. At this time, the weather is typically warm and inviting, with temperatures averaging around 75°F, making it superb for enjoying the beautiful beaches and outdoor activities that the area has to offer.

During the peak season, from June to August, Chilmark buzzes with activity as both locals and tourists flock to the scenic shores of Martha's Vineyard. This vibrant atmosphere provides a unique opportunity to partake in various summer festivals, art shows, and outdoor concerts, all while soaking up the sun and the stunning coastal views. The charming town also offers delightful dining experiences, with fresh seafood and farm-to-table options readily available at local restaurants.

For those who appreciate a quieter getaway, September can be a fantastic alternative. While the crowds begin to dwindle, the pleasant weather continues, allowing you to explore the picturesque landscapes and indulge in leisurely strolls along the beach. This month often brings a slight decrease in accommodation prices, making it an excellent choice for those seeking good value without compromising on quality.

Chilmark is particularly appealing for couples and families alike, offering a variety of activities such as hiking, biking, and water sports. Whether you're interested in a romantic sunset dinner or a family picnic by the shore, this idyllic destination caters to your desires for both relaxation and adventure.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Chilmark.
How can I save on a Chilmark hotel booking with Expedia?
One Key™ - Expedia's free travel rewards program - gives you instant access to perks and Member Prices on Chilmark hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings.

*OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Chilmark hotel?
Prices for hotels in Chilmark often vary, but you can find a great deal from $156 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.