Find hotels in Chilmark, MA from CA $171

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • 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, (322 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
The price is CA $193
CA $276 total
includes taxes & fees
May 27 - May 28
AutoCamp Cape Cod

The Coonamessett

The Coonamessett
3.5 star property
Falmouth
8.8 out of 10, Excellent, (645 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
The price is CA $238
CA $272 total
includes taxes & fees
May 26 - May 27
The Coonamessett

Iris Hotel Cape Cod

Iris Hotel Cape Cod
3.0 star property
Falmouth
8.6 out of 10, Excellent, (221 reviews)
"Very nice stay. Complimentary breakfast was nice. Staff was pleasant and helpful."
United States
JULIO
The price is CA $181
CA $207 total
includes taxes & fees
May 14 - May 15
Iris Hotel Cape Cod

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
The price is CA $148
CA $197 total
includes taxes & fees
May 13 - May 14
Falmouth 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
The price is CA $235
CA $269 total
includes taxes & fees
May 14 - May 15
Frederick William House

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
The price is CA $140
CA $192 total
includes taxes & fees
May 25 - May 26
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
The price is CA $170
CA $211 total
includes taxes & fees
Jun 7 - Jun 8
Admiralty Inn & Suites - a Red Collection Hotel

Sea Crest Beach Resort

Sea Crest Beach Resort
3.5 star property
North Falmouth
8.0 out of 10, Very good, (272 reviews)
"beautiful, well kept, great food"
United States
Debra
The price is CA $231
CA $343 total
includes taxes & fees
May 21 - May 22
Sea Crest Beach Resort

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, (1,003 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
The price is CA $181
CA $202 total
includes taxes & fees
May 17 - May 18
Hampton Inn by Hilton New Bedford/Fairhaven

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
The price is CA $149
CA $171 total
includes taxes & fees
May 11 - May 12
Mariner Motel

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
The price is CA $156
CA $178 total
includes taxes & fees
May 12 - May 13
Green Harbor Waterfront Lodging

The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (355 reviews)
"Our stay was great and Amy at the front desk is a god send she was absolutely the best."
United States
Jasmine
The price is CA $317
CA $363 total
includes taxes & fees
May 11 - May 12
The Club at New Seabury

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
The price is CA $442
CA $493 total
includes taxes & fees
May 25 - May 26
Vineyard Harbor Motel - Private Beach

Town & Beach Motel

Town & Beach Motel
2.0 star property
Falmouth
8.8 out of 10, Excellent, (529 reviews)
"A lovely older property situated in the perfect spot. Very well maintained. "
United States
Sonia
The price is CA $157
CA $180 total
includes taxes & fees
May 11 - May 12
Town & Beach Motel

Falmouth Tides

Falmouth Tides
3.0 star property
Falmouth Heights
9.4 out of 10, Exceptional, (717 reviews)
"Beautiful view! Very private!"
United States
Rebecca
The price is CA $273
CA $358 total
includes taxes & fees
May 27 - May 28
Falmouth Tides

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
The price is CA $214
CA $239 total
includes taxes & fees
May 11 - May 12
Delano Homestead Bed & Breakfast

Pequot Hotel

Pequot Hotel
3.0 star property
Oak Bluffs
9.4 out of 10, Exceptional, (578 reviews)
"It was a lovely hotel"
United States
Katrina
The price is CA $245
CA $273 total
includes taxes & fees
May 11 - May 12
Pequot Hotel

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
The price is CA $276
CA $308 total
includes taxes & fees
May 14 - May 15
The Christopher, The Edgartown Collection

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
The price is CA $308
CA $344 total
includes taxes & fees
May 11 - May 12
The Ashley Inn

Mansion House Inn And Spa

Mansion House Inn And Spa
3.5 star property
Vineyard Haven
9.4 out of 10, Exceptional, (1,004 reviews)
"Wonderful visit!"
United States
Alicia
The price is CA $511
CA $591 total
includes taxes & fees
May 31 - Jun 1
Mansion House Inn And Spa
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 colours. 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

Recent Reviews in Chilmark

More cheap stays in Chilmark

Hotels in Chilmark with star rating

Find out more about Chilmark

Top reasons to visit Chilmark

  • Stunning Beaches: Chilmark boasts beautiful beaches, including a unique nudist beach, perfect for sunbathing and relaxation.
  • Outdoor Adventures: Ideal for outdoor enthusiasts, visitors can explore breathtaking cliffs and engage in various recreational activities.
  • Charming Accommodations: Enjoy a mix of cozy bed & breakfasts and guesthouses, providing a warm atmosphere for all types of travellers.
  • Local Culture: Experience local theatre performances and historical sites that enrich your visit.
  • Scenic Landscapes: The picturesque scenery offers serene spots for unwinding amidst nature's beauty.

Find great hotels near Chilmark

Discover the charming accommodations in Chilmark, Massachusetts, where a delightful mix of bed & breakfasts and guesthouses await your arrival. Perfect for families, couples seeking a romantic getaway, or adventurous travellers, these hotels provide a warm and inviting atmosphere. Whether you're looking for the cozy Chilmark Inn or other nearby options, you're sure to find the ideal retreat to enjoy all that this picturesque area has to offer.

  • Mansion House Inn And Spa: Nestled 17.7km from Chilmark, Mansion House Inn And Spa is a luxurious retreat perfect for guests seeking relaxation and business amenities. This 3.5-star hotel offers a tranquil spa atmosphere featuring a full range of treatments, including Swedish and Hot Stone massages. Business travellers will appreciate the inclusive business centre, ensuring a productive visit. A stunning pool complements the spa facilities, making it an ideal destination for those looking to unwind while also catering to their professional needs.
  • Summercamp: Located 19.3km from Chilmark, Summercamp is a vibrant 3.5-star hotel that embodies the spirit of a beach vacation. With direct access to the sandy shore, it’s an excellent choice for sun-seekers and LGBTQIA travellers, as it proudly aligns with LGBTQI travel guides. The hotel radiates a fun, welcoming atmosphere that invites guests to immerse themselves in the beach lifestyle, making it an ideal spot for those looking to relax by the waves and enjoy the coastal charm of Martha's Vineyard.
  • Edgar Hotel Martha's Vineyard, Ascend Hotel Collection: Situated 19.3km from Chilmark, the Edgar Hotel offers an adventurous experience for those eager to explore the great outdoors. This 3-star hotel features a variety of on-site and nearby recreational activities, including waterskiing, cycling, sailing, and windsurfing. Ideal for thrill-seekers, it provides easy access to exhilarating adventures while ensuring a comfortable stay. With its focus on exploration, Edgar Hotel is perfect for travellers looking to create unforgettable memories in Martha's Vineyard.

Where to stay near Chilmark

Chilmark, Massachusetts, offers a serene getaway for outdoor enthusiasts and beach lovers. With its stunning coastline and charming scenery, you'll find the perfect spots to relax and unwind. Explore nearby towns, where friendly locals and historical sites enhance your experience. Don't miss the beautiful beaches and recreational activities that make this area a fantastic vacation destination. A visit to Chilmark promises a refreshing blend of nature and tranquility, making it an ideal escape for Canadian travellers.

  • Martha's Vineyard: A picturesque island located 9.7km from Chilmark, Martha's Vineyard is a haven for nature lovers. Known for its stunning beaches and scenic landscapes, it attracts visitors primarily from June to August. Outdoor activities abound, from relaxing on sandy shores to enjoying vibrant music concerts. The island's charm lies in its charming resorts and golf courses, making it an ideal spot for a laid-back getaway. Don't miss the local landmarks, including family-friendly beaches and serene lakes, perfect for a day of exploration.
  • Falmouth: Situated 19.7km from Chilmark, Falmouth is a vibrant city that offers a blend of outdoor adventures and coastal beauty. Its seasonal appeal peaks during the summer months, drawing visitors eager to immerse themselves in the local scenery. Falmouth is known for its beautiful beaches and private country clubs, making it a great destination for golf enthusiasts. With educational attractions and stunning coastal views, it's a perfect spot for both relaxation and recreation.
  • Edgartown: Located 19.3km from Chilmark, Edgartown is a charming city that captures the essence of coastal living. With its seasonal influx of tourists peaking in the summer, Edgartown offers a delightful mix of outdoor and beach experiences. Golf lovers will find numerous courses and country clubs to enjoy, all nestled within a backdrop of stunning landscapes. The local beaches and lakes provide ample opportunities for family fun and relaxation, making Edgartown a must-visit on your vacation.

Things to do in and around Chilmark

Chilmark, Massachusetts, offers a delightful blend of outdoor activities and scenic beauty, making it an ideal beach vacation spot. Visitors can enjoy local theatre performances, play a round of golf at picturesque courses, and explore the stunning landscapes. Whether you're looking for relaxation by the shore or engaging outdoor adventures, Chilmark has something for everyone to enjoy during their stay.

Shopping

In Chilmark, visit Chilmark Chocolates for delightful treats and Alley’s General Store for unique finds, just 8.0km away. If you're up for a drive, Mashpee Commons offers a variety of shops and entertainment, located 37.0km from Chilmark.

Recreation

At Fulling Mill Brook Preserve, you can immerse yourself in nature, enjoying serene trails perfect for relaxation and reflection. Nearby, Farm Neck Golf Club offers a challenging experience for golf enthusiasts with stunning views. For family fun, Island Cove Adventures provides an exciting mini-golf setting that promises adventure and laughter.

Adventure

Experience the thrill of hiking at Waskosim's Rock Reservation, where stunning scenery awaits you. For a unique outdoor adventure, explore the Shining Sea Bikeway, located 27.4km away, offering breathtaking views. For family fun, visit Water Wizz, a lively waterpark situated 46.7km from Chilmark.

Nightlife

Experience the charm of Chilmark at The Yard, where culture and romance blend seamlessly in a vibrant theatre setting. For a fun outdoor vibe, visit the Flying Horses Carousel, located 20.9km away, or enjoy some adventure at Wonder Bowl, an arcadeAdventureZone just 38.6km from Chilmark.

*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 at their lowest. Book your stay for a Tuesday, as it typically offers the best rates. Utilize Expedia to find great deals by filtering for your budget and preferences, and consider bundling your hotel with flights and activities for additional savings. For transportation, walking is a fantastic option given the town's compact nature. Always check for full refund policies to ensure flexibility with your plans.

  • 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 refine your preferences, such as your budget, desired location, and preferred hotel type. To discover the best prices and deals, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save some money by combining your Chilmark hotel reservation with your flights and activities through an Expedia package.

Find the best attractions in and around Chilmark

Chilmark, Massachusetts, is a perfect destination for outdoor enthusiasts and beach lovers alike. With its stunning beaches, including a nudist beach, and breathtaking cliffs, visitors can enjoy a variety of activities that highlight the area's natural beauty. Whether you're looking to relax by the shore, explore scenic landscapes, or immerse yourself in the local culture, Chilmark offers an unforgettable experience for every type of traveller.

  • Menemsha Beach: Experience the quintessential beach vibes at Menemsha Beach, nestled in the heart of Chilmark. Enjoy the soft sands and stunning sunsets, perfect for a relaxing day by the sea.
  • Aquinnah Cliffs: Just 8.0km away, the Aquinnah Cliffs offer breathtaking outdoor adventures and scenic views. Hike along the trails and marvel at the vibrant cliffs that rise dramatically from the ocean.
  • Gay Head Lighthouse: Located 8.0km from Chilmark, the historic Gay Head Lighthouse is a cultural gem. Explore its rich maritime history and enjoy picturesque views of the coastline from this iconic landmark.

Best time to go to Chilmark

The best time to visit Chilmark can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Chilmark falls in August, when visitor numbers are moderately high and weather is mostly sunny with light rain. The coolest average temperature in Chilmark falls in January and February. February has average visitor numbers and mostly sunny weather.

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

Accessing Chilmark, Massachusetts, is convenient through three major airports. Providence, RI (PVD-T.F. Green) is 70.8km away, with notable hotels like the Omni Providence Hotel and Graduate by Hilton Providence, both 11.3km from the airport. Nantucket, MA (ACK-Nantucket Memorial) is located 57.9km away, featuring excellent options such as the White Elephant Hotel and The Wauwinet, situated 3 and 9.7km from the airport, respectively. Lastly, Vineyard Haven, MA (MVY-Martha's Vineyard) is only 12.9km away, with hotels like Vineyard Square Hotel & Suites and Harbor View Hotel, both 8.0km from the airport, providing easy access for travellers.

Frequently asked questions

What is the best area to stay in Chilmark?
The best area to stay in Chilmark is along the coast, particularly near Chilmark Pond or Menemsha.

Chilmark is known for its rural, unspoiled beauty, featuring rolling hills, stone walls, and stunning ocean views. It's a quieter part of Martha's Vineyard, offering a more secluded and private experience compared to the busier towns. Menemsha, a fishing village within Chilmark, is a key attraction, famous for its fresh seafood and breathtaking sunsets over the harbour.

Couples looking for a tranquil escape will find the areas around Chilmark Pond particularly appealing. Many properties here offer private access to the pond, which connects to the ocean, providing opportunities for kayaking, paddleboarding, and swimming in calm waters. The privacy and natural beauty make it ideal for a relaxing getaway.

Families often gravitate towards Menemsha for its access to Menemsha Public Beach, a gentle sandy stretch superb for children. The village itself provides a charming backdrop for an evening stroll, perhaps with some fresh lobster rolls.
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 fully open.

During this period, the island truly comes alive. You'll find all the local shops, restaurants, and art galleries operating at full capacity. The Atlantic Ocean waters are at their warmest, making it ideal for swimming, sailing, and enjoying the beaches like Lucy Vincent Beach and Squibnocket Beach.

Couples often appreciate the relaxed pace of summer evenings, with opportunities for sunset strolls and dining at local eateries. The longer daylight hours allow for extended exploration of the island's natural beauty, from the rolling hills to the picturesque coastline.

For families, the summer offers a wealth of activities, from beach days to exploring the Chilmark Chocolates shop or visiting the Chilmark General Store for ice cream.
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?
Members always get our best prices. Find our best Chilmark hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
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 CA $171 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