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B&B in Chesapeake Bay

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 "
$193 nightly
The price is $226
Aug 6 - Aug 7
Total includes taxes and fees
1840s Carrollton Inn

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.."
$203 nightly
The price is $225
Aug 11 - Aug 12
Total includes taxes and fees
The Baywood Bed & Breakfast

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

3.0 star property
9.2 out of 10, Wonderful, (542)
"We enjoyed the friendly and accommodating staff, clean room, and excellent breakfast. "
$170 nightly
The price is $192
Aug 17 - Aug 18
Total includes taxes and fees
Cedars of Williamsburg Bed & Breakfast

Laurel Grove Inn on the South

3.5 star property
9.0 out of 10, Wonderful, (517)
"Beautiful property and lovely hosts."
$200 nightly
The price is $228
Aug 7 - Aug 8
Total includes taxes and fees
Laurel Grove Inn on the South

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!"
$229 nightly
The price is $258
Aug 6 - Aug 7
Total includes taxes and fees
A Williamsburg White House

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 "
$243 nightly
The price is $267
Aug 6 - Aug 7
Total includes taxes and fees
George Brooks House B&B

Pure Voyage Shaw

2.0 star property
9.4 out of 10, Exceptional, (9)
"My favorite place stay at the DC"
$309 nightly
The price is $326
Aug 25 - Aug 26
Total includes taxes and fees
Pure Voyage Shaw

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!"
$140 nightly
The price is $159
Aug 6 - Aug 7
Total includes taxes and fees
Flag House Inn

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! "
$230 nightly
The price is $260
Aug 6 - Aug 7
Total includes taxes and fees
Inn at 605

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!"
$199 nightly
The price is $229
Aug 7 - Aug 8
Total includes taxes and fees
Lovely, 1 BR in Adams Morgan! Walk Everywhere!

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."
$112 nightly
The price is $128
Sep 1 - Sep 2
Total includes taxes and fees
Aldrich House Bed & Breakfast

American Guest House

3.5 star property
8.6 out of 10, Excellent, (155)
"Wonderful host. Great breakfast. Comfortable room."
$176 nightly
The price is $205
Aug 14 - Aug 15
Total includes taxes and fees
American Guest House

Adams Morgan, Charming, 1 Bedroom Walk Everywhere!

9.8 out of 10, Exceptional, (14)
"Clean, quiet, and within walking distance of everything I needed. "
$191 nightly
The price is $219
Aug 10 - Aug 11
Total includes taxes and fees
Adams Morgan, Charming, 1 Bedroom Walk Everywhere!

Capitol Hill Cozy w/ 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. "
Capitol Hill Cozy w/ Private Entrance Bsmt on a Budget - Sleeps 4, Free Parking

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"
$282 nightly
The price is $327
Aug 7 - Aug 8
Total includes taxes and fees
The Inn at Four Eleven York

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

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. "
$290 nightly
The price is $336
Aug 11 - Aug 12
Total includes taxes and fees
Cozy Brookland Retreat | Balcony | Scenic Views!

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

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!"
$229 nightly
The price is $252
Aug 6 - Aug 7
Total includes taxes and fees
Parsonage 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.
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Top Chesapeake Bay Hotel Reviews

Frequently asked questions

What is the nightly rate for a Bed & Breakfast in Chesapeake Bay?
Prices for B&Bs in Chesapeake Bay often vary, but you can find a great deal from $128 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.
When is the best time to book a B&B in Chesapeake Bay?
The best time to book a B&B in Chesapeake Bay is during the late summer months, particularly from July to September. This period is characterized by warm, inviting weather and a vibrant atmosphere, superb for those seeking to indulge in outdoor activities and enjoy the stunning coastal scenery. The peak season draws visitors eager to experience sailing, kayaking, and exploring the charming waterfront towns, all while soaking up the sun.

July is especially popular, as temperatures typically range from the mid-70s to low 90s Fahrenheit, creating ideal conditions for beach outings and waterfront dining. The area buzzes with tourists enjoying festivals, local markets, and fresh seafood, making it a lively time to visit.

For travelers looking to save while still enjoying the beauty of Chesapeake Bay, consider planning your trip in December. This month, though quieter, offers a unique charm with holiday festivities and opportunities for cozy, intimate getaways. You can experience the beauty of the bay in a different light, perhaps taking advantage of lower rates on accommodations while still enjoying the picturesque winter landscapes.
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.