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

Find a Bed and Breakfast in Chilmark from CA $235

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8
In one month
Nov 20 - Nov 22
In two months
Dec 18 - Dec 20

Our top choices for Chilmark bed & breakfast

A two-story house with a stone facade, a balcony, and a well-maintained garden.

1. Frederick William House

Frederick William House
3.5 star property
Falmouth
9.6 out of 10, Exceptional, (330 reviews)
"Loved the property and our room!"
United States
Kathy
The price is CA $222
CA $254 total
includes taxes & fees
Nov 2 - Nov 3
Frederick William House
A two-story house with a front porch, a stone wall, and a well-maintained garden.

2. Delano Homestead Bed & Breakfast

Delano Homestead Bed & Breakfast
3.0 star property
Fairhaven
9.6 out of 10, Exceptional, (181 reviews)
"Beautiful home and friendly staff! Great breakfast"
United States
Richard
The price is CA $210
CA $235 total
includes taxes & fees
Nov 1 - Nov 2
Delano Homestead Bed & Breakfast
A cozy room with wicker furniture, a stone fireplace, and a view of the ocean.

3. Inn on the Sound

Inn on the Sound
3.5 star property
Falmouth Heights
9.8 out of 10, Exceptional, (232 reviews)
"It was a great place to stay!"
United States
Dustin
The price is CA $475
CA $543 total
includes taxes & fees
Oct 26 - Oct 27
Inn on the Sound
An outdoor patio with a fire table, seating, and a table set for a meal.

4. The Palmer House Inn

The Palmer House Inn
3.5 star property
Falmouth
9.8 out of 10, Exceptional, (178 reviews)
"Quiet and charming B&B. The rooms are great, staff is nice and owners and their dog are great! Walking distance to the Main Street with coffee, restaurants and shops. We stayed a few days with a quick day trip to Martha’s (which we walked to the ferry)"
United States
Jordi
The price is CA $351
CA $402 total
includes taxes & fees
Nov 1 - Nov 2
The Palmer House Inn
Front of property - evening/night

5. The Christopher, The Edgartown Collection

The Christopher, The Edgartown Collection
3.0 star property
Edgartown
9.8 out of 10, Exceptional, (288 reviews)
"Friendly and helpful staff - super great location."
United States
Clayton
The Christopher, The Edgartown Collection
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.
View all properties
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

InnSeason Resorts Surfside

InnSeason Resorts Surfside

10/10 Excellent
"The whole place was very clean. Had a very relaxing time. Views were great too!"
Christine 4-night trip
Posted 1 day ago
InnSeason Resorts Surfside

Find out more about Chilmark

Chilmark B&B information

Number of reviews
879
Accommodation
11 B&B
Lowest Price
CA $235
Highest Price
CA $543

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 $235 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.

Explore a world of travel with Expedia