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

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Aug 27 - Aug 28
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Aug 28 - Aug 29
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Our top choices for Chilmark hotels

Hotel
Breakfast included
Reserve now, pay later
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Pet friendly

1. AutoCamp Cape Cod

AutoCamp Cape Cod
Falmouth
United States
William
CA $151
CA $228 total
includes taxes & fees
Sep 1 - Sep 2
AutoCamp Cape Cod

2. Falmouth Inn

Falmouth Inn
Falmouth
United States
Jacqy
CA $173
CA $226 total
includes taxes & fees
Sep 8 - Sep 9
Falmouth Inn

3. The Coonamessett

The Coonamessett
Falmouth
United States
Joanne
CA $241
CA $276 total
includes taxes & fees
Sep 24 - Sep 25
The Coonamessett

4. Admiralty Inn & Suites - a Red Collection Hotel

Admiralty Inn & Suites - a Red Collection Hotel
East Falmouth
United States
Ashley
CA $151
CA $190 total
includes taxes & fees
Sep 27 - Sep 28
Admiralty Inn & Suites - a Red Collection Hotel

5. Iris Hotel Cape Cod

Iris Hotel Cape Cod
Falmouth
United States
Hilda-Gail
CA $188
CA $215 total
includes taxes & fees
Sep 8 - Sep 9
Iris Hotel Cape Cod

6. Lamberts Cove Inn

Lamberts Cove Inn
Vineyard Haven
United States
Marsha
CA $310
CA $346 total
includes taxes & fees
Sep 2 - Sep 3
Lamberts Cove Inn

7. Town & Beach Motel

Town & Beach Motel
Falmouth
United States
Thomas
CA $173
CA $198 total
includes taxes & fees
Sep 2 - Sep 3
Town & Beach Motel

8. Inn on the Square

Inn on the Square
Falmouth
United States
Lisa
CA $195
CA $258 total
includes taxes & fees
Sep 27 - Sep 28
Inn on the Square

9. Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach
Vineyard Haven
United States
Cheryl
CA $415
CA $463 total
includes taxes & fees
Sep 24 - Sep 25
Vineyard Harbor Motel - Private Beach

10. The Cape Club Resort

The Cape Club Resort
East Falmouth
United States
Steve
CA $176
CA $202 total
includes taxes & fees
Sep 13 - Sep 14
The Cape Club Resort

11. Shore Haven Inn

Shore Haven Inn
Falmouth
United States
Ashton
CA $271
CA $318 total
includes taxes & fees
Sep 7 - Sep 8
Shore Haven Inn

12. Mansion House Inn And Spa

Mansion House Inn And Spa
Vineyard Haven
United States
digna
CA $517
CA $598 total
includes taxes & fees
Sep 22 - Sep 23
Mansion House Inn And Spa

13. Mariner Motel

Mariner Motel
Falmouth
United States
Sharon
CA $192
CA $220 total
includes taxes & fees
Sep 8 - Sep 9
Mariner Motel

14. Summercamp

Summercamp
Oak Bluffs
United States
Andrea
CA $379
CA $423 total
includes taxes & fees
Sep 27 - Sep 28
Summercamp

15. Hampton Inn by Hilton New Bedford/Fairhaven

Hampton Inn by Hilton New Bedford/Fairhaven
Fairhaven
United States
Lori
CA $170
CA $190 total
includes taxes & fees
Aug 30 - Aug 31
Hampton Inn by Hilton New Bedford/Fairhaven

16. The Edgartown Inn, The Edgartown Collection

The Edgartown Inn, The Edgartown Collection
Edgartown
United States
Robert
CA $563
CA $629 total
includes taxes & fees
Sep 2 - Sep 3
The Edgartown Inn, The Edgartown Collection

17. Pequot Hotel

Pequot Hotel
Oak Bluffs
United States
Anthony
CA $304
CA $339 total
includes taxes & fees
Sep 27 - Sep 28
Pequot Hotel

18. Frederick William House

Frederick William House
Falmouth
United States
Sean
CA $318
CA $364 total
includes taxes & fees
Sep 24 - Sep 25
Frederick William House

19. MV Surfside Hotel

MV Surfside Hotel
Oak Bluffs
United States
Diane
CA $369
CA $446 total
includes taxes & fees
Sep 2 - Sep 3
MV Surfside Hotel

20. Red Horse Inn

Red Horse Inn
Falmouth Heights
United States
Thomas
CA $301
CA $345 total
includes taxes & fees
Sep 8 - Sep 9
Red Horse Inn
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Stay near popular Chilmark attractions

Menemsha Beach

Why not spend a carefree afternoon at Menemsha Beach during your travels in Chilmark? Take in the festivals and sunsets in the area.
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Stonewall Beach

Why not spend a lazy afternoon at Stonewall Beach during your trip to Chilmark? Stroll along the beaches or discover the area's sunsets.
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The Yard

Walk around the campus at The Yard during your stay in Chilmark. Stroll along the area's waterfront, or simply savor its wineries.
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Squibnocket Beach

Why not spend a lazy afternoon at Squibnocket Beach during your trip to Chilmark? Stroll along the beaches or experience the area's festivals.
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Chilmark Town Hall

After visiting Chilmark Town Hall, make a plan to see the other sights and activities in Chilmark. Wander the beaches or discover the area's sunsets.
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Wades Field

You can take time to visit Wades Field during your travels to Chilmark. Amble around the area's beaches or experience its festivals.
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Chilmark Public Library

After visiting Chilmark Public Library, make a plan to see the other sights and activities in Chilmark. Amble around the area's beaches or experience its festivals.
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Edys Island

Commune with nature and explore the great outdoors at Edys Island during your travels in Chilmark. Take in the festivals and sunsets in the area.
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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.

See all hotels in Chilmark
A dock with boats, a small wooden structure, and a forested shoreline.

Top Chilmark Hotel Reviews

Admiralty Inn & Suites - a Red Collection Hotel

Admiralty Inn & Suites - a Red Collection Hotel

10/10 Excellent
"okay"
Elizabeth 1-night trip
Posted 4 hours ago
Admiralty Inn & Suites - a Red Collection Hotel
Green Harbor Waterfront Lodging

Green Harbor Waterfront Lodging

10/10 Excellent
"Great stay as always"
Nicolas 2-night trip
Posted 8 hours ago
Green Harbor Waterfront Lodging
Iris Hotel Cape Cod

Iris Hotel Cape Cod

8/10 Good
"Nice stay.."
Hilda-Gail 3-night trip
Posted 14 hours ago
Iris Hotel Cape Cod
The Coonamessett

The Coonamessett

8/10 Good
"Stayed in 2019 after a renovation and the property was not as pristine nor the grounds as well manicured."
Mary 8-night trip
Posted 15 hours ago
The Coonamessett
Inn on the Square

Inn on the Square

8/10 Good
"The only reason I didn't give it a 5 Star was the surprise that the second floor of the other building did not have an elevator. Seniors here with heavy bags struggled. Walkable to town."
Donald 1-night trip
Posted 1 day ago
Inn on the Square
Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

10/10 Excellent
"What made me give Vineyard Harbor a rating of Excellent was the view and access to a private beach- Priceless!"
Cheryl 1-night trip
Posted 2 days ago
Vineyard Harbor Motel - Private Beach
Mansion House Inn And Spa

Mansion House Inn And Spa

10/10 Excellent
"Bright and convenient; a well-maintained property"
Stephanie 1-night trip
Posted 2 days ago
Mansion House Inn And Spa
Sea Crest Beach Resort

Sea Crest Beach Resort

10/10 Excellent
"Happy to stay there and I will be back again"
Anna Kanichada 1-night trip
Posted 2 days ago
Sea Crest Beach Resort
The Cape Club Resort

The Cape Club Resort

10/10 Excellent
"Same amazing experience as the first one!"
Lena 1-night trip
Posted 6 days ago
The Cape Club Resort

More cheap stays in Chilmark

Carleton Circle Motel Falmouth

Carleton Circle Motel Falmouth

579 Sandwich Rd East Falmouth MA
CA $162
CA $185 total
Sep 27 - Sep 28
includes taxes & fees
6.8/10 (493 reviews)
Carleton Circle Motel Falmouth
Falmouth Inn

Falmouth Inn

824 Main Street Falmouth MA
CA $173
CA $226 total
Sep 8 - Sep 9
includes taxes & fees
Falmouth Inn
Green Harbor Waterfront Lodging

Green Harbor Waterfront Lodging

134 Acapesket Road East Falmouth MA
CA $234
CA $268 total
Sep 2 - Sep 3
includes taxes & fees
8.4/10 Very good! (546 reviews)
Green Harbor Waterfront Lodging
ShoreWay Acres Inn & Cape Cod Lodging

ShoreWay Acres Inn & Cape Cod Lodging

59 Shore Street Falmouth MA
CA $275
CA $315 total
Aug 31 - Sep 1
includes taxes & fees
ShoreWay Acres Inn & Cape Cod Lodging
MV Surfside Hotel

MV Surfside Hotel

7 Oak Bluffs Avenue Oak Bluffs MA
CA $369
CA $446 total
Sep 2 - Sep 3
includes taxes & fees
MV Surfside Hotel
Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

60 Beach Road Vineyard Haven MA
CA $415
CA $463 total
Sep 24 - Sep 25
includes taxes & fees
9/10 Wonderful! (762 reviews)
Vineyard Harbor Motel - Private Beach

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 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 $185 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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