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

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Our top choices for Chilmark hotels

1. Sea Crest Beach Resort

Sea Crest Beach Resort
3.5 star property
North Falmouth
7.6 out of 10, Good, (550 reviews)
"Clean Room,staff was ok"
United States
Michael
$169 nightly
The price is $193
Nov 22 - Nov 23
Total with taxes and fees
Sea Crest Beach Resort

2. Summercamp

Summercamp
3.5 star property
Oak Bluffs
9.4 out of 10, Exceptional, (1,006 reviews)
"Awesome spot. Loved our stay!"
United States
Adam
Summercamp

3. Iris Hotel Cape Cod

Iris Hotel Cape Cod
3.0 star property
Falmouth
8.4 out of 10, Very good, (440 reviews)
"Nice stay."
United States
Erin
$119 nightly
The price is $136
Nov 17 - Nov 18
Total with taxes and fees
Iris Hotel Cape Cod

4. Falmouth Inn

Falmouth Inn
2.0 star property
Falmouth
8.0 out of 10, Very good, (1,004 reviews)
"I liked the convenience of the location. Staff very nice."
United States
Ricky
$124 nightly
The price is $140
Dec 9 - Dec 10
Total with taxes and fees
Falmouth Inn

5. Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach
2.5 star property
Vineyard Haven
9.0 out of 10, Wonderful, (840 reviews)
"We always have a wonderful time here,"
United States
Joseph
$190 nightly
The price is $212
Nov 24 - Nov 25
Total with taxes and fees
Vineyard Harbor Motel - Private Beach

6. AutoCamp Cape Cod

AutoCamp Cape Cod
4.0 star property
Falmouth
9.2 out of 10, Wonderful, (418 reviews)
"Great place to stay. Loved it."
United States
John
$139 nightly
The price is $159
Nov 23 - Nov 24
Total with taxes and fees
AutoCamp Cape Cod

7. Mansion House Inn And Spa

Mansion House Inn And Spa
3.5 star property
Vineyard Haven
9.4 out of 10, Exceptional, (1,001 reviews)
"Good location, clean. Breakfast minimal and quite expensive"
United States
David
$187 nightly
The price is $209
Nov 9 - Nov 10
Total with taxes and fees
Mansion House Inn And Spa

8. Lamberts Cove Inn

Lamberts Cove Inn
3.5 star property
Vineyard Haven
9.4 out of 10, Exceptional, (90 reviews)
"What a nice place, the staff and property were welcoming and such a nice slice of heaven!"
United States
Ashley
$332 nightly
The price is $371
Nov 25 - Nov 26
Total with taxes and fees
Lamberts Cove Inn

9. Admiralty Inn & Suites - a Red Collection Hotel

Admiralty Inn & Suites - a Red Collection Hotel
3.0 star property
East Falmouth
8.6 out of 10, Excellent, (578 reviews)
"Great cheap place to stay. Breakfast was good"
United States
Maryrose
$127 nightly
The price is $144
Nov 12 - Nov 13
Total with taxes and fees
Admiralty Inn & Suites - a Red Collection Hotel

10. Inn on the Square

Inn on the Square
3.5 star property
Falmouth
8.8 out of 10, Excellent, (1,002 reviews)
"Close to town, restaurants, shopping and cafes"
United States
patricia
$152 nightly
The price is $174
Nov 16 - Nov 17
Total with taxes and fees
Inn on the Square

11. Faraway Martha's Vineyard

Faraway Martha's Vineyard
4.0 star property
Edgartown
9.0 out of 10, Wonderful, (1,007 reviews)
"Beautiful hotel with the most perfect location!"
United States
Dylan
$222 nightly
The price is $248
Dec 9 - Dec 10
Total with taxes and fees
Faraway Martha's Vineyard

12. Falmouth Tides

Falmouth Tides
3.0 star property
Falmouth Heights
9.2 out of 10, Wonderful, (781 reviews)
"Awesome place, will be coming again!"
United States
Nikolay
$201 nightly
The price is $230
Dec 1 - Dec 2
Total with taxes and fees
Falmouth Tides

13. The Coonamessett

The Coonamessett
3.5 star property
Falmouth
8.8 out of 10, Excellent, (723 reviews)
"Very beautiful hotel, perfect for a long stay and enjoy the town"
United States
Sergio Rodrigo
$104 nightly
The price is $119
Nov 30 - Dec 1
Total with taxes and fees
The Coonamessett

14. New Bedford Harbor Hotel

New Bedford Harbor Hotel
3.0 star property
New Bedford
8.2 out of 10, Very good, (1,005 reviews)
"Beautiful room, friendly staff."
United States
Robson
$136 nightly
The price is $151
Nov 23 - Nov 24
Total with taxes and fees
New Bedford Harbor Hotel

15. Baymont by Wyndham North Dartmouth / Fall River

Baymont by Wyndham North Dartmouth / Fall River
2.5 star property
North Dartmouth
7.2 out of 10, Good, (1,003 reviews)
"Convenient location, friendly staff and clean and comfortable bed and rooms."
United States
Johanna
$81 nightly
The price is $91
Nov 24 - Nov 25
Total with taxes and fees
Baymont by Wyndham North Dartmouth / Fall River

16. InnSeason Resorts Surfside

InnSeason Resorts Surfside
3.0 star property
East Falmouth
9.4 out of 10, Exceptional, (454 reviews)
"Great location and very friendly staff!"
United States
krista
InnSeason Resorts Surfside

17. Pequot Hotel

Pequot Hotel
3.0 star property
Oak Bluffs
9.4 out of 10, Exceptional, (637 reviews)
"It was an amazing vacation."
United States
Deborah
Pequot Hotel

18. The Harborside Inn

The Harborside Inn
3.5 star property
Edgartown
9.0 out of 10, Wonderful, (442 reviews)
"I would stay there again. Great location and beautiful spot"
United States
Michele
The Harborside Inn

19. Harbor View Hotel

Harbor View Hotel
5.0 star property
Edgartown
8.8 out of 10, Excellent, (1,000 reviews)
"Top notch hotel!"
United States
Eryn
$294 nightly
The price is $328
Dec 9 - Dec 10
Total with taxes and fees
Harbor View Hotel

20. Hampton Inn by Hilton New Bedford/Fairhaven

Hampton Inn by Hilton New Bedford/Fairhaven
2.5 star property
Fairhaven
9.0 out of 10, Wonderful, (1,000 reviews)
"Great location very clean"
United States
Richard
$93 nightly
The price is $103
Dec 3 - Dec 4
Total with taxes and fees
Hampton Inn by Hilton New Bedford/Fairhaven
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Where to stay in and around Chilmark

Chilmark offers a serene escape with its peaceful, quaint neighborhoods perfect for outdoor adventures and scenic beach days. Explore the charming city center, enjoy friendly local vibes, and discover ideal hotels for your Chilmark trip to unwind and savor the beauty of this inviting destination.

Martha's Vineyard

Discover Martha's Vineyard, a welcoming destination perfectly suited for families and nature enthusiasts who will appreciate its stunning beaches and outdoor scenery. With attractions like Inkwell Beach, the Martha's Vineyard Museum, and Oak Bluffs Harbor, visitors can enjoy a blend of relaxation and exploration. Located about 6 miles by car from Chilmark, Martha's Vineyard offers a smart choice for your vacation, providing a picturesque setting for unforgettable memories.

Falmouth

Experience the charm of Falmouth, a perfect hub for families and nature lovers eager to explore the beautiful beaches and outdoor scenery. With attractions like Falmouth Heights Beach and the renowned Woods Hole Oceanographic Institution, visitors can enjoy a variety of activities amidst stunning landscapes. The city offers a vibrant atmosphere, especially from June to August, making it an ideal spot for a memorable getaway. Located about 16 miles from Chilmark, Falmouth is a smart choice for your stay, providing easy access to both relaxation and adventure.

Oak Bluffs

Families and adventure seekers will love Oak Bluffs, known for its beautiful beaches, vibrant marina, and charming shopping areas. With attractions like Inkwell Beach and the Martha's Vineyard Museum, Oak Bluffs offers a perfect blend of relaxation and exploration. Located about 12 miles by car from Chilmark, it's an ideal base for enjoying the scenic beauty of the area. Booking your stay in Oak Bluffs ensures a delightful vacation experience filled with fun and adventure.

Edgartown

Immerse yourself in Edgartown, where adventure seekers and families alike can easily access stunning beaches and outdoor activities. With its beautiful Inkwell Beach and the historic Edgartown Lighthouse nearby, this charming city offers a perfect blend of relaxation and exploration. Just about 12 miles by car from Chilmark, Edgartown provides a scenic getaway that appeals to those looking for both luxury and family-friendly experiences. Choosing Edgartown for your stay ensures a memorable vacation filled with unforgettable sights.

West Tisbury

Travelers visiting the area often choose West Tisbury, especially those seeking a blend of culture, nature, and family-friendly activities. This charming village is a short drive from Chilmark and offers access to beautiful spots like Inkwell Beach and the stunning Clay Cliffs of Aquinnah, perfect for outdoor adventures. With its moderately seasonal visitor numbers peaking in summer, West Tisbury is a delightful base for exploring the local history at the Martha's Vineyard Museum. It’s a smart choice for a memorable vacation.

Stay near popular attractions in and around Chilmark

Chilmark invites travelers with its glorious beaches and charming atmosphere. Explore the scenic woods of Chilmark, unwind in the town of Chilmark, or venture to nearby Martha's Vineyard and Mashpee Commons for a delightful mix of outdoor adventures and cultural experiences.

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

Hotels in Chilmark with star-rating

Find out more about Chilmark

Top reasons to visit Chilmark

  • Stunning Beaches: Chilmark features beautiful beaches, including a nudist beach, perfect for sunbathing and relaxation.
  • Outdoor Activities: Engage in kayaking, hiking scenic trails, and exploring recreational facilities for adventure enthusiasts.
  • Charming Neighborhoods: Discover friendly neighborhoods rich in history, offering a unique island vibe.
  • Cozy Accommodations: Enjoy a range of inviting bed and breakfasts and charming guesthouses for a comfortable stay.
  • Natural Beauty: Experience breathtaking coastal landscapes that provide a perfect backdrop for a memorable vacation.

Find great hotels near Chilmark

Discover the charm of Chilmark, Massachusetts, where a variety of cozy accommodations await you. From inviting bed and breakfasts to charming guesthouses, you'll find the perfect spot for your adventure, family getaway, or romantic escape. Explore the best hotels in Chilmark, including top-rated options and delightful guest houses, all designed to make your stay memorable and comfortable.

  • Mansion House Inn And Spa: This 3.5-star hotel boasts a stellar guest rating of 9.4 and is located 11 miles from Chilmark. Mansion House Inn And Spa is perfect for travelers seeking a rejuvenating vacation experience. Its spa-themed amenities include a full-service spa offering Hot Stone Massages, body and facial treatments, and a sauna, ensuring that guests can unwind in style. Additionally, the property features a refreshing pool service, making it an ideal retreat for both relaxation and business travel.
  • Summercamp: Rated at 9.2 by guests, this charming 3.5-star hotel is situated 12 miles from Chilmark and is designed for beach lovers. Summercamp offers direct access to the beach, allowing visitors to soak up the sun and enjoy the beautiful coastline. The hotel's inviting atmosphere is perfect for families and individuals looking to create lasting summer memories by the water. With its unique beach-themed ambiance, this property is a delightful choice for a seaside getaway.
  • Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel: This 3-star hotel, with a guest rating of 8.4, is located 12 miles from Chilmark and caters to adventure enthusiasts. Edgar Hotel Martha's Vineyard offers a range of exhilarating outdoor activities, including snorkeling, windsurfing, and kayaking, all available nearby. Guests can also rent bicycles to explore the stunning surroundings. This hotel is an excellent choice for those looking to embrace the thrill of outdoor recreation while enjoying comfortable accommodations.

Where to stay near Chilmark

Chilmark, Massachusetts, offers a unique blend of relaxation and scenic beauty, perfect for any traveler. Explore the charming coastal landscapes and enjoy the island vibe that makes this destination special. Nearby, discover friendly neighborhoods rich in history and recreation, ideal for individuals seeking an escape. Don't miss the stunning beaches and picturesque trails that define Chilmark’s allure, ensuring a memorable vacation filled with outdoor adventures and tranquil moments.

  • Martha's Vineyard: A picturesque island located 6 miles from Chilmark, Martha's Vineyard is a quintessential New England getaway. Known for its stunning beaches, outdoor activities, and breathtaking scenery, the island attracts a moderate influx of visitors, particularly from June to August. Travelers can enjoy a variety of experiences, including live music concerts, luxurious resorts, and beautiful golf courses. Key attractions include family-friendly beaches and scenic capes, making it a perfect destination for relaxation and exploration.
  • Falmouth: Situated 16 miles away from Chilmark, Falmouth is a charming city that offers a delightful blend of beach, outdoor, and scenic experiences. Like Martha’s Vineyard, Falmouth sees a seasonal influx of visitors, with peak crowds in the summer months. The city is known for its excellent golf courses and educational opportunities, as well as its inviting country clubs. Visitors can explore lovely beaches and family-friendly areas that provide a great backdrop for leisurely strolls and fun-filled days by the shore.
  • Oak Bluffs: Located 12 miles from Chilmark, Oak Bluffs is a vibrant city famous for its lively atmosphere and beautiful beaches. This destination also sees seasonal visitor patterns, peaking from June to August. Oak Bluffs offers a unique shopping area, educational venues, and golf facilities, making it an appealing spot for various interests. Notable landmarks include picturesque beaches, family-friendly shores, and a bustling marina, providing ample opportunities for water activities and relaxation under the sun.

Things to do near Chilmark

Chilmark, Massachusetts, is perfect for outdoor enthusiasts and beach lovers alike. Enjoy scenic views while engaging in activities like kayak tours and exploring the area's recreational facilities. Whether you're interested in education or playing a round of golf, Chilmark offers a variety of options to make your vacation memorable. Don't miss the chance to soak in the natural beauty and charm of this coastal destination.

Shopping

Chilmark offers quaint local shops where you can find unique gifts and handmade crafts. If you're up for a drive, head to the nearby town of Vineyard Haven, where you'll discover charming boutiques and artisan markets filled with local artwork and specialty items.

Recreation

Cape Cod Country Club offers a luxurious retreat 21 miles from Chilmark, featuring stunning golf courses and upscale amenities. Enjoy a relaxing day with wellness activities like yoga, spa treatments, and fine dining, all set against the backdrop of beautiful landscapes and serene surroundings.

Adventure

Chilmark offers exhilarating hiking trails at the scenic Menemsha Hills Reservation, where you can explore stunning views of the coastline. For a unique experience, visit the nearby Lucy Vincent Beach, ideal for swimming and sunbathing amidst picturesque surroundings. Don't miss the opportunity for kayaking in tranquil waters.

Nightlife

Experience a cozy night at the Chilmark Tavern, where you can enjoy hearty meals and local brews. For a more relaxed vibe, visit the Beach Plum Inn's bar, offering stunning views and a great selection of wines. Don't miss the vibrant atmosphere of the Chilmark Community Center events.

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

Booking tips and Expedia advantages for Chilmark

  • 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: Utilize Expedia's search tool to customize your preferences, such as your budget, desired location, and preferred hotel type. To find the best prices and deals, organize 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 deal.

Find the best attractions in and around Chilmark

Chilmark, Massachusetts, offers a perfect getaway for outdoor enthusiasts and beach lovers. Visitors can explore stunning beaches, including a nudist beach, and enjoy local cultural experiences. The area's attractions cater to those seeking relaxation and adventure, with options like the library for a quieter day. Whether you're soaking up the sun or hiking scenic trails, Chilmark provides a beautiful backdrop for a memorable vacation.

  • Menemsha Beach: Enjoy the quintessential beach vibes at Menemsha Beach, where you can relax on soft sandy shores, take in stunning sunsets, and indulge in fresh seafood from local vendors. This tranquil spot is perfect for swimming, sunbathing, and soaking up the laid-back atmosphere of Chilmark.
  • Lucy Vincent Beach: Experience the unique allure of Lucy Vincent Beach, a well-known nudist beach that offers a liberating and natural environment. Surrounded by picturesque cliffs and clear waters, this beach is an ideal place for those seeking a more open and welcoming sunbathing experience.
  • Gay Head Lighthouse: Visit the historic Gay Head Lighthouse, located just 5 miles from Chilmark. This iconic landmark offers a glimpse into the region's maritime history and provides breathtaking views of the Atlantic Ocean, making it a cultural gem worth exploring.

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 visit to Chilmark, Massachusetts, you have several airport options. BOSton Logan International Airport (BOS) is 72 miles away, with nearby hotels like Encore Boston Harbor and InterContinental Boston, both 3 and 2 miles from the airport, respectively. Providence T.F. Green Airport (PVD) is 44 miles away, with excellent hotel choices such as Omni Providence Hotel and Hotel Providence, both 7 miles from the airport. Alternatively, Nantucket Memorial Airport (ACK) is 36 miles away, and you can stay at the White Elephant Hotel or The Wauwinet, located 3 and 6 miles from the airport. Each airport offers accessible transportation options 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 much is the nightly rate at a Chilmark hotel?
Prices for hotels in Chilmark often vary, but you can find a great deal from $103 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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