Find Historic Hotels in Chesapeake, VA

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Check availability on Chesapeake Historic Hotels

Tonight
2 Apr - 3 Apr
Tomorrow
3 Apr - 4 Apr
This weekend
3 Apr - 5 Apr
Next weekend
10 Apr - 12 Apr

Our top choices for Chesapeake historic hotels

Sun loungers, beach towels

Norfolk Beach Cottage Rental

Norfolk Beach Cottage Rental
East Ocean View
9.0 out of 10, Wonderful, (282 reviews)
"Great location. Very close to the beach and a park. Great place for families. Large dining table worked great for us for Thanksgiving. "
United States
Cody H.
The price is AED 611
AED 1,469 total
includes taxes & fees
6 Apr - 7 Apr
Norfolk Beach Cottage Rental
On the beach

Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House

Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House
Willoughby Spit
8.8 out of 10, Excellent, (71 reviews)
"We love this little quiet beach house "
United States
Annie N.
The price is AED 547
AED 1,054 total
includes taxes & fees
5 Apr - 6 Apr
Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House
Fridge, microwave, oven, stovetop

Old Beach House Made New for Large Accommodations

Old Beach House Made New for Large Accommodations
Norfolk
9.2 out of 10, Wonderful, (15 reviews)
"Spacious and very clean! Perfect for a big family gathering."
United States
Jennifer S.
The price is AED 1,135
AED 2,926 total
includes taxes & fees
26 Apr - 27 Apr
Old Beach House Made New for Large Accommodations
Indoor pool

Sandcastle Resort On The Beach

Sandcastle Resort On The Beach
3.0 star property
Northeast Virginia Beach
7.6 out of 10, Good, (1,011 reviews)
"The kitchen staff can use some additional customer service training. Front desk were great."
United States
Mohammed
The price is AED 295
AED 405 total
includes taxes & fees
23 Apr - 24 Apr
Sandcastle Resort On The 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.
View all properties

Top Chesapeake Hotel Reviews

Hilton Vacation Club Oceanaire Virginia Beach

Hilton Vacation Club Oceanaire Virginia Beach

8/10 Good
"Very comfortable stay in the King Sweet with a family of 5. I definitely will return and recommend this hotel. The only update I will like to see happen is upgrade their T.v’s with the option to log in to streaming services like Netflix, Prime etc. other than that the stay was great. "
Ivan 3-night trip
Posted 3 hours ago
Hilton Vacation Club Oceanaire Virginia Beach

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Frequently asked questions

What should a history enthusiast expect from a trip to Chesapeake?
The historical places in Chesapeake are likely a big part of your travel plans. And while you're here, you can visit the array of shops and popular beaches. And also relish a stop at the top-notch restaurants in this family-friendly area.
How many historical hotels will I find in Chesapeake?
In Chesapeake, there are 114 hotels and other accommodations bookable on Expedia though you won't find many designated historic hotels.
What are the must-see historical places and other sights to visit in Chesapeake?
Favorite places to visit include Greenbrier Mall, Chesapeake Conference Center, and Chesapeake Square Mall. Additionally, in the area you'll find Naval Station Norfolk and Sandbridge Beach.
What is a historic hotel like in Chesapeake?
Historic hotels give guests an opportunity to stay in a place that's been recognized with an official historic designation. Historic hotels throughout the world come in all forms like castles, palaces, grand homes or even old police stations, pubs, lodges or skyscrapers. These types of hotels in Chesapeake usually retain authentic elements such as period features or traditional architecture in guestrooms or communal spaces.
What is the difference between a historic hotel and a heritage hotel?
These are quite similar. "Historic hotel" is a term often used in the U.S., whereas "heritage hotel" is common in Asia and Europe. Historic hotels tend to focus on the architecture and actual building. Mainly heritage hotels draw meaning from the cultural value and how it inspired the community.
Do historic hotels in Chesapeake have modern facilities?
Yes. Every effort is made to preserve treasured traditions and historic facades, but hotel interiors are fitted with modern conveniences and safety features. Guests should expect the popular amenities you'd get from a hotel such as private rooms with updated bathroom facilities, WiFi, and more. In Chesapeake, booking a historic hotel doesn't mean you will stay in a place that's uncomfortable for guests or simply rundown.