Top B&B in Chesapeake City County in 2026

A large building with a prominent arched entrance and a green roof.

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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

Northeast Virginia Beach

Cadie

AED 419 total

includes taxes & fees

19 Oct - 20 Oct

A historic building with a prominent entrance, a sign for 'four eleven' on York Street, and a staircase leading to the main door.

2. The Inn at Four Eleven York

West Freemason

Brian

AED 998 total

includes taxes & fees

18 Oct - 19 Oct

A spacious kitchen with a large island, wooden beams, white cabinetry, and a chandelier.

3. Cape Henry Full Suite Inn at Old Beach

Northeast Virginia Beach

Blake F.

AED 1,813 total

includes taxes & fees

20 Oct - 21 Oct

A marina with boats docked, a pedestrian walkway, and a bridge in the background.

4. The Magnolia House Inn

Downtown Hampton

Steve

A porch with two rocking chairs and a small table, surrounded by yellow flowers.

5. The Teacherage

Sunbury

Anonymous traveler

AED 372 total

includes taxes & fees

1 Nov - 2 Nov

A room with a black brick fireplace, a bed with a tufted headboard, and framed pictures on the mantel.

6. The Velvet Anchor | Chelsea Suite: Bohemian Charm

Norfolk

AED 850 total

includes taxes & fees

20 Oct - 21 Oct

7. Beach Spa Bed and Breakfast

Northeast Virginia Beach

"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...

Jessica

8. The Pinner House

Suffolk

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Top Chesapeake City County Hotel Reviews

Schooner Inn

10/10 Excellent

"Love this little place!!"

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

10/10 Excellent

"Everything was amazing. If I had to make a suggestion: the common hallway to my room, the carpet is riddled with unappealing stains, a light fixture cover was on the ground, it made the hotel feel low quality and that wasn’t the case but vibe matters, so I would suggest that. Maybe tile is better for the beach."

Crowne Plaza Virginia Beach Town Center by IHG

10/10 Excellent

"My husband and I stayed for 2 nights and had a great visit. The hotel is close to the highway, Mount Trashmore and Town Center making very convenient for visitors. The staff was very pleasant and helpful. They have a restaurant in the hotel where we both enjoyed dinner one evening. The room was clean and the bed was more comfortable than we expected, which was a pleasant surprise. There were only two things I would alert others to before booking. We didn’t pay attention that there was not a microwave in the room while booking. This wasn’t a big deal for us but might be for others. And our room faced the highway so if you’re a light sleeper you might want to ask for a room on the opposite side. Neither were deal breakers for us. I would definitely recommend this hotel."

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chesapeake City County bed & breakfast

1. Barclay Cottage

2. The Inn at Four Eleven York

3. Cape Henry Full Suite Inn at Old Beach

4. The Magnolia House Inn

5. The Teacherage

6. The Velvet Anchor | Chelsea Suite: Bohemian Charm

7. Beach Spa Bed and Breakfast

8. The Pinner House

9. Charming 1-bedroom bed & breakfast resort in awesome Virginia Beach

Top Chesapeake City County Hotel Reviews

Schooner Inn

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

Hilton Vacation Club Ocean Beach Club Virginia Beach

Ocean Resort

Crowne Plaza Virginia Beach Town Center by IHG

Holiday Inn Express & Suites VA Beach Oceanfront by IHG

Marjac Suites Virginia Beach Oceanfront

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