Find a Bed and Breakfast in Chesapeake Bay from CA $137

    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 22 - Aug 24
In two weeks
Aug 29 - Aug 31
In one month
Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Browse Select Chesapeake Bay B&B

1840s Carrollton Inn
Declaration Suite (101) | Courtyard

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 CA $265
CA $311 total
includes taxes & fees
Aug 19 - Aug 20
1840s Carrollton Inn
Colonial Beach Plaza Bed & Breakfast
Beach nearby, white sand, beach umbrellas, beach towels

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
Outdoor banquet area

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 $211
CA $239 total
includes taxes & fees
Aug 17 - Aug 18
Cedars of Williamsburg Bed & Breakfast
The Baywood Bed & Breakfast
Deluxe Room (Light House) | View from room

The Baywood Bed & Breakfast

3.0 star property
9.8 out of 10, Exceptional, (180)
"Room waa great, scenery was great; seren location Host was congenial.."
The price is CA $279
CA $310 total
includes taxes & fees
Aug 26 - Aug 27
The Baywood Bed & Breakfast
George Brooks House B&B
Exterior

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 $322
CA $355 total
includes taxes & fees
Aug 14 - Aug 15
George Brooks House B&B
Flag House Inn
Front of property

Flag House Inn

3.5 star property
9.6 out of 10, Exceptional, (75)
"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 $240
CA $274 total
includes taxes & fees
Aug 14 - Aug 15
Flag House Inn
A Williamsburg White House
Front of property

A Williamsburg White House

3.5 star property
9.6 out of 10, Exceptional, (180)
"One of the BEST Bed and Breakfast places we have ever stayed. One of the highlights of our entire trip!"
The price is CA $315
CA $356 total
includes taxes & fees
Aug 14 - Aug 15
A Williamsburg White House
Williamsburg Manor B&B
Free daily continental breakfast

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 CA $233
CA $264 total
includes taxes & fees
Aug 14 - Aug 15
Williamsburg Manor B&B
Charming 2-bedroom bed & breakfast condo in fabulous Washington with WiFi, AC
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (15)
"The property was as listed and had nice touch's left from the host (extra toiletries/coffee). Lots of natural light in a quiet area. It was perfect for a DC visit. Only a couple of blocks one direction to the subway and lots of interesting eateries, and a couple of blocks the other way to Whole Foods grocery. Felt safe everywhere. Would definitely book again if we come back. "
Charming 2-bedroom bed & breakfast condo in fabulous Washington with WiFi, AC
Laurel Grove Inn on the South
Outdoor dining

Laurel Grove Inn on the South

3.5 star property
9.0 out of 10, Wonderful, (519)
"Beautiful property and lovely hosts."
The price is CA $248
CA $283 total
includes taxes & fees
Aug 14 - Aug 15
Laurel Grove Inn on the South
Adams Morgan, Charming, 1 Bedroom Walk Everywhere!
Exterior detail

Adams Morgan, Charming, 1 Bedroom Walk Everywhere!

9.8 out of 10, Exceptional, (15)
"Clean, quiet, and within walking distance of everything I needed. "
The price is CA $178
CA $292 total
includes taxes & fees
Aug 21 - Aug 22
Adams Morgan, Charming, 1 Bedroom Walk Everywhere!
Inn at 605
Front of property

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 $285
CA $322 total
includes taxes & fees
Aug 17 - Aug 18
Inn at 605
Lovely, 1 BR in Adams Morgan! Walk Everywhere!
Exterior detail

Lovely, 1 BR in Adams Morgan! Walk Everywhere!

9.8 out of 10, Exceptional, (18)
"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 $187
CA $304 total
includes taxes & fees
Aug 21 - Aug 22
Lovely, 1 BR in Adams Morgan! Walk Everywhere!
The Inn at Four Eleven York
Front of property

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 CA $350
CA $406 total
includes taxes & fees
Aug 21 - Aug 22
The Inn at Four Eleven York
Capitol Hill 2 Bedroom, 6ppl, Patio, Free Parking, near Capitol, Eastern Market
Fridge, microwave, oven, stovetop

Capitol Hill 2 Bedroom, 6ppl, Patio, Free Parking, near Capitol, Eastern Market

9.4 out of 10, Exceptional, (172)
"The location can't be beat! We were also impressed by how nice the apartment was. Excellent stay!"
Capitol Hill 2 Bedroom, 6ppl, Patio, Free Parking, near Capitol, Eastern Market
Pure Voyage Shaw
Elite Penthouse, 2 Bedrooms, City View | Terrace/patio

Pure Voyage Shaw

2.0 star property
9.2 out of 10, Wonderful, (10)
"My favorite place stay at the DC"
The price is CA $137
CA $447 total
includes taxes & fees
Aug 27 - Aug 28
Pure Voyage Shaw
Colonial Gardens
Rhododendron Suite

Colonial Gardens

3.5 star property
9.8 out of 10, Exceptional, (93)
"Nice location for overnight stay. "
Colonial Gardens
American Guest House
Exterior

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 CA $237
CA $275 total
includes taxes & fees
Aug 18 - Aug 19
American Guest House
Capitol Hill Cozy 1 Bedroom, Deck, near Capitol, Eastern Market, Free Parking
Property grounds

Capitol Hill Cozy 1 Bedroom, Deck, near Capitol, Eastern Market, Free Parking

9.4 out of 10, Exceptional, (83)
"Was within walking distance of almost everything we needed. We were here to see the museums and was only a few blocks from the National Mall which was perfect.Bike share is right there too! Everything was clean and perfect for two people."
Capitol Hill Cozy 1 Bedroom, Deck, near Capitol, Eastern Market, Free Parking
Cozy Brookland Retreat | Balcony | Scenic Views!
Property grounds

Cozy Brookland Retreat | Balcony | Scenic Views!

9.4 out of 10, Exceptional, (6)
"This property was in a very clean, safe and nice neighborhood. The apartment was cozy and clean. Very good for 2 seniors with an excellent walk-in shower. Located on the first floor with just a few steps inside the building entrance. Very easy walk to the Metro. Wonderful restaurant (Otis@12) almost next door! "
Cozy Brookland Retreat | Balcony | Scenic Views!
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 Chesapeake Bay Hotel Reviews

Hyatt Regency Baltimore Inner Harbor

Hyatt Regency Baltimore Inner Harbor

10/10 Excellent
"Nice "
Carolyn L Jones 2-night trip
Posted 14 hours ago
Hyatt Regency Baltimore Inner Harbor

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 $137 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.