Most Romantic Hotels in Southern Maryland

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Check availability on Southern Maryland Romantic Hotels

Top Southern Maryland Romantic Hotels

Rod 'N' Reel Resort
Enjoy the serene waterfront view from this deck, featuring a picnic table and two Adirondack chairs.

Rod 'N' Reel Resort

4.0 star property
8.2 out of 10, Very good, (1001)
"The new renovations are gorgeous and we look forward to returning when everything is up and running! It will be a spectacular resort. "
The price is RM723
RM888 total
includes taxes & fees
13 Jul - 14 Jul
Rod 'N' Reel Resort
Swanendele Inn at St. Mary's Maryland
Enter through the welcoming front door, featuring a glass panel design, into a charming porch area with a wooden deck and seating.

Swanendele Inn at St. Mary's Maryland

5.0 star property
9.8 out of 10, Exceptional, (28)
"Beautiful inn with attentive and welcoming staff."
Swanendele Inn at St. Mary's Maryland
The Inn at Tacaro Estate
Stunning heritage building with a traditional brick façade, prominent statue, and charming shutters.

The Inn at Tacaro Estate

5.0 star property
9.2 out of 10, Wonderful, (9)
"1940’s estate is maintained to remind you of those times. There was a “Speak-EZ” in the basement they had open Friday and Saturday evenings. My room was spacious and included a balcony. Huge front lawn with a pool and a view to the Bay. "
The Inn at Tacaro Estate
Hilton Garden Inn Waldorf
Situated in a well-maintained area, this hotel offers a modern architectural design with a symmetrical facade and multiple windows.

Hilton Garden Inn Waldorf

3.0 star property
8.0 out of 10, Very good, (1004)
"Front desk was very friendly."
The price is RM546
RM606 total
includes taxes & fees
10 Aug - 11 Aug
Hilton Garden Inn Waldorf
Kent Island Resort
Surrounded by lush greenery and a serene lake, this historic property offers a picturesque setting with a spacious parking area and a circular driveway.

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (104)
"Welcoming and well-staffed property, in a lovely and tranquil setting. Staff was friendly and helpful. Restaurant/bar service and food were outstanding. Great quiet getaway weekend spot. "
The price is RM1,142
RM1,441 total
includes taxes & fees
22 Jul - 23 Jul
Kent Island Resort
The Inn at Chesapeake Bay Beach Club
Welcome to our hotel, featuring a modern entrance with a covered area and lush greenery.

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (400)
"Staff was very polite and friendly. "
The price is RM913
RM1,121 total
includes taxes & fees
22 Jul - 23 Jul
The Inn at Chesapeake Bay Beach Club
Historic Inns of Annapolis
Relax in the serene outdoor patio, surrounded by trees and equipped with comfortable seating and tables.

Historic Inns of Annapolis

3.5 star property
9.0 out of 10, Wonderful, (1799)
"Wonderful stay!"
Historic Inns of Annapolis
Graduate by Hilton Annapolis
Enjoy serene sailing and stunning views of the marina, surrounded by historic landmarks.

Graduate by Hilton Annapolis

4.0 star property
9.4 out of 10, Exceptional, (1008)
"Loved our stay here, perfect place for an Annapolis weekend!"
The price is RM658
RM750 total
includes taxes & fees
3 Aug - 4 Aug
Graduate by Hilton Annapolis
Hilton Garden Inn Annapolis Downtown
Relax in a serene space with a comfortable seating area, flat-screen TV, and sliding glass door to a patio.

Hilton Garden Inn Annapolis Downtown

3.0 star property
8.6 out of 10, Excellent, (1010)
"Really nice place to stay and enjoy Annapolis "
The price is RM419
RM477 total
includes taxes & fees
4 Aug - 5 Aug
Hilton Garden Inn Annapolis Downtown
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.