Find Historic Hotels in Upper Marlboro, MD

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Check availability on Upper Marlboro Historic Hotels

Our top choices for Upper Marlboro historic 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, (1898)
"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 AED 700
AED 799 total
includes taxes & fees
16 Dec - 17 Dec
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, (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
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, (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.
The price is AED 687
AED 1,461 total
includes taxes & fees
5 Jan - 6 January 2026
Cozy 2br home w/ parking in downtown Annapolis
Interior
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, (34)
"This is our second stay here and we love it. Very clean and close to everything. "
United States
Francesca K.
The price is AED 547
AED 1,340 total
includes taxes & fees
22 Dec - 23 Dec
New Downtown Annapolis Condo With Free Parking
Property grounds
★ Midcentury Modern Getaway ★ Prime Location ★

★ 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.
The price is AED 747
AED 2,154 total
includes taxes & fees
17 Dec - 18 Dec
★ Midcentury Modern Getaway ★ Prime Location ★
Terrace/patio
Courtyard by Marriott Washington Downtown/Convention Center

Courtyard by Marriott Washington Downtown/Convention Center

Courtyard by Marriott Washington Downtown/Convention Center
3.0 star property
Downtown Washington D.C.
9.2 out of 10, Wonderful, (1125)
"So clean and beds were super comfortable. "
United States
Jennifer
The price is AED 301
AED 349 total
includes taxes & fees
21 Dec - 22 Dec
Courtyard by Marriott Washington Downtown/Convention Center
3 bars/lounges, rooftop bar, cocktail bar
Motto by Hilton Washington DC City Center

Motto by Hilton Washington DC City Center

Motto by Hilton Washington DC City Center
3.5 star property
Downtown Washington D.C.
9.0 out of 10, Wonderful, (1773)
"Great location and a fantastic hotel."
United States
Shawn
The price is AED 308
AED 357 total
includes taxes & fees
19 Dec - 20 Dec
Motto by Hilton Washington DC City Center
Premium bedding, down comforters, pillowtop beds, in-room safe
Le Meridien Washington, D.C., The Madison

Le Meridien Washington, D.C., The Madison

Le Meridien Washington, D.C., The Madison
4.5 star property
Downtown Washington D.C.
9.2 out of 10, Wonderful, (1510)
"The staff and hotel are always top notch. My family and I had a great stay."
United States
PAUL E
The price is AED 353
AED 537 total
includes taxes & fees
21 Dec - 22 Dec
Le Meridien Washington, D.C., The Madison
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, cabanas (surcharge)
YOTEL Washington DC

YOTEL Washington DC

YOTEL Washington DC
4.0 star property
Northwest
8.2 out of 10, Very Good, (2296)
"Our stay was so Good love Breakfast in the Hotel. Will stay Again "
United States
Kamari
The price is AED 386
AED 576 total
includes taxes & fees
19 Dec - 20 Dec
YOTEL Washington DC
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 Upper Marlboro Hotel Reviews

Courtyard Washington, DC/U.S. Capitol

Courtyard Washington, DC/U.S. Capitol

10/10 Excellent
"There was no breakfast bar. We were told we had to pay for breakfast which we did."
Joseph 2-night trip
Posted 1 day ago
Courtyard Washington, DC/U.S. Capitol

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Frequently asked questions

What can a history buff expect from a stay in Upper Marlboro?
The historical sites in Upper Marlboro are probably at the top of your sightseeing list. While you're in this family-friendly area, why not also discover all you'll find to see and do here?
How many historically relevant hotels are located in Upper Marlboro?
In Upper Marlboro, you'll find 44 lodging options bookable on Expedia though not many historic hotels to choose from.
What are the must-see historical sites and other places to visit in Upper Marlboro?
Favorite places to visit include Show Place Arena, Patuxent River, and Upper Marlboro Town Hall. In the area, you'll also find White House and MGM National Harbor Casino.
What is a historic hotel like in Upper Marlboro?
Historic hotels give guests the opportunity to stay in a place that's been officially recognized with a national historic designation. Historic hotels throughout the world can take the form of palaces, castles, stately homes or even lodges, pubs, or skyscrapers. These types of hotels in Upper Marlboro typically preserve original elements like traditional architecture and period features within the guestrooms or public spaces.
What is the difference between a historic hotel and a heritage hotel?
These are quite similar. The term "historic hotel" is more common in the U.S., while "heritage hotel" is often used in Asia and Europe. Historic hotels tend to put more importance on the architecture and actual building. Mainly heritage hotels draw meaning from the cultural value that the place has and how it inspired the community.
Do historic hotels in Upper Marlboro have modern facilities?
Yes, every effort is made to preserve historic facades and treasured traditions, while interiors have safety features and modern conveniences. Visitors can expect the usual amenities from a contemporary hotel such as private rooms with updated bathroom facilities, heating and air conditioning, and free and fast Internet. When you book a historic hotel in Upper Marlboro, it doesn't mean you're picking a place that's uncomfortable for guests or simply rundown.