Photo by Wen C.

Search B&B in Chilmark

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

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)
"Our host was gracious and upgraded our room. Wonderful stay. Used the free bikes to get around and loved the area. Breakfast was adequate but felt the up charge for a hot breakfast was excessive so didn’t choose the option. "
The price is AED 592
AED 677 total
includes taxes & fees
12 May - 13 May
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)
"Lovely hotel in Edgartown. Beautifully appointed rooms and common areas. Good breakfast. Walkable to nice restaurants."
The price is AED 1,854
AED 2,071 total
includes taxes & fees
6 May - 7 May
The Christopher, The Edgartown Collection
Inn on the Sound
Exterior

Inn on the Sound

3.5 star property
9.8 out of 10, Exceptional, (200)
"We had a great experience. The bed was comfy, amazing view for sunrise, water pressure in the shower was great and stayed nice and hot. The staff was super nice. The whole set up was super cute, warm and welcoming. The cookies, oh the cookies 😍so so good! Breakfast was also delicious! "
The price is AED 988
AED 1,131 total
includes taxes & fees
1 May - 2 May
Inn on the Sound
Delano Homestead Bed & Breakfast
Exterior

Delano Homestead Bed & Breakfast

3.0 star property
9.6 out of 10, Exceptional, (138)
"WOW! What a great place. Paul and Tracey were not only hospitable, but great historical information of the house and surrounding areas. Tracey made a great breakfast both days and made us feel very comfortable. Very friendly and accommodating. She's the best! My wife and I will most definitely be coming back!"
The price is AED 514
AED 574 total
includes taxes & fees
27 Apr - 28 Apr
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)
"Enjoy a flashback to one of many old Victorian houses I used to live in. Love the books by authors the rooms are named after. Nice twist. I loved that the family works there. "
The price is AED 877
AED 1,004 total
includes taxes & fees
27 Apr - 28 Apr
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)
"We arrived at the inn at 5pm and were told there was no electricity due to the storm the day before. The power had been off for 14 hours at that time. We came back after dinner and there was still no power. I'm sympathetic to their plight, but If the owners had told us about this many hours sooner we would have had time to find another place to stay, but by then we stopped at two places that were fully booked and finally decided to drive back to our home in Boston."
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.
Don't see what you're looking for?
See all available properties in Chilmark
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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)
"We had such a lovely time staying at this house. It was absolutely immaculate inside and appointed with everything we could need and more. The house is light and airy inside, which helped when we had a few days of rain. The location is secluded in the woods (be careful, we did find ticks on us) but a short drive away from the beaches. We will definitely be back "
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, (166)
"Enjoyed walking on the beach across the street from the property."
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)
"Excellent after hours check-in process. Clean and comfy townhouse. Wonderful amenities. "
The price is AED 694
AED 795 total
includes taxes & fees
28 Apr - 29 Apr
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.