Find Historic Hotels in Chesapeake, VA

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Pick from 30 Chesapeake Historic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Lounge
Delta Hotels by Marriott Chesapeake Norfolk
3.5 star property
8.6 out of 10, Excellent, (1003)
"This stay was during a conference that was being held at the hotel ALSO during graduation weekend and there was no restaurant available for lunch on Saturday which led to having to leave the property and fight grad traffic to find food. Suggest you staff restaurant next year if this occurs. Food for thought (pun intended)."
The price is SAR 521
SAR 603 total
includes taxes & fees
24 Jum. II - 25 Jum. II
Delta Hotels by Marriott Chesapeake Norfolk
Front of property
Holiday Inn Express Chesapeake - Norfolk, an IHG Hotel
2.5 star property
8.6 out of 10, Excellent, (858)
"Everything was very nice except the elevator was broken and there are no handicap rooms available on the first floor. The staff was very nice and made the stay very welcoming."
The price is SAR 502
SAR 581 total
includes taxes & fees
2 Jum. II - 3 Jum. II
Holiday Inn Express Chesapeake - Norfolk, an IHG Hotel
Exterior
Staybridge Suites Chesapeake, an IHG Hotel
3.0 star property
8.4 out of 10, Very Good, (379)
"We really liked having a suite with a full size refrigerator. We also liked that the bedroom was separate from the kitchen area and that you could close a door to keep the sound of the refrigerator muffled while sleeping. The beds were very comfortable and the room was very clean. The only disappointment with this venue was the food. The breakfast food wasn’t good. As a tea drinker I found it disappointing that there were no good tea options. The fruit was old, the sausage was hard, the...
The price is SAR 596
SAR 690 total
includes taxes & fees
5 Jum. II - 6 Jum. II
Staybridge Suites Chesapeake, an IHG Hotel
Exterior
Hampton Inn Norfolk/Chesapeake (Greenbrier Area)
2.5 star property
8.4 out of 10, Very Good, (783)
"Everything was great except for the road and traffic noise, very busy here but that's expected for this area. "
The price is SAR 420
SAR 486 total
includes taxes & fees
28 Jum. I - 29 Jum. I
Hampton Inn Norfolk/Chesapeake (Greenbrier Area)
Room
Comfort Suites Chesapeake - Norfolk
2.5 star property
8.2 out of 10, Very Good, (1007)
"Quite and restful"
The price is SAR 394
SAR 457 total
includes taxes & fees
27 Jum. I - 28 Jum. I
Comfort Suites Chesapeake - Norfolk
Exterior
Fairfield Inn & Suites by Marriott Chesapeake Suffolk
2.5 star property
8.0 out of 10, Very Good, (501)
"Deja was excellent and she was accommodating and made our stay enjoyable."
The price is SAR 634
SAR 733 total
includes taxes & fees
5 Jum. II - 6 Jum. II
Fairfield Inn & Suites by Marriott Chesapeake Suffolk
Exterior
Wingate by Wyndham Chesapeake
2.5 star property
8.0 out of 10, Very Good, (1005)
"Nice, big rooms. Renovated, though some wear and tear around the edges. Pretty good breakfast. Lots of options: waffles, cereal, eggs, sausage, biscuits and gravy. "
The price is SAR 604
SAR 699 total
includes taxes & fees
27 Jum. I - 28 Jum. I
Wingate by Wyndham Chesapeake
Exterior
Red Roof Inn Chesapeake Conference Center
2.0 star property
7.0 out of 10, Good, (1000)
"I appreciated that they let me have my dog. The room smelled a bit strange before I came in though "
The price is SAR 334
SAR 388 total
includes taxes & fees
27 Jum. I - 28 Jum. I
Red Roof Inn Chesapeake Conference Center
Exterior
Extended Stay America Suites Chesapeake Greenbrier Circle
2.5 star property
6.8 out of 10, (758)
"Clean and friendly"
The price is SAR 321
SAR 372 total
includes taxes & fees
2 Jum. II - 3 Jum. II
Extended Stay America Suites Chesapeake Greenbrier Circle
Exterior
Extended Stay America Suites Chesapeake Crossways Blvd
2.5 star property
6.4 out of 10, (1001)
"Hotel is in a great location. Only 2 snall dings are that the previous occupant smoked something, not cigarettes, and left an odor in the room and we saw one cockroach on the last day. Other than that, it was a great stay. Staff was very friendly and helpful."
The price is SAR 300
SAR 349 total
includes taxes & fees
27 Jum. I - 28 Jum. I
Extended Stay America Suites Chesapeake Crossways Blvd
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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.

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 108 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 Square Mall, and Great Dismal Swamp National Wildlife Refuge. 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.

Recent reviews of Chesapeake hotels
Expedia verified reviews

Oceans 2700

Oceans 2700

5/5 Excellent
"Our safe for one night was great. The only issue I had was the noise from neighbors. The property is well maintained, the staff friendly, & excellent location to shopping, restaurants, & the beach! Just a 3 minute walk!!! "
A verified traveler stayed at Oceans 2700
Posted 15 hours ago
Oceans 2700