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B&B in Chesapeake Bay

1840s Carrollton Inn

4.5 star property
9.6 out of 10, Exceptional, (992)
"We stayed one night and the place is great! Staff were super nice, location is great and close to the Inner Harbor. The included parking and delicious breakfast were amazing benefits to our stay. Our room was large and beautiful. Highly recommend this unique place to stay!"
$169 nightly
The price is $199
Sep 29 - Sep 30
Total with taxes and fees
1840s Carrollton Inn

Cedars of Williamsburg Bed & Breakfast

3.0 star property
9.2 out of 10, Wonderful, (545)
"We enjoyed the friendly and accommodating staff, clean room, and excellent breakfast. "
$150 nightly
The price is $170
Sep 28 - Sep 29
Total with taxes and fees
Cedars of Williamsburg Bed & Breakfast

A Williamsburg White House

3.5 star property
9.6 out of 10, Exceptional, (182)
"Amazing property and hosts. Excellent breakfast. Convenient location "
$229 nightly
The price is $258
Sep 28 - Sep 29
Total with taxes and fees
A Williamsburg White House

Laurel Grove Inn on the South

3.5 star property
9.0 out of 10, Wonderful, (527)
"Great location with fantastic views. Very friendly owner "
$200 nightly
The price is $228
Oct 6 - Oct 7
Total with taxes and fees
Laurel Grove Inn on the South

Pure Voyage Shaw

4.0 star property
9.4 out of 10, Exceptional, (11)
"My favorite place stay at the DC"
$316 nightly
The price is $334
Oct 1 - Oct 2
Total with taxes and fees
Pure Voyage Shaw

George Brooks House B&B

3.0 star property
8.6 out of 10, Excellent, (64)
"Gorgeous quaint historic house. Friendly owner, close to town "
$207 nightly
The price is $228
Sep 29 - Sep 30
Total with taxes and fees
George Brooks House B&B

Inn at 605

3.5 star property
9.4 out of 10, Exceptional, (35)
"Adorable, clean, convenient, safe and cozy!! I recommend The Inn at 605! "
$230 nightly
The price is $260
Sep 28 - Sep 29
Total with taxes and fees
Inn at 605

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. "
$209 nightly
The price is $236
Sep 28 - Sep 29
Total with taxes and fees
Williamsburg Manor B&B

The Baywood Bed & Breakfast

3.0 star property
9.8 out of 10, Exceptional, (190)
"Great property, quite spectacular location, and friendly staff!"
$203 nightly
The price is $225
Sep 29 - Sep 30
Total with taxes and fees
The Baywood Bed & Breakfast

Flag House Inn

3.5 star property
9.4 out of 10, Exceptional, (78)
"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!"
$165 nightly
The price is $188
Sep 28 - Sep 29
Total with taxes and fees
Flag House Inn

Parsonage Inn

3.5 star property
9.2 out of 10, Wonderful, (130)
"Beautiful Victorian Cottage Home. Outstanding service and breakfast. Wonderful hosts made us feel right @ home!"
$229 nightly
The price is $252
Sep 28 - Sep 29
Total with taxes and fees
Parsonage Inn

Aldrich House Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (364)
"The home was beautiful and comfortable. We will return when we visit Williamsburg."
$132 nightly
The price is $150
Oct 23 - Oct 24
Total with taxes and fees
Aldrich House Bed & Breakfast

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

9.8 out of 10, Exceptional, (19)
"Johnathan’s condominium is absolutely amazing! Everything is just perfect! Our family had a wonderful time. The location is perfect. It’s extremely clean Johnathan communicates wonderfully. I highly recommend staying at his place! We will definitely be back!"
Charming 2-bedroom bed & breakfast condo in fabulous Washington with WiFi, AC

Williamsburg Sampler B & B

3.0 star property
9.6 out of 10, Exceptional, (309)
"A wonderful place to stay!"
$230 nightly
The price is $260
Sep 28 - Sep 29
Total with taxes and fees
Williamsburg Sampler B & B

The Inn at Four Eleven York

4.0 star property
10.0 out of 10, Exceptional, (96)
"Lovely B&B, very comfortable, friendly staff. Would definitely stay again"
$258 nightly
The price is $300
Sep 28 - Sep 29
Total with taxes and fees
The Inn at Four Eleven York

Inn at Horn Point

3.0 star property
9.6 out of 10, Exceptional, (21)
"Family owned with care and pride. Excellent food and recommendations for other restaurants and activities. "
$344 nightly
The price is $392
Sep 29 - Sep 30
Total with taxes and fees
Inn at Horn Point

Legacy Villa

4.0 star property
$168 nightly
The price is $190
Oct 13 - Oct 14
Total with taxes and fees
Legacy Villa

American Guest House

3.5 star property
8.6 out of 10, Excellent, (156)
"Beautiful historic building. "
$234 nightly
The price is $272
Oct 27 - Oct 28
Total with taxes and fees
American Guest House

Lovely, 1 BR in Adams Morgan! Walk Everywhere!

9.6 out of 10, Exceptional, (21)
"The place is super close to markets and redline station. That made visiting DC without the hassle of driving and parking a car fantastic."
$198 nightly
The price is $227
Sep 28 - Sep 29
Total with taxes and fees
Lovely, 1 BR in Adams Morgan! Walk Everywhere!

Walk Everywhere! Charming Adams Morgan 1 BR!

9.0 out of 10, Wonderful, (12)
"Everything you need in this beautiful property! Coffee shops, restaurants and stores all within a short walk! Loved it! "
$186 nightly
The price is $213
Sep 28 - Sep 29
Total with taxes and fees
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

Find out more about Chesapeake Bay

Find out more about Chesapeake Bay

Chesapeake Bay B&B information

Number of reviews
3,031
Accommodation
57 B&B
Lowest Price
$150
Highest Price
$392

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 $150 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.

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