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

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Our top choices for Chilmark hotels

Falmouth Inn

Falmouth Inn
2.0 star property
Falmouth
8.0 out of 10, Very good, (1,015 reviews)
"It’s really nice place to stay"
United States
Iyyanar
The price is CA $212
CA $271 total
includes taxes & fees
Jul 27 - Jul 28
Falmouth Inn

Carleton Circle Motel Falmouth

Carleton Circle Motel Falmouth
2.5 star property
East Falmouth
6.6 out of 10, (468 reviews)
"Cute and cozy. Very private set back from town but a great way to relax, chill and get away from it all"
United States
Christina
The price is CA $196
CA $224 total
includes taxes & fees
Jul 27 - Jul 28
Carleton Circle Motel Falmouth

AutoCamp Cape Cod

AutoCamp Cape Cod
4.0 star property
Falmouth
9.2 out of 10, Wonderful, (360 reviews)
"Great place to go"
United States
Rocha
The price is CA $381
CA $492 total
includes taxes & fees
Aug 3 - Aug 4
AutoCamp Cape Cod

Town & Beach Motel

Town & Beach Motel
2.0 star property
Falmouth
8.8 out of 10, Excellent, (550 reviews)
"clean and cozy, everything within walking distance"
Canada
PHILIPPW
The price is CA $234
CA $267 total
includes taxes & fees
Jul 20 - Jul 21
Town & Beach Motel

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)
"The room was so nice! Breakfast was great! Staff were so friendly!"
United States
Lisa
The price is CA $219
CA $245 total
includes taxes & fees
Aug 2 - Aug 3
Hampton Inn by Hilton New Bedford/Fairhaven

Green Harbor Waterfront Lodging

Green Harbor Waterfront Lodging
2.5 star property
East Falmouth
8.4 out of 10, Very good, (511 reviews)
"Very friendly staff."
United States
Brittany
The price is CA $268
CA $306 total
includes taxes & fees
Jul 15 - Jul 16
Green Harbor Waterfront Lodging

Frederick William House

Frederick William House
3.5 star property
Falmouth
9.6 out of 10, Exceptional, (317 reviews)
"Very nice host and beautiful property"
United States
Hernan
The price is CA $480
CA $549 total
includes taxes & fees
Jul 15 - Jul 16
Frederick William House

Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach
2.5 star property
Vineyard Haven
9.0 out of 10, Wonderful, (673 reviews)
"we love staying at vineyard harbor motel. we love to go every summer !"
United States
Donna L.
The price is CA $514
CA $574 total
includes taxes & fees
Aug 3 - Aug 4
Vineyard Harbor Motel - Private Beach

Red Horse Inn

Red Horse Inn
2.5 star property
Falmouth Heights
9.2 out of 10, Wonderful, (633 reviews)
"This is a charming hotel with immaculate rooms that are charming and spacious! The staff are wonderful - friendly and accommodating. The grounds are well kept with a charming little guest area to lounge and have a cup of coffee. Only a half mile walk to the beach and under a mile to town so very walkable too!"
United States
DIana
The price is CA $381
CA $436 total
includes taxes & fees
Jul 13 - Jul 14
Red Horse Inn

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, (455 reviews)
"Good location, large clean room with good aircon. Friendly staff and nice breakfast"
United Kingdom
Julie
The price is CA $253
CA $307 total
includes taxes & fees
Jul 26 - Jul 27
Admiralty Inn & Suites - a Red Collection Hotel

The Coonamessett

The Coonamessett
3.5 star property
Falmouth
8.8 out of 10, Excellent, (662 reviews)
"Very friendly staff and cool rooms!"
United States
Tara
The price is CA $490
CA $561 total
includes taxes & fees
Aug 2 - Aug 3
The Coonamessett

Iris Hotel Cape Cod

Iris Hotel Cape Cod
3.0 star property
Falmouth
8.6 out of 10, Excellent, (286 reviews)
"It was a really nice place affordable and the service was really nice."
United States
Maria
The price is CA $308
CA $353 total
includes taxes & fees
Jul 19 - Jul 20
Iris Hotel Cape Cod

Delano Homestead Bed & Breakfast

Delano Homestead Bed & Breakfast
3.0 star property
Fairhaven
9.6 out of 10, Exceptional, (175 reviews)
"The staff were so friendly and accommodating! Very clean home. We had a wonderful stay. Definitely would recommend ."
United States
Lydia
The price is CA $297
CA $332 total
includes taxes & fees
Jul 13 - Jul 14
Delano Homestead Bed & Breakfast

Falmouth Heights Motor Lodge

Falmouth Heights Motor Lodge
2.0 star property
Falmouth Heights
9.0 out of 10, Wonderful, (266 reviews)
"I was very pleased. An easy walk to the beach and restaurants"
United States
Glen
The price is CA $352
CA $403 total
includes taxes & fees
Jul 13 - Jul 14
Falmouth Heights Motor Lodge

Mariner Motel

Mariner Motel
2.0 star property
Falmouth
8.6 out of 10, Excellent, (1,006 reviews)
"great location, clean simple rooms, convenient parking, efficient check-in, well maintained and updated classic motel."
United States
Matthew
The price is CA $239
CA $274 total
includes taxes & fees
Jul 13 - Jul 14
Mariner Motel

MV Surfside Hotel

MV Surfside Hotel
2.5 star property
Oak Bluffs
8.8 out of 10, Excellent, (863 reviews)
"Great location"
United States
Karen
The price is CA $439
CA $525 total
includes taxes & fees
Jul 13 - Jul 14
MV Surfside Hotel

Inn on the Square

Inn on the Square
3.5 star property
Falmouth
8.8 out of 10, Excellent, (1,006 reviews)
"perfect location , great staff . It only needs some newer furniture in the rooms but for an Inn it is really good."
United States
Iulian
The price is CA $296
CA $372 total
includes taxes & fees
Jul 21 - Jul 22
Inn on the Square

Mariner's Point Resort

Mariner's Point Resort
2.5 star property
Falmouth Heights
8.0 out of 10, Very good, (308 reviews)
"The properties location was amazing! The pool was refreshing with a view of the Ocean! The staff were helpful and the room was nice!"
United States
Lynn
The price is CA $287
CA $328 total
includes taxes & fees
Jul 26 - Jul 27
Mariner's Point Resort

Mansion House Inn And Spa

Mansion House Inn And Spa
3.5 star property
Vineyard Haven
9.4 out of 10, Exceptional, (1,005 reviews)
"Clean, friendly service and convenient. Have stayed many times and will stay again."
United States
Wayne
The price is CA $778
CA $890 total
includes taxes & fees
Jul 19 - Jul 20
Mansion House Inn And Spa

ShoreWay Acres Inn & Cape Cod Lodging

ShoreWay Acres Inn & Cape Cod Lodging
2.5 star property
Falmouth
8.4 out of 10, Very good, (467 reviews)
"Rooms was spacious, clean and comfortable. Staff was friendly and helpful. Quiet location, beautiful grounds right in downtown."
United States
Scott
The price is CA $310
CA $355 total
includes taxes & fees
Jul 13 - Jul 14
ShoreWay Acres Inn & Cape Cod Lodging
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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 colours. 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 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 $224 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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