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Compare 7 B&B in Chesapeake with updated reviews, rates, and availability.

Front of property - evening/night
Barclay Cottage B&B
3.5 star property
10.0 out of 10, Exceptional, (158)
"Such a cute place to stay and wonderful hosts! The breakfasts were amazing. Only a short walk to the beach. Nice neighborhood. Would definitely stay again!!!"
The price is $330
$382 total
includes taxes & fees
Jun 15 - Jun 16
Barclay Cottage B&B
Front of property
The Inn at Four Eleven York
4.0 star property
9.8 out of 10, Exceptional, (70)
"This was definitely one of my most satisfying stays at a B&B. Breakfast featured healthy options and was served at my chosen time. Dinner on the covered patio was pleasant and well-presented (albeit with small portions). The staff members ensured we had a wonderful experience and they exhibited pride in their workplace. "
The price is $323
$374 total
includes taxes & fees
May 22 - May 23
The Inn at Four Eleven York
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
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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
Outdoor dining
King B&B room 1 hour from the OBX & Hampton Roads
7.4 out of 10, Good, (6)
"My fiancé and I stayed there for a nice overnight stay and the place was amazing! Would recommend to anyone looking to stay in the area."
King B&B room 1 hour from the OBX & Hampton Roads
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
Romantic Room | Individually decorated, individually furnished, blackout drapes
The Pinner House
4.5 star property
The Pinner House
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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.

Other property types in Chesapeake

Beach
Beach Condo 2 Min Walk From The Beach
9.2 out of 10, Wonderful, (91)
"This condo was absolutely fabulous. It is literally 2 minute walk to the beach access. The rooms were comfortable and I've never stayed at a Vrbo with such an impressively stocked kitchen. The host responded quickly and answered all our questions. They were also very responsive. It was a lovely stay."
Beach Condo 2 Min Walk From The Beach
Interior
The Atrium Resort by VSA Resorts
3.5 star property
8.2 out of 10, Very Good, (1077)
"The property staff was very nice and tentative to our needs during our stay. We had an issue with our room and they changed our room that was more suitable."
The price is $108
$178 total
includes taxes & fees
May 29 - May 30
The Atrium Resort by VSA Resorts
Exterior
The Ocean Sands Resort by VSA Resorts
3.0 star property
8.0 out of 10, Very Good, (1269)
"View was immaculate. Room was accommodating. Some major amenities were not available during entire duration of stay (wi fi) and some ice machines. The ocean view made it worth the stay."
The price is $122
$199 total
includes taxes & fees
May 16 - May 17
The Ocean Sands Resort by VSA Resorts
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.

Chesapeake B&B information

Number of reviews
551
Accommodation
7 B&B
Lowest Price
$323
Highest Price
$330

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, Great Dismal Swamp National Wildlife Refuge and Chesapeake City Park 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. Escape to Tranquility: Experience the Best of Norfolk at Our Enchanting BnB!: 6.3 mi (10.1 km) from the heart of downtown. Enjoy the in-room fireplace and spa tub. 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, Great Dismal Swamp National Wildlife Refuge and Chesapeake City Park are some notable spots. You might put Greenbrier Mall and Chesapeake Square Mall 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.

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