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Find hotels near St. Michaels Winery, St. Michaels from ₩119,379

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Check prices for these dates

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Sep 10 - Sep 11
Tomorrow
Sep 11 - Sep 12
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

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Our top choices for St. Michaels Winery hotels

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 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.

1. St Michaels Inn

St Michaels Inn
1.9 km from St. Michaels Winery
United States
Karen
₩126,630
₩139,293 total
includes taxes & fees
Sep 13 - Sep 14
St Michaels Inn
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 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.

2. The Wildset

The Wildset
Downtown St. Michaels, 0.8 km from St. Michaels Winery
United States
Paula
₩320,260
₩385,786 total
includes taxes & fees
Oct 5 - Oct 6
The Wildset
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 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.

3. Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
14.2 km from St. Michaels Winery
United States
Stephen
₩172,860
₩190,146 total
includes taxes & fees
Sep 27 - Sep 28
Best Western Plus Easton Inn & Suites
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.

4. Sandaway Suites & Beach

Sandaway Suites & Beach
10.7 km from St. Michaels Winery
United States
Sandra
₩363,408
₩399,748 total
includes taxes & fees
Sep 14 - Sep 15
Sandaway Suites & Beach
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 indoor swimming pool with clear water, marked depth lines, and a lifeguard chair.
A hotel lobby with a large wooden reception desk, multiple seating areas, a television, and a patterned carpet.

5. Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
14.3 km from St. Michaels Winery
United States
Stephanie
₩181,101
₩199,211 total
includes taxes & fees
Sep 27 - Sep 28
Fairfield Inn & Suites by Marriott Easton
A kitchen with a stone wall, a microwave, and various food items on the counter.
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and a building with columns.
A residential area with a large building, a swimming pool, and well-maintained lawns.
A hotel room with a large bed, a desk, a chair, a television, and a window with curtains.

6. Baymont by Wyndham Easton

Baymont by Wyndham Easton
14.1 km from St. Michaels Winery
United States
Erik
₩131,467
₩144,614 total
includes taxes & fees
Sep 17 - Sep 18
Baymont by Wyndham Easton
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 hotel lobby with a reception desk, a dining area with chairs and a table, and a seating area with a sofa and armchairs.

7. Hampton Inn Easton

Hampton Inn Easton
14 km from St. Michaels Winery
United Kingdom
Rachel
₩208,343
₩229,178 total
includes taxes & fees
Sep 13 - Sep 14
Hampton Inn 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."

8. Econo Lodge Easton Route 50

Econo Lodge Easton Route 50
14.1 km from St. Michaels Winery
United States
Brady
₩108,527
₩119,379 total
includes taxes & fees
Sep 20 - Sep 21
Econo Lodge Easton Route 50
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Compare popular hotels close to St. Michaels Winery

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
A two-story building with a covered entrance and an American flag.
St Michaels Inn
8.0
Very Good
1,007 reviews
View
A two-story house with a porch, a front door, and a small garden area.
The Wildset
9.8
Exceptional
511 reviews
View
A spacious living room with a fireplace, a sofa, a coffee table, and a staircase leading to another level.
Best Western Plus Easton Inn & Suites
9.2
Wonderful
1,001 reviews
View
A grassy area with white Adirondack chairs and a view of sailboats on the water.
Sandaway Suites & Beach
9.4
Exceptional
208 reviews
View
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.
Fairfield Inn & Suites by Marriott Easton
9.6
Exceptional
388 reviews
View

Top St. Michaels Winery Hotel Reviews

St Michaels Inn

St Michaels Inn

10/10 Excellent
"Property about 1.5 miles from the center of town. We knew about the location and we were quite pleased with everything and the eggs in the buffet were excellent for a hotel breakfast.....much better than other hotels"
Gary 2-night trip
Posted 1 hour ago
St Michaels Inn
Wylder Tilghman Island

Wylder Tilghman Island

8/10 Good
"Very nice stay"
Gary 2-night trip
Posted 4 hours ago
Wylder Tilghman Island
Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG

10/10 Excellent
"Nice staff, clean, good breakfast."
STEPHANIE 1-night trip
Posted 1 day ago
Holiday Inn Express Easton by IHG
Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

10/10 Excellent
"The staff was friendly and helpful the amenities were great and the room was clean and comfortable. It was a great value!"
Jayne 1-night trip
Posted 2 days ago
Best Western Kent Narrows Inn
Inn at Perry Cabin

Inn at Perry Cabin

10/10 Excellent
"It’s so lovely and elegant I almost don’t want to tell people it’s there. Stunning, perfect in every way."
Susan 1-night trip
Posted 2 days ago
Inn at Perry Cabin
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

10/10 Excellent
"Would gladly book again. Upgrading to a room with a balcony overlooking the Bay was too expensive but it was a special occasion, so I paid it. The upgrade would be a lot cheaper, most likely, it I had done in it advance. The desk clerk allowed us to check in early because the room was clean and ready. This was very kind and not usually offer in any case at hotels and motels. It made it easier when we came back later in the afternoon and went directly to the room. Thanks!"
Doug 1-night trip
Posted 2 days ago
Hyatt Place Kent Narrows & Marina
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 5 days ago
The Tilghman Island Inn
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
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 1 month 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?
The Wildset is one of the top choices for your stay based on our traveler 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 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, Higgins Yacht Yard and Marina, or St Michaels Nature Trail.