Find Historic Hotels in Annapolis, MD

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Pick from 35 Annapolis Historic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Historic Inns of Annapolis
3.5 star property
9.0 out of 10, Wonderful, (1695)
"Love the hotel and stay here when I’m in town. Very happy to see the key system replaced, the old system was terrible. The WiFi still a bit slow for business and the room has no updated USB-C charging, no wireless charging and no clock. The staff is exceptional and that matters most!"
The price is SAR 392
SAR 571 total
includes taxes & fees
24 Nov - 25 Nov
Historic Inns of Annapolis
Graduate by Hilton Annapolis
4.0 star property
9.4 out of 10, Exceptional, (1001)
"Very smooth checkin. The property is in a great location and is very clean. "
The price is SAR 549
SAR 626 total
includes taxes & fees
18 Dec - 19 Dec
Graduate by Hilton Annapolis
Hilton Garden Inn Annapolis Downtown
3.0 star property
8.6 out of 10, Excellent, (982)
"The staff was outstanding; couldn’t have been more helpful. Enjoyed the hotel restaurant several times. Tha room was large and well appointed. The bathroom was good size with a nice walk-in shower."
The price is SAR 380
SAR 433 total
includes taxes & fees
15 Dec - 16 Dec
Hilton Garden Inn Annapolis Downtown
The Westin Annapolis
4.0 star property
8.6 out of 10, Excellent, (1000)
"Great experience overall!"
The price is SAR 653
SAR 745 total
includes taxes & fees
30 Nov - 1 Dec
The Westin Annapolis
Holiday Inn Express & Suites Annapolis, an IHG Hotel
2.5 star property
8.2 out of 10, Very Good, (1024)
"Clean and comfortable "
The price is SAR 371
SAR 423 total
includes taxes & fees
24 Nov - 25 Nov
Holiday Inn Express & Suites Annapolis, an IHG Hotel
Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
8.8 out of 10, Excellent, (776)
"All good "
The price is SAR 808
SAR 921 total
includes taxes & fees
2 Dec - 3 Dec
Annapolis Waterfront Hotel, Autograph Collection
Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.
10.0 out of 10, Exceptional, (75)
"We were on Kent Island for a family reunion. This property comfortably accommodated our group of 6 adults and 4 children ages 10-16 (3 families). The bedrooms were large enough and spread out enough to allow for privacy and quiet spots. The volleyball court was a big hit with everyone. There were many games and additional game equipment available. Great weekend. Thank you. This is a second rental we have made with Donna and will be back again."
The price is SAR 2,628
SAR 4,545 total
includes taxes & fees
24 Nov - 25 Nov
Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.
Crowne Plaza Annapolis, an IHG Hotel
3.5 star property
8.8 out of 10, Excellent, (1001)
"I had a relaxing and enjoyable stay. The breakfast was delicious."
The price is SAR 386
SAR 440 total
includes taxes & fees
25 Nov - 26 Nov
Crowne Plaza Annapolis, an IHG Hotel
Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
9.0 out of 10, Wonderful, (1002)
"We stayed in a king bed suite. Room was very well appointed with lots of room and nice shower. Very good breakfast."
The price is SAR 345
SAR 394 total
includes taxes & fees
5 Dec - 6 Dec
Country Inn & Suites by Radisson, Annapolis, MD
Kent Island Resort
3.5 star property
9.2 out of 10, Wonderful, (89)
"Wonderful stay, charming inn. "
The price is SAR 629
SAR 836 total
includes taxes & fees
1 Dec - 2 Dec
Kent Island Resort
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.
Don't see what you're looking for?
See all available properties in Annapolis

Frequently asked questions

What should a history buff expect from a stay in Annapolis?
Those in search of a tour of historical sites should plan a trip to Annapolis. While you’re here, you might want to visit the college campus and array of shops. You can also relish a trip to the top-notch restaurants.
What's the best accommodation in Annapolis to be near historical sites?
Based on our travel expertise, Historic Inns of Annapolis is a top historic hotel bookable on Expedia and it features free WiFi. William Paca House is a short walk away.
How many historically relevant hotels are located in Annapolis?
In Annapolis, there are 546 hotels and other lodging options 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 Annapolis?
Annapolis is notable for landmarks like William Paca House, 97, 99 and 101 East Street, and 14 Fleet Street. Cultural venues include Annapolis Maritime Museum, Maryland Hall for Creative Arts, and Banneker Douglass Museum. Additionally, you’ll find Arundel Mills Mall in the area.
What is a historic hotel like in Annapolis?
Historic hotels give guests the chance to stay in a building officially recognized with a national historic designation. Historic hotels throughout the world can be stately homes, palaces or even lodges, old police stations or skyscrapers. These types of hotels in Annapolis often retain authentic characteristics like traditional architecture and period features within the guestrooms or public spaces.
What is the difference between a historic hotel and a heritage hotel?
The two are similar. The term “historic hotel” is more common in the U.S., whereas “heritage hotel” is common in Asia and Europe. Historic hotels tend to put more importance on the building and architecture itself. A heritage hotel draws meaning mainly from the cultural value that the place has and how it shaped the community.
Do historic hotels in Annapolis have modern facilities?
Yes, efforts are made to preserve the historic aspects and traditions, but hotel interiors are fitted with modern conveniences and safety features. Tourists who book a stay can expect the amenities you’d get from a hotel such as private rooms with updated bathroom facilities, heating and air conditioning, and free and fast Internet. Booking a historic hotel in Annapolis doesn’t mean you’re choosing a place that’s uncomfortable for guests or rundown.