The Best Hotels Closest to St. Michaels Winery in St. Michaels 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 dark wooden panel wall with a mounted flat-screen TV, a bench with cushions, and a small plant in a vase.

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 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

AED 841

AED 1,017 total

includes taxes & fees

2 Nov - 3 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 golf course with a water hazard and surrounding trees.

2. Inn at Perry Cabin

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

Virgilio

AED 1,884

AED 2,073 total

includes taxes & fees

26 Oct - 27 Oct

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

A two-story house with a wrap-around porch, multiple chimneys, and a well-maintained front yard.

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.

3. George Brooks House B&B

1.9 km from St. Michaels Winery

Erin

AED 711

AED 782 total

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 rectangular swimming pool with a white edge, a covered patio area with outdoor furniture, and a flagpole with two flags.

4. St Michaels Inn

1.9 km from St. Michaels Winery

Lynn

AED 327

AED 360 total

includes taxes & fees

12 Oct - 13 Oct

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

5. The Oaks Waterfront

5.5 km from St. Michaels Winery

Jeffrey

AED 1,616

AED 1,778 total

includes taxes & fees

5 Oct - 6 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 bedroom with a sloped ceiling, a wooden bed, a desk with a lamp, and a dresser.

A group of people toasting at a round table in a room with large windows and artwork on the walls.

6. Hummingbird Inn

13.1 km from St. Michaels Winery

Ann

AED 1,088

AED 1,238 total

includes taxes & fees

5 Oct - 6 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 with a covered entrance, multiple floors, and a parking lot.

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.

7. Fairfield Inn & Suites by Marriott Easton

14.3 km from St. Michaels Winery

Amanda

AED 496

AED 546 total

includes taxes & fees

11 Oct - 12 Oct

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 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

Lori

AED 474

AED 521 total

includes taxes & fees

5 Oct - 6 Oct

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

A bottle of Merlot wine and two glasses on a wooden tray by a window overlooking a lake.

A waterfront bar with outdoor seating, a view of the water, and American flags.

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

9. Sandaway Suites & Beach

10.7 km from St. Michaels Winery

Amber

AED 1,108

AED 1,218 total

includes taxes & fees

7 Oct - 8 Oct

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

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.

A large building with a swimming pool, dock, and green surroundings.

10. The Tilghman Island Inn

12.1 km from St. Michaels Winery

William

AED 680

AED 747 total

includes taxes & fees

5 Oct - 6 Oct

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

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.

A hotel hallway with carpeted floors, white doors, and overhead lighting.

11. Hampton Inn Easton

14 km from St. Michaels Winery

Rachel

AED 470

AED 517 total

includes taxes & fees

18 Oct - 19 Oct

A buffet with various food items in metal containers, a coffee station, and a sign indicating a vegetarian omelet option.

A modern hotel lobby with multiple seating areas, including tables and chairs, and a reception desk.

A hotel room with two beds, a wooden headboard, a nightstand with a lamp, and a framed picture on the wall.

12. Holiday Inn Express Easton by IHG

14.1 km from St. Michaels Winery

Emily

AED 492

AED 541 total

includes taxes & fees

25 Oct - 26 Oct

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

A spacious dining area with multiple tables and chairs, wooden ceiling beams, and large windows with blinds.

13. The Tidewater Inn

12.8 km from St. Michaels Winery

Miriam

AED 611

AED 673 total

includes taxes & fees

2 Nov - 3 Nov

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

A view through a window with a white railing, overlooking a marina with boats docked and a pier extending into the water.

14. Wylder Tilghman Island

12.6 km from St. Michaels Winery

Gary

AED 794

AED 1,057 total

includes taxes & fees

18 Oct - 19 Oct

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

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

15. Baymont by Wyndham Easton

14.1 km from St. Michaels Winery

Ellen

AED 327

AED 360 total

includes taxes & fees

5 Oct - 6 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 breakfast bar with a waffle maker, coffee machine, and juice dispenser.

A building with a sign reading "EcoLodge."

16. Econo Lodge Easton Route 50

14.1 km from St. Michaels Winery

Brady

AED 297

AED 327 total

includes taxes & fees

11 Oct - 12 Oct

View all properties

Compare popular hotels close to St. Michaels Winery

Property	Property class	Guest rating
The Wildset	9.8 Exceptional 518 reviews	View
Inn at Perry Cabin	9.6 Exceptional 405 reviews	View
George Brooks House B&B	8.8 Excellent 78 reviews	View
St Michaels Inn	8.0 Very good 1,004 reviews	View
The Oaks Waterfront	10.0 Exceptional 44 reviews	View

Top St. Michaels Winery Hotel Reviews

St Michaels Inn

10/10 Excellent

"Late night manager was extremely helpful!"

Baymont by Wyndham Easton

10/10 Excellent

"Great"

The Tilghman Island Inn

10/10 Excellent

"I thoroughly enjoyed our stay at The Tilghman Island Inn. It is exceptionally clean and well maintained. The staff was friendly and helpful. Our room was on the waterfront side and the view was beautiful."

Sandaway Suites & Beach

10/10 Excellent

"Loved staying here. The room had everything we needed & in the morning a lovely basket of breakfast treats & a carafe of coffee was left at our door. We'll definitely be returning."

Hummingbird Inn

10/10 Excellent

"Everyone here made us feel so welcomed! Beautiful property and our room was immaculate! The bar downstairs was such a great place to wind down and the wrap around porch was so inviting! Breakfast was delicious and the town was walkable with great shops and restaurants. 10 out of 10! We will be back!"

Hampton Inn Easton

10/10 Excellent

"Good place all in all"

Beautiful, Open floor plan, amazing sunset views,Waterside Pool, Pier, 6+ac

10/10 Excellent

"This property is amazing! The pictures honestly didn't do it justice. The views, the house, the pool, all were incredible. Oh yes and the beautiful decor, the artwork by Michelle. Definitely the nicest place we've ever stayed in. The kids and adults all had a blast! Thank you so much, Paul and Michelle. Wonderful vacation"

John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

10/10 Excellent

"Location was perfect and we enjoyed the sunrise every morning. Walkable to everything in St. Michael’s. Beautiful historic home and furnishings. A great stay!!"

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 travels in 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 trip 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 studying 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, check out the 29 hotels and other accommodations 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 traveler 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 be able to find close to St. Michaels Winery?

Expedia has 29 hotels and other accommodations 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 reservations are fully refundable if you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you have a reservation that's non-refundable, you may still be able to cancel and receive a refund within a 24-hour period of your booking. Add dates, click "Search", then filter by "fully refundable" to view the best options available near St. Michaels Winery.

Where can I learn more about changing or cancelling my trip in the area near St. Michaels Winery?

For more details about picking new dates or cancelling your stay near St. Michaels Winery, go to https://www.expedia.com/service/.

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.

Find hotels near St. Michaels Winery, St. Michaels from AED 327

Change your mind

Treat yourself

Be picky

Check prices for these dates

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Star rating

Guest rating

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. Sandaway Suites & Beach

10. The Tilghman Island Inn

11. Hampton Inn Easton

12. Holiday Inn Express Easton by IHG

13. The Tidewater Inn

14. Wylder Tilghman Island

15. Baymont by Wyndham Easton

16. Econo Lodge Easton Route 50

Compare popular hotels close to St. Michaels Winery

Top St. Michaels Winery Hotel Reviews

St Michaels Inn

Baymont by Wyndham Easton

The Tilghman Island Inn

Sandaway Suites & Beach

Hummingbird Inn

Hampton Inn Easton

Beautiful, Open floor plan, amazing sunset views,Waterside Pool, Pier, 6+ac

John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

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