A golf course, a large building complex, and a marina by a river.

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Check availability on Chesapeake Historic Hotels

Tonight
29 Sep - 30 Sep
Tomorrow
30 Sep - 1 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Chesapeake historic hotels

A beach pathway leading to the ocean with sand dunes and vegetation.
A kitchen with white cabinetry, a granite countertop, and a dining area with a staircase.
A modern kitchen with white cabinets, stainless steel appliances including a refrigerator, oven, and microwave, and a granite countertop.
A wooden staircase leading to a beach access point with a sign indicating the City of Norfolk.

1. Norfolk Beach Cottage Rental

Norfolk Beach Cottage Rental
East Ocean View
United States
Jessie m.
AED 643
AED 1,460 total
includes taxes & fees
5 Oct - 6 Oct
Norfolk Beach Cottage Rental
A patio area with outdoor furniture, including a table with a tray of pastries and a vase of flowers.
A hotel room with a large bed, two patterned pillows, a framed artwork above the bed, and a neatly folded towel on the bed.
A cozy living room with wicker furniture, a white sofa, and a dining table. There are two windows with blinds, a lamp on a side table, and a wall sign that reads "Life is Better at the Beach."
A living room with a dark sofa, a wicker chair, a small table with a bottle and glass, and a window with blinds.

2. 2BR ViBe cottage near beach, dining, and Atlantic Park

2BR ViBe cottage near beach, dining, and Atlantic Park
Northeast Virginia Beach
United States
Toni K.
2BR ViBe cottage near beach, dining, and Atlantic Park
View all properties

Top Chesapeake Hotel Reviews

Ocean Resort

Ocean Resort

8/10 Good
"We stayed with our baby so I was a very picky mom but was very impressed with the property. Our room and balcony were clean, worst part was the AC leaked on the balcony but that is to be expected, just wear your sandals. The indoor pool was perfect for our afternoon cool down and easy to be out of the sun. Our family will be back!"
Caycee 4-night trip
Posted 11 hours ago
Ocean Resort
Hilton Virginia Beach Oceanfront

Hilton Virginia Beach Oceanfront

10/10 Excellent
"The Hilton on Virginia Beach offers the kind of amenities and service you would expect from a premium hotel. The only disappointment this time was their premium restaurant has closed. Nevertheless, from the rooftop pool and bar to the valet service everything is as it should be. Bathrooms are maybe starting to look a little dated when compared to newer hotels ... but the water is hot at all times and that more than compensates."
Mark 4-night trip
Posted 12 hours ago
Hilton Virginia Beach Oceanfront
Sandcastle Resort On The Beach

Sandcastle Resort On The Beach

10/10 Excellent
"The room was very clean. The breakfast staff was friendly"
James 3-night trip
Posted 15 hours ago
Sandcastle Resort On The Beach
Hilton Vacation Club Ocean Beach Club Virginia Beach

Hilton Vacation Club Ocean Beach Club Virginia Beach

10/10 Excellent
"."
Regine 2-night trip
Posted 16 hours ago
Hilton Vacation Club Ocean Beach Club Virginia Beach
Wyndham Virginia Beach Oceanfront

Wyndham Virginia Beach Oceanfront

8/10 Good
"|"
Katrina 3-night trip
Posted 16 hours ago
Wyndham Virginia Beach Oceanfront

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 110 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.

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