Photo by Wen C.

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Compare 13 B&B in Chilmark with updated reviews, rates, and availability.

Frederick William House
Front of property

Frederick William House

3.5 star property
9.6 out of 10, Exceptional, (247)
"We had a great get away and the Frederick William Inn was so charming. Extremely clean and comfortable. Can't wait to go back! Thank you!"
Frederick William House
Delano Homestead Bed & Breakfast
Exterior

Delano Homestead Bed & Breakfast

3.0 star property
9.6 out of 10, Exceptional, (132)
"We had a wonderful stay at the Delano Homestead. Tracey and Paul made us feel very welcome and comfortable in the home, they are lovely people who clearly enjoy people and keeping an Inn. The folks we met at breakfast were friendly and the location is great for walking and visiting SouthCoast towns. "
The price is SAR 488
SAR 545 total
includes taxes & fees
30 Dec - 31 Dec
Delano Homestead Bed & Breakfast
The Palmer House Inn
Exterior

The Palmer House Inn

3.5 star property
9.6 out of 10, Exceptional, (168)
"Nice place to stay"
The price is SAR 687
SAR 786 total
includes taxes & fees
29 Dec - 30 Dec
The Palmer House Inn
Inn on the Sound
Beach

Inn on the Sound

3.5 star property
9.8 out of 10, Exceptional, (186)
"We an amazing stay at the Inn at the Sound. I would highly recommend to anyone traveling to the area!"
The price is SAR 897
SAR 1,027 total
includes taxes & fees
29 Dec - 30 Dec
Inn on the Sound
The Christopher, The Edgartown Collection
Front of property

The Christopher, The Edgartown Collection

3.0 star property
9.8 out of 10, Exceptional, (196)
"Lovely hotel in Edgartown. Beautifully appointed rooms and common areas. Good breakfast. Walkable to nice restaurants."
The Christopher, The Edgartown Collection
Relax by the sea! Bed & Breakfast room near Horseneck State Beach
Westport Point, our porch

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
Woods Hole Inn
Exterior

Woods Hole Inn

3.5 star property
10.0 out of 10, Exceptional, (1)
"So welcoming and felt like home. From warm breakfast and great coffee, to super comfortable bed and a great nights sleep. Staff was absolutely friendly and helpful in answering our questions and giving guidance and recommendations for our trip into Martha’s Vineyard. I’m sure we’ll be back! "
Woods Hole Inn
Narragansett House
Front of property

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
Room

The Dexter

3.0 star property
The Dexter
Captain Lawrence Inn
Boating

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
Front of property

Crocker Inn

3.0 star property
Crocker Inn
The 1720 House
Exterior

The 1720 House

2.5 star property
6.8 out of 10, (41)
"Overpriced dirty rundown great location"
The 1720 House
The Little B&B in Aquinnah
Property grounds

The Little B&B in Aquinnah

2.0 star property
The Little B&B in Aquinnah
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

Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks

Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks

8.6 out of 10, Excellent, (22)
"We didn't realize how beautiful and unique the architecture of this residence was before we arrived. It is a gorgeous place and we were please by the cleanliness and simplicity of it. "
Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks
Beautiful dog-friendly home with water view, balcony & washer/dryer

Beautiful dog-friendly home with water view, balcony & washer/dryer

7.8 out of 10, Good, (14)
"A Vacasa managed property that has everything you could want. We stayed 4 nights with our whole family and our small dog. It had everything we could want and we enjoyed ourselves. Recently redone, with good fit and finish and places to hang cook and relax off a dirt road that is well situated. Our only comments would be that there were some things needing fixing like the grill handle, lights not in sockets, and general disarray of bedding and supplies in the closets. While clean and fresh...
Beautiful dog-friendly home with water view, balcony & washer/dryer
Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl 2 EV charger.
Outdoor dining

Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl 2 EV charger.

10.0 out of 10, Exceptional, (45)
"We were in town for a wedding in Chilmark and the property was exactly what we needed!"
Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl 2 EV charger.
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: 6 rooms. 16.9 mi (27.2 km) from the heart of Chilmark. Enjoy the soaking bathtubs and deli. Inn on the Sound: 10 rooms. 15.8 mi (25.4 km) from the downtown core. Enjoy the free full breakfast and library. The Palmer House Inn: 17 rooms. Situated 16 mi (25.8 km) from the heart of Chilmark. Enjoy the free full breakfast and unique décor. The Christopher, The Edgartown Collection: 15 rooms. 12.4 mi (20 km) from the heart of downtown. Enjoy the unique décor and patio area.
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.