Find Historic Hotels in Annapolis, MD

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Dec 8 - Dec 9
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Dec 12 - Dec 14
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Dec 19 - Dec 21

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, (1905)
"Great staff, comfortable beds, clean rooms and perfect location "
United States
Dawn
$164 nightly
The price is $187
Dec 15 - Dec 16
Total with taxes and fees
Historic Inns of Annapolis
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
$329 nightly
The price is $376
Dec 10 - Dec 11
Total with taxes and fees
86 State Circle - Luxury Boutique Hotel
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
$196 nightly
The price is $223
Dec 16 - Dec 17
Total with taxes and fees
Flag House Inn
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
$206 nightly
The price is $235
Dec 14 - Dec 15
Total with taxes and fees
134 Prince - Luxury Boutique Hotel
Marina
Cozy 2br home w/ parking in downtown Annapolis

Cozy 2br home w/ parking in downtown Annapolis

Historic District
10.0 out of 10, Exceptional, (72)
"Great little house easy to walk to West St, Main St & the Yard (USNA). Has parking included which is nice. Great communication we owner. Will stay again. "
United States
Sheldon E.
$288 nightly
The price is $328
Dec 10 - Dec 11
Total with taxes and fees
Cozy 2br home w/ parking in downtown Annapolis
3 bedrooms, iron/ironing board, travel crib, WiFi
★ Midcentury Modern Getaway ★ Prime Location ★

★ Midcentury Modern Getaway ★ Prime Location ★

Historic District
10.0 out of 10, Exceptional, (35)
"This is our second time staying in the property and it’s adorable and so convenient to everything. Ryan was very responsive and easy to work with. "
United States
shannon r.
$514 nightly
The price is $586
Dec 17 - Dec 18
Total with taxes and fees
★ Midcentury Modern Getaway ★ Prime Location ★
Interior
Historic Row Home with Hot Tub- 1 Block from Gate 1 at USNA!

Historic Row Home with Hot Tub- 1 Block from Gate 1 at USNA!

Historic District
10.0 out of 10, Exceptional, (5)
"Wonderful location. Easy walking to downtown restaurants, shops, city docks and USNA. Enjoyed spending time on front porch and swing.Comfortable beds and home like atmosphere.No need for a vehicle, but if you have one, parking garage is just a few blocks away. "
United States
Katie S.
$617 nightly
The price is $703
Dec 15 - Dec 16
Total with taxes and fees
Historic Row Home with Hot Tub- 1 Block from Gate 1 at USNA!
Fridge, microwave, oven, stovetop
Historic Row Home in Downtown Annapolis

Historic Row Home in Downtown Annapolis

Historic District
$606 nightly
The price is $691
Dec 15 - Dec 16
Total with taxes and fees
Historic Row Home in Downtown Annapolis
Property grounds
New Downtown Annapolis Condo With Free Parking

New Downtown Annapolis Condo With Free Parking

Historic District
10.0 out of 10, Exceptional, (34)
"This is our second stay here and we love it. Very clean and close to everything. "
United States
Francesca K.
$322 nightly
The price is $367
Dec 29 - Dec 30
Total with taxes and fees
New Downtown Annapolis Condo With Free Parking
Exterior detail
Secluded Cozy Cottage in Historic Downtown

Secluded Cozy Cottage in Historic Downtown

Historic District
9.6 out of 10, Exceptional, (16)
"We had a very lovely stay . This is an excellent location . "
United States
Kimberly B.
$459 nightly
The price is $523
Dec 10 - Dec 11
Total with taxes and fees
Secluded Cozy Cottage in Historic 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 Annapolis Hotel Reviews

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

10/10 Excellent
"Clean hotel, solid breakfast, and great staff. Beds are comfortable and rooms are up to date and quiet."
Paul 1-night trip
Posted 1 day ago
Country Inn & Suites by Radisson, Annapolis, MD

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. Thurgood Marshall Memorial is a short walk away.
How many historically relevant hotels are located in Annapolis?
In Annapolis, there are 561 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 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 agenda are Thurgood Marshall Memorial and Maryland State House.
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.

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