Photo by Lori Buchanan

Search Gay-Friendly 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 availability on Historic District Gay-Friendly Hotels

Our top choices for Historic District LGBT-friendly hotels

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, (1900)
"Great staff, comfortable beds, clean rooms and perfect location "
United States
Dawn
Historic Inns of Annapolis
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 Rp3.261.617
Rp3.718.383 total
includes taxes & fees
23 Dec - 24 Dec
Flag House Inn
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 Rp2.957.162
Rp3.371.165 total
includes taxes & fees
21 Dec - 22 Dec
Annapolis Waterfront Hotel, Autograph Collection
Lobby
Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1008)
"Great value for stay with breakfast included "
United States
Aisling
The price is Rp1.318.363
Rp1.502.934 total
includes taxes & fees
21 Dec - 22 Dec
Hilton Garden Inn Annapolis Downtown
Exterior
Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
Grasonville
9.2 out of 10, Wonderful, (933)
"It was very comfortable and clean"
United States
Maria
The price is Rp1.448.202
Rp1.607.504 total
includes taxes & fees
3 Jan - 4 Jan 2026
Holiday Inn Express Annapolis East-Kent Island by IHG
Exterior
La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport
3.0 star property
Linthicum Heights
8.2 out of 10, Very good, (4324)
"Great stay!"
United States
Alissa
The price is Rp1.117.779
Rp1.274.251 total
includes taxes & fees
4 Jan - 5 Jan 2026
La Quinta Inn & Suites by Wyndham Baltimore BWI Airport
Reception
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1007)
"Great place!"
United States
Tawnya
The price is Rp1.269.424
Rp1.447.144 total
includes taxes & fees
28 Dec - 29 Dec
DoubleTree by Hilton Hotel Annapolis
View from property
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1002)
"Very nice hotel. The dog park could have better lighting. "
United States
Andrew
The price is Rp2.221.409
Rp2.532.407 total
includes taxes & fees
22 Dec - 23 Dec
Graduate by Hilton Annapolis
Terrace/patio
Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1001)
"We stayed overnight, coming to meet some people for a business meeting. Monica at the front desk provided great customer service and was extremely helpful in accommodating us. "
United States
Anthony
The price is Rp1.717.867
Rp1.906.832 total
includes taxes & fees
21 Dec - 22 Dec
Hilton Garden Inn Kent Island Marina
Lobby
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1003)
"Cookies and coffee at check in .excellent staff "
United States
Cheryl
The price is Rp1.584.699
Rp1.806.557 total
includes taxes & fees
4 Jan - 5 Jan 2026
Country Inn & Suites by Radisson, Annapolis, MD
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 Historic District Hotel Reviews

Explore a world of travel with Expedia

Frequently asked questions

Searching for a gay-friendly hotel in Historic District?
Whether you are travelling with your partner or flying solo, you'll find gay-friendly hotels in Historic District on our website. Discover the people, places and traditions found only in Historic District.
What is the favourite LGBTQ-friendly place to stay in Historic District?
Historic Inns of Annapolis is a top LGBTQ-friendly hotel, and features free Wi-Fi and flat-screen TVs. Annapolis Waterfront Hotel, Autograph Collection and Flag House Inn are other good choices for your holiday.
How many LGBTQ-friendly accommodation options will I find in Historic District?
There are currently 3 LGBTQ-friendly accommodation options in Historic District.
What should I do while I'm visiting Historic District?
During your trip, get out and enjoy everything Historic District has to offer. You and your travelling companions may want to visit Thurgood Marshall Memorial, Maryland State House and William Paca House. While you're here, create some great memories of your trip with stops at Annapolis City Dock, 97, 99 and 101 East Street and Hammond-Harwood House.
What is a gay-friendly hotel in Historic District?
LGBTQ-friendly hotels are places where lesbian, gay, bisexual and transgender travellers are proudly welcomed. Expedia has compiled a selection of LGBTQ-friendly hotels worldwide. In Historic District, these hotels prioritise a diverse environment in which guests are welcomed, respected and not obliged to declare or hide their sexual orientation.
What can I expect from an LGBTQ-friendly Historic District hotel?
Stay at a gay-friendly hotel in Historic District and you won't have to hide or your sexuality or your gender identity when you check in. Some of Expedia's LGBTQ-friendly hotels go the extra mile and offer concierge services that provide information about nearby LGBTQ restaurants and local events.