Find a Bed and Breakfast in Chesapeake Bay from CA $147

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Check prices for these dates

Next weekend
Aug 8 - Aug 10
In two weeks
Aug 15 - Aug 17
In one month
Aug 29 - Aug 31
In two months
Sep 26 - Sep 28

Browse Select Chesapeake Bay B&B

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, (983)
"Great breakfast, room is spacious and comfortable with old world charm "
The price is CA $266
CA $313 total
includes taxes & fees
Aug 3 - Aug 4
1840s Carrollton Inn
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, (177)
"Absolutely stunning property! It’s quiet - the private beach is wonderful and the view at sunset is breathtaking. We definitely enjoyed our stay at the Baywood Bed & Breakfast "
The price is CA $280
CA $312 total
includes taxes & fees
Aug 11 - Aug 12
The Baywood Bed & Breakfast
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 CA $212
CA $240 total
includes taxes & fees
Aug 17 - Aug 18
Cedars of Williamsburg Bed & Breakfast
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 CA $249
CA $284 total
includes taxes & fees
Aug 3 - Aug 4
Laurel Grove Inn on the South
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 CA $289
CA $327 total
includes taxes & fees
Aug 7 - Aug 8
A Williamsburg White House
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 CA $336
CA $370 total
includes taxes & fees
Aug 4 - Aug 5
George Brooks House B&B
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 CA $147
CA $460 total
includes taxes & fees
Aug 3 - Aug 4
Pure Voyage Shaw
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 CA $241
CA $275 total
includes taxes & fees
Aug 3 - Aug 4
Flag House Inn
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 CA $286
CA $323 total
includes taxes & fees
Aug 3 - Aug 4
Inn at 605
Lovely, 1 BR in Adams Morgan! Walk Everywhere!
Stylish two-story residence with a flat roof and a welcoming entrance.

Lovely, 1 BR in Adams Morgan! Walk Everywhere!

9.8 out of 10, Exceptional, (17)
"This apartment was perfect for a conference I attended in mid April. It is spacious and easy to access. The neighborhood is very walkable and there are a few grocery stores nearby for essentials! The hosts were very communicative!"
The price is CA $200
CA $326 total
includes taxes & fees
Aug 10 - Aug 11
Lovely, 1 BR in Adams Morgan! Walk Everywhere!
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)
"Wonderful host. Great breakfast. Comfortable room."
The price is CA $227
CA $264 total
includes taxes & fees
Aug 5 - Aug 6
American Guest House
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, (361)
"The home was beautiful and comfortable. We will return when we visit Williamsburg."
The price is CA $155
CA $177 total
includes taxes & fees
Sep 1 - Sep 2
Aldrich House Bed & Breakfast
Cozy Capitol Hill Private Entrance Bsmt on a Budget - Sleeps 4, Free Parking
Fridge, microwave, coffee/tea maker, electric kettle

Cozy Capitol Hill Private Entrance Bsmt on a Budget - Sleeps 4, Free Parking

8.6 out of 10, Excellent, (18)
"What a cute property for budget accommodations. It was bigger than I expected and loved the King bed and comfortable sheets. The full capacity washing machine and dryer were also a great bonus. "
Cozy Capitol Hill Private Entrance Bsmt on a Budget - Sleeps 4, Free Parking
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, (94)
"Lovely B&B, very comfortable, friendly staff. Would definitely stay again"
The price is CA $351
CA $408 total
includes taxes & fees
Aug 3 - Aug 4
The Inn at Four Eleven York
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)
"Nice location for overnight stay. "
Colonial Gardens
Capitol Hill Stay Like No Other
Equipped with a microwave, oven, refrigerator, and sink, this kitchen offers ample counter space for food preparation.

Capitol Hill Stay Like No Other

9.4 out of 10, Exceptional, (14)
"Great property that was super clean. Nice walking distance to the Capitol area. The host was very responsive. We had a great time!"
Capitol Hill Stay Like No Other
Cozy Brookland Retreat | Balcony | Scenic Views!
Stroll up to the rooftop terrace, surrounded by lush greenery and modern architecture.

Cozy Brookland Retreat | Balcony | Scenic Views!

9.4 out of 10, Exceptional, (6)
"My daughter and I came here for her 32nd birthday. We relaxed, walked to get our nails done, went to a great Indian restaurant and had Jerk delivered later that night. "
The price is CA $167
CA $470 total
includes taxes & fees
Aug 3 - Aug 4
Cozy Brookland Retreat | Balcony | Scenic Views!
Charming 2-bedroom bed & breakfast condo in fabulous Washington with WiFi, AC
Enjoy cooking in this well-equipped kitchen with a gas stove, refrigerator, and microwave, plus seating for three at the bar.

Charming 2-bedroom bed & breakfast condo in fabulous Washington with WiFi, AC

10.0 out of 10, Exceptional, (14)
"My family and I really enjoyed our stay here during Spring Break. The property was clean, well stocked, and the owner was very helpful and easy to communicate with. The whole neighborhood was quiet, and the property being just a short walk to Whole Foods allowed us to stock up on groceries for our stay. It was also just a short walk to the Metro station - which allowed us to easily get around and explore all the amazing sights and attractions in DC. Overall, we had a great experience and would...
Charming 2-bedroom bed & breakfast condo in fabulous Washington with WiFi, AC
Walk Everywhere! Charming Adams Morgan 1 BR!
Enjoy dining or relaxing on this balcony with a view of the urban environment.

Walk Everywhere! Charming Adams Morgan 1 BR!

9.2 out of 10, Wonderful, (9)
"Everything you need in this beautiful property! Coffee shops, restaurants and stores all within a short walk! Loved it! "
The price is CA $188
CA $311 total
includes taxes & fees
Aug 10 - Aug 11
Walk Everywhere! Charming Adams Morgan 1 BR!
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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Top Chesapeake Bay Hotel Reviews

Washington Plaza Hotel

Washington Plaza Hotel

10/10 Excellent
"Everyone was super friendly. I'm a single parent with a 6 year old and they were very kid friendly while giving excellent service!"
Gerald 1-night trip
Posted 6 hours ago
Washington Plaza Hotel

Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Chesapeake Bay?
Prices for B&Bs in Chesapeake Bay often vary, but you can find a great deal from CA $147 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Chesapeake Bay 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 Chesapeake Bay Bed & Breakfast and a hotel?
Every Chesapeake Bay 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 Chesapeake Bay B&Bs.