Search B&B in Chesapeake Bay

    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 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

B&B in Chesapeake Bay

1840s Carrollton Inn
Relax in a serene courtyard with traditional seating areas and lush greenery.

1840s Carrollton Inn

4.5 star property
9.6 out of 10, Exceptional, (984)
"Great breakfast, room is spacious and comfortable with old world charm "
The price is ₩234,687
₩275,750 total
includes taxes & fees
Aug 10 - Aug 11
1840s Carrollton Inn
Colonial Beach Plaza Bed & Breakfast
Relax on the beach with a clear ocean view, featuring a wooden deck and comfortable seating.

Colonial Beach Plaza Bed & Breakfast

3.0 star property
10.0 out of 10, Exceptional, (61)
"Beautiful B&B - the owners were delightful. Right off the beach with nice pool and many amenities. Would go back!"
Colonial Beach Plaza Bed & Breakfast
Cedars of Williamsburg Bed & Breakfast
Relax in a serene outdoor setting surrounded by a snow-covered evergreen tree and a charming gazebo.

Cedars of Williamsburg Bed & Breakfast

3.0 star property
9.2 out of 10, Wonderful, (542)
"We enjoyed the friendly and accommodating staff, clean room, and excellent breakfast. "
The price is ₩211,966
₩240,173 total
includes taxes & fees
Aug 17 - Aug 18
Cedars of Williamsburg Bed & Breakfast
The Baywood Bed & Breakfast
Enjoy a serene beach view from the room's three large windows.

The Baywood Bed & Breakfast

3.0 star property
9.8 out of 10, Exceptional, (179)
"Room waa great, scenery was great; seren location Host was congenial.."
The price is ₩280,544
₩312,246 total
includes taxes & fees
Aug 11 - Aug 12
The Baywood Bed & Breakfast
George Brooks House B&B
Enjoy a relaxing stay in this two-story house with a spacious patio area and a swimming pool perfect for leisure activities.

George Brooks House B&B

3.0 star property
8.8 out of 10, Excellent, (61)
"Gorgeous quaint historic house. Friendly owner, close to town "
The price is ₩336,652
₩370,317 total
includes taxes & fees
Aug 11 - Aug 12
George Brooks House B&B
Flag House Inn
Stunning two-story home with a charming porch and symmetrical facade, featuring a central entrance and evenly spaced windows.

Flag House Inn

3.5 star property
9.6 out of 10, Exceptional, (73)
"Lovely B&B close to EVERYTHING! The host were so kind and helpful. The common areas were very nice as well as the front porch!"
The price is ₩241,572
₩275,390 total
includes taxes & fees
Aug 11 - Aug 12
Flag House Inn
A Williamsburg White House
Stately two-story house with a traditional facade, surrounded by a well-maintained lawn and a white picket fence.

A Williamsburg White House

3.5 star property
9.6 out of 10, Exceptional, (179)
"One of the BEST Bed and Breakfast places we have ever stayed. One of the highlights of our entire trip!"
The price is ₩317,257
₩358,099 total
includes taxes & fees
Aug 10 - Aug 11
A Williamsburg White House
Williamsburg Manor B&B
Enjoy cooking in this well-equipped kitchen with a central island, television, and beautiful artwork.

Williamsburg Manor B&B

3.0 star property
9.2 out of 10, Wonderful, (257)
"Love the cozy house and walkable to all things colonial Williamsburg. "
The price is ₩289,549
₩327,064 total
includes taxes & fees
Aug 10 - Aug 11
Williamsburg Manor B&B
Laurel Grove Inn on the South
Outdoor dining

Laurel Grove Inn on the South

3.5 star property
9.0 out of 10, Wonderful, (517)
"Beautiful property and lovely hosts."
The price is ₩249,372
₩284,284 total
includes taxes & fees
Aug 10 - Aug 11
Laurel Grove Inn on the South
Inn at 605
Classic brick building with a central entrance, surrounded by a well-maintained lawn and landscaped garden.

Inn at 605

3.5 star property
9.4 out of 10, Exceptional, (33)
"Adorable, clean, convenient, safe and cozy!! I recommend The Inn at 605! "
The price is ₩286,653
₩323,823 total
includes taxes & fees
Aug 8 - Aug 9
Inn at 605
The Inn at Four Eleven York
Welcome to Four Eleven York Street, a boutique inn with a historic entrance featuring a bay window and turret.

The Inn at Four Eleven York

4.0 star property
10.0 out of 10, Exceptional, (95)
"Lovely B&B, very comfortable, friendly staff. Would definitely stay again"
The price is ₩351,640
₩408,542 total
includes taxes & fees
Aug 11 - Aug 12
The Inn at Four Eleven York
Pure Voyage Shaw
Elite Penthouse, 2 Bedrooms, City View | Terrace/patio

Pure Voyage Shaw

2.0 star property
9.4 out of 10, Exceptional, (9)
"My favorite place stay at the DC"
The price is ₩142,142
₩454,363 total
includes taxes & fees
Aug 25 - Aug 26
Pure Voyage Shaw
Colonial Gardens
Relax in a classic bedroom with a large bed, ceiling fan, and comfortable nightstand.

Colonial Gardens

3.5 star property
9.8 out of 10, Exceptional, (93)
"Angela was the perfect host! We couldn’t say more. Her breakfasts were delicious and the property was perfectly located for exploring Williamsburg on our biking trip. "
Colonial Gardens
American Guest House
Classic corner building with a prominent entrance and ornate detailing.

American Guest House

3.5 star property
8.6 out of 10, Excellent, (155)
"I am always a fan of independently known boutique hotels, especially when they hold historical value. Lucía, the owner, was a fantastic hostess and made sure my stay was a comfortable one. "
The price is ₩261,841
₩303,604 total
includes taxes & fees
Aug 14 - Aug 15
American Guest House
Parsonage Inn
Experience the charm of this historic bed and breakfast, featuring a traditional gabled roof and wrap-around porch.

Parsonage Inn

3.5 star property
9.2 out of 10, Wonderful, (129)
"Beautiful Victorian Cottage Home. Outstanding service and breakfast. Wonderful hosts made us feel right @ home!"
The price is ₩317,257
₩348,983 total
includes taxes & fees
Aug 11 - Aug 12
Parsonage Inn
Aldrich House Bed & Breakfast
Enjoy a meal on the deck with a bench and dining table.

Aldrich House Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (362)
"The home was beautiful and comfortable. We will return when we visit Williamsburg."
The price is ₩168,963
₩192,002 total
includes taxes & fees
Sep 1 - Sep 2
Aldrich House Bed & Breakfast
Inn at Horn Point
Relax on the shore with two comfortable chairs and a small table, overlooking the calm waters and a picturesque pier.

Inn at Horn Point

3.0 star property
9.4 out of 10, Exceptional, (19)
"Family owned with care and pride. Excellent food and recommendations for other restaurants and activities. "
The price is ₩476,301
₩542,980 total
includes taxes & fees
Aug 10 - Aug 11
Inn at Horn Point
Malolo Bed and Breakfast
Welcome to Malolo Bed and Breakfast, a charming two-story building with a beautiful entrance surrounded by lush gardens.

Malolo Bed and Breakfast

3.5 star property
9.8 out of 10, Exceptional, (74)
"Jorge and Dave are excellent hosts and shared lots of dining and activity suggestions. We would stay again. "
Malolo Bed and Breakfast
Fife And Drum Inn
Terris offers a classic entrance with a green awning and a prominent sign.

Fife And Drum Inn

3.0 star property
8.4 out of 10, Very Good, (790)
"It was a welcome retreat after days in large chain hotels. Felt like we had been transported to a simpler time."
The price is ₩326,608
₩430,638 total
includes taxes & fees
Aug 10 - Aug 11
Fife And Drum Inn
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