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

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Our top choices for Chilmark hotels

Hotel
Breakfast included
Pet friendly
Reserve now, pay later
Motel
Property entrance
Room, 1 King Bed, Oceanfront | Beach/ocean view
Lobby sitting area
Private beach, sun loungers, beach umbrellas, beach towels

1. Sea Crest Beach Resort

Sea Crest Beach Resort
North Falmouth
United States
Serap
$289 nightly
$331 total
Sep 1 - Sep 2
Total with taxes and fees
Sea Crest Beach Resort
Porch
Lake
Lobby
Front of property

2. Summercamp

Summercamp
Oak Bluffs
United States
KRISTEN
$372 nightly
$415 total
Sep 1 - Sep 2
Total with taxes and fees
Summercamp
Courtyard view
Private beach, sun loungers, beach umbrellas, beach towels
Private beach, sun loungers, beach umbrellas, beach towels
Sundeck

3. Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach
Vineyard Haven
United States
Sarah
$312 nightly
$349 total
Aug 31 - Sep 1
Total with taxes and fees
Vineyard Harbor Motel - Private Beach
Dinner served
Reception
Point of interest
Dinner served

4. Iris Hotel Cape Cod

Iris Hotel Cape Cod
Falmouth
Canada
Diane
$136 nightly
$156 total
Sep 7 - Sep 8
Total with taxes and fees
Iris Hotel Cape Cod
Marina
Standard Room, 2 Queen Beds, Accessible | 1 bedroom, down comforters, desk, blackout drapes
Bar (on property)
Bar (on property)

5. Falmouth Inn

Falmouth Inn
Falmouth
United States
Elissandra
$144 nightly
$162 total
Sep 9 - Sep 10
Total with taxes and fees
Falmouth Inn
Reception
Reception
Premium bedding, in-room safe, laptop workspace, blackout drapes
Exterior

6. AutoCamp Cape Cod

AutoCamp Cape Cod
Falmouth
United States
Rocha
$144 nightly
$165 total
Aug 30 - Aug 31
Total with taxes and fees
AutoCamp Cape Cod
View from property
Beach nearby
Exterior
Lobby sitting area

7. Mansion House Inn And Spa

Mansion House Inn And Spa
Vineyard Haven
United States
digna
$387 nightly
$432 total
Sep 7 - Sep 8
Total with taxes and fees
Mansion House Inn And Spa
Dinner served
Queen with Screen Porch | Egyptian cotton sheets, premium bedding, down comforters, in-room safe
Classic Double Room | Egyptian cotton sheets, premium bedding, down comforters, in-room safe
Comfort Room | Egyptian cotton sheets, premium bedding, down comforters, in-room safe

8. Lamberts Cove Inn

Lamberts Cove Inn
Vineyard Haven
United States
Trinh
$395 nightly
$441 total
Sep 3 - Sep 4
Total with taxes and fees
Lamberts Cove Inn
Suite, 1 King Bed, Jetted Tub (Smoke Free) | In-room safe, desk, laptop workspace, blackout drapes
Lobby
Suite (2 King Beds, Townhouse, Smoke Free) | In-room safe, desk, laptop workspace, blackout drapes
Indoor pool, seasonal outdoor pool

9. Admiralty Inn & Suites - a Red Collection Hotel

Admiralty Inn & Suites - a Red Collection Hotel
East Falmouth
United States
kristin
$143 nightly
$162 total
Aug 31 - Sep 1
Total with taxes and fees
Admiralty Inn & Suites - a Red Collection Hotel
Indoor pool
Interior entrance
Breakfast and lunch served
Premium bedding, in-room safe, desk, blackout drapes

10. Inn on the Square

Inn on the Square
Falmouth
United States
Julie
$211 nightly
$241 total
Sep 7 - Sep 8
Total with taxes and fees
Inn on the Square
Egyptian cotton sheets, premium bedding, pillowtop beds, minibar
Lobby sitting area
Front of property
Serves lunch and dinner

11. Faraway Martha's Vineyard

Faraway Martha's Vineyard
Edgartown
United States
Gayani
$680 nightly
$760 total
Sep 7 - Sep 8
Total with taxes and fees
Faraway Martha's Vineyard
View from room
Desk, laptop workspace, blackout drapes, WiFi (free)
Front of property - evening/night
Front of property

12. Falmouth Tides

Falmouth Tides
Falmouth Heights
United States
Lori
$370 nightly
$424 total
Sep 1 - Sep 2
Total with taxes and fees
Falmouth Tides
Reception
Reception hall
Point of interest
View from property

13. The Harborside Inn

The Harborside Inn
Edgartown
United States
Alida
The Harborside Inn
Property amenity
Superior Room, 2 Queen Beds, Non Smoking | In-room safe, desk, laptop workspace, blackout drapes
Exterior
Lobby

14. Baymont by Wyndham North Dartmouth / Fall River

Baymont by Wyndham North Dartmouth / Fall River
North Dartmouth
United States
Franchesco
$89 nightly
$99 total
Sep 8 - Sep 9
Total with taxes and fees
Baymont by Wyndham North Dartmouth / Fall River
Exterior
Beach nearby, beach towels
Exterior
Exterior

15. Pequot Hotel

Pequot Hotel
Oak Bluffs
United States
Anthony
$369 nightly
$412 total
Aug 31 - Sep 1
Total with taxes and fees
Pequot Hotel
King Junior Suite | Living area | Smart TV
Village King Suite | Premium bedding, blackout drapes, iron/ironing board, WiFi (free)
Lark Suite | Bathroom | Designer toiletries, hair dryer, bathrobes, towels
Restaurant

16. The Coonamessett

The Coonamessett
Falmouth
United States
Joanne
$196 nightly
$225 total
Sep 7 - Sep 8
Total with taxes and fees
The Coonamessett
Beach
Fishing
Front of property
Exterior

17. Harbor Landing Resort

Harbor Landing Resort
Vineyard Haven
United States
Alex
Harbor Landing Resort
Suite, 1 King Bed, Accessible, Non Smoking | 1 bedroom, blackout drapes, iron/ironing board, cribs (free)
Gym
Free daily continental breakfast
Room, 1 King Bed, Accessible, Non Smoking | 1 bedroom, blackout drapes, iron/ironing board, cribs (free)

18. Hampton Inn by Hilton New Bedford/Fairhaven

Hampton Inn by Hilton New Bedford/Fairhaven
Fairhaven
United States
Pamela
$130 nightly
$146 total
Sep 6 - Sep 7
Total with taxes and fees
Hampton Inn by Hilton New Bedford/Fairhaven
Terrace/patio
King Deluxe Balcony Room | Terrace/patio
Marina
Lake

19. The Edgartown Inn, The Edgartown Collection

The Edgartown Inn, The Edgartown Collection
Edgartown
United States
Robert
$501 nightly
$560 total
Sep 8 - Sep 9
Total with taxes and fees
The Edgartown Inn, The Edgartown Collection
Front of property - evening/night
Interior
Lobby
Front of property

20. Vineyard Square Hotel & Suites

Vineyard Square Hotel & Suites
Edgartown
United States
Amanda
$415 nightly
$464 total
Sep 1 - Sep 2
Total with taxes and fees
Vineyard Square Hotel & Suites
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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.
A coastal landscape with a lighthouse, cliffs, and a clear blue sea.
A sandy beach leading to a white lighthouse with a black top, surrounded by grass and a clear sky.
Photo by Nick DeCondio
A sandy beach with a heart-shaped arrangement of red and white objects. In the background, there is a white lighthouse and a few people walking.
Photo by sharat
A lighthouse on a grassy hill under a stormy sky.
Photo by Jon Burke
A coastal landscape with cliffs, grassy areas, and a view of the sea.
Photo by TrueArcher

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.

A large house by the water with several boats.
A coastal road with houses, a clear sky, and the ocean in the background.
A sandy beach with a clear blue sky and calm sea.
Nobska Lighthouse in Falmouth, Massachusetts
A lighthouse silhouette against a sunset sky, with three people on the adjacent hill.
Photo by Sue Charlesworth

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.

A row of large, historic houses with a well-maintained lawn and a flag.
A historic two-story house with a balcony and a porch, surrounded by a well-maintained garden.
Photo by William Keller
A person walking on a sidewalk past a house with a porch and a decorative fence.
Photo by Fun Travelog
A row of colorful, historic houses with a central path.
A row of colorful Victorian-style houses with front porches and a well-maintained lawn.

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.

A marina with docked boats, a lighthouse, and residential houses along the waterfront.
A sandy beach leading to a white lighthouse with a black top, surrounded by grass and a clear sky.
Photo by Nick DeCondio
A coastal area with a lighthouse, a pier, and boats in the water.
Photo by Jason Kennedy
A lighthouse on a grassy hill under a stormy sky.
Photo by Jon Burke
A white lighthouse on a sandy path with sparse vegetation and a clear sky.

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.

A coastal landscape with a lighthouse, sandy cliffs, and a beach.
Photo by Ed Mayfield
A coastal cliff with a beach and ocean.
Photo by Brian V. Rowe
A marina with numerous sailboats docked at the pier.
A coastal landscape with cliffs, beach, and diverse vegetation.
Photo by Benny Goh
A vibrant wetland with a clear blue water body surrounded by colorful vegetation.
Photo by Paul Gothier

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.
A sunset over a calm sea with a rocky shoreline and a distant buoy.
Photo by Wen C.

Menemsha Beach

Experience the best of beach life at Menemsha Beach, ideal for families and sun-seekers. This picturesque spot offers relaxed beach vibes and stunning sunsets, making it a perfect getaway. Conveniently located within Chilmark, Menemsha Beach allows for easy access to local amenities and attractions, enhancing your vacation experience.
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A lighthouse surrounded by lush greenery and the ocean.

Gay Head Lighthouse

Often cited as a favorite among history buffs, Gay Head Lighthouse offers a unique glimpse into the region's maritime heritage. Located about 5 miles by car from Chilmark, this iconic landmark features stunning coastal views and rich cultural vibes, making it a convenient stop for your vacation in Martha's Vineyard.
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A coastal cliff with a sandy beach and the ocean.

Aquinnah Cliffs

Ideal for travelers interested in breathtaking scenery and outdoor adventures, Aquinnah Cliffs offers stunning views of the Atlantic Ocean and unique geological formations. Located about 5 miles by car from Chilmark, this natural landmark makes for an easy day trip, perfect for exploring the beauty of Martha's Vineyard.
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A white lighthouse with a black top, situated on a sandy beach with a grassy area in the foreground and a cloudy sky in the background.

Katama Beach

9.4/10 (86 reviews)
Enjoy the simplicity of Katama Beach, ideal for sunseekers looking to unwind in a serene setting. Known for its vibrant beach vibes, this stunning spot offers ample space for relaxation and recreation. Located about 9 miles from Chilmark, it’s a convenient retreat for beachgoers.
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A sandy beach with clear blue water and a few clouds in the sky.

Lambert's Cove Beach

9.2/10 (27 reviews)
Perfectly suited for beach lovers, Lambert's Cove Beach offers a serene escape with its picturesque shoreline and relaxed atmosphere. Located about 8 miles by car from Chilmark, it provides easy access to a quintessential beach experience, making it a convenient choice for your stay in the area.
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Squibnocket Pond

Considered a premier spot for outdoor lovers, Squibnocket Pond enchants visitors with its stunning scenery and romantic beach vibes. Located about 3 miles from Chilmark, this serene lake offers a perfect getaway for relaxation and exploration, making it an ideal base for nearby adventures.
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Martha's Vineyard Museum

9.0/10 (20 reviews)
Discover the appeal of the Martha's Vineyard Museum, an essential stop for history lovers exploring the rich culture of the island. Located about 11 miles by car from Chilmark, this museum offers a unique glimpse into the area's heritage, making it a convenient addition to your itinerary.
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Polly Hill Arboretum

8.8/10 (3 reviews)
A must-see for families, Polly Hill Arboretum offers a delightful outdoor experience with its diverse plant collections and scenic landscapes. Located about 5 miles from Chilmark, this inviting destination provides easy access to nature, making it a convenient spot to enjoy a day of exploration and relaxation.
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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 colors. 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

Sea Crest Beach Resort

Sea Crest Beach Resort

10/10 Excellent
"I have been coming to the Seacrest for 30 years. I love the property and have seen many changes. It needs some improvement, but the fact that it is on the beach it makes it great for families with an indoor and outdoor pool and beach access."
Maritza 1-night trip
Posted less than an hour ago
Sea Crest Beach Resort
Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

10/10 Excellent
"This is my second time staying at VHM. I was attending a conference and the location was great. The motel is just a few blocks around the corner from the Vineyard Haven ferry which makes it so convenient for travel. The rooms appear to have been remodeled since last year’s stay, which was a nice surprise. The gentleman who sits at the front desk is always warm and welcoming. The bus stops outside the motel and there are a lot of shops across the street. There is a private beach in the back which I unfortunately didn’t get a chance to enjoy this year. I do plan to stay again next year!"
Judy 1-night trip
Posted 2 hours ago
Vineyard Harbor Motel - Private Beach
Iris Hotel Cape Cod

Iris Hotel Cape Cod

10/10 Excellent
"L"
Joseph 1-night trip
Posted 13 hours ago
Iris Hotel Cape Cod
Falmouth Inn

Falmouth Inn

8/10 Good
"The room was nice. I had a handicap room. The shower head came out the side wall not the ends and the shower head was just above my shoulders at 6'2 other than that the place was nice and I will stay again. Lots of places to eat that you can get to on foot with a Dairy Queen across the street!"
Gabriel 1-night trip
Posted 15 hours ago
Falmouth Inn
The Cape Club Resort

The Cape Club Resort

10/10 Excellent
"Please do yourself a favor and book here! It is amazingly clean, prestige, and beautiful. Rooms are peaceful and serene. Restaurant food is descent and drinks could be better but service amazing. Ten mins to the fairy. Suggest have a car. Golf course very nice."
Eiesha 2-night trip
Posted 15 hours ago
The Cape Club Resort
Inn on the Square

Inn on the Square

8/10 Good
"Excellent accommodation"
Julie 1-night trip
Posted 17 hours ago
Inn on the Square
Summercamp

Summercamp

10/10 Excellent
"Beautiful hotel in such a convenient location. We loved the camp themed decor and amenities and the staff we extremely friendly and helpful with recommendations and extras (bike and umbrella rentals, towels, bus route, etc.) The room was well appointed with comfortable beds and a beautiful view. Note - there is no elevator in the main part of the hotel so be prepared to get your steps in if you are on an upper floor."
Nina 3-night trip
Posted 21 hours ago
Summercamp
Mariner's Point Resort

Mariner's Point Resort

10/10 Excellent
"Convenient, clean easy in and easy out"
Maurice 2-night trip
Posted 1 day ago
Mariner's Point Resort
Faraway Martha's Vineyard

Faraway Martha's Vineyard

10/10 Excellent
"We LOVED our stay at Faraway - the pool was amazing, staff was super helpful. They had a very convenient messaging system for requests. The staff recommended the Pelican Club for dinner, which is basically right on-site, but we tried to get in multiple times and there was always a wait! The food at their snack bar was really good for lunch. The location was incredible - it was our first time in Martha's Vineyard and we feel we got so spoiled!!"
Sarah 3-night trip
Posted 2 days ago
Faraway Martha's Vineyard

More cheap stays in Chilmark

Carleton Circle Motel Falmouth

Carleton Circle Motel Falmouth

579 Sandwich Rd East Falmouth MA
$131 nightly
$150 total
Sep 6 - Sep 7
Total with taxes and fees
6.8/10 (481 reviews)
Carleton Circle Motel Falmouth
Falmouth Inn

Falmouth Inn

824 Main Street Falmouth MA
$144 nightly
$162 total
Sep 9 - Sep 10
Total with taxes and fees
8/10 Very Good! (1,038 reviews)
Falmouth Inn
Green Harbor Waterfront Lodging

Green Harbor Waterfront Lodging

134 Acapesket Road East Falmouth MA
$169 nightly
$193 total
Aug 24 - Aug 25
Total with taxes and fees
8.4/10 Very Good! (540 reviews)
Green Harbor Waterfront Lodging
ShoreWay Acres Inn & Cape Cod Lodging

ShoreWay Acres Inn & Cape Cod Lodging

59 Shore Street Falmouth MA
$199 nightly
$228 total
Aug 31 - Sep 1
Total with taxes and fees
8.4/10 Very Good! (485 reviews)
ShoreWay Acres Inn & Cape Cod Lodging
Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

60 Beach Road Vineyard Haven MA
$312 nightly
$349 total
Aug 31 - Sep 1
Total with taxes and fees
9/10 Wonderful! (738 reviews)
Vineyard Harbor Motel - Private Beach
MV Surfside Hotel

MV Surfside Hotel

7 Oak Bluffs Avenue Oak Bluffs MA
$378 nightly
$422 total
Sep 1 - Sep 2
Total with taxes and fees
8.8/10 Excellent! (894 reviews)
MV Surfside Hotel

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 $143 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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