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Find Historic Hotels in Southern Maryland, MD

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Check availability on Southern Maryland Historic Hotels

Tonight
Dec 20 - Dec 21
Tomorrow
Dec 21 - Dec 22
Next weekend
Dec 26 - Dec 28
In two weeks
Jan 2 - Jan 4

Our top choices for Southern Maryland historic hotels

Exterior
Hampton Inn Washington, D.C./White House

Hampton Inn Washington, D.C./White House

Hampton Inn Washington, D.C./White House
2.5 star property
Downtown Washington D.C.
9.0 out of 10, Wonderful, (1003)
"Easy check in"
United States
Philip
The price is NT$3,135
NT$3,635 total
includes taxes & fees
Jan 4 - 2026/1/5
Hampton Inn Washington, D.C./White House
Bar (on property)
Hyatt Place Washington DC/White House

Hyatt Place Washington DC/White House

Hyatt Place Washington DC/White House
3.0 star property
Downtown Washington D.C.
8.8 out of 10, Excellent, (1004)
"Nice and very convenient location."
United States
Jose
The price is NT$3,186
NT$3,694 total
includes taxes & fees
Jan 2 - 2026/1/3
Hyatt Place Washington DC/White House
Lobby
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, (1134)
"So clean and beds were super comfortable. "
United States
Jennifer
The price is NT$2,933
NT$3,401 total
includes taxes & fees
Dec 30 - Dec 31
Courtyard by Marriott Washington Downtown/Convention Center
Seasonal outdoor pool
Wylder Tilghman Island

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (90)
"Very relaxing stay."
United States
Anne
The price is NT$4,205
NT$6,014 total
includes taxes & fees
Dec 29 - Dec 30
Wylder Tilghman Island
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, (1903)
" Great place to stay!"
United States
Lewis
Historic Inns of Annapolis
Front of property
Flag House Inn

Flag House Inn

Flag House Inn
3.5 star property
Historic District
9.4 out of 10, Exceptional, (84)
"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 NT$5,772
NT$6,580 total
includes taxes & fees
Dec 21 - Dec 22
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, (32)
"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
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 Southern Maryland Hotel Reviews

Gaylord National Resort & Convention Center

Gaylord National Resort & Convention Center

10/10 Excellent
"Everything was perfect !"
Moneka 1-night trip
Posted 4 days ago
Gaylord National Resort & Convention Center

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