Annapolis Hotel Guide - Historic Hotels in Annapolis, Maryland

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Check availability on Annapolis Historic Hotels

Tonight
6 Jan - 7 Jan
Tomorrow
7 Jan - 8 Jan
This weekend
9 Jan - 11 Jan
Next weekend
16 Jan - 18 Jan

Our top choices for Annapolis historic hotels

Terrace/patio
Historic Inns of Annapolis

Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (1909)
" Great place to stay!"
United States
Lewis
Historic Inns of Annapolis
Exterior
86 State Circle - Luxury Boutique Hotel

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 €265
includes taxes & fees
7 Jan - 8 Jan
86 State Circle - Luxury Boutique Hotel
Front of property
Flag House Inn

Flag House Inn

Flag House Inn
3.5 star property
Historic District
9.4 out of 10, Exceptional, (85)
"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 €169
includes taxes & fees
7 Jan - 8 Jan
Flag House Inn
Exterior
134 Prince - Luxury Boutique Hotel

134 Prince - Luxury Boutique Hotel

134 Prince - Luxury Boutique Hotel
2.5 star property
Annapolis
9.8 out of 10, Exceptional, (34)
"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
Marina
Cozy 2br home w/ parking in downtown Annapolis

Cozy 2br home w/ parking in downtown Annapolis

Cozy 2br home w/ parking in downtown Annapolis
Historic District
10.0 out of 10, Exceptional, (73)
"Great location!"
United States
Burton S.
The price is €291
includes taxes & fees
20 Jan - 21 Jan
Cozy 2br home w/ parking in downtown Annapolis
Property grounds
Charming Downtown 3rd Floor 1 Bedroom Apt

Charming Downtown 3rd Floor 1 Bedroom Apt

Charming Downtown 3rd Floor 1 Bedroom Apt
Historic District
9.8 out of 10, Exceptional, (20)
"We had a great time staying that this home. It was a perfect stay for my wife and I."
United States
Eric S.
The price is €253
includes taxes & fees
7 Jan - 8 Jan
Charming Downtown 3rd Floor 1 Bedroom Apt
Interior
Historic Row Home | Hot Tub - 1 Block from Gate 1!

Historic Row Home | Hot Tub - 1 Block from Gate 1!

Historic Row Home | Hot Tub - 1 Block from Gate 1!
Historic District
10.0 out of 10, Exceptional, (5)
"Perfect location. Very clean. Had everything we needed and front porch swing was a nice bonus. Would stay here every visit! "
United States
Tracie B.
The price is €647
includes taxes & fees
7 Jan - 8 Jan
Historic Row Home | Hot Tub - 1 Block from Gate 1!
3 bedrooms, iron/ironing board, travel cot, WiFi
★ Midcentury Modern Getaway ★ Prime Location ★

★ Midcentury Modern Getaway ★ Prime Location ★

★ Midcentury Modern Getaway ★ Prime Location ★
Historic District
10.0 out of 10, Exceptional, (35)
"Great location, well stocked for cooking and eating. Great 3rd floor deck. Very comfortable beds. Great quick communication with Ryan. "
United States
Mark T.
The price is €520
includes taxes & fees
20 Jan - 21 Jan
★ Midcentury Modern Getaway ★ Prime Location ★
Property grounds
New Downtown Annapolis Condo With Free Parking

New Downtown Annapolis Condo With Free Parking

New Downtown Annapolis Condo With Free Parking
Historic District
10.0 out of 10, Exceptional, (36)
"Great location! Super host.definitely would stay again."
United States
Douglas M.
New Downtown Annapolis Condo With Free Parking
Exterior detail
Secluded Cozy Cottage in Historic Downtown

Secluded Cozy Cottage in Historic Downtown

Secluded Cozy Cottage in Historic Downtown
Historic District
9.6 out of 10, Exceptional, (16)
"Lovely, secluded cottage close to downtown Annapolis. Host was very accommodating and communicated lots of great info. Looking forward to coming back when we can stay longer."
United States
Michael C.
The price is €478
includes taxes & fees
7 Jan - 8 Jan
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.
View all properties

Top Annapolis Hotel Reviews

Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis

10/10 Excellent
"Everything was great about my stay. From checking in to checking out! The front desk staff as well as housekeeping were extremely helpful and kind! I look forward to my next visit!"
Tina 3-night trip
Posted 2 days ago
Hampton Inn & Suites Annapolis

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 557 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 Stanton School & Community Center. Cultural venues include Maryland Hall for Creative Arts, Annapolis Maritime Museum and Ballet Theater of Maryland. 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.