Search B&B in Chesapeake

    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
6 Jun - 8 Jun
In two weeks
13 Jun - 15 Jun
In one month
27 Jun - 29 Jun
In two months
25 Jul - 27 Jul

Compare 8 B&B in Chesapeake with updated reviews, rates, and availability.

Barclay Cottage B&B
Front of property - evening/night

Barclay Cottage B&B

3.5 star property
10.0 out of 10, Exceptional, (185)
"was absolutely wonderful, they made delicious beautiful breakfast for us, would 100% go again:)"
Barclay Cottage B&B
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, (93)
"The property is a lovely home from the late 1800's and has been updated without losing the charm of its era. Great staff and easy access make this a perfect place to get away."
The price is AEDĀ 906
AEDĀ 1,053 total
includes taxes & fees
1 Jun - 2 Jun
The Inn at Four Eleven York
Extra large suite with balcony, private, bathroom, free parking
1 bedroom, iron/ironing board, free WiFi, bed sheets

Extra large suite with balcony, private, bathroom, free parking

Extra large suite with balcony, private, bathroom, free parking
The Magnolia House Inn
Boating

The Magnolia House Inn

3.5 star property
9.2 out of 10, Wonderful, (46)
"The hospitality was phenomenal!! My husband and I felt so at home with the innkeepers Lankford and Joyce. The breakfast was EXCELLENT! We will DEFINITELY visit again."
The Magnolia House Inn
The Teacherage
Sports facility

The Teacherage

2.5 star property
7.4 out of 10, Good, (56)
The Teacherage
Beach Spa Bed and Breakfast
Property grounds

Beach Spa Bed and Breakfast

4.0 star property
9.0 out of 10, Wonderful, (258)
Beach Spa Bed and Breakfast
The Pinner House
Romantic Room | Individually decorated, individually furnished, blackout drapes

The Pinner House

4.5 star property
The Pinner House
Charming 1-bedroom bed & breakfast resort in awesome Virginia Beach
Pool

Charming 1-bedroom bed & breakfast resort in awesome Virginia Beach

Charming 1-bedroom bed & breakfast resort in awesome Virginia 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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

Searching for B&Bs in Chesapeake?
If you want to find an accommodation with fewer rooms than a hotel and an intimate environment, a B&B might be just the right fit for your vacation to Chesapeake. If your ideal vacation to Chesapeake includes spending lots of time outside, Chesapeake City Park and Riverwalk Parkway Park and Playground are good spots to enjoy the scenery.
Are you thinking about a B&B for your stay?
With attentive service, opportunities to socialize with other guests, and of course a full breakfast to start the day, B&Bs provide a truly one-of-a-kind setting.
What are the best B&Bs in Chesapeake?
Below are some well-liked B&Bs in the area: Barclay Cottage B&B: 5 rooms. 17.9 mi (28.8 km) from the heart of Chesapeake. Enjoy the free full breakfast and onsite spa services. The Inn at Four Eleven York: 4 rooms. 5.9 mi (9.6 km) from the downtown core. Enjoy the free cooked breakfast and designer toiletries. The Magnolia House Inn: 3 rooms. 18 mi (28.9 km) from the heart of downtown. Enjoy the free full breakfast and designer toiletries.
What's the best time of year to book my B&B in Chesapeake?
When youā€™re planning your stay in Chesapeake, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 77Ā°F, while the coldest months are January and February with an average of 45Ā°F. Average annual precipitation for Chesapeake is 54 inches.
What is there to do in Chesapeake?
Travelers enjoy Chesapeake for its beautiful beaches and major shopping area. When you want to spend some time in the great outdoors, Oak Grove Lake Park and Chesapeake City Park are some notable spots. You might put Greenbrier Mall and Chesapeake Conference Center on your list if you want to see more of the area.
How can I get to and around Chesapeake?
You can plan your excursions in and around Chesapeake ahead of time with these transportation options. Fly into Norfolk Intl. Airport (ORF), which is located 10.1 mi (16.3 km) away from the city center. You can also search for flights into Newport News - Williamsburg Intl. Airport (PHF), which is 27.6 mi (44.5 km) away. If youā€™d like to explore around the area, you may want a rental car for your journey.