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Check prices for these dates

Tonight
12 Sep - 13 Sep
Tomorrow
13 Sep - 14 Sep
Next weekend
18 Sep - 20 Sep
In two weeks
25 Sep - 27 Sep

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Our top choices for St. Michaels Winery hotels

1. St Michaels Inn

St Michaels Inn
1.9 km from St. Michaels Winery
United States
Will
฿3,123
฿3,436 total
includes taxes & fees
8 Oct - 9 Oct
St Michaels Inn

2. Hummingbird Inn

Hummingbird Inn
13.1 km from St. Michaels Winery
United States
Lewis
฿9,809
฿11,167 total
includes taxes & fees
13 Sept - 14 Sept
Hummingbird Inn

3. Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG
14.1 km from St. Michaels Winery
United States
Alicia
฿4,924
฿5,417 total
includes taxes & fees
11 Oct - 12 Oct
Holiday Inn Express Easton by IHG

4. Baymont by Wyndham Easton

Baymont by Wyndham Easton
14.1 km from St. Michaels Winery
United States
Erik
฿3,243
฿3,567 total
includes taxes & fees
23 Sept - 24 Sept
Baymont by Wyndham Easton

5. Econo Lodge Easton Route 50

Econo Lodge Easton Route 50
14.1 km from St. Michaels Winery
United States
Brady
฿2,677
฿2,944 total
includes taxes & fees
20 Sept - 21 Sept
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
1,009 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
A hotel room with two beds, a wooden headboard, a nightstand with a lamp, and a framed picture on the wall.
Holiday Inn Express Easton by IHG
9.0
Wonderful
628 reviews
View
A kitchen with a stone wall, a microwave, and various food items on the counter.
Baymont by Wyndham Easton
7.6
Good
934 reviews
View
A hotel room with two beds, a desk, a TV, and a window with curtains.
Econo Lodge Easton Route 50
6.6
401 reviews
View

Top St. Michaels Winery Hotel Reviews

St Michaels Inn

St Michaels Inn

8/10 Good
"There was a glitch after sign in. We were locked out of our room and informed to come to the office immediately. When we went to the desk we were informed we'd been given the wrong room. We received new door cards and stayed in the same room and other guests had their room changed. The issue came up again at check-out. It is a nice hotel with many updates."
Charles 1-night trip
Posted 5 hours ago
St Michaels Inn
The Wildset

The Wildset

10/10 Excellent
"Room was clean and staff was super helpful and kind!"
Sarah 1-night trip
Posted 10 hours ago
The Wildset
Sandaway Suites & Beach

Sandaway Suites & Beach

10/10 Excellent
"Lovely getaway from DC. Lot of attention to detail and overall wonderful experience. Cute, clean, and calming."
Ryan 2-night trip
Posted 1 day ago
Sandaway Suites & Beach
Wylder Tilghman Island

Wylder Tilghman Island

8/10 Good
"Very nice stay"
Gary 2-night trip
Posted 1 day 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 2 days ago
Holiday Inn Express Easton by IHG
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 3 days ago
Inn at Perry Cabin
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 6 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 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, Higgins Yacht Yard and Marina or St Michaels Nature Trail.