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Check prices for these dates

Next weekend
30 Jan - 1 Feb
In two weeks
6 Feb - 8 Feb
In one month
20 Feb - 22 Feb
In two months
20 Mar - 22 Mar

Our top choices for Chesapeake bed & breakfast

Exterior

The Teacherage

The Teacherage
2.5 star property
Sunbury
7.4 out of 10, Good, (56 reviews)
"Difficult to find at night. Would have liked lamp At bedside "
United States
Anonymous traveler
The price is AED 202
AED 222 total
includes taxes & fees
24 Jan - 25 Jan
The Teacherage
Front of property

The Inn at Four Eleven York

The Inn at Four Eleven York
4.0 star property
West Freemason
10.0 out of 10, Exceptional, (102 reviews)
"Beautifully restored and maintained property. Thoughtful touches all around. Nice room sizes and beautiful bath finishes with intricate heated floors. Staff were all pleasant, professional and accommodating. Great stay in a super convenient location. Highly recommended. "
United States
Roger
The Inn at Four Eleven York
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 Chesapeake Hotel Reviews

Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake

10/10 Excellent
"Room was clean lobby was cllean ample parking "
john 1-night trip
Posted 2 days ago
Wingate by Wyndham Chesapeake

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, Chesapeake Arboretum 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: 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. The Magnolia House Inn: 3 rooms. Situated 18 mi (28.9 km) from the heart of Chesapeake. Enjoy the free full breakfast and designer toiletries. Cape Henry Full Suite Inn at Old Beach: 18 mi (28.9 km) from the heart of downtown. Enjoy the in-room fireplace and hot tub.
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, Oak Grove Lake Park and Chesapeake Arboretum 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.