Hotels in Historic District

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 prices for these dates

Tonight
16 Dec - 17 Dec
Tomorrow
17 Dec - 18 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Historic District hotels

Lobby lounge
Flag House Inn

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 S$269
includes taxes & fees
17 Dec - 18 Dec
Flag House Inn
Bar (on property)
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 S$438
includes taxes & fees
17 Dec - 18 Dec
86 State Circle - Luxury Boutique Hotel
Meeting facility
Historic Inns of Annapolis

Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (1902)
" Great place to stay!"
United States
Lewis
Historic Inns of Annapolis
Premium bedding, down duvets, pillow-top beds, in-room safe
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
Historic District
8.8 out of 10, Excellent, (882)
"Great location, nice and clean "
United States
Micah
The price is S$261
includes taxes & fees
22 Dec - 23 Dec
Annapolis Waterfront Hotel, Autograph Collection
Exterior
George Brooks House B&B

George Brooks House B&B

George Brooks House B&B
3.0 star property
30.5 km from Historic District
8.6 out of 10, Excellent, (65)
"Gorgeous quaint historic house. Friendly owner, close to town "
United States
Christopher
The price is S$217
includes taxes & fees
1 Jan - 2 Jan, 2026
George Brooks House B&B
Seasonal outdoor pool, pool umbrellas, pool loungers
The Inn at Tacaro Estate

The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
24.5 km from Historic District
9.4 out of 10, Exceptional, (11)
"Wonderful experience Felt like being in good friends home without having to help with the dishes Luxurious stay Recommend *****"
United States
Todd
The Inn at Tacaro Estate
Front of property – evening/night
The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
4.0 star property
14.4 km from Historic District
9.4 out of 10, Exceptional, (430)
"Very nice and clean! Only complaints A few stains on the couch And no body lotion. We really enjoyed our stay! "
United States
DEANNA
The price is S$296
includes taxes & fees
21 Dec - 22 Dec
The Inn at Chesapeake Bay Beach Club
Lake
Inn at Huntingfield Creek

Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
27.2 km from Historic District
10.0 out of 10, Exceptional, (58)
"We stayed one night for our Anniversary, and the stay was so peaceful. The grounds are beautiful, the staff so nice, and the main house is amazing. We definitely plan on making this an annual thing!"
United States
Aaron
Inn at Huntingfield Creek
Property amenity
The Westin Annapolis

The Westin Annapolis

The Westin Annapolis
4.0 star property
1 km from Historic District
8.6 out of 10, Excellent, (1000)
"Spectacular "
United States
Dennis
The price is S$226
includes taxes & fees
17 Dec - 18 Dec
The Westin Annapolis
Reception
Kent Island Resort

Kent Island Resort

Kent Island Resort
3.5 star property
14.6 km from Historic District
9.2 out of 10, Wonderful, (128)
"The property is very charming and the staff was extremely attentive and friendly. It's a beautiful area. Close to Annapolis and a lot of fun things to do."
United States
Michael
The price is S$251
includes taxes & fees
22 Dec - 23 Dec
Kent Island Resort
Exterior
134 Prince - Luxury Boutique Hotel

134 Prince - Luxury Boutique Hotel

134 Prince - Luxury Boutique Hotel
2.5 star property
0.6 km from Historic District
9.8 out of 10, Exceptional, (31)
"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
View from property
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
0.4 km from Historic District
9.4 out of 10, Exceptional, (1004)
"Very nice hotel. The dog park could have better lighting. "
United States
Andrew
The price is S$195
includes taxes & fees
22 Dec - 23 Dec
Graduate by Hilton Annapolis
Lobby
Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
0.6 km from Historic District
8.6 out of 10, Excellent, (1008)
"Great value for stay with breakfast included "
United States
Aisling
The price is S$122
includes taxes & fees
3 Jan - 4 Jan, 2026
Hilton Garden Inn Annapolis Downtown
Desk, laptop workspace, blackout curtains, free WiFi
Rips Country Inn

Rips Country Inn

Rips Country Inn
2.5 star property
19.8 km from Historic District
6.6 out of 10, (60)
"Good stay"
United States
David
Rips Country Inn
Indoor pool
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
4.5 km from Historic District
8.8 out of 10, Excellent, (1005)
"Excellent from check in to check out, highly recommend!"
United States
Eric
The price is S$162
includes taxes & fees
20 Dec - 21 Dec
Crowne Plaza Annapolis by IHG
Exterior
Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
2.5 star property
4.8 km from Historic District
8.2 out of 10, Very good, (1002)
"I had a great experience at my stay at Hampton "
United States
Idris O
The price is S$130
includes taxes & fees
22 Dec - 23 Dec
Hampton Inn & Suites Annapolis
Property amenity
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
3.0 star property
5.2 km from Historic District
8.6 out of 10, Excellent, (1002)
"Wonderful stay. "
United States
Angela
The price is S$123
includes taxes & fees
4 Jan - 5 Jan, 2026
Courtyard by Marriott Annapolis
Interior
Live! Casino & Hotel - Maryland

Live! Casino & Hotel - Maryland

Live! Casino & Hotel - Maryland
4.5 star property
28.4 km from Historic District
9.0 out of 10, Wonderful, (1009)
"We had a great time, the room was really nice. It is also great to be around all of the shops."
United States
Emily
Live! Casino & Hotel - Maryland
Front of property
Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
22.2 km from Historic District
9.4 out of 10, Exceptional, (470)
"Beautiful place to stay, we stay their one to two times a year."
United States
Marjorie
The price is S$197
includes taxes & fees
28 Dec - 29 Dec
Anchored Inn at Hidden Harbour Marina
Lobby
Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
5.3 km from Historic District
8.2 out of 10, Very good, (1001)
"Clean room, fast and easy check in, made to order breakfast options. "
United States
Michael
The price is S$112
includes taxes & fees
3 Jan - 4 Jan, 2026
Hilton Garden Inn Annapolis
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

Where to stay in Historic District

Find the best Historic District areas for the activities you enjoy most.

Eastport

While visiting Eastport, you might make a stop by sights like Annapolis Maritime Museum and Annapolis Harbor.

Murray Hill

If you're spending some time in Murray Hill, Spa Creek and Ballet Theater of Maryland are top sights worth seeing.

Cape Saint Claire

While visiting Cape Saint Claire, you might make a stop by sights like Northern Chesapeake Bay and Chesapeake Bay.

Maryland Quiet Waters Park showing a house and a park

Hillsmere

While visiting Hillsmere, you might make a stop by sights like Maryland Quiet Waters Park and Great Frogs Winery.

Admiral Heights

If you're looking for some top things to see and do in Admiral Heights and surrounding area, you can visit Navy-Marine Corps Memorial Stadium and Maryland Hall for Creative Arts.

Top Historic District Hotel Reviews

Aloft BWI Baltimore Washington International Airport

Aloft BWI Baltimore Washington International Airport

10/10 Excellent
"Everything "
Terrika 1-night trip
Posted 1 day ago
Aloft BWI Baltimore Washington International Airport

Explore a world of travel with Expedia

Frequently asked questions

What is Historic District like?
Travellers will be sure to find plenty to entertain them in Annapolis's Historic District neighbourhood. Are you looking for Historic District travel tips? Make sure that you visit Thurgood Marshall Memorial and Maryland State House while you're in the neighbourhood.
Where is the best place to stay in Historic District?
Based on Expedia customer reviews, Flag House Inn is the highest ranked property in Historic District. This B&B is a short 1-minute walk from U.S. Naval Academy, and it offers free breakfast and free WiFi. Other top choices in the neighbourhood include Historic Inns of Annapolis and Annapolis Waterfront Hotel, Autograph Collection.
How many hotels will I find in Historic District?
Expedia has 176 hotels and other accommodation options in Historic District to choose from, making this an ideal home base for exploring the greater Annapolis area.
If I need to cancel my hotel reservation in Historic District, will I receive a refund?
Yes! The majority of hotel reservations are fully refundable if cancelled prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you have a reservation that's non-refundable, it might still be possible to cancel it and get a refund within 24 hours of your booking. Put your dates in and click on "Search", then filter by "fully refundable" to get the top deals on offer in Historic District.
What can I see and do in this Annapolis neighbourhood?
Some landmarks in Historic District that you won't want to miss include William Paca House, 97, 99 and 101 East Street and Stanton School & Community Center. Thurgood Marshall Memorial and Maryland State House are also a couple of places to visit in the neighbourhood. A few places to visit in the area around Historic District include Banneker Douglass Museum, Ellen O. Moyer Nature Park at Back Creek and ARTFX Gallery of Fine Crafts and Arts. When you're sightseeing in Annapolis, Matthew Henson Plaque and Maryland Federation of Art are also worth a stop.