A heron standing in a golden-hued wetland with a bird flying in the background.

Winery Hotels & Resorts in Southern Maryland from AU$183

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Check availability on Southern Maryland Winery Hotels

Tonight
10 Oct - 11 Oct
Tomorrow
11 Oct - 12 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct

Our top choices for Southern Maryland hotels with winery

A room with a white door, a wooden coat rack with robes, a lamp, and a bottle on a side table.
A person holding a shark tooth in a room with a staircase, a red chair, and patterned carpet.
A driveway leading to a parked convertible car with an American flag on the side.
Front of property

1. Historic 1825 Chesapeake Farm Stay

Historic 1825 Chesapeake Farm Stay
St. Leonard
United States
Theresa
AU$212
includes taxes & fees
10 Nov - 11 Nov
Historic 1825 Chesapeake Farm Stay
A grassy area with a stone path leading to a seating arrangement under trees, overlooking a body of water.
A room with a sofa, two chairs, a small table, a TV on a stand, a window with blinds, and a wooden door.
A wooden pier extending into calm water with a sunset in the background.
A pebbled beach with a wooden pier extending into calm water, surrounded by trees and grassy areas.

2. Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Benedict
United States
ed r.
AU$409
includes taxes & fees
14 Oct - 15 Oct
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
A lakeside view with chairs and a table, a rainbow, and trees.
A compact kitchen with a white countertop, a stainless steel refrigerator, and a dining area with a table and chairs.
A sandy beach with footprints, surrounded by greenery and a calm body of water.
A compact kitchen with white cabinets, a stainless steel oven, a black stove, and a sink.

3. Bright and airy waterfront getaway

Bright and airy waterfront getaway
Benedict
United States
George
AU$539
includes taxes & fees
14 Oct - 15 Oct
Bright and airy waterfront getaway
A spacious living room with a green sofa, glass coffee tables, and a fireplace. A staircase with a railing leads to an upper level.
A modern kitchen with a marble countertop, a sink, and a dining area. There is a staircase leading to another level.
A spacious living room with a green sofa, a fireplace, a staircase leading to a balcony, and a large window with a view of the outdoors.
A backyard with a fire pit, Adirondack chairs, and a wooden deck.

4. Riverfront Retreat-HotTubIDock|Fenced YardINear DC

Riverfront Retreat-HotTubIDock|Fenced YardINear DC
port tobacco
United States
Jeff and Nancy B.
Riverfront Retreat-HotTubIDock|Fenced YardINear DC
A kitchen with white cabinets, a stainless steel refrigerator, a checkered island, and a two-tiered serving tray.
A living room with a fireplace, a dining area with two chairs, a kitchen with a marble countertop, and a large mirror.
A bedroom with a tufted headboard bed, a bench, a patterned rug, and a ceiling fan.
A living room with a fireplace, a black leather sofa, a round coffee table, and two white armchairs.

5. 43 acre private retreat for the whole family within minutes of DC

43 acre private retreat for the whole family within minutes of DC
Nanjemoy
United States
Khanh N.
AU$1,950
includes taxes & fees
2 Nov - 3 Nov
43 acre private retreat for the whole family within minutes of DC
An indoor restaurant with wooden tables and chairs, hanging plants, and a black and white patterned floor.
A modern bedroom with a large bed, a red chair, and a city view through large windows.
A hotel hallway with wooden doors, a patterned carpet, and recessed lighting.
A modern hotel lobby with a reception desk, a large red abstract mural, a herringbone wood floor, a seating area with a sofa and chairs, and a bar with a high counter.

6. The Rose Gaming Resort

The Rose Gaming Resort
Dumfries
United States
Catherine
AU$201
includes taxes & fees
14 Oct - 15 Oct
The Rose Gaming Resort
An outdoor patio area with seating arrangements, a fire pit, and a covered walkway.
A modern lobby with a patterned carpet, blue chairs, a wooden coffee table, and a decorative wall with a spherical ornament.
Exterior
A modern hotel lobby with a seating area, a bar, and a restaurant.

7. Courtyard Stafford Quantico

Courtyard Stafford Quantico
Stafford
United States
James
AU$183
includes taxes & fees
17 Oct - 18 Oct
Courtyard Stafford Quantico
A hotel reception area with a 'Connect & Print' desk, seating arrangements, and a colorful carpet.
An indoor swimming pool with a tiled deck, lounge chairs, and a sunroof.
A modern lounge area with a stone fireplace, comfortable seating, and a large window providing natural light.
A conference room with a long table, multiple chairs, pendant lighting, a stone accent wall, and a large window with green panels.

8. Fairfield Inn & Suites by Marriott Quantico Stafford

Fairfield Inn & Suites by Marriott Quantico Stafford
Stafford
United States
Cynthia
AU$207
includes taxes & fees
11 Oct - 12 Oct
Fairfield Inn & Suites by Marriott Quantico Stafford
A hotel room with two beds, a desk, a chair, a TV, and large windows with a city view.
A modern hotel lobby with seating areas, tables, and a patterned carpet.
The White House with an American flag in the foreground.
A modern lobby with seating areas, a reception desk, and a large window.

9. Holiday Inn Express Washington DC Downtown by IHG

Holiday Inn Express Washington DC Downtown by IHG
Downtown Washington D.C.
United States
Jonathan
AU$241
includes taxes & fees
9 Nov - 10 Nov
Holiday Inn Express Washington DC Downtown by IHG
A swimming pool with sun loungers, a ladder, and framed artwork on the walls.
A hotel lobby with a reception desk, blue seating area, and a patterned floor design.
A restaurant with multiple tables and chairs, a counter, and a large window with curtains.
A hotel room with two beds, a desk, chairs, and a TV.

10. Comfort Inn Near Quantico Main Gate North

Comfort Inn Near Quantico Main Gate North
Dumfries
United States
cherry
AU$141
includes taxes & fees
8 Nov - 9 Nov
Comfort Inn Near Quantico Main Gate North
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