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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 two-story building with a balcony on the upper floor, outdoor seating with wooden chairs and tables, and a clear view of the surrounding 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.

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 hotel room with a large bed, a chair, a desk, and a television.
A golf course with a water hazard and surrounding trees.
A swimming pool with white lounge chairs and blue umbrellas, surrounded by trees.

2. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels, 1 km from St. Michaels Winery
United States
John
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 two-story house with a wrap-around porch, multiple chimneys, and a well-maintained front yard.
A dining room with a red tablecloth, wooden chairs, and a vase of pink lilies.

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 rectangular swimming pool with a white edge, a covered patio area with outdoor furniture, and a flagpole with two flags.
A hotel room with two beds, a chair, and a painting on the wall.
A restaurant with a bar area, multiple seating arrangements, and a kitchen visible in the background.

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 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.
A deck with wicker furniture, a table, and an umbrella, overlooking a lake with trees and a dock.

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 bedroom with a sloped ceiling, a wooden bed, a desk with a lamp, and a dresser.
A turquoise bicycle with a basket and a seat, parked on a paved path with a sign for Hummingbird Inn in the background.
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 lobby with a large wooden reception desk, multiple seating areas, a television, and a patterned carpet.
An indoor swimming pool with clear water, marked depth lines, and a lifeguard chair.
A hotel with a covered entrance, multiple floors, and a parking lot.

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 beach with clear water, sandy shore, and some vegetation.
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.

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 pool area with multiple pools, lounge chairs, and a pool lift.
A hotel lobby with a sofa, dining tables, chairs, a coffee station, and artwork on the walls.
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 spacious indoor dining area with large windows, tables, and chairs.
A waterfront property with a dock, a sailboat, and a building with a red roof.

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 Holiday Inn Express sign with a green and blue logo, surrounded by landscaped garden beds and trimmed hedges.
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 Hampton Inn hotel with a brick facade, a large entrance, and a flagpole.
A swimming pool with a tiled edge, a lifeguard chair, and a sign on the wall.
A hotel lobby with a reception desk, a dining area with chairs and a table, and a seating area with a sofa and armchairs.

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 wooden pier extending into calm waters, a sandy beach with sparse vegetation, and a clear sky.
A view through a window with a white railing, overlooking a marina with boats docked and a pier extending into the water.
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
RM792
RM1,073 total
includes taxes & fees
8 Sept - 9 Sept
Wylder Tilghman Island
A large, stately house with a grand entrance, multiple windows, and a symmetrical facade.
A spacious dining area with multiple tables and chairs, wooden ceiling beams, and large windows with blinds.
An indoor corridor with brick walls, a brick floor, and a sign reading "DECANTER WINE ROOM".
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 breakfast bar with a waffle maker, coffee machine, and juice dispenser.
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.

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
1,009 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

St Michaels Inn

St Michaels Inn

8/10 Good
"room was clean but need some upgrading. bathroom needs rails in shower. breakfast was good, many choices."
Doris 2-night trip
Posted 1 hour ago
St Michaels Inn
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

10/10 Excellent
"Friendly staff and awesome water views...Walking distance to the best Blue crabs 🦀"
terence 1-night trip
Posted 5 hours ago
Hyatt Place Kent Narrows & Marina
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 1 day 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
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

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.