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Search Luxury Hotels in Southern Maryland

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Check availability on Southern Maryland Luxury Hotels

Tonight
5 Dec - 6 Dec
Tomorrow
6 Dec - 7 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Southern Maryland Luxury Hotels

Exterior
Gaylord National Resort & Convention Center

Gaylord National Resort & Convention Center

4.0 star property
Fort Washington
8.8 out of 10, Excellent, (1007)
"great hotel"
United States
Tom
The price is 5.115.974 ₫
6.748.866 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Gaylord National Resort & Convention Center
Balcony
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4.0 star property
Chesapeake Beach
8.4 out of 10, Very good, (1000)
"The hotel is beautiful I can’t wait for"
United States
Lynn
The price is 2.803.309 ₫
3.638.934 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
Rod 'N' Reel Resort
Reception
Swanendele Inn at St. Mary's Maryland

Swanendele Inn at St. Mary's Maryland

5.0 star property
Ridge
9.8 out of 10, Exceptional, (32)
"Everything was perfect! Breakfast was amazing! The breakfast cakes to die for! Apple, Peach and Banana EXCELLENT! My mom told us about this amazing getaway! We so enjoyed it! "
United States
Jamsine
Swanendele Inn at St. Mary's Maryland
Horse riding
The Inn at Tacaro Estate

The Inn at Tacaro Estate

5.0 star property
Tracys Landing
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
Full-sized fridge, blender, toaster oven, waffler maker
Legacy Villa

Legacy Villa

4.0 star property
Upper Marlboro
The price is 7.465.628 ₫
8.436.160 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Legacy Villa
Front of property
Salamander Washington DC

Salamander Washington DC

5.0 star property
Southwest
9.4 out of 10, Exceptional, (1032)
"Great stay"
United States
Malcolm
The price is 7.003.346 ₫
9.190.557 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Salamander Washington DC
Exterior
Hotel Washington

Hotel Washington

5.0 star property
Downtown Washington D.C.
9.0 out of 10, Wonderful, (2366)
"Clean room, friendly staff, great location, beautiful hotel"
United States
Federico
The price is 6.037.127 ₫
8.161.721 ₫ total
includes taxes & fees
20 Dec - 21 Dec
Hotel Washington
Presidential Suite | Premium bedding, down duvets, pillow-top beds, minibar
The Watergate Hotel

The Watergate Hotel

5.0 star property
Northwest
8.8 out of 10, Excellent, (1080)
"Great stay would come back"
United States
Maikel
The price is 5.509.867 ₫
7.519.663 ₫ total
includes taxes & fees
20 Dec - 21 Dec
The Watergate Hotel
View from property
The Westin Annapolis

The Westin Annapolis

4.0 star property
Annapolis
8.6 out of 10, Excellent, (1000)
"Great environment"
United States
Salvador E
The price is 4.059.902 ₫
4.628.289 ₫ total
includes taxes & fees
17 Dec - 18 Dec
The Westin Annapolis
Room, 2 Queen Beds, Balcony | Premium bedding, down duvets, pillow-top beds, in-room safe
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
Historic District
8.8 out of 10, Excellent, (879)
"Great location, nice and clean "
United States
Micah
The price is 4.684.808 ₫
5.340.681 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Annapolis Waterfront Hotel, Autograph Collection
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 Southern Maryland Hotel Reviews

Spark by Hilton Waldorf

Spark by Hilton Waldorf

10/10 Excellent
"Clean updated room and a friendly staff!"
Bill 2-night trip
Posted 3 days ago
Spark by Hilton Waldorf

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