Photo by Sarah Chiricosta

Find Historic Hotels in Chesapeake, VA

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Chesapeake Historic Hotels

Top Chesapeake Historic Hotels

On the beach
Beach Side Studio #3 - Pet Friendly, WiFi, Off-Street Parking, Large Smart TV

Beach Side Studio #3 - Pet Friendly, WiFi, Off-Street Parking, Large Smart TV

Cottage Park
7.8 out of 10, Good, (16)
"Check in was ok. The hot water heater was in the kitchen with exposed wire. The table was uneven it would rock up and down. There’s also mold or grease on the ceiling in the kitchen. a spaghetti noodle on the wall. Floor was not clean there was sand on the floor. Bathroom window would not lock. The best part was having a big TV to watch. We made due for 2 nights. "
United States
Wendy C.
Beach Side Studio #3 - Pet Friendly, WiFi, Off-Street Parking, Large Smart TV
Fridge, microwave, oven, stovetop
Norfolk Beach Cottage Rental

Norfolk Beach Cottage Rental

East Ocean View
9.0 out of 10, Wonderful, (276)
"The house was just the right size for 6 women ranging in ages 13-73. One bathroom was fine for all of us. The rooms were of good size and the fridge could fit so much food. Definitely would stay here again. "
United States
Jennifer F.
The price is AED 607
AED 1,486 total
includes taxes & fees
18 Nov - 19 Nov
Norfolk Beach Cottage Rental
Exterior
Smithfield Inn

Smithfield Inn

3.5 star property
Smithfield
9.0 out of 10, Wonderful, (100)
"This is a quaint inn with great food and a wonderful innkeeper."
United States
Elizabeth
The price is AED 657
AED 736 total
includes taxes & fees
16 Nov - 17 Nov
Smithfield Inn
Property amenity
Days Inn by Wyndham Virginia Beach At The Beach

Days Inn by Wyndham Virginia Beach At The Beach

2.0 star property
Northeast Virginia Beach
7.8 out of 10, Good, (1002)
"Great place"
United States
nathan
The price is AED 253
AED 299 total
includes taxes & fees
23 Nov - 24 Nov
Days Inn by Wyndham Virginia Beach At The Beach
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
9.0 out of 10, Wonderful, (69)
"Location was amazing and made the house worthwhile "
United States
Misti W.
The price is AED 511
AED 1,020 total
includes taxes & fees
18 Nov - 19 Nov
Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House
View from room
Red Roof PLUS+ & Suites Virginia Beach – Seaside

Red Roof PLUS+ & Suites Virginia Beach – Seaside

2.5 star property
Northeast Virginia Beach
8.4 out of 10, Very Good, (1017)
"Room was spotless and quick check in "
United States
forte
The price is AED 248
AED 325 total
includes taxes & fees
16 Nov - 17 Nov
Red Roof PLUS+ & Suites Virginia Beach – Seaside
Lobby
Moxy Virginia Beach Oceanfront

Moxy Virginia Beach Oceanfront

3.0 star property
Northeast Virginia Beach
8.8 out of 10, Excellent, (784)
"Very pet friendly ."
United States
Melissa
The price is AED 345
AED 404 total
includes taxes & fees
23 Nov - 24 Nov
Moxy Virginia Beach Oceanfront
Lunch and dinner served, beach views
Hampton Inn Virginia Beach-Oceanfront South

Hampton Inn Virginia Beach-Oceanfront South

3.0 star property
Northeast Virginia Beach
8.8 out of 10, Excellent, (1036)
"The room was clean and we had the perfect oceanfront view."
United States
Melissa
The price is AED 344
AED 403 total
includes taxes & fees
3 Dec - 4 Dec
Hampton Inn Virginia Beach-Oceanfront South
Balcony view
The Barclay Towers Resort Hotel

The Barclay Towers Resort Hotel

2.5 star property
Northeast Virginia Beach
8.0 out of 10, Very Good, (1002)
"Great location "
United States
Steven
The price is AED 309
AED 417 total
includes taxes & fees
16 Dec - 17 Dec
The Barclay Towers Resort Hotel
Indoor pool
Sandcastle Resort On The Beach

Sandcastle Resort On The Beach

3.0 star property
Northeast Virginia Beach
7.8 out of 10, Good, (1001)
"Beach view was beautiful. Hotel nice "
United States
Kim
The price is AED 237
AED 338 total
includes taxes & fees
16 Nov - 17 Nov
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

Comfort Inn & Suites Hampton near Coliseum

Comfort Inn & Suites Hampton near Coliseum

10/10 Excellent
"Very clean and comfortable. The staff in the kitchen was so nice for breakfast "
cheyenne 3-night trip
Posted 6 hours ago
Comfort Inn & Suites Hampton near Coliseum

Explore a world of travel with Expedia

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 107 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, you'll find Naval Station Norfolk in the area.
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.