A stone house with a wooden fence and garden.

Winery Hotels & Resorts in Western Maryland from AU$165

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Western Maryland Winery Hotels

Tonight
23 Aug - 24 Aug
Tomorrow
24 Aug - 25 Aug
Next weekend
28 Aug - 30 Aug
In two weeks
4 Sept - 6 Sept

Our top choices for Western Maryland hotels with winery

A bar area with a central counter, multiple screens, and red chairs.
A lobby with a central chandelier, a reception desk, and a patterned carpet.
An outdoor patio with wicker furniture, red cushions, and a stone fire pit.
A Hampton Inn hotel with a distinctive red-roofed building and a blue structure with a white balcony.

1. Hampton Inn Frederick

Hampton Inn Frederick
Frederick
United States
Makeba
AU$183
includes taxes & fees
6 Sept - 7 Sept
Hampton Inn Frederick
A modern hotel room with a kitchenette, a dining area with bar stools, a large bed, a desk with a chair, and a view of the outdoors.
A kitchen with wooden cabinets, a stainless steel refrigerator, and a coffee maker.
An outdoor patio with a covered seating area, two barbecue grills, and a dining table with chairs.
A sign for Candlewood Suites, an IHG hotel, with a red logo, surrounded by a landscaped garden with various colorful flowers.

2. Candlewood Suites Frederick by IHG

Candlewood Suites Frederick by IHG
Frederick
United States
Cee Cee
AU$165
includes taxes & fees
7 Sept - 8 Sept
Candlewood Suites Frederick by IHG
A park with a pond, a bridge, and a church in the background.
A living room with a fireplace, a television, and a large window with curtains.
A cozy living room with a sofa, a patterned rug, and a large window with curtains.
A glass-top table with a metal frame, a white cushioned chair, and a vase with sunflowers on a windowsill.

3. RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Downtown Frederick
United States
Anonymous traveller
AU$403
includes taxes & fees
30 Aug - 31 Aug
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
A rustic cabin with a wooden staircase leading to a porch, surrounded by lush greenery and pink flowers.
A compact kitchen with white cabinets, a sink, and a countertop with various kitchen items. There is a bed with a patterned bedspread and pillows, and a window with curtains.
A circular fire pit surrounded by grass and small plants, with a bench and logs nearby.
A room with a wooden table, two chairs, a small shelf with a pitcher and bowl, a framed picture, and a window with curtains.

4. ❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
United States
Joseph
AU$188
includes taxes & fees
31 Aug - 1 Sept
❤️ Secluded 1940s Romantic Tiny House on the River
A covered outdoor patio with a table and chairs, a wooden deck, and a view of greenery.
A kitchen with white and green cabinets, a stainless steel stove, and a dishwasher.
A modern living room with a sofa, green armchair, and orange armchair, a coffee table, and a large window with curtains.
A hallway with a wooden staircase, dining area with a table and chairs, and artwork on the walls.

5. Chic, pets, walk to downtown

Chic, pets, walk to downtown
Frederick
United States
Richard M.
AU$421
includes taxes & fees
7 Sept - 8 Sept
Chic, pets, walk to downtown
A living room with a large mirror, a sofa with cushions, a television, and decorative items on a wooden console.
A bedroom with a bed, a bedside table with a lamp, a hanging plant, and a window with blinds.
A white door with a keyhole and a small mailbox, a window with a view of a lamp and a plant inside, and two black chairs with a small table in front.
A modern kitchen with white cabinets, a black stove, and a microwave. There is a dining table with chairs and a vase with dried plants.

6. Downtown Frederick retreat with parking. Dog- and baby-friendly!

Downtown Frederick retreat with parking. Dog- and baby-friendly!
Frederick
United States
Dvorak A.
AU$390
includes taxes & fees
24 Aug - 25 Aug
Downtown Frederick retreat with parking. Dog- and baby-friendly!
A swimming pool with clear blue water, surrounded by orange chairs and large windows offering a view of the outdoors.
A conference room with a long table, chairs, a TV, and a geometric patterned wall.
A building with three electric vehicle charging stations in front.
A snack bar with a 'TREATS' sign, refrigerated drinks, and shelves stocked with snacks and condiments.

7. Hampton Inn Cumberland

Hampton Inn Cumberland
Cumberland
United States
mary
AU$246
includes taxes & fees
30 Aug - 31 Aug
Hampton Inn Cumberland
A two-story house with a porch, stone foundation, and a flag.
A window with a view of a driveway and greenery outside.
A wooden bench and two white chairs on a porch with a white railing.
A cozy living room with a wooden wall, a staircase, two white armchairs, a wooden rocking chair, and a red rug.

8. Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
Sharpsburg
United States
Doug P.
AU$247
includes taxes & fees
24 Aug - 25 Aug
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
A room with large windows, wooden floors, and a ceiling fan.
A wooden deck leading to a cabin surrounded by dense forest.
A wooden deck with a table and benches, surrounded by a railing, and a glass door leading to a lush green garden.
A wooden cabin surrounded by snow-covered trees.

9. Antietam Creek - Quiet 2 Bedroom Cabin

Antietam Creek - Quiet 2 Bedroom Cabin
Keedysville
United States
Kandy T.
AU$457
includes taxes & fees
24 Aug - 25 Aug
Antietam Creek - Quiet 2 Bedroom Cabin
A stone wall adjacent to a water feature with a wooden structure and pipes.
A stone house with a balcony and a porch, surrounded by greenery.
A wooden deck with a white railing, surrounded by trees and a grassy area.
A rustic room with stone walls, a round table with metal chairs, a window with natural light, and a wooden beam ceiling.

10. UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803

UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803
Hagerstown
United States
Francie V.
AU$286
includes taxes & fees
1 Sept - 2 Sept
UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803
View all properties

Top Western Maryland Hotel Reviews

Explore a world of travel with Expedia