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Find Historic Hotels in Chesapeake, VA

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Nov 29 - Nov 30
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Nov 30 - Dec 1
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Dec 5 - Dec 7
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Dec 12 - Dec 14

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)
"Cute structure, awesome location. Not well maintained. Bugs abound. Amazing price!"
United States
Stewart S.
$128 nightly
The price is $150
Dec 22 - Dec 23
Total with taxes and fees
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)
"Great for our very busy boys--right across the street from the beach, 3 min walk to a very clean, fun park. Quick drive to stores. Easy to get in/out of the house, plently of comfy beds and amenities. "
United States
Kaila S.
$350 nightly
The price is $406
Dec 1 - Dec 2
Total with taxes and fees
Norfolk Beach Cottage Rental
Exterior
Smithfield Inn

Smithfield Inn

3.5 star property
Smithfield
9.0 out of 10, Wonderful, (102)
"Friendly staff Charming bed & breakfast nearby shops/dining convenient parking "
United States
Woody
$209 nightly
The price is $234
Dec 2 - Dec 3
Total with taxes and fees
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, (1007)
"The property is amazingly kept. Michael is the best welcoming committee and front desk staff with their smiles and cordial invites. Breakfast attendee has an amazing god loving personality. We have gone to this hotel over 25 years and will keep going. "
United States
Mohammed
$69 nightly
The price is $81
Nov 30 - Dec 1
Total with taxes and fees
Days Inn by Wyndham Virginia Beach At The Beach
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, (1045)
"Great beach location and friendly staff"
United States
Monty
$103 nightly
The price is $121
Dec 14 - Dec 15
Total with taxes and fees
Hampton Inn Virginia Beach-Oceanfront South
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, (1026)
"Great stay.. Quiet & clean. Will stay again!"
United States
Kashmere
$75 nightly
The price is $87
Dec 1 - Dec 2
Total with taxes and fees
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, (799)
"Everything was great!! Staff, room, food, drinks view of the beach I definitely recommend and would stay again. "
United States
Angel
$84 nightly
The price is $99
Dec 7 - Dec 8
Total with taxes and fees
Moxy Virginia Beach Oceanfront
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.
$236 nightly
The price is $274
Nov 30 - Dec 1
Total with taxes and fees
Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House
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, (1007)
"Beach view was beautiful. Hotel nice "
United States
Kim
$78 nightly
The price is $92
Dec 18 - Dec 19
Total with taxes and fees
Sandcastle Resort On The Beach
Exterior
Courtyard by Marriott Norfolk Downtown

Courtyard by Marriott Norfolk Downtown

3.0 star property
Downtown Norfolk
8.0 out of 10, Very Good, (1011)
"Great location."
United States
Mary
$73 nightly
The price is $87
Dec 14 - Dec 15
Total with taxes and fees
Courtyard by Marriott Norfolk Downtown
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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Top Chesapeake Hotel Reviews

Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake

10/10 Excellent
"Staff was Amazing! Room was very clean, spacious, the Beds and pillows are luxury! Better than at home. Room rate was affordable. We will definitely stay here again!"
Lisa 2-night trip
Posted 1 day ago
Wingate by Wyndham Chesapeake

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.

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