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Check prices for these dates

This weekend
13 Nov - 15 Nov
Next weekend
20 Nov - 22 Nov

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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.

1. The Wildset

The Wildset
2.5 star property
Downtown St. Michaels, 0.5 mi from St. Michaels Winery
9.8 out of 10, Exceptional, (529 reviews)
"Wonderful place to stay. The staff was beyond helpful. Everything is homemade and nightly s’mores by the fire pit were so much fun! Can not recommend this place enough!"
United States
Dena
The price is £184
includes taxes & fees
1 Dec - 2 Dec
The Wildset
A room with a fireplace, a dining area with chairs, a large window with a view of the outside, and a cabinet with bottles.

2. Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels, 0.6 mi from St. Michaels Winery
9.6 out of 10, Exceptional, (407 reviews)
"Fantastic place; one of those that you don’t want to leave the property until the very sad time to go. Lovely staff, all of them, amazing food."
United States
Virgilio
The price is £380
includes taxes & fees
7 Dec - 8 Dec
Inn at Perry Cabin
A Victorian-style building with a prominent tower, a porch with outdoor seating, and a sign indicating it is a bed and breakfast.

3. Parsonage Inn

Parsonage Inn
3.5 star property
Downtown St. Michaels, 0.5 mi from St. Michaels Winery
9.2 out of 10, Wonderful, (139 reviews)
"The staff were great. The breakfast was delicious and the location is perfect for walking into town."
United States
Susan
The price is £191
includes taxes & fees
13 Nov - 14 Nov
Parsonage Inn
A reception desk with a wooden finish, a sign reading "St. Michaels Inn", and a staircase leading to upper floors.

4. St Michaels Inn

St Michaels Inn
2.5 star property
1.2 mi from St. Michaels Winery
8.0 out of 10, Very good, (1,002 reviews)
"Convenient to St Michael’s and inexpensive."
United States
John
The price is £65
includes taxes & fees
17 Nov - 18 Nov
St Michaels Inn
A two-story house with a swimming pool, outdoor seating, and a covered patio area.

5. George Brooks House B&B

George Brooks House B&B
3.0 star property
1.2 mi from St. Michaels Winery
8.8 out of 10, Excellent, (78 reviews)
"This weekend was an anniversary gift for my daughter and her husband. They had a wonderful time and were highly complimentary of the accommodations, the delicious breakfast and the location."
United States
Erin
The price is £148
includes taxes & fees
25 Nov - 26 Nov
George Brooks House B&B
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.

6. Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
3.0 star property
8.9 mi from St. Michaels Winery
9.6 out of 10, Exceptional, (397 reviews)
"Love this hotel, everyone was friendly and it was so clean! I’m really picky about where I stay and I would absolutely stay here again."
United States
Amanda
The price is £105
includes taxes & fees
19 Nov - 20 Nov
Fairfield Inn & Suites by Marriott Easton
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.

7. The Oaks Waterfront

The Oaks Waterfront
4.0 star property
3.4 mi from St. Michaels Winery
10.0 out of 10, Exceptional, (46 reviews)
"Absolutely perfect little 3 day get away. The entire atmosphere was excellent, great complementary breakfast from menu, beautiful modern rooms, perfectly manicured landscaping with lots of seating for relaxing by the water. The entire staff were so friendly and helpful. We made an excellent choice and would definitely go back. 10+ out of 10."
United States
William
The price is £363
includes taxes & fees
24 Nov - 25 Nov
The Oaks Waterfront
A large, two-story house with a prominent tower and a covered porch.

8. Hummingbird Inn

Hummingbird Inn
3.5 star property
8.1 mi from St. Michaels Winery
10.0 out of 10, Exceptional, (101 reviews)
"A truly lovely stay!"
United States
Erin
The price is £253
includes taxes & fees
13 Dec - 14 Dec
Hummingbird Inn
A lakeside view with sailboats, grassy areas, and white Adirondack chairs.

9. Sandaway Suites & Beach

Sandaway Suites & Beach
3.0 star property
6.6 mi from St. Michaels Winery
9.6 out of 10, Exceptional, (225 reviews)
"Had a wonderful time at a beautiful property."
United States
Gary
The price is £226
includes taxes & fees
25 Nov - 26 Nov
Sandaway Suites & Beach
A spacious living room with a fireplace, a sofa, a coffee table, and a staircase leading to another level.

10. Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
8.8 mi from St. Michaels Winery
9.0 out of 10, Wonderful, (1,008 reviews)
"Plenty of parking! Comfortable beds and pillows. The staff was amazing, kind, helpful and friendly. I would definitely stay there again."
United States
Margaret
The price is £98
includes taxes & fees
10 Dec - 11 Dec
Best Western Plus Easton Inn & Suites
An indoor swimming pool with lounge chairs and a no diving sign.

11. Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG
3.0 star property
8.7 mi from St. Michaels Winery
9.0 out of 10, Wonderful, (639 reviews)
"would go again"
United States
Alison
The price is £116
includes taxes & fees
19 Nov - 20 Nov
Holiday Inn Express Easton by IHG
A waterfront property with a covered patio, a dock, and a boat.

12. Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
7.8 mi from St. Michaels Winery
9.0 out of 10, Wonderful, (122 reviews)
"Very nice stay"
United States
Gary
The price is £182
includes taxes & fees
1 Dec - 2 Dec
Wylder Tilghman Island
A covered outdoor seating area with brick walls, two potted plants, and a table and chairs.

13. Baymont by Wyndham Easton

Baymont by Wyndham Easton
2.5 star property
8.8 mi from St. Michaels Winery
6.6 out of 10, (31 reviews)
"Staff who received us was very helpful and respectful. Breakfast was great, rooms are well maintained and clean."
United States
Edwin
The price is £67
includes taxes & fees
19 Nov - 20 Nov
Baymont by Wyndham Easton
A hotel room with two beds, a desk, a TV, and a window with curtains.

14. Econo Lodge Easton Route 50

Econo Lodge Easton Route 50
2.5 star property
8.8 mi from St. Michaels Winery
6.6 out of 10, (405 reviews)
"The room was very clean and quiet and the staff extremely helpful."
United States
Adriana
The price is £63
includes taxes & fees
13 Dec - 14 Dec
Econo Lodge Easton Route 50
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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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 house with a porch, a front door, and a small garden area.
The Wildset
2.5 star property
9.8
Exceptional
529 reviews
View
A room with a fireplace, a dining area with chairs, a large window with a view of the outside, and a cabinet with bottles.
Inn at Perry Cabin
5.0 star property
9.6
Exceptional
407 reviews
View
A Victorian-style building with a prominent tower, a porch with outdoor seating, and a sign indicating it is a bed and breakfast.
Parsonage Inn
3.5 star property
9.2
Wonderful
139 reviews
View
A reception desk with a wooden finish, a sign reading "St. Michaels Inn", and a staircase leading to upper floors.
St Michaels Inn
2.5 star property
8.0
Very good
1,002 reviews
View
A two-story house with a swimming pool, outdoor seating, and a covered patio area.
George Brooks House B&B
3.0 star property
8.8
Excellent
78 reviews
View

Top St. Michaels Winery Hotel Reviews

The Wildset

The Wildset

10/10 Excellent
"We’d definitely stay again. One areas for improvement-breakfast."
Scott 1-night trip
Posted 12 hours ago
The Wildset

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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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.