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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Compare 12 B&B in Chilmark with updated reviews, rates, and availability.

Frederick William House
Dining

Frederick William House

3.5 star property
9.6 out of 10, Exceptional, (257)
"A cozy place for a few nights."
The price is $138
includes taxes & fees
$121 per night
May 7 - May 8
Frederick William House
The Christopher, The Edgartown Collection
Front of property

The Christopher, The Edgartown Collection

3.0 star property
9.8 out of 10, Exceptional, (197)
"Fantastic stay!"
The price is $341
includes taxes & fees
$305 per night
May 11 - May 12
The Christopher, The Edgartown Collection
Inn on the Sound
Exterior

Inn on the Sound

3.5 star property
9.8 out of 10, Exceptional, (201)
"The breakfast was fabulous!!"
The price is $331
includes taxes & fees
$289 per night
May 2 - May 3
Inn on the Sound
Delano Homestead Bed & Breakfast
Exterior

Delano Homestead Bed & Breakfast

3.0 star property
9.6 out of 10, Exceptional, (138)
"We really enjoyed our stay at the Delano Homestead Bed & Breakfast. The bedroom and bathroom were comfortable, extremely clean, and relaxing. Tracy and Paul were so friendly and welcoming. This was the perfect place for a weekend away. "
The price is $190
includes taxes & fees
$170 per night
May 4 - May 5
Delano Homestead Bed & Breakfast
The Palmer House Inn
Beach nearby

The Palmer House Inn

3.5 star property
9.6 out of 10, Exceptional, (174)
"Nice place to stay"
The price is $301
includes taxes & fees
$263 per night
May 5 - May 6
The Palmer House Inn
Relax by the sea! Bed & Breakfast room near Horseneck State Beach
Terrace/patio

Relax by the sea! Bed & Breakfast room near Horseneck State Beach

9.0 out of 10, Wonderful, (2)
"We have a group of 9 business owners in our forum that all wanted their own room. We rented the whole Inn! It was a great set up for our groups agenda. Great restaurants and oyster shack very close which was nice for a couple of our meals! Highly recommend this fun place. It was a great taste of Cape Cod history and culture! "
Relax by the sea! Bed & Breakfast room near Horseneck State Beach
Narragansett House
Exterior

Narragansett House

2.5 star property
8.8 out of 10, Excellent, (47)
"very clean and very helpful staff. breakfast only continental not very good for celiacs. stairs not good for older people"
Narragansett House
The Dexter
Deluxe Single Room | Free WiFi

The Dexter

3.0 star property
The Dexter
Captain Lawrence Inn
Beach nearby

Captain Lawrence Inn

3.5 star property
9.0 out of 10, Wonderful, (64)
Captain Lawrence Inn
Crocker Inn
Deluxe Room, 1 King Bed | Individually decorated, iron/ironing board, free WiFi

Crocker Inn

3.0 star property
Crocker Inn
The Little B&B in Aquinnah
Free daily self-serve breakfast

The Little B&B in Aquinnah

2.0 star property
The Little B&B in Aquinnah
The 1720 House
Children's area

The 1720 House

2.5 star property
6.8 out of 10, (41)
"Overpriced dirty rundown great location"
The 1720 House
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.
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Other property types in Chilmark

Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches
2 bedrooms, iron/ironing board, internet, bed sheets

Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches

8.8 out of 10, Excellent, (9)
"Private with beach access minutes away."
Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches
InnSeason Resorts Captain's Quarters
On the beach, white sand

InnSeason Resorts Captain's Quarters

3.5 star property
9.8 out of 10, Exceptional, (168)
"Very peaceful "
InnSeason Resorts Captain's Quarters
The Club at New Seabury
Seasonal outdoor pool, cabanas (surcharge), pool umbrellas

The Club at New Seabury

3.5 star property
9.0 out of 10, Wonderful, (315)
"Perfect little cottage!"
The price is $216
includes taxes & fees
$189 per night
May 4 - May 5
The Club at New Seabury
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.

Frequently asked questions

Searching for B&Bs in Chilmark?
If you’re looking for something a little quirkier than your standard hotel experience, a bed and breakfast could be the perfect alternative for your trip. During your time in Chilmark, you might want to spend some time strolling along the water at Menemsha Beach and Lucy Vincent Beach.
How do you know if a B&B is a good option for your stay?
B&Bs all have a unique charm. Whether it’s a garden for guests to admire or a beautiful breakfast room, the quaint details are what make bed and breakfasts a home away from home.
What are the best B&Bs in Chilmark?
Below are some B&Bs in the area: Frederick William House: 5 rooms. 16.9 mi (27.2 km) from the heart of Chilmark. Enjoy the soaking bathtubs and deli. The Christopher, The Edgartown Collection: 15 rooms. 12.4 mi (20 km) from the downtown core. Enjoy the unique décor and patio area. Inn on the Sound: 10 rooms. Situated 15.8 mi (25.4 km) from the heart of Chilmark. Enjoy the free full breakfast and library. The Palmer House Inn: 17 rooms. 16 mi (25.8 km) from the heart of downtown. Enjoy the free full breakfast and unique décor.
When is the best time to stay at a B&B in Chilmark?
When you’re planning your stay in Chilmark, be sure to take into account the year-round temperatures. The hottest months are usually August and July with an average temp of 68°F, while the coldest months are February and January with an average of 38°F. Average annual precipitation for Chilmark is 50 inches.
What is there to do in Chilmark?
If you’re looking to find something to do during your travels, you might consider checking out Chilmark Chocolates and Fulling Mill Brook Preserve. You might put Menemsha Beach and Lucy Vincent Beach on your list if you want to see more of the area.
How can I get to and around Chilmark?
Planning your excursions in and around Chilmark is easier with these transportation options. Fly into Vineyard Haven, MA (MVY-Martha’s Vineyard), which is located 7.6 mi (12.2 km) from the heart of the city. You can also search for flights into New Bedford, MA (EWB-New Bedford Regional), which is 25.4 mi (40.8 km) away. If you’d like to venture out around the area, you may want a rental car for your journey.