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Hotels near St. Michaels Winery

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Check prices for these dates

Tonight
7 Sept - 8 Sept
Tomorrow
8 Sept - 9 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

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Our top choices for St. Michaels Winery hotels

A two-story house with a porch, a front door, and a small garden area.
A neatly made bed with white linens and a beige pillow, a straw hat on the bed, a wooden nightstand with a small plant and a glass, and a wall-mounted light fixture.
A restaurant with long tables set for dining, benches along the walls, and large windows allowing natural light.
A dark wooden panel wall with a mounted flat-screen TV, a bench with cushions, and a small plant in a vase.

1. The Wildset

The Wildset
Downtown St. Michaels, 0.8 km from St. Michaels Winery
United States
Paula
RM967
RM1,164 total
includes taxes & fees
22 Sept - 23 Sept
The Wildset
A room with a view of a wooden deck and a gazebo by the water.
A swimming pool with white lounge chairs and blue umbrellas, surrounded by trees.
A living room with a fireplace, a sofa, a coffee table, and a television mounted on the wall.
A hotel room with a large bed, a chair, a desk, and a television.

2. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels, 1 km from St. Michaels Winery
United States
Andrew
RM2,439
RM2,683 total
includes taxes & fees
6 Oct - 7 Oct
Inn at Perry Cabin
A two-story house with a swimming pool, outdoor seating, and a covered patio area.
A living room with a fireplace, a sofa, a chair, and a bookshelf.
A dining room with a red tablecloth, wooden chairs, and a vase of pink lilies.
A four-poster bed with a floral bedspread, a large bathtub, and a chair in a room with green walls and wooden floors.

3. George Brooks House B&B

George Brooks House B&B
1.9 km from St. Michaels Winery
United States
Erin
RM855
RM941 total
includes taxes & fees
8 Sept - 9 Sept
George Brooks House B&B
A two-story building with a covered entrance and an American flag.
A restaurant with a bar area, multiple seating arrangements, and a kitchen visible in the background.
A rectangular swimming pool with a white edge, a covered patio area with outdoor furniture, and a flagpole with two flags.
A reception desk with a wooden finish, a sign reading "St. Michaels Inn", and a staircase leading to upper floors.

4. St Michaels Inn

St Michaels Inn
1.9 km from St. Michaels Winery
United States
Karen
RM382
RM420 total
includes taxes & fees
8 Sept - 9 Sept
St Michaels Inn
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.
A deck with wicker furniture, a table, and an umbrella, overlooking a lake with trees and a dock.
A banquet hall with round tables set for dining, large windows with a view of a lake, and white chairs.
A white colonial-style house with a covered porch, brick steps, and outdoor seating.

5. The Oaks Waterfront

The Oaks Waterfront
5.5 km from St. Michaels Winery
United States
Jeffrey
RM1,780
RM1,958 total
includes taxes & fees
8 Sept - 9 Sept
The Oaks Waterfront
A large, two-story Victorian-style house with a prominent tower, multiple windows, and a porch.
A group of people toasting at a round table in a room with large windows and artwork on the walls.
A bedroom with a sloped ceiling, a wooden bed, a desk with a lamp, and a dresser.
A living room with a sofa, a chair, a small table with a plant, and a window with a view of buildings.

6. Hummingbird Inn

Hummingbird Inn
13.1 km from St. Michaels Winery
United States
Lewis
RM1,198
RM1,363 total
includes taxes & fees
8 Sept - 9 Sept
Hummingbird Inn
A modern lobby with a stone fireplace, a blue patterned rug, a blue sofa with colorful cushions, a brown leather chair, and a round coffee table.
A hotel with a covered entrance, multiple floors, and a parking lot.
An outdoor patio with tables and chairs, a large umbrella, and a brick building in the background.
An indoor swimming pool with clear water, marked depth lines, and a lifeguard chair.

7. Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
14.3 km from St. Michaels Winery
United States
Stephanie
RM547
RM601 total
includes taxes & fees
13 Sept - 14 Sept
Fairfield Inn & Suites by Marriott Easton
A grassy area with white Adirondack chairs and a view of sailboats on the water.
A waterfront bar with outdoor seating, a view of the water, and American flags.
A bottle of Merlot wine and two glasses on a wooden tray by a window overlooking a lake.
A large, two-story house with a balcony, situated on a grassy lawn with autumn leaves, near a body of water.

8. Sandaway Suites & Beach

Sandaway Suites & Beach
10.7 km from St. Michaels Winery
United States
Sandra
RM1,097
RM1,207 total
includes taxes & fees
8 Sept - 9 Sept
Sandaway Suites & Beach
A spacious living room with a fireplace, a sofa, a coffee table, and a staircase leading to another level.
A hotel with a brick facade, multiple parking spaces, and a landscaped area with trees.
A hotel pool area with multiple pools, lounge chairs, and a pool lift.
A hotel room with a sofa, armchair, and a small table. There is a lamp on a side table, and a door leading to another room.

9. Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
14.2 km from St. Michaels Winery
United States
Stephen
RM522
RM574 total
includes taxes & fees
27 Sept - 28 Sept
Best Western Plus Easton Inn & Suites
An outdoor bar area with a view of the lake, wooden deck, and metal roof structure.
A large building with a swimming pool, dock, and green surroundings.
A waterfront property with a dock, a sailboat, and a building with a red roof.
A modern lounge area with a fireplace, seating, and a view of the outdoors.

10. The Tilghman Island Inn

The Tilghman Island Inn
12.1 km from St. Michaels Winery
United States
Pamela
RM829
RM912 total
includes taxes & fees
16 Sept - 17 Sept
The Tilghman Island Inn
A hotel room with two beds, a wooden headboard, a nightstand with a lamp, and a framed picture on the wall.
A coffee station with two coffee machines and a variety of coffee pods and cups.
A modern hotel lobby with multiple seating areas, including tables and chairs, and a reception desk.
A reception area with two reception desks, a wall-mounted sign reading "Holiday Inn Express," and a telephone on the right side.

11. Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG
14.1 km from St. Michaels Winery
United States
Alicia
RM643
RM707 total
includes taxes & fees
8 Sept - 9 Sept
Holiday Inn Express Easton by IHG
A modern hotel dining area with a long table, four chairs, and three pendant lights.
A hotel hallway with carpeted floors, white doors, and overhead lighting.
A swimming pool with a tiled edge, a lifeguard chair, and a sign on the wall.
A Hampton Inn hotel with a brick facade, a large entrance, and a flagpole.

12. Hampton Inn Easton

Hampton Inn Easton
14 km from St. Michaels Winery
United Kingdom
Rachel
RM625
RM688 total
includes taxes & fees
1 Oct - 2 Oct
Hampton Inn Easton
A waterfront property with a covered patio, a dock, and a boat.
A view through a window with a white railing, overlooking a marina with boats docked and a pier extending into the water.
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.
A waterfront hotel with a covered dock and a large building with multiple balconies.

13. Wylder Tilghman Island

Wylder Tilghman Island
12.6 km from St. Michaels Winery
United States
Angela
RM819
RM1,103 total
includes taxes & fees
15 Sept - 16 Sept
Wylder Tilghman Island
A large, stately house with a grand entrance, multiple windows, and a symmetrical facade.
An indoor corridor with brick walls, a brick floor, and a sign reading "DECANTER WINE ROOM".
A spacious dining area with multiple tables and chairs, wooden ceiling beams, and large windows with blinds.
A spacious living room with a leather sofa, a coffee table, and a bookshelf filled with books.

14. The Tidewater Inn

The Tidewater Inn
12.8 km from St. Michaels Winery
United States
Miriam
RM764
RM841 total
includes taxes & fees
29 Sept - 30 Sept
The Tidewater Inn
A hotel room with a large bed, a desk, a chair, a television, and a window with curtains.
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and a building with columns.

15. Baymont by Wyndham Easton

Baymont by Wyndham Easton
14.1 km from St. Michaels Winery
United States
Erik
RM397
RM436 total
includes taxes & fees
14 Sept - 15 Sept
Baymont by Wyndham Easton
A hotel room with two beds, a desk, a TV, and a window with curtains.
A covered corridor with a series of doors, each marked with a number.
A hotel reception area with a check-in counter, a digital display, and a red carpet with the hotel's name.
A building with a sign reading "EcoLodge."

16. Econo Lodge Easton Route 50

Econo Lodge Easton Route 50
14.1 km from St. Michaels Winery
United States
Brady
RM328
RM360 total
includes taxes & fees
14 Sept - 15 Sept
Econo Lodge Easton Route 50
View all properties

Compare popular hotels close to St. Michaels Winery

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
A two-story house with a porch, a front door, and a small garden area.
The Wildset
9.8
Exceptional
510 reviews
View
A room with a view of a wooden deck and a gazebo by the water.
Inn at Perry Cabin
9.6
Exceptional
401 reviews
View
A two-story house with a swimming pool, outdoor seating, and a covered patio area.
George Brooks House B&B
8.8
Excellent
78 reviews
View
A two-story building with a covered entrance and an American flag.
St Michaels Inn
8.0
Very good
1,008 reviews
View
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.
The Oaks Waterfront
10.0
Exceptional
44 reviews
View

Top St. Michaels Winery Hotel Reviews

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites

10/10 Excellent
"This place is great. The rooms are large and well laid out, the property is nice and well maintained. I will definitely stay here again."
Stephen 2-night trip
Posted 21 hours ago
Best Western Plus Easton Inn & Suites
The Tilghman Island Inn

The Tilghman Island Inn

8/10 Good
"Room was very nice , and access to a fridge in the lobby area was very helpful. Breakfast was a continental with coffee, tea, and juice. The restaurant and bar not open anymore In 2026 , and the first picture on Hotels is of the outside bar , so only 4 stars"
Sean 1-night trip
Posted 2 days ago
The Tilghman Island Inn
The Tidewater Inn

The Tidewater Inn

10/10 Excellent
"We had a wonderful stay and thoroughly enjoyed our time in Easton!"
Miriam 1-night trip
Posted 2 days ago
The Tidewater Inn
Wylder Tilghman Island

Wylder Tilghman Island

8/10 Good
"Beautiful large property by the water. I wish the pool and area around it was bigger (having all that land around....) . The view from our room was NOT what I expected. Sad to say that it overlooked to an area with working noisy compressors units. I had to keep the blinds close not to see this terrible view.. Staff was helpful when I expressed my disappointment and offered me resort fee waiver for the inconvenience. Thank you! We will come back again but will be more careful with room selection when booking.."
Marina 1-night trip
Posted 2 days ago
Wylder Tilghman Island
Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

8/10 Good
"A little out of date"
John 4-night trip
Posted 3 days ago
Best Western Kent Narrows Inn
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

10/10 Excellent
"Great location, very clean and staff were welcoming and helpful!"
JENNEY 2-night trip
Posted 3 days ago
Hyatt Place Kent Narrows & Marina
Sandaway Suites & Beach

Sandaway Suites & Beach

8/10 Good
"The room was very clean and had a beautiful view of the water. The bed was old and slightly uncomfortable though. Overall, it was a nice stay"
Molly 1-night trip
Posted 3 days ago
Sandaway Suites & Beach
The Wildset

The Wildset

10/10 Excellent
"Clean and comfortable. All staff were friendly and helpful. Location made virtually the whole town walkable. Dinner at the restaurant was top notch."
Michael 2-night trip
Posted 6 days ago
The Wildset
George Brooks House B&B

George Brooks House B&B

8/10 Good
"We enjoyed our stay but found a few things that could have been better. Our host (Will) was not present the first day and most likely did not know the coffee and tea bar had sour milk and no sugar. I took it upon myself to rummage around and find these things but I would have liked it better if they were there. Also, we had a scrap of toilet paper in our room and no refills so I had to find that as well. Small things but not a good first impression. Otherwise, the room was very comfortable, the pool was great and the breakfast was delicious."
Donna 2-night trip
Posted 3 weeks ago
George Brooks House B&B

Other attractions near St. Michaels Winery

Windon Distilling

You can take time to visit Windon Distilling during your travels to St. Michaels.
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Classic Motor Museum

You can spend an afternoon exploring the galleries in Classic Motor Museum during your trip to St. Michaels.
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St. Michaels Museum

8.6/10 (9 reviews)
You can browse the exhibits at St. Michaels Museum, a museum with a storied past, during your travels to St. Michaels. Discover the seafood restaurants and its museums while you're in the area.
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Saint Marys Square

Saint Marys Square is just one of the places to see in St. Michaels, so why not enjoy the other things to explore during your travels?
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Saint Marys Square Museum

You can spend time browsing the exhibits at Saint Marys Square Museum in St. Michaels.
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Back Creek Park

After visiting Back Creek Park, make a plan to see the other sights and activities in St. Michaels.
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Church Cove Park

Explore the great outdoors at Church Cove Park, a lovely green space in St. Michaels.
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Muskrat Park

After visiting Muskrat Park, make a plan to see the other sights and activities in St. Michaels.
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Frequently asked questions

What's the area like around St. Michaels Winery?
St. Michaels Winery is located in an area of St. Michaels known for its interesting historical sites. If you're looking for a convenient place to stay, take a look at the 29 hotels and other accommodation options you'll find within a mile.
What's the best place to stay near St. Michaels Winery?
The Wildset is one of the top choices for your stay based on our traveller data, and this hotel offers free breakfast and a restaurant. It's located just a short 0.5 mi (0.8 km) from St. Michaels Winery. Other good choices within a short distance include Inn at Perry Cabin and Parsonage Inn.
How many hotels will I find close to St. Michaels Winery?
Expedia has 29 hotels and other accommodation options within a mile from St. Michaels Winery.
If I need to cancel the hotel reservation for my stay near St. Michaels Winery, will I receive a refund?
Yes, most hotel bookings are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you have a non-refundable reservation, it might still be possible to cancel it and be given a refund within 24 hours of your booking. Plug in your dates, click on "Search", then use the filter option "fully refundable" to review the top deals on offer near St. Michaels Winery.
What can I see and do near St. Michaels Winery?
You'll want to browse the exhibits at Chesapeake Bay Maritime Museum and St. Michaels Museum. You might spend a leisurely day outdoors at Church Cove Park and CL Open Field. If you have some time to wander around the area, you might stop by St. Michaels Marina, Higgins Yacht Yard and Marina or St Michaels Nature Trail.