A historic town street at dusk with a prominent church dome, brick buildings, and a yellow fire hydrant.

Winery Hotels & Resorts in Annapolis from AU$99

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Check availability on Annapolis Winery Hotels

Tonight
22 Oct - 23 Oct
Tomorrow
23 Oct - 24 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Annapolis hotels with winery

A modern living room with a large window, a dining area, and a kitchen in the background.
A hotel room with a bed, desk, chair, television, and a window with curtains.
A modern hotel lobby with grey sofas, wooden accents, and a large TV on the wall.
A modern gym with weight racks, benches, and exercise equipment.

1. Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
Annapolis
United States
Darren
AU$143
includes taxes & fees
1 Nov - 2 Nov
Candlewood Suites Annapolis by IHG
A wooden dock extending into a calm body of water with boats docked at the end.
A kitchen with wooden flooring, stainless steel appliances, a white door, and a white dining table with chairs.
A modern living room with a white sofa, a coffee table, and a potted plant.
A modern living room with a white sofa, a coffee table, and a dining area with a wooden table and chairs.

2. Cozy 2br home w/ parking in downtown Annapolis

Cozy 2br home w/ parking in downtown Annapolis
Historic District
United States
Nancy N.
AU$678
includes taxes & fees
16 Nov - 17 Nov
Cozy 2br home w/ parking in downtown Annapolis
A porch with two Adirondack chairs, a potted plant, and a gravel pathway leading to a gated area.
A hallway with a white railing, a kitchen area with a refrigerator and a window, and a door leading to another room.
A hallway with wooden flooring, white walls, and a white door on the right.
A kitchen with a dishwasher, stove, and a window with a view of the sky.

3. Corner House - Cozy Five Star 2 Bedroom Suite. Downtown and Stadium. Parking!

Corner House - Cozy Five Star 2 Bedroom Suite. Downtown and Stadium. Parking!
Annapolis
United States
Scott C.
AU$631
includes taxes & fees
1 Nov - 2 Nov
Corner House - Cozy Five Star 2 Bedroom Suite. Downtown and Stadium. Parking!
An outdoor patio with a table and chairs, a large umbrella, and a view of a garden and trees.
A laundry area with two front-loading washing machines, a shelf with laundry supplies, and a sign indicating the area is open 24 hours.
A bedroom with a bed, a ceiling fan, a window with curtains, and a dresser.
A marina with multiple boats docked at wooden piers, surrounded by buildings and trees.

4. The Harness Creek Retreat in Annapolis

The Harness Creek Retreat in Annapolis
Hillsmere
AU$599
includes taxes & fees
27 Oct - 28 Oct
The Harness Creek Retreat in Annapolis
A large, two-story barn-style building with a covered front porch and a garage.
A rectangular swimming pool with a blue interior, surrounded by white fences and shaded by trees.
A bedroom with a large bed, a bench, a dresser, and two windows with curtains.
A large, two-story white house with a porch and multiple windows.

5. Kent Island Resort

Kent Island Resort
Stevensville
United States
Bethany
AU$240
includes taxes & fees
16 Nov - 17 Nov
Kent Island Resort
A hotel lobby with a reception desk, seating area, and a television screen displaying an advertisement.
A banquet hall with rows of tables, white chairs, and red drapery.
A hotel lobby with a reception desk, seating area, and a decorative wall.
A hotel room with two beds, a desk, a TV, a lamp, and a window with curtains.

6. Garner Hotel Glen Burnie BWI Airport Area by IHG

Garner Hotel Glen Burnie BWI Airport Area by IHG
Glen Burnie
United States
Rachael
AU$115
includes taxes & fees
26 Oct - 27 Oct
Garner Hotel Glen Burnie BWI Airport Area by IHG
A cityscape with a prominent monument at a roundabout, surrounded by buildings and streets.
A spacious library with a sofa, ottomans, and bookshelves.
A modern restaurant with high ceilings, large windows, and a city view.
A modern interior with large windows, wooden slats, and green-striped seating.

7. Hotel Revival Baltimore

Hotel Revival Baltimore
Mount Vernon
United States
DENISE
AU$179
includes taxes & fees
22 Nov - 23 Nov
Hotel Revival Baltimore
A spacious living area with a sofa, armchairs, and a coffee table. A staircase with a patterned carpet leads to an upper level.
A modern living room with a sofa, two armchairs, a coffee table, and a potted plant.
A hotel room with a kitchenette, a flat-screen TV, a dining area with a chair, and a large window with sheer curtains.
A hotel room with two beds, a desk, and a large window with curtains.

8. Sleep Inn Columbia Gateway

Sleep Inn Columbia Gateway
Jessup
United States
Geneva
AU$99
includes taxes & fees
11 Nov - 12 Nov
Sleep Inn Columbia Gateway
A hotel lobby with a reception desk, seating area, and a dining space.
A Holiday Inn Express hotel with a central entrance, multiple floors, and a parking lot in the foreground.
A modern kitchen with a built-in TV, a dining area with a large table and chairs, and a seating area with a sofa and a patterned bench.
A hotel room with a large bed, a desk, a TV, a bathroom with a bathtub, and a mirror.

9. Holiday Inn Express Hotel & Suites Columbia East - Elkridge by IHG

Holiday Inn Express Hotel & Suites Columbia East - Elkridge by IHG
Elkridge
United States
Merieni
AU$146
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn Express Hotel & Suites Columbia East - Elkridge by IHG
An outdoor bar area with stone seating, umbrellas, and a view of a marina.
A spacious indoor area with high ceilings, large columns, and multiple seating arrangements.
A waterfront cityscape with modern buildings, a marina with sailboats, and a prominent tall building.
Meeting facility

10. Hyatt Regency Baltimore Inner Harbor

Hyatt Regency Baltimore Inner Harbor
Downtown West
United States
Sherita
AU$226
includes taxes & fees
22 Nov - 23 Nov
Hyatt Regency Baltimore Inner Harbor
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Top Annapolis Hotel Reviews

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