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Check prices for these dates

Next weekend
2 Jum. I - 4 Jum. I
In two weeks
9 Jum. I - 11 Jum. I
In one month
23 Jum. I - 25 Jum. I
In two months
20 Jum. II - 22 Jum. II

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, (181)
"Beautiful stay and the breakfast was wonderful. Every day was something different and delicious. Would highly recommend."
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, (90)
"The personal attention and friendliness of the owner and small staff. Carefully appointed rooms with attention to every detail. We would definitely stay here again. "
The price is SAR 925
SAR 1,075 total
includes taxes & fees
29 Apr - 30 Apr
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)
"Difficult to find at night. Would have liked lamp At bedside "
The Teacherage
Beach Spa Bed and Breakfast
Outdoor spa tub

Beach Spa Bed and Breakfast

4.0 star property
9.0 out of 10, Wonderful, (258)
"Literally needed a police escort to leave this place due to a situation with a fight that led to some drunk friend of the innkeeper following us to our Suite screaming at us. We had to lock ourselves in the room... We never met the actual innkeeper Tina. She was nowhere to be found. We met Kyle who PORTRAYED himself as the innkeeper. During our entire stay, there were constantly random people coming in and out of the innkeeper's apartment at all hours of the day. And on the last night of our...
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
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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Other property types in Chesapeake

The Ocean Key Virginia Beach Resort
Indoor pool

The Ocean Key Virginia Beach Resort

3.0 star property
7.8 out of 10, Good, (1313)
"Good overall! Did not realize the pool was on the lobby"
The price is SAR 354
SAR 631 total
includes taxes & fees
7 May - 8 May
The Ocean Key Virginia Beach Resort
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
Exterior

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

3.0 star property
8.0 out of 10, Very Good, (1044)
"very nice place"
The price is SAR 332
SAR 605 total
includes taxes & fees
1 May - 2 May
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
The Atrium Resort, Virginia Beach by Vacatia
Beach nearby

The Atrium Resort, Virginia Beach by Vacatia

3.5 star property
8.2 out of 10, Very Good, (1318)
"We had a great stay overall. The property is well-maintained while being a bit outdated. However, the studios are very spacious with a full kitchen, a closed bedroom and a full dining and living room area, all of which are ideal for family vacation. It’s within walkable distance to the beach and boardwalk. Bonus: free destination EV chargers! "
The price is SAR 322
SAR 593 total
includes taxes & fees
7 May - 8 May
The Atrium Resort, Virginia Beach by Vacatia
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.

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 Chesapeake Arboretum 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. Located 18 mi (28.9 km) from the core of Chesapeake. Enjoy the free full breakfast and designer toiletries.
What's the best time of year to book my B&B in Chesapeake?
When you’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 77°F, while the coldest months are January and February with an average of 45°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, Chesapeake City Park and Oak Grove Lake 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 you’d like to explore around the area, you may want a rental car for your journey.