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

The Inn at Four Eleven York

4.0 star property
10.0 out of 10, Exceptional, (83)
"Such a cute inn. The room was impeccable. Although an older inn, all the modern amenities were included and you could tell they had really taken the time to think of every detail. Excellent location and easy to walk to a variety of places downtown. "
The price is AED 1,123
AED 1,302 total
includes taxes & fees
29 Dec - 30 Dec
The Inn at Four Eleven York

Barclay Cottage B&B

3.5 star property
10.0 out of 10, Exceptional, (176)
"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

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

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

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

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

2.5 star property
7.4 out of 10, Good, (56)
"Difficult to find at night. Would have liked lamp At bedside "
The price is AED 202
AED 222 total
includes taxes & fees
2 Jan - 3 January 2025
The Teacherage

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

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

3.0 star property
8.0 out of 10, Very Good, (1417)
"The people were friendly, the spot was easy to find, and we had a room the size of a small apartment, with 2 ocean-view balconies, for about relatively cheap. The bathtub had jets, which was a plus; and I’ll take advantage of the sauna/pool area when we visit again and have less planned. I enjoyed walking the board walk, and the food options in the area were decent. We got a call about (I’m pretty sure) going to a meeting about the time-share; we skipped the meeting, but they did say they had...
The price is AED 320
AED 587 total
includes taxes & fees
23 Dec - 24 Dec
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

The Ocean Key Resort by VSA Resorts

3.0 star property
7.8 out of 10, Good, (1276)
"I had a great stay beautiful view and the beach is walking distance "
The price is AED 223
AED 474 total
includes taxes & fees
5 Jan - 6 January 2025
The Ocean Key Resort by VSA Resorts

The Atrium Resort, Virginia Beach by Vacatia

3.5 star property
8.2 out of 10, Very Good, (1292)
"Great stay at a great price."
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, 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: 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, 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.