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Check prices for these dates

Next weekend
7 Saf. - 9 Saf.
In two weeks
14 Saf. - 16 Saf.
In one month
28 Saf. - 2 Rab. I
In two months
28 Rab. I - 30 Rab. I

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

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, (84)
"Excellent!!"
The price is SAR 779
SAR 907 total
includes taxes & fees
3 Feb - 4 Feb
The Inn at Four Eleven York
King B&B room 1 hour from the OBX & Hampton Roads
Room

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"
King B&B room 1 hour from the OBX & Hampton Roads
Barclay Cottage B&B
Room

Barclay Cottage B&B

3.5 star property
10.0 out of 10, Exceptional, (177)
"From the gourmet breakfasts to the pantry with fridge and all the essentials (plates/silver/mugs/glasses) for in-room dining to the arrangement of breakfast tables for friendly chatter to the kindly advice on where to eat/visit/shop/sunbathe to the balconies for morning coffee to the bicycles and beach gear--all welcoming and wonderful. Even the shared bath for two of the five BRs was thoughtfully conceived, with a whiteboard shower signup for travelers who needed to be ready to go somewhere at...
Barclay Cottage B&B
The Magnolia House Inn
Front of property

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
Exterior

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

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

Extra large suite with balcony, private, bathroom, free parking
The Pinner House
Front of property

The Pinner House

4.5 star property
The Pinner House
Beach Spa Bed and Breakfast
Front of property

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
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, (1434)
"Jimmy in Maintenance was awesome! We had to move to another room because toilet was leaking. Jimmy took care of everything even retrieving the keys to new room. The lady at the front desk requested we come down to get keys. Jimmy saw we were loaded with luggage and helped us tremendously!!!"
The price is SAR 330
SAR 603 total
includes taxes & fees
17 Feb - 18 Feb
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
The Ocean Key Resort by VSA Resorts
Exterior

The Ocean Key Resort by VSA Resorts

3.0 star property
7.8 out of 10, Good, (1289)
"This was a great time "
The price is SAR 284
SAR 550 total
includes taxes & fees
17 Feb - 18 Feb
The Ocean Key Resort by VSA Resorts
Virginia Beach Oceanfront Studio, Lawn, Boardwalk, Pool, Beach
Unit is located on pool level. In the picture it is on the left center.

Virginia Beach Oceanfront Studio, Lawn, Boardwalk, Pool, Beach

9.8 out of 10, Exceptional, (85)
"This was one of the most ideal stays we have encountered. From the opening communication to the moment we left, we could not have asked for a better experience. The unit is a studio but held everything we could need and want. The owners were wonderfully communicative and provided depth information. Above all, the unit is so wonderfully located, right next to the boardwalk and beach. I could only wish I could give everything more than 5 stars!"
Virginia Beach Oceanfront Studio, Lawn, Boardwalk, Pool, 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.

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 Oak Grove Lake 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: The Inn at Four Eleven York: 4 rooms. 5.9 mi (9.6 km) from the heart of Chesapeake. Enjoy the free cooked breakfast and designer toiletries. Barclay Cottage B&B: 5 rooms. 17.9 mi (28.8 km) from the downtown core. Enjoy the free full breakfast and onsite spa services. 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 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.