Photo by Wen C.

Find a Bed and Breakfast in Chilmark from CA $306

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19

Browse Select Chilmark B&B

Our top choices for Chilmark bed & breakfast

Frederick William House
Dining

Frederick William House

3.5 star property
9.6 out of 10, Exceptional, (281)
"Great host. Very nice and helpful would stay again!"
The price is CA $373
CA $427 total
includes taxes & fees
Aug 26 - Aug 27
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, (222)
"Charming, chic, centrally located, and clean B&B with a thoughtful breakfast (i.e., vegan options). I very much enjoyed my stay. The staff is fantastic--both helpful and friendly. I would stay again."
The price is CA $659
CA $736 total
includes taxes & fees
Sep 15 - Sep 16
The Christopher, The Edgartown Collection
Inn on the Sound
Exterior

Inn on the Sound

3.5 star property
9.8 out of 10, Exceptional, (206)
"Quiet, charming, nice breakfast, right across from beach"
The price is CA $512
CA $586 total
includes taxes & fees
Aug 25 - Aug 26
Inn on the Sound
Delano Homestead Bed & Breakfast
Exterior

Delano Homestead Bed & Breakfast

3.0 star property
9.6 out of 10, Exceptional, (144)
"Lovely specious facility with a friendly inn keeper. Welcoming with heathy breakfast served in a beautiful dining room where FDR and his family once sat. "
The price is CA $306
CA $342 total
includes taxes & fees
Aug 21 - Aug 22
Delano Homestead Bed & Breakfast
The Palmer House Inn
Beach nearby

The Palmer House Inn

3.5 star property
9.6 out of 10, Exceptional, (175)
"Superb staff and bkfsts Wonderful porch"
The price is CA $497
CA $569 total
includes taxes & fees
Sep 1 - Sep 2
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
Crocker Inn
Deluxe Room, 1 King Bed

Crocker Inn

3.0 star property
Crocker Inn
The 1720 House
Interior

The 1720 House

2.5 star property
6.8 out of 10, (41)
"Overpriced dirty rundown great location"
The 1720 House
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
Captain Lawrence Inn
Beach nearby

Captain Lawrence Inn

3.5 star property
9.0 out of 10, Wonderful, (64)
Captain Lawrence Inn
The Dexter
Deluxe Single Room

The Dexter

3.0 star property
The Dexter
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chilmark Hotel Reviews

Falmouth Tides

Falmouth Tides

10/10 Excellent
"The Falmouth Tides is a nice beach hotel. It has a cool vibe and a beautiful location on the beach. "
Donald 2-night trip
Posted 22 hours ago
Falmouth Tides

Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Chilmark?
Prices for B&Bs in Chilmark often vary, but you can find a great deal from CA $306 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Chilmark B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
What is the difference between a Chilmark Bed and Breakfast and a hotel?
Every Chilmark B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Chilmark B&Bs.