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.

Fairfield Inn & Suites by Marriott Chesapeake Suffolk
2.5 star property
8.0 out of 10, Very Good, (551)
"Friendly, helpful staff. Best breakfast we’ve seen (complimentary)"
The price is AED 309
AED 359 total
includes taxes & fees
24 Nov - 25 Nov
Fairfield Inn & Suites by Marriott Chesapeake Suffolk
Days Inn by Wyndham Chesapeake
2.0 star property
4.8 out of 10, (510)
"There was no where to plug a laptop up you had to unplug TV to plug in laptop Dresser was broken which I didn't use but still should be fixed"
The price is AED 219
AED 255 total
includes taxes & fees
10 Nov - 11 Nov
Days Inn by Wyndham Chesapeake
Econo Lodge Chesapeake Route 13 and I-464
2.0 star property
6.0 out of 10, (361)
"Everything was enjoyable "
The price is AED 257
AED 299 total
includes taxes & fees
10 Nov - 11 Nov
Econo Lodge Chesapeake Route 13 and I-464
Staybridge Suites Chesapeake, an IHG Hotel
3.0 star property
8.4 out of 10, Very Good, (418)
"Really spacious, clean and comfortable. "
The price is AED 437
AED 506 total
includes taxes & fees
10 Nov - 11 Nov
Staybridge Suites Chesapeake, an IHG Hotel
Hampton Inn Norfolk/Chesapeake (Greenbrier Area)
2.5 star property
8.4 out of 10, Very Good, (855)
"Traffic noise has worsened in room. Not sure what can be done. "
The price is AED 318
AED 370 total
includes taxes & fees
14 Nov - 15 Nov
Hampton Inn Norfolk/Chesapeake (Greenbrier Area)
Delta Hotels by Marriott Chesapeake Norfolk
3.5 star property
8.6 out of 10, Excellent, (1001)
"The hotel was spacious and staff kind and thoughtful. My room was comfortable and clean, but there were several maintenance issues in my sister's room, such as a running toilet, noisy refrigerator, and other minor issues. Whatever was used to clean her bathtub made it impossibly slippery. Food was good, but the dining room a bit understaffed at breakfast. Overall a good stay, great staff, perhaps some attention needed to the rooms."
The price is AED 327
AED 380 total
includes taxes & fees
24 Nov - 25 Nov
Delta Hotels by Marriott Chesapeake Norfolk
Red Roof Inn Chesapeake Conference Center
2.0 star property
7.0 out of 10, Good, (1000)
"very clean "
The price is AED 290
AED 337 total
includes taxes & fees
17 Nov - 18 Nov
Red Roof Inn Chesapeake Conference Center
Holiday Inn Express Chesapeake - Norfolk, an IHG Hotel
2.5 star property
8.6 out of 10, Excellent, (959)
"I really enjoyed my stay and I’ll definitely choose holiday inn express for future visits. Thank you for the awesome breakfast as well!! "
The price is AED 301
AED 350 total
includes taxes & fees
24 Nov - 25 Nov
Holiday Inn Express Chesapeake - Norfolk, an IHG Hotel
Extended Stay America Suites Chesapeake Greenbrier Circle
2.5 star property
6.8 out of 10, (776)
"The two associates Latoya and Jay was very kind and had great customer service and resolved any issues we had"
The price is AED 241
AED 281 total
includes taxes & fees
24 Nov - 25 Nov
Extended Stay America Suites Chesapeake Greenbrier Circle
Wingate by Wyndham Chesapeake
2.5 star property
8.0 out of 10, Very Good, (999)
"The leather on the furniture in the lobby was severely cracked and old, the coffee was delicious but the breakfast was subpar. The bed was very comfortable and the room spacious."
The price is AED 353
AED 409 total
includes taxes & fees
10 Nov - 11 Nov
Wingate by Wyndham Chesapeake
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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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 romantic 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 Conference Center, and Chesapeake City Park. 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.