Find hotels in Chilmark, MA from $125

  • Upfront pricing

    Our total price for your stay includes taxes and fees
  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Chilmark hotels

AutoCamp Cape Cod

AutoCamp Cape Cod
4.0 star property
Falmouth
9.4 out of 10, Exceptional, (323 reviews)
"This is a perfect place to stay with a family. The accommodations are fun and comfortable. The staff were also extremely nice and helpful, going above and beyond to make sure we had a great experience."
United States
Adam
$138 nightly
The price is $158
Jun 2 - Jun 3
Total with taxes and fees
AutoCamp Cape Cod

The Coonamessett

The Coonamessett
3.5 star property
Falmouth
8.8 out of 10, Excellent, (646 reviews)
"Staff when checking in was awesome, room was very clean, it’s a older property could use some updating but fine for the short stay I was there "
United States
Daniel
$158 nightly
The price is $181
May 12 - May 13
Total with taxes and fees
The Coonamessett

Falmouth Inn

Falmouth Inn
2.0 star property
Falmouth
8.0 out of 10, Very Good, (1,001 reviews)
"The room was clean and comfortable, and the staff was friendly and helpful. Parking was easy and convenient, which made the stay even better. Overall, it was a simple, comfortable place to stay in a good location for visiting Falmouth"
United States
Isabelle
$128 nightly
The price is $144
May 12 - May 13
Total with taxes and fees
Falmouth Inn

Green Harbor Waterfront Lodging

Green Harbor Waterfront Lodging
2.5 star property
East Falmouth
8.4 out of 10, Very Good, (486 reviews)
"The air conditioner was super effective. Always a pleasure to stay at this location"
United States
George
$114 nightly
The price is $130
May 12 - May 13
Total with taxes and fees
Green Harbor Waterfront Lodging

Iris Hotel Cape Cod

Iris Hotel Cape Cod
3.0 star property
Falmouth
8.6 out of 10, Excellent, (222 reviews)
"Very nice stay. Complimentary breakfast was nice. Staff was pleasant and helpful."
United States
JULIO
$132 nightly
The price is $151
May 12 - May 13
Total with taxes and fees
Iris Hotel Cape Cod

The Ashley Inn

The Ashley Inn
3.0 star property
Edgartown
8.8 out of 10, Excellent, (70 reviews)
"Lovely staff, beautiful location!"
United States
Betsy
$225 nightly
The price is $251
May 12 - May 13
Total with taxes and fees
The Ashley Inn

Frederick William House

Frederick William House
3.5 star property
Falmouth
9.6 out of 10, Exceptional, (307 reviews)
"Very cute inn! Would happily stay here again on our next visit to the Cape."
United States
Julie-Ann
$172 nightly
The price is $196
May 14 - May 15
Total with taxes and fees
Frederick William House

Mariner Motel

Mariner Motel
2.0 star property
Falmouth
8.6 out of 10, Excellent, (1,001 reviews)
"Very quaint, cute and comfy room. I give it an A+"
United States
Kym
$109 nightly
The price is $125
May 12 - May 13
Total with taxes and fees
Mariner Motel

Town & Beach Motel

Town & Beach Motel
2.0 star property
Falmouth
8.8 out of 10, Excellent, (530 reviews)
"A lovely older property situated in the perfect spot. Very well maintained. "
United States
Sonia
$115 nightly
The price is $132
May 12 - May 13
Total with taxes and fees
Town & Beach Motel

Inn on the Square

Inn on the Square
3.5 star property
Falmouth
8.8 out of 10, Excellent, (1,005 reviews)
"Easy walking to restaurants and the heated pool and fire pit were quite enjoyable!"
United States
Marianne
$142 nightly
The price is $162
May 25 - May 26
Total with taxes and fees
Inn on the Square

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, (406 reviews)
"Super convenient to everything in Falmouth "
United States
Jennifer
$125 nightly
The price is $142
May 17 - May 18
Total with taxes and fees
Admiralty Inn & Suites - a Red Collection Hotel

Delano Homestead Bed & Breakfast

Delano Homestead Bed & Breakfast
3.0 star property
Fairhaven
9.6 out of 10, Exceptional, (169 reviews)
"A hidden gem; neat house with a fascinating history! "
United States
Kevin
$165 nightly
The price is $184
May 12 - May 13
Total with taxes and fees
Delano Homestead Bed & Breakfast

Sea Crest Beach Resort

Sea Crest Beach Resort
3.5 star property
North Falmouth
8.0 out of 10, Very Good, (273 reviews)
"beautiful, well kept, great food"
United States
Debra
$209 nightly
The price is $239
May 20 - May 21
Total with taxes and fees
Sea Crest Beach Resort

The Franklin Hotel Martha's Vineyard

The Franklin Hotel Martha's Vineyard
2.0 star property
Edgartown
9.2 out of 10, Wonderful, (187 reviews)
"Very beautiful hotel. Feels like home. Very well designed! Very comfy.. my go to on vineyard"
United States
John
$197 nightly
The price is $220
May 12 - May 13
Total with taxes and fees
The Franklin Hotel Martha's Vineyard

The Christopher, The Edgartown Collection

The Christopher, The Edgartown Collection
3.0 star property
Edgartown
9.8 out of 10, Exceptional, (247 reviews)
"Staff was super friendly, breakfast was delicious!"
United States
Alexander
$217 nightly
The price is $242
May 12 - May 13
Total with taxes and fees
The Christopher, The Edgartown Collection

MV Surfside Hotel

MV Surfside Hotel
2.5 star property
Oak Bluffs
8.8 out of 10, Excellent, (835 reviews)
"Excellent for the location, view, great staff, reasonably priced! It was our return visit to that hotel. "
United States
Krystal
$172 nightly
The price is $192
May 12 - May 13
Total with taxes and fees
MV Surfside Hotel

Falmouth Heights Motor Lodge

Falmouth Heights Motor Lodge
2.0 star property
Falmouth Heights
9.0 out of 10, Wonderful, (260 reviews)
"Great little place for the price. "
United States
Robert
$159 nightly
The price is $182
May 12 - May 13
Total with taxes and fees
Falmouth Heights Motor Lodge

The Harborside Inn

The Harborside Inn
3.5 star property
Edgartown
9.2 out of 10, Wonderful, (384 reviews)
"Great hotel, beautiful scenic location"
United States
Nicole
$261 nightly
The price is $292
May 12 - May 13
Total with taxes and fees
The Harborside Inn

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, (1,004 reviews)
"Pet friendly, clean and comfortable rooms, and very friendly staff. Have stayed here a few times now and appreciate the value and excellent location. "
United States
Marcel
$128 nightly
The price is $143
May 17 - May 18
Total with taxes and fees
Hampton Inn by Hilton New Bedford/Fairhaven

Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach
2.5 star property
Vineyard Haven
9.0 out of 10, Wonderful, (631 reviews)
"8-minute walk to the ferry. Also, close to free shuttle bus and grocery store. Staff was very friendly. "
United States
Kathy
$188 nightly
The price is $210
May 21 - May 22
Total with taxes and fees
Vineyard Harbor Motel - Private Beach
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

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.

Chilmark Shellfish Department on Martha’s Vineyard

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 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 $125 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.

Explore a world of travel with Expedia