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Check prices for these dates

Next weekend
11 Apr - 13 Apr
In two weeks
18 Apr - 20 Apr
In one month
2 May - 4 May
In two months
30 May - 1 Jun

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, (179)
"Great experience "
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, (88)
"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 AED 906
AED 1,053 total
includes taxes & fees
3 Apr - 4 Apr
The Inn at Four Eleven York
King B&B room 1 hour from the OBX & Hampton Roads
Outdoor dining

King B&B room 1 hour from the OBX & Hampton Roads

7.4 out of 10, Good, (6)
"Day before we.arrived got a message our room.was to be changed . Had to share a bathroom It.was not.between rooms. It..was.down.the hall. Sometimes the wait.was a bit much. No.grounded electrical outlets in room While resting, housekeeper had to come.to.our room.twice in.30 min period to get.supplies for other roo.s"
The price is AED 301
AED 589 total
includes taxes & fees
3 Apr - 4 Apr
King B&B room 1 hour from the OBX & Hampton Roads
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

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, (1440)
"The walls are very thin and there were loud kids next door for the first 2 nights. Even reported it to tell front desk but they were still loud. Couldn't sleep in the room and had to sleep on the pullout couch and shut bedroom door so it didnt sound like they were in the room with us. There wasnt a frying pan and took 2 days get one. There were also other missing utensils and dishes. It was nice being on the oceanfront. Once the loud kids were gone we could finally use the bed that was...
The price is AED 327
AED 594 total
includes taxes & fees
15 Apr - 16 Apr
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
The Ocean Key Virginia Beach Resort
Indoor pool

The Ocean Key Virginia Beach Resort

3.0 star property
7.8 out of 10, Good, (1299)
"I love the cleanness of the room, the bed was very comfortable. "
The price is AED 327
AED 594 total
includes taxes & fees
15 Apr - 16 Apr
The Ocean Key Virginia Beach Resort
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, (1299)
"I loved how close it was to the beach. The room itself was quite large with a separate living room, kitchen, and bedroom. "
The price is AED 297
AED 560 total
includes taxes & fees
14 Apr - 15 Apr
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.