B&B in Chesapeake City County

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Top cities in Chesapeake City County

A beach at sunset with a pier extending into the water.
Hotels

Chesapeake

Chesapeake
Hotels

Jolliff

Jolliff

Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Chesapeake City County bed & breakfast

A sign for Barclay Cottage Bed & Breakfast, surrounded by lush greenery and a white picket fence.

1. Barclay Cottage

Barclay Cottage
3.5 star property
Northeast Virginia Beach
9.8 out of 10, Exceptional, (227 reviews)
"Amazing stay, we really enjoyed our time. It was lovely. Personable, clean, shared space but private. Loved it."
United States
Cadie
The price is NT$3,029
NT$3,550 total
includes taxes & fees
Nov 11 - Nov 12
Barclay Cottage
A dining area with a wooden table and chairs, a chandelier, and a view into a room with a fireplace.

2. The Inn at Four Eleven York

The Inn at Four Eleven York
4.0 star property
West Freemason
10.0 out of 10, Exceptional, (117 reviews)
"Great place!"
United States
Brian
The price is NT$7,676
NT$8,926 total
includes taxes & fees
Nov 9 - Nov 10
The Inn at Four Eleven York
A two-story house with a porch, columns, and a sign reading "Wedding Chapel".

3. The Magnolia House Inn

The Magnolia House Inn
3.5 star property
Downtown Hampton
9.6 out of 10, Exceptional, (51 reviews)
"Hosts were family. Breakfast was five star quality. Just a comfortable and happy environment."
United States
Steve
The Magnolia House Inn
A porch with two rocking chairs and a small table, surrounded by yellow flowers.

4. The Teacherage

The Teacherage
2.5 star property
Sunbury
7.8 out of 10, Good, (56 reviews)
"Difficult to find at night. Would have liked lamp At bedside "
United States
Anonymous traveler
The price is NT$3,022
NT$3,323 total
includes taxes & fees
Nov 10 - Nov 11
The Teacherage
Outdoor spa tub

5. Beach Spa Bed and Breakfast

Beach Spa Bed and Breakfast
4.0 star property
Northeast Virginia Beach
9.0 out of 10, Wonderful, (258 reviews)
"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...
United States
Jessica
Beach Spa Bed and Breakfast
Interior

6. The Pinner House

The Pinner House
4.5 star property
Suffolk
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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Top reviews in Chesapeake City County

A dining area with a wooden table and chairs, a chandelier, and a view into a room with a fireplace.
The Inn at Four Eleven York

The Inn at Four Eleven York

The Inn at Four Eleven York
West Freemason

10/10 Excellent

We stayed for our honeymoon before embarking on our cruise to Bermuda out of Norfolk. The port was very close to the Inn. The Inn is beautiful and so romantic. The area around the Inn had several options for dining. The walkable area was so romantic with its old architecture and cobblestone streets. I would love to come and stay longer and experience their restaurants and the city of Norfolk. I would highly recommend the Inn to anyone wanting a place that is not a big box type hotel. If...
United States
Dana
Reviewed October 20, 2026
The Inn at Four Eleven York

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