Find Historic Hotels in Gloucester, 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 Gloucester Historic Hotels

Our top choices for Gloucester historic hotels

Exterior
Williamsburg Lodge, Autograph Collection

Williamsburg Lodge, Autograph Collection

Williamsburg Lodge, Autograph Collection
4.0 star property
Colonial Williamsburg
9.0 out of 10, Wonderful, (1001)
"room was clean and comfortable; perfect location for Colonial Williamsburg visit and other local attractions"
United States
Eileen
The price is AED 521
AED 590 total
includes taxes & fees
11 Jan - 12 January 2026
Williamsburg Lodge, Autograph Collection
Exterior
Yorktown - 3 private rooms and bath for 1 group/party. Not a whole home rental.

Yorktown - 3 private rooms and bath for 1 group/party. Not a whole home rental.

Yorktown - 3 private rooms and bath for 1 group/party. Not a whole home rental.
Yorktown
9.4 out of 10, Exceptional, (46)
"Location is ideal"
United States
Christy M
The price is AED 661
AED 846 total
includes taxes & fees
12 Dec - 13 Dec
Yorktown - 3 private rooms and bath for 1 group/party. Not a whole home rental.
Deluxe Room, 1 Queen Bed, City View | Terrace/patio
Armistead House

Armistead House

Armistead House
2.0 star property
Downtown Williamsburg
10.0 out of 10, Exceptional, (1)
"Our room was lovely and the bed was so comfortable. The shared parlor was a relaxing place to have a good cup of coffee. The location is perfect within walking distance to Marchant's Square. We will definitely come back to Armistead House!"
United States
Pamela
The price is AED 569
AED 644 total
includes taxes & fees
4 Jan - 5 January 2026
Armistead House
Exterior
Log Cabin - Williamsburg Pet-Friendly Log Cabin – Heated Pool, Free Game Room, Near Parks

Log Cabin - Williamsburg Pet-Friendly Log Cabin – Heated Pool, Free Game Room, Near Parks

Log Cabin - Williamsburg Pet-Friendly Log Cabin – Heated Pool, Free Game Room, Near Parks
Williamsburg
9.0 out of 10, Wonderful, (9)
"Wonderful stay - very organized check-in. Adorable campground!"
United States
Erin F.
The price is AED 308
AED 428 total
includes taxes & fees
16 Dec - 17 Dec
Log Cabin - Williamsburg Pet-Friendly Log Cabin – Heated Pool, Free Game Room, Near Parks
Outdoor dining
Cottage - Williamsburg Pet-Friendly Getaway – Heated Pool, Free Game Room, Near Parks

Cottage - Williamsburg Pet-Friendly Getaway – Heated Pool, Free Game Room, Near Parks

Cottage - Williamsburg Pet-Friendly Getaway – Heated Pool, Free Game Room, Near Parks
Williamsburg
9.8 out of 10, Exceptional, (17)
"It was a great stay! We really enjoyed the cabin! The area was nice and everyone was very friendly. We would definitely stay again!"
United States
Jarrett N.
The price is AED 540
AED 691 total
includes taxes & fees
15 Dec - 16 Dec
Cottage - Williamsburg Pet-Friendly Getaway – Heated Pool, Free Game Room, Near Parks
Front of property
Williamsburg Inn, an official Colonial Williamsburg Hotel

Williamsburg Inn, an official Colonial Williamsburg Hotel

Williamsburg Inn, an official Colonial Williamsburg Hotel
5.0 star property
Colonial Williamsburg
9.8 out of 10, Exceptional, (325)
"Good stay. Staff very good. Amenities are also very good. "
United States
Joseph
The price is AED 1,519
AED 1,886 total
includes taxes & fees
4 Jan - 5 January 2026
Williamsburg Inn, an official Colonial Williamsburg Hotel
Marina
Luxury Riverfront Condo w/ sunrise & sunset views

Luxury Riverfront Condo w/ sunrise & sunset views

Luxury Riverfront Condo w/ sunrise & sunset views
Kingsmill
9.6 out of 10, Exceptional, (68)
"Enjoyed my stay at this condo..I hope it becomes available again this year, "
United States
Orlanda
The price is AED 625
AED 1,279 total
includes taxes & fees
15 Dec - 16 Dec
Luxury Riverfront Condo w/ sunrise & sunset views
Interior
Private 1300 sq ft Cottage in Historic Yorktown-w/ trolley access

Private 1300 sq ft Cottage in Historic Yorktown-w/ trolley access

Private 1300 sq ft Cottage in Historic Yorktown-w/ trolley access
Yorktown
10.0 out of 10, Exceptional, (156)
"Great stay and very clean"
United States
Marla M.
The price is AED 876
AED 1,573 total
includes taxes & fees
21 Dec - 22 Dec
Private 1300 sq ft Cottage in Historic Yorktown-w/ trolley access
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 Gloucester Hotel Reviews

Hilton Vacation Club Greensprings Williamsburg

Hilton Vacation Club Greensprings Williamsburg

10/10 Excellent
"The room was great as always!"
Tamra 2-night trip
Posted 3 days ago
Hilton Vacation Club Greensprings Williamsburg

Explore a world of travel with Expedia

Frequently asked questions

What should a history buff expect from a stay in Gloucester?
Sights with historical relevance in Gloucester are probably a big part of your travel plans. While you are here in this family-friendly area, why not also discover all you'll find to see and do here?
What's the best accommodation in Gloucester to absorb the local history?
Waterview & Water Access, Luxurious Retreat is one of the top choices for history buffs.
How many historically relevant hotels are located in Gloucester?
Gloucester has 42 hotel accommodations bookable on Expedia, including 2 hotels designated as historic or close to historic sites.
What are the most important historical places and other sights to visit in Gloucester?
Gloucester is notable for landmarks like Rosewell Ruins. Natural beauty is on display at Thousand Trails Beach Park, Beaverdam Park, and Stifel Conservation Easement. Additionally, you'll find Busch Gardens Williamsburg in the area.
What is a historic hotel like in Gloucester?
Guests who book a historic hotel can spend a night or two in a building that has a national historic designation. A palace, castle, stately home or even a lodge, pub, or skyscraper can be turned into a historic hotel as long as it's a place of special interest. Traditional architecture and period features are often preserved in the communal spaces and guestrooms of such hotels in Gloucester, bringing the history to life.
What is the difference between a historic hotel and a heritage hotel?
You'll often hear the term "heritage hotel" in Asia and Europe, while "historic hotel" is more common in the U.S. overall though the terms are similar. The building and architecture of historic hotels tend to be the most important aspect. For a heritage hotel, it's mainly the cultural value along with how it influenced the community.
Do historic hotels in Gloucester have modern facilities?
Hotels have the safety features and modern conveniences you expect to find, but every effort is made to preserve treasured traditions and historic facades. Smart TVs, WiFi, updated bathroom facilities, and the usual amenities found at a contemporary hotel will be available in a historic hotel. Rest assured that when you select a historic hotel in Gloucester, you won't find yourself staying at a place that's uncomfortable or rundown.