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Find hotels near St. Michaels Winery, St. Michaels from ￥14,184

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Aug 27 - Aug 28
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Aug 28 - Aug 29
This weekend
Aug 28 - Aug 30
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Sep 4 - Sep 6

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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 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.
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.

1. The Wildset

The Wildset
Downtown St. Michaels, 0.8 km from St. Michaels Winery
United States
Paula
￥38,066
￥45,855 total
includes taxes & fees
Sep 8 - Sep 9
The Wildset
A room with a view of a wooden deck and a gazebo by the water.
A golf course with a water hazard and surrounding 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
￥70,795
￥77,874 total
includes taxes & fees
Sep 7 - Sep 8
Inn at Perry Cabin
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 four-poster bed with a floral bedspread, a large bathtub, and a chair in a room with green walls and wooden floors.
A living room with a fireplace, a sofa, a chair, and a bookshelf.

3. George Brooks House B&B

George Brooks House B&B
1.9 km from St. Michaels Winery
United States
Erin
￥33,686
￥37,055 total
includes taxes & fees
Aug 31 - Sep 1
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 reception desk with a wooden finish, a sign reading "St. Michaels Inn", and a staircase leading to upper floors.
A hotel room with two beds, a chair, and a painting on the wall.

4. St Michaels Inn

St Michaels Inn
1.9 km from St. Michaels Winery
United States
Karen
￥13,623
￥14,985 total
includes taxes & fees
Aug 31 - Sep 1
St Michaels Inn
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 turquoise bicycle with a basket and a seat, parked on a paved path with a sign for Hummingbird Inn in the background.

5. Hummingbird Inn

Hummingbird Inn
13.1 km from St. Michaels Winery
United States
Lewis
￥47,160
￥53,692 total
includes taxes & fees
Aug 30 - Aug 31
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 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.

6. Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
14.3 km from St. Michaels Winery
United States
Stephanie
￥21,516
￥23,667 total
includes taxes & fees
Sep 13 - Sep 14
Fairfield Inn & Suites by Marriott Easton
A grassy area with white Adirondack chairs and a view of sailboats on the water.
A bottle of Merlot wine and two glasses on a wooden tray by a window overlooking a lake.
A beach with clear water, sandy shore, and some vegetation.
A waterfront bar with outdoor seating, a view of the water, and American flags.

7. Sandaway Suites & Beach

Sandaway Suites & Beach
10.7 km from St. Michaels Winery
United States
Sandra
￥45,024
￥49,526 total
includes taxes & fees
Sep 2 - Sep 3
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 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.

8. Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
14.2 km from St. Michaels Winery
United States
Margaret
￥22,129
￥24,342 total
includes taxes & fees
Sep 13 - Sep 14
Best Western Plus Easton Inn & Suites
An outdoor bar area with a view of the lake, wooden deck, and metal roof structure.
A waterfront property with a dock, a sailboat, and a building with a red roof.
A spacious indoor dining area with large windows, tables, and chairs.
A modern lounge area with a fireplace, seating, and a view of the outdoors.

9. The Tilghman Island Inn

The Tilghman Island Inn
12.1 km from St. Michaels Winery
United States
Pamela
￥32,636
￥35,900 total
includes taxes & fees
Sep 22 - Sep 23
The Tilghman Island Inn
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 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.

10. Hampton Inn Easton

Hampton Inn Easton
14 km from St. Michaels Winery
United Kingdom
Rachel
￥23,293
￥25,622 total
includes taxes & fees
Sep 3 - Sep 4
Hampton Inn Easton
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 building with a brick facade, a green roof, and a flagpole with a flag.
An indoor swimming pool with lounge chairs and a no diving sign.
A Holiday Inn Express hotel with a brick facade, a green roof, and a flagpole with the American flag.

11. Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG
14.1 km from St. Michaels Winery
United States
Alicia
￥25,313
￥27,844 total
includes taxes & fees
Sep 13 - Sep 14
Holiday Inn Express Easton by IHG
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 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.

12. The Tidewater Inn

The Tidewater Inn
12.8 km from St. Michaels Winery
United States
Diana
￥27,694
￥30,463 total
includes taxes & fees
Aug 30 - Aug 31
The Tidewater Inn
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 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.

13. Wylder Tilghman Island

Wylder Tilghman Island
12.6 km from St. Michaels Winery
United States
Leslie
￥33,905
￥45,256 total
includes taxes & fees
Sep 2 - Sep 3
Wylder Tilghman Island
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."

14. Econo Lodge Easton Route 50

Econo Lodge Easton Route 50
14.1 km from St. Michaels Winery
United States
Nicole
￥12,894
￥14,184 total
includes taxes & fees
Sep 13 - Sep 14
Econo Lodge Easton Route 50
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Compare popular hotels close to St. Michaels Winery

Property
Star rating
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
504 reviews
View
A room with a view of a wooden deck and a gazebo by the water.
Inn at Perry Cabin
9.6
Exceptional
398 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
77 reviews
View
A two-story building with a covered entrance and an American flag.
St Michaels Inn
8.0
Very Good
1,010 reviews
View
A large, two-story Victorian-style house with a prominent tower, multiple windows, and a porch.
Hummingbird Inn
10.0
Exceptional
96 reviews
View

Top St. Michaels Winery Hotel Reviews

St Michaels Inn

St Michaels Inn

8/10 Good
"-"
Chase 1-night trip
Posted 2 hours ago
St Michaels Inn
The Tilghman Island Inn

The Tilghman Island Inn

8/10 Good
"This place is a gem! Beautifully maintained and great views! However, the hotel should properly post that there is currently no restaurant on site."
Shelly 2-night trip
Posted 19 hours ago
The Tilghman Island Inn
Sandaway Suites & Beach

Sandaway Suites & Beach

10/10 Excellent
"An old-school home reconfigured to a comfortable inn. The screened-in porch was a big plus during the buggy days of summer!"
Steve 2-night trip
Posted 2 days ago
Sandaway Suites & Beach
Hampton Inn Easton

Hampton Inn Easton

10/10 Excellent
"Staff were very helpful and breakfast was most appreciated! Nice and quiet too!"
Rachel 1-night trip
Posted 3 days ago
Hampton Inn Easton
The Tidewater Inn

The Tidewater Inn

10/10 Excellent
"We had a lovely stay at Tidewater Inn centrally located in downtown Easton within walking distance of charming shops and delicious restaurants. Our room was spacious and light filled. The bathroom was small but adequate. We ate at the restaurant in the hotel (Hunters Tavern) and had a fabulous meal. Will definitely be back."
Lisa 1-night trip
Posted 4 days ago
The Tidewater Inn
Wylder Tilghman Island

Wylder Tilghman Island

10/10 Excellent
"Beautiful property. Smallish room and shower."
Pedro 1-night trip
Posted 4 days ago
Wylder Tilghman Island
Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Relax on Kent Island in a 4 Bedroom Home w/Waterview!

10/10 Excellent
"Excellent location. We had a short stay but would have loved to stay longer! Very nice/clean home. Owner responds immediately to questions. We loved the area and had so much fun crabbing. Highly recommend!"
Robyn B. 1-night trip
Posted 7 days ago
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
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 7 days ago
George Brooks House B&B
The Oaks Waterfront

The Oaks Waterfront

10/10 Excellent
"The Oaks Waterfront was exactly the kind of getaway we were looking for. Tucked away in a quiet, secluded setting, it feels like you’re escaping from everything, yet St. Michaels is only a short ride away thanks to their beautiful shuttle. It really gives you the best of both worlds. What stood out most to us was the family-owned and operated feel. Everyone was genuinely friendly, and there was a warmth about the property that made it feel less like a hotel and more like staying with incredibly hospitable friends. It has a relaxed, welcoming atmosphere that makes it easy to settle in. We stayed in one of the cottages, and it was beautifully appointed with comfortable bedding and thoughtful touches that made it feel luxurious without trying too hard. The entire property is impeccably maintained, and you can tell the owners take great pride in every detail. We also traveled with our two dogs, and they were just as welcome as we were. They loved the cottage, and we appreciated the dog beds, bowls, and bottled water waiting for them. Those little touches made all the difference. The food was fresh and delicious, and the complimentary breakfast each morning was another example of the attention to detail they put into the guest experience. A special thank you to Kathie, Brad, Linda, and the entire team, including housekeeping. Their kindness and genuine hospitality are what make The Oaks such a special place."
Matthew 3-night trip
Posted 3 weeks ago
The Oaks Waterfront

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.