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Check availability on Annapolis Historic Hotels

Tonight
6 Dec - 7 Dec
Tomorrow
7 Dec - 8 Dec
Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec

Top Annapolis Historic Hotels

Terrace/patio
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 star property
Historic District
9.0 out of 10, Wonderful, (1900)
"Great staff, comfortable beds, clean rooms and perfect location "
United States
Dawn
Historic Inns of Annapolis
Front of property
Flag House Inn

Flag House Inn

3.5 star property
Historic District
9.4 out of 10, Exceptional, (83)
"The Inn is beautiful and the staff very welcoming. My room was spotless, cozy, and tastefully decorated. The location is directly across the street from the USNA. I skipped breakfast, but the offerings looked lovely. Will definitely stay here again. "
United States
Elizabeth
The price is ₹16,457
₹18,761 total
includes taxes & fees
7 Dec - 8 Dec
Flag House Inn
Exterior
86 State Circle - Luxury Boutique Hotel

86 State Circle - Luxury Boutique Hotel

2.0 star property
Historic District
10.0 out of 10, Exceptional, (3)
"Amazing hotel, friendly staff, super clean and comfortable. My best hotel ever, and I have been in 100 + hotels."
Norway
Jo
The price is ₹28,365
₹32,337 total
includes taxes & fees
8 Dec - 9 Dec
86 State Circle - Luxury Boutique Hotel
Exterior
134 Prince - Luxury Boutique Hotel

134 Prince - Luxury Boutique Hotel

2.5 star property
Annapolis
9.8 out of 10, Exceptional, (30)
"Wonderful place to go, especially during the Annapolis boat show... easy access to everything beautiful property and staff"
United States
Ian
134 Prince - Luxury Boutique Hotel
Seasonal outdoor pool
Wylder Tilghman Island

Wylder Tilghman Island

2.0 star property
Tilghman
8.8 out of 10, Excellent, (89)
"Very relaxing stay."
United States
Anne
The price is ₹12,147
₹17,320 total
includes taxes & fees
6 Jan - 7 Jan 2026
Wylder Tilghman Island
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 Annapolis Hotel Reviews

TownePlace Suites by Marriott Annapolis

TownePlace Suites by Marriott Annapolis

10/10 Excellent
"The room was really nice and quiet. The only downside that the HDMI wasn’t recognizing my fire stick and the microwave smelled like it was burnt when I warmed up food. Other than that, a very nice place to stay. "
Eric 2-night trip
Posted 1 day ago
TownePlace Suites by Marriott Annapolis

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Frequently asked questions

What should a history enthusiast expect from a trip to Annapolis?
Those who want a tour of the local history will want to plan a trip to Annapolis. While you're here, you might want to visit the university campus and major shopping area. 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 Wi-Fi. Thurgood Marshall Memorial is a short walk away.
How many historically relevant hotels will I find in Annapolis?
Annapolis is home to 561 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 Hammond-Harwood House. Cultural venues include Maryland Hall for Creative Arts, Annapolis Maritime Museum and Banneker Douglass Museum. A couple of additional sights to add to your itinerary are Thurgood Marshall Memorial and Maryland State House.
What is a historic hotel like in Annapolis?
Guests who choose historic hotels have the chance to stay in a building that has been recognised with an official historic designation. Historic hotels throughout the world can be castles, palaces or even pubs or old police stations — any building that's been identified as being of special interest. These types of hotels in Annapolis often preserve original qualities like traditional architecture and period features in their public spaces or guestrooms.
What is the difference between a historic hotel and a heritage hotel?
The two are similar. "Historic hotel" is a term often used in the US, whereas "heritage hotel" is common in Asia and Europe. Historic hotels tend to focus on the physical building and architecture. A heritage hotel draws meaning mainly from the cultural value and how it inspired the surrounding community.
Do historic hotels in Annapolis have modern facilities?
Yes, efforts are made to preserve historic facades and treasured traditions, while interiors have safety features and modern conveniences. Tourists who book a stay can expect the usual amenities from a contemporary hotel such as Smart TVs, WiFi and updated bathroom facilities. Booking a historic hotel in Annapolis doesn't mean you're picking a place that's rundown or uncomfortable for guests.