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Our top choices for Chilmark hotels

Iris Hotel Cape Cod

Iris Hotel Cape Cod
3.0 star property
Falmouth
8.4 out of 10, Very Good, (157)
"great bedroom "
United States
Jessica
$121 nightly
The price is $138
Dec 28 - Dec 29
Total with taxes and fees
Iris Hotel Cape Cod

The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (340)
"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.
$128 nightly
The price is $146
Dec 30 - Dec 31
Total with taxes and fees
The Club at New Seabury

Falmouth Tides

Falmouth Tides
3.0 star property
Falmouth Heights
9.4 out of 10, Exceptional, (698)
"Great stay! Great place! Great view! Great people!"
United States
Brian
$140 nightly
The price is $157
Jan 21 - Jan 22, 2026
Total with taxes and fees
Falmouth Tides

AutoCamp Cape Cod

AutoCamp Cape Cod
4.0 star property
Falmouth
9.4 out of 10, Exceptional, (301)
"Overall we enjoyed our stay.. "
United States
Mardia
$211 nightly
The price is $242
Dec 29 - Dec 30
Total with taxes and fees
AutoCamp Cape Cod

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, (367)
"Short overnight stay. Big clean rooms and comfortable beds. "
United States
Lisa
$112 nightly
The price is $126
Jan 1 - Jan 2, 2026
Total with taxes and fees
Admiralty Inn & Suites - a Red Collection Hotel

Inn on the Square

Inn on the Square
3.5 star property
Falmouth
8.6 out of 10, Excellent, (1002)
"Great location Comfortable beds Reasonably price "
United States
Thomas
$132 nightly
The price is $151
Jan 15 - Jan 16, 2026
Total with taxes and fees
Inn on the Square

The Coonamessett

The Coonamessett
3.5 star property
Falmouth
8.8 out of 10, Excellent, (605)
"Very friendly staff. Clean quiet and comfortable room. Loved the breakfast options"
United States
Laura
$139 nightly
The price is $159
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Coonamessett

Falmouth Inn

Falmouth Inn
2.0 star property
Falmouth
8.0 out of 10, Very Good, (1000)
"Clean room, good shower and helpful staff."
United States
Mark
$114 nightly
The price is $128
Dec 29 - Dec 30
Total with taxes and fees
Falmouth Inn

Sea Crest Beach Resort

Sea Crest Beach Resort
3.5 star property
North Falmouth
8.0 out of 10, Very Good, (247)
"Clean room. Good spot for family weekend getaway "
United States
ALAIN BERNARD
$209 nightly
The price is $239
Dec 25 - Dec 26
Total with taxes and fees
Sea Crest Beach Resort

Harbor View Hotel

Harbor View Hotel
5.0 star property
Edgartown
8.8 out of 10, Excellent, (1000)
"The area was safe and the dining experience was great. "
United States
Albert
$219 nightly
The price is $244
Jan 18 - Jan 19, 2026
Total with taxes and fees
Harbor View Hotel

ShoreWay Acres Inn & Cape Cod Lodging

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
$134 nightly
The price is $153
Dec 28 - Dec 29
Total with taxes and fees
ShoreWay Acres Inn & Cape Cod Lodging

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, (1005)
"courteous staff, clean room, quiet"
United States
Gail
$116 nightly
The price is $130
Dec 30 - Dec 31
Total with taxes and fees
Hampton Inn by Hilton New Bedford/Fairhaven

Mansion House Inn And Spa

Mansion House Inn And Spa
3.5 star property
Vineyard Haven
9.4 out of 10, Exceptional, (1001)
"Clean, friendly staff, nice amenities, good location. Overall great stay!"
United States
Lisa
$189 nightly
The price is $209
Jan 4 - Jan 5, 2026
Total with taxes and fees
Mansion House Inn And Spa

Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach
2.5 star property
Vineyard Haven
9.0 out of 10, Wonderful, (611)
"Great view and super helpful staff, great place to stay on the island."
United States
Robert
$157 nightly
The price is $176
Dec 29 - Dec 30
Total with taxes and fees
Vineyard Harbor Motel - Private Beach

Morgan Hotel

Morgan Hotel
2.5 star property
Oak Bluffs
8.4 out of 10, Very Good, (202)
"Great design great location"
United States
Lita
$164 nightly
The price is $183
Dec 24 - Dec 25
Total with taxes and fees
Morgan Hotel

The Franklin Hotel Martha's Vineyard

The Franklin Hotel Martha's Vineyard
2.0 star property
Edgartown
9.2 out of 10, Wonderful, (167)
"Very nice hotel. Clean and tidy. Highly recommended "
United States
Krzysztof
$157 nightly
The price is $176
Dec 25 - Dec 26
Total with taxes and fees
The Franklin Hotel Martha's Vineyard

InnSeason Resorts Captain's Quarters

InnSeason Resorts Captain's Quarters
3.5 star property
Falmouth Heights
9.8 out of 10, Exceptional, (192)
"Great property! Would definitely stay again."
United States
Brad
$134 nightly
The price is $153
Jan 1 - Jan 2, 2026
Total with taxes and fees
InnSeason Resorts Captain's Quarters

Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel

Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel
3.0 star property
Edgartown
8.4 out of 10, Very Good, (595)
"Convenient location. Clean room and helpful staff! "
United States
Melissa
$156 nightly
The price is $175
Jan 22 - Jan 23, 2026
Total with taxes and fees
Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel

The Palmer House Inn

The Palmer House Inn
3.5 star property
Falmouth
9.6 out of 10, Exceptional, (175)
"Nice place to stay"
United States
Brian
$215 nightly
The price is $246
Dec 28 - Dec 29
Total with taxes and fees
The Palmer House Inn

Inn on the Sound

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
$259 nightly
The price is $296
Dec 24 - Dec 25
Total with taxes and fees
Inn on the Sound
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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

  • Scenic Beaches: Enjoy the stunning shores of Menemsha Beach and a unique nudist beach, perfect for sunbathing and beach activities.
  • Breathtaking Views: Explore dramatic cliffs that offer breathtaking vistas of the surrounding landscapes, ideal for photography and relaxation.
  • Outdoor Adventures: Engage in various outdoor activities, from hiking to water sports, catering to nature lovers and adventure seekers.
  • Charming Atmosphere: Stroll through picturesque neighborhoods and soak in the friendly local vibe, perfect for leisurely exploration.
  • Diverse Accommodations: Choose from cozy bed and breakfasts and guesthouses that provide warm hospitality and essential amenities for a memorable stay.

Find great hotels near Chilmark

Discover the charm of Chilmark, Massachusetts, where a variety of accommodations await to enhance your vacation experience. From cozy bed and breakfasts to inviting guesthouses, you'll find the perfect place to unwind after a day of adventure. Whether you're seeking a romantic getaway, a family retreat, or simply a peaceful escape, Chilmark's hotels offer warm hospitality and essential amenities to make your stay memorable.

  • Mansion House Inn And Spa: This 3.5-star hotel offers a sophisticated retreat for travelers seeking a blend of business and relaxation. Located 11 miles from Chilmark, Mansion House Inn And Spa features a full-service spa and indoor pool, making it the perfect place for unwinding after a busy day. The property caters to business guests with a dedicated business center and amenities that ensure productivity while away from home. Enjoy couples' treatments and a range of massage services, allowing you to rejuvenate in a serene environment that harmonizes work and leisure.
  • Summercamp: Embracing a vibrant beach theme, Summercamp is a 3.5-star hotel situated 12 miles from Chilmark, perfect for those looking to soak up the sun and enjoy coastal activities. This welcoming property is especially accommodating for LGBTQIA travelers, providing direct access to the beach where guests can relax and partake in various water sports. With its laid-back atmosphere and community-focused environment, Summercamp is an ideal choice for vacationers seeking a fun and inclusive beach getaway.
  • Edgar Hotel Martha's Vineyard, Ascend Hotel Collection: A 3-star gem located 12 miles from Chilmark, Edgar Hotel is perfect for adventure seekers. This hotel offers a range of exciting activities, including nearby boat tours, snorkeling, and surfing, catering to those eager to explore the great outdoors. With its focus on recreational experiences, guests can easily access thrilling adventures, making it a standout option for those looking to fill their vacation with excitement and exploration.

Where to stay near Chilmark

Chilmark, Massachusetts, offers a serene escape with its stunning beaches and picturesque landscapes. Visitors can enjoy relaxing days at Menemsha Beach or explore nearby Martha's Vineyard for charming shops and historical sites. The friendly atmosphere invites leisurely strolls through scenic neighborhoods, perfect for soaking in the local vibe. With upcoming holidays adding to the festive spirit, Chilmark promises a delightful blend of recreation and tranquility for an unforgettable vacation experience.

  • Martha's Vineyard: Located 6 miles from Chilmark, Martha's Vineyard is a picturesque island renowned for its stunning landscapes and vibrant outdoor activities. With a seasonal influx of travelers peaking from June to August, the island attracts beach lovers and nature enthusiasts alike. Visitors can enjoy the scenic beaches, take part in local music concerts, or indulge in a round of golf at one of the island's resorts. The area is dotted with charming lakes and family-friendly beaches, making it a perfect destination for relaxation and adventure.
  • Falmouth: Situated 16 miles away from Chilmark, Falmouth is a charming city known for its beautiful beaches and scenic views. Travel to Falmouth peaks during the summer months, drawing visitors who seek outdoor activities and a laid-back beach atmosphere. Popular attractions include golf courses and private country clubs, offering a mix of recreation and relaxation. The city's proximity to the Cape adds an extra layer of allure, providing stunning coastal views and opportunities for exploration.
  • Edgartown: Located 12 miles from Chilmark, Edgartown is a historic city that blends scenic beauty with rich heritage. Its seasonal visitor trends mirror those of its neighbors, with peak travel between June and August. Edgartown is celebrated for its pristine beaches and lush landscapes, making it a favorite for outdoor and beach activities. Golf enthusiasts can enjoy well-maintained courses, while family-friendly beaches provide a perfect spot for relaxation. The city's picturesque lakes further enhance its appeal, offering serene settings for leisurely afternoons.

Things to do in and around Chilmark

Chilmark, Massachusetts, is perfect for outdoor enthusiasts and beach lovers, offering stunning scenery and various activities. Visitors can enjoy local theater performances, play a round of golf at scenic courses, and unwind at spa shows. The charming atmosphere and natural beauty make Chilmark a delightful destination for relaxation and recreation.

Shopping

In Chilmark, you can enjoy shopping at Chilmark Chocolates for sweet treats and Alley’s General Store for unique finds, both within 5 miles. If you're up for a drive, check out Mashpee Commons, 23 miles away, offering diverse shops and a lively atmosphere.

Recreation

Explore Fulling Mill Brook Preserve for a serene nature walk, perfect for relaxation and mindfulness. Enjoy a round of golf at Farm Neck Golf Club, which offers beautiful landscapes and outdoor sports. For family fun, head to Island Cove Adventures for an exciting mini-golf experience.

Adventure

Explore Waskosim's Rock Reservation for a scenic hiking adventure amidst nature's beauty in Chilmark. For a thrilling outdoor experience, ride along the Shining Sea Bikeway, located 17 miles away. For family fun, visit Water Wizz, a vibrant waterpark offering entertainment and adventure, situated 29 miles from Chilmark.

Nightlife

In Chilmark, The Yard offers a charming theater experience with a blend of culture and romance. For outdoor fun, visit the Flying Horses Carousel, located 13 miles away. If you're seeking adventure, head 24 miles to Wonder Bowl, an exciting arcade and adventure zone.

*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 trip to Chilmark, consider visiting from January to March when hotel prices are lower. Booking your stay on a Tuesday can also help you find better rates compared to Fridays. Use Expedia to find affordable hotels by setting your budget and filtering for eco-friendly options. Take advantage of package deals that combine your hotel, flights, and activities for additional savings. Joining Expedia's One Key membership offers exclusive discounts and allows you to earn OneKeyCash for future bookings, maximizing your travel budget.

  • 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 offers a handy search feature that lets you set your budget, choose your desired location, and more. You can organize your results to display the lowest prices first, making it easy to find the most affordable hotels. Additionally, you have the option to refine your search by hotel type. For instance, if you check the Eco-certified filter, you'll find a selection of sustainable and eco-friendly hotels ready for booking.
  • Consider bundling your trip: You can save money by combining your hotel stay in Chilmark with your flights and activities through an Expedia package deal.
  • 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 and around Chilmark

Chilmark is perfect for outdoor enthusiasts and beach lovers alike, offering stunning scenery and a relaxed atmosphere. Visitors can explore beautiful beaches, including a nudist beach, and dramatic cliffs that provide breathtaking views. The area caters to those seeking beach activities, outdoor adventures, and cultural experiences, making it an ideal destination for a memorable vacation.

  • Menemsha Beach: Experience the quintessential beach vibes at Menemsha Beach, nestled in the heart of Chilmark. With its sandy shores and serene atmosphere, it's perfect for sunbathing, picnicking, and enjoying breathtaking sunsets over the water.
  • Aquinnah Cliffs: A short drive from Chilmark, Aquinnah Cliffs offer breathtaking outdoor scenery and adventure. Stand in awe of the dramatic cliffs and vibrant colors while exploring trails that lead to stunning views of the Atlantic Ocean.
  • Gay Head Lighthouse: This historic lighthouse, located near Aquinnah Cliffs, is steeped in culture and offers a glimpse into maritime history. Climb to the top for panoramic views and learn about its significance in guiding sailors along the coast.

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

Traveling to Chilmark, Massachusetts, is convenient with several major airports nearby. Providence, RI (PVD-T.F. Green) is 44 miles away, with excellent hotels like the Omni Providence Hotel and Graduate by Hilton Providence, both 7 miles from the airport. Nantucket, MA (ACK-Nantucket Memorial) is 36 miles distant, featuring the luxurious White Elephant Hotel and The Wauwinet, both just a short drive from the airport. The closest option is Vineyard Haven, MA (MVY-Martha's Vineyard), located only 8 miles from Chilmark, offering accommodations such as Vineyard Square Hotel & Suites and Harbor View Hotel, both 5 miles from the airport. Each airport provides easy access to their respective hotels.

Frequently asked questions

What is the best area to stay in Chilmark?
The best area to stay in Chilmark is near Menemsha, particularly for those seeking a classic New England coastal experience.

Menemsha is a small, picturesque fishing village known for its working harbor, fresh seafood, and stunning sunsets. The main activity centers around the docks where you can watch fishing boats come and go, buy fresh catches directly from the fishermen, and enjoy casual meals from local shacks. It's a relaxed area, offering a quiet escape.

Families find Menemsha particularly appealing due to its low-key atmosphere and natural beauty. Children can enjoy watching the boats, exploring the small beach, and experiencing a traditional fishing village.
When is the best time to go to Chilmark?
The best time to visit Chilmark is during the summer months, from late June to early September, when the weather is warm and all local establishments are open.

During this period, you can expect average daily temperatures ranging from the mid-70s to low 80s Fahrenheit, ideal for enjoying the beaches and outdoor activities. This is when the island truly comes alive, with restaurants, shops, and attractions operating at full capacity.

Couples looking for a relaxing getaway will appreciate the pleasant weather and the opportunity to explore Chilmark's scenic beauty, including Lobsterville Beach and the picturesque fishing village of Menemsha, without the chill of the off-season.

Families will find the summer months great for enjoying the calm waters of the private beaches, exploring the island's many trails, and participating in family-friendly events.
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?
With Expedia, you earn OneKeyCash™* on eligible Chilmark hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. 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 $126 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.

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