A golf course, a large building complex, and a marina by a river.

Book Chesapeake Bed & Breakfast

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Check prices for these dates

Next weekend
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20
In one month
Oct 2 - Oct 4
In two months
Oct 30 - Nov 1

Our top choices for Chesapeake bed & breakfast

Front of property

1. The Inn at Four Eleven York

The Inn at Four Eleven York
4.0 star property
West Freemason
10.0 out of 10, Exceptional, (113 reviews)
"Great place!"
United States
Brian
$282 nightly
The price is $327
Sep 10 - Sep 11
Total with taxes and fees
The Inn at Four Eleven York
Front of property

2. Barclay Cottage

Barclay Cottage
3.5 star property
Northeast Virginia Beach
9.8 out of 10, Exceptional, (224 reviews)
"Host was kind"
United States
Pamela
$211 nightly
The price is $245
Sep 9 - Sep 10
Total with taxes and fees
Barclay Cottage
Coffee/tea maker, fridge, microwave, oven

3. Cape Henry Full Suite Inn at Old Beach

Cape Henry Full Suite Inn at Old Beach
Northeast Virginia Beach
9.8 out of 10, Exceptional, (7 reviews)
"Private, and quiet, but seconds away from ocean"
United States
Blake F.
$500 nightly
The price is $576
Sep 8 - Sep 9
Total with taxes and fees
Cape Henry Full Suite Inn at Old Beach
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 Hotel Reviews

Schooner Inn

Schooner Inn

10/10 Excellent
"This is one of the cleanest and nicest places I've stayed in the whole Virginia Beach Area. Will definitely be back."
Jelene 1-night trip
Posted 1 hour ago
Schooner Inn

Find out more about Chesapeake

Chesapeake B&B information

Number of reviews
344
Accommodation
8 B&B
Lowest Price
$245
Highest Price
$576

Frequently asked questions

What is the nightly rate for a Bed & Breakfast in Chesapeake?
Prices for B&Bs in Chesapeake often vary, but you can find a great deal from $245 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Chesapeake 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?
The best time to book a B&B in Chesapeake is during the spring months of April to June. This period draws visitors eager to enjoy the pleasant weather and vibrant natural beauty, with temperatures ranging from the mid-50s to mid-80s Fahrenheit. The region comes alive with blooming flowers and lush greenery, making it an ideal backdrop for outdoor activities such as kayaking, hiking, and exploring the scenic parks.

As the summer approaches, July becomes the most popular month for travelers. During this peak season, you'll find a buzzing atmosphere filled with families and friends enjoying Chesapeake's waterfront and local festivals. The warm temperatures are superb for engaging in water sports or relaxing by the bay.

For those looking to travel on a budget, consider visiting in December. This month offers a unique charm, as Chesapeake is beautifully decorated for the holiday season. It's a quieter time, allowing for a more intimate experience while enjoying local holiday events and cozy gatherings.
What is the difference between a Chesapeake B&B and a hotel?
Every Chesapeake 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 B&Bs.

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