⭐ Top 10 Hotels Near St. Michaels Winery for 2026

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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

Downtown St. Michaels, 0.8 km from St. Michaels Winery

Sarah

S$355

includes taxes & fees

3 Nov - 4 Nov

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 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.

2. Inn at Perry Cabin

Downtown St. Michaels, 1 km from St. Michaels Winery

Virgilio

S$748

includes taxes & fees

26 Oct - 27 Oct

A two-story house with a swimming pool, outdoor seating, and a covered patio area.

A four-poster bed with a floral bedspread, a large bathtub, and a chair in a room with green walls and wooden floors.

A dining room with a red tablecloth, wooden chairs, and a vase of pink lilies.

A living room with a fireplace, a sofa, a chair, and a bookshelf.

3. George Brooks House B&B

1.9 km from St. Michaels Winery

Erin

S$273

includes taxes & fees

2 Nov - 3 Nov

A two-story building with a covered entrance and an American flag.

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.

A reception desk with a wooden finish, a sign reading "St. Michaels Inn", and a staircase leading to upper floors.

4. St Michaels Inn

1.9 km from St. Michaels Winery

Lynn

S$113

includes taxes & fees

1 Nov - 2 Nov

A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.

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.

A wooden console table with framed floral artwork, two lamps, and two ottomans.

5. The Oaks Waterfront

5.5 km from St. Michaels Winery

Jeffrey

S$620

includes taxes & fees

18 Oct - 19 Oct

A large, two-story Victorian-style house with a prominent tower, multiple windows, and a porch.

A living room with a sofa, a chair, a small table with a plant, and a window with a view of buildings.

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.

6. Hummingbird Inn

13.1 km from St. Michaels Winery

Ann

S$432

includes taxes & fees

19 Oct - 20 Oct

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 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

14.3 km from St. Michaels Winery

Amanda

S$190

includes taxes & fees

18 Oct - 19 Oct

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 room with a sofa, armchair, and a small table. There is a lamp on a side table, and a door leading to another room.

A hotel lobby with a sofa, dining tables, chairs, a coffee station, and artwork on the walls.

8. Best Western Plus Easton Inn & Suites

14.2 km from St. Michaels Winery

Patricia

S$182

includes taxes & fees

14 Oct - 15 Oct

A marina with boats docked at wooden piers, surrounded by greenery.

A building with a sign reading "The Inn."

A waterfront property with houses, a dock, and a grassy area.

A bed with two pillows, one with "HAPPY PLACE" text, and a framed picture above the bed.

9. Knapps Narrows Marina & Inn

11.7 km from St. Michaels Winery

BARBARA

S$211

includes taxes & fees

14 Oct - 15 Oct

An outdoor seating area with tables and chairs, overlooking a body of water and greenery.

A spacious indoor dining area with large windows, tables, and chairs.

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.

10. The Tilghman Island Inn

12.1 km from St. Michaels Winery

William

S$261

includes taxes & fees

19 Oct - 20 Oct

A lakeside view with sailboats, grassy areas, and white Adirondack chairs.

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.

11. Sandaway Suites & Beach

10.7 km from St. Michaels Winery

Amber

S$423

includes taxes & fees

20 Oct - 21 Oct

A modern hotel dining area with a long table, four chairs, and three pendant lights.

A hotel lobby with a reception desk, a dining area with chairs and a table, and a seating area with a sofa and armchairs.

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.

12. Hampton Inn Easton

14 km from St. Michaels Winery

Rachel

S$180

includes taxes & fees

15 Oct - 16 Oct

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.

13. Holiday Inn Express Easton by IHG

14.1 km from St. Michaels Winery

Emily

S$210

includes taxes & fees

18 Oct - 19 Oct

A waterfront property with a covered patio, a dock, and a boat.

A swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.

A wooden pier extending into calm waters, a sandy beach with sparse vegetation, and a clear sky.

A waterfront hotel with a covered dock and a large building with multiple balconies.

14. Wylder Tilghman Island

12.6 km from St. Michaels Winery

Gary

S$406

includes taxes & fees

25 Oct - 26 Oct

A large, stately house with a grand entrance, multiple windows, and a symmetrical facade.

A bedroom with a large bed, a nightstand, a lamp, and a window with blinds.

A spacious living room with a leather sofa, a coffee table, and a bookshelf filled with books.

An indoor corridor with brick walls, a brick floor, and a sign reading "DECANTER WINE ROOM".

15. The Tidewater Inn

12.8 km from St. Michaels Winery

Miriam

S$232

includes taxes & fees

1 Nov - 2 Nov

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 buildings.

A hotel kitchen with a brick wall, a framed sailboat artwork, a coffee station, and wooden cabinets.

A covered outdoor seating area with brick walls, two potted plants, and a table and chairs.

16. Baymont by Wyndham Easton

14.1 km from St. Michaels Winery

Edwin

S$126

includes taxes & fees

14 Oct - 15 Oct

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 breakfast bar with a waffle maker, coffee machine, and juice dispenser.

17. Econo Lodge Easton Route 50

14.1 km from St. Michaels Winery

Adriana

S$114

includes taxes & fees

19 Oct - 20 Oct

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Compare popular hotels close to St. Michaels Winery

Property	Property class	Guest rating
The Wildset	9.8 Exceptional 520 reviews	View
Inn at Perry Cabin	9.6 Exceptional 406 reviews	View
George Brooks House B&B	8.8 Excellent 78 reviews	View
St Michaels Inn	8.0 Very good 1,005 reviews	View
The Oaks Waterfront	10.0 Exceptional 44 reviews	View

Top St. Michaels Winery Hotel Reviews

The Tidewater Inn

10/10 Excellent

"We’ve always enjoyed dining at the Tidewater Inn, but this is the first time we stayed there. Our room was spacious and comfortable (except for the sticky sliding bathroom door). The hotel has lovely grounds and is very well-located in the heart of historic Easton. It’s also a great value considering how nice it is."

Quality Inn Grasonville near Kent Island

8/10 Good

"Great accomodating staff. Breakfast was better than expected but i was 2nd one down Shower was great for my 5'4 but not sure if over 6 feet would fit. Great value for the money. Would stay again next year on my northern adventures"

Best Western Plus Easton Inn & Suites

10/10 Excellent

"Very nice property in a convenient location. Well kept and friendly, helpful staff. The breakfast was fabulous!"

Sandaway Suites & Beach

10/10 Excellent

"Had a wonderful time at a beautiful property."

Hampton Inn Easton

8/10 Good

"Clean and as expected."

St Michaels Inn

10/10 Excellent

"na"

Baymont by Wyndham Easton

10/10 Excellent

"Staff who received us was very helpful and respectful. Breakfast was great, rooms are well maintained and clean."

Holiday Inn Express Easton by IHG

10/10 Excellent

"Clean, cost effective"

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."

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?

Inn at Perry Cabin is one of the top choices for your stay based on our traveller data, and this hotel offers a marina and a full-service spa. It's located just a short 0.6 mi (1 km) from St. Michaels Winery. Other good choices within a short distance include The Wildset 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, St Michaels Nature Trail or Windon Distilling.

Hotels near St. Michaels Winery

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Treat yourself

Be picky

Check prices for these dates

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Our top choices for St. Michaels Winery hotels

1. The Wildset

2. Inn at Perry Cabin

3. George Brooks House B&B

4. St Michaels Inn

5. The Oaks Waterfront

6. Hummingbird Inn

7. Fairfield Inn & Suites by Marriott Easton

8. Best Western Plus Easton Inn & Suites

9. Knapps Narrows Marina & Inn

10. The Tilghman Island Inn

11. Sandaway Suites & Beach

12. Hampton Inn Easton

13. Holiday Inn Express Easton by IHG

14. Wylder Tilghman Island

15. The Tidewater Inn

16. Baymont by Wyndham Easton

17. Econo Lodge Easton Route 50

Compare popular hotels close to St. Michaels Winery

Top St. Michaels Winery Hotel Reviews

The Tidewater Inn

Quality Inn Grasonville near Kent Island

Best Western Plus Easton Inn & Suites

Sandaway Suites & Beach

Hampton Inn Easton

St Michaels Inn

Baymont by Wyndham Easton

Holiday Inn Express Easton by IHG

George Brooks House B&B

Other attractions near St. Michaels Winery

Windon Distilling

Classic Motor Museum

St. Michaels Museum

Saint Marys Square

Saint Marys Square Museum

Back Creek Park

Church Cove Park

Muskrat Park

Frequently asked questions