Search Hotels Near St. Michaels Winery, St. Michaels

Most hotels are fully refundable. Because flexibility matters.

Save an average of 15% on thousands of hotels with Expedia Rewards

Search over 2.9 million properties and 550 airlines worldwide

Find properties with these dates

This weekend
Next weekend

Filter by

Popular filters
Popular filters
Guest rating
Guest rating
Property class
Payment type
Payment type
Property type
Property type
Area
Area
Popular locations
1
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility
Traveller experience
Traveller experience

Top Trending Hotels Near St. Michaels Winery

Porch
Hummingbird Inn
3.5 star property
10.0 out of 10, Exceptional, (62)
"Wonderful stay at this cozy B&B. Proprietors are kind and helpful, and make an amazing breakfast. Rooms are bright and spacious with all the necessary amenities. Looking forward to visiting again during summer months. "
The price is £275
includes taxes & fees
7 May - 8 May
Hummingbird Inn
Smart TV
Cass-Away Luxury Houseboat
10.0 out of 10, Exceptional, (79)
"The Cass Away was exactly as described. Clean, well-appointed (with some fun extras!), and within walking distance to several restaurants and bars. The cute getaway had everything we could need for our two-night stay, and the roof deck was our favorite part! Sitting up there in the evening with a book and a blanket, watching the birds fly by and the boats sail through...paradise!"
Cass-Away Luxury Houseboat
Property grounds
St. Michaels Waterfront Home
10.0 out of 10, Exceptional, (19)
"Great place. My partner and I loved it and will go back. Everything was as expected except for cooking utensils and pans. We wanted to make eggs one morning but could find a pan or spatula to do that. Be sure to ask if they have the kitchen untensils you need before going if you plan to cook. It did not affect our stay at all but could be an area to improve."
St. Michaels Waterfront Home
Save an average of 15% on thousands of hotels when you're signed in
Fridge, microwave, oven, stovetop
Newly Renovated Guest House located in Oxford MD
10.0 out of 10, Exceptional, (6)
"Well maintained cottage in a quiet village on the Eastern Shore. Just what we needed."
Newly Renovated Guest House located in Oxford MD
Premium Room | Frette Italian sheets, premium bedding, soundproofing, free WiFi
The Wildset
2.5 star property
9.8 out of 10, Exceptional, (223)
"Beautiful and friendly - great experience!"
The price is £261
includes taxes & fees
6 May - 7 May
The Wildset
Front of property
The Oaks Waterfront
4.0 star property
9.8 out of 10, Exceptional, (45)
"Beautiful property, loved it!"
The Oaks Waterfront
Property grounds
Amazing River House Waterfront Condo on the Choptank River on 18 Acre Farm
9.8 out of 10, Exceptional, (49)
"We were visiting family on this trip and doing sightseeing. It was wonderful to come back and relax. The scenery, the beds, the hosts were all wonderful and accommodating! The week flew by!"
Amazing River House Waterfront Condo on the Choptank River on 18 Acre Farm
Fridge, microwave, oven, stovetop
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
9.8 out of 10, Exceptional, (25)
"My family and I enjoyed our stay at the Carpenter Alley Cottage in Saint Michaels! The location was perfect -- walking distance from everything! Appreciated that there was a ground floor bedroom for my parents so they didn't have to climb the stairs and my daughter loved having her own bunk bed room! I did have a few questions about the cottage and the check-in process and my inquiries were all met with a prompt response. Would love to stay here again! (One note though is that it is a smaller,...
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
Breakfast, lunch, dinner served; sea views
Inn at Perry Cabin
5.0 star property
9.6 out of 10, Exceptional, (293)
"The room was clean and quaint. The bed was comfortable. The staff were friendly and helpful. "
The price is £580
includes taxes & fees
5 May - 6 May
Inn at Perry Cabin
Exterior
Fairfield Inn & Suites by Marriott Easton
2.5 star property
9.6 out of 10, Exceptional, (289)
"Great location. Staff welcoming, hotel very clean and rooms nicely appointed. Good coffe and breakfast bar choices. Will.stay there in the future."
The price is £112
includes taxes & fees
5 May - 6 May
Fairfield Inn & Suites by Marriott Easton
Property grounds
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
9.6 out of 10, Exceptional, (125)
"A lovely cottage to stay in. Lots of old world charm and location is unbeatable when want to stay in St. Michaels"
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
Property grounds
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
9.6 out of 10, Exceptional, (106)
"Wonderful return visit to St Michaels. This time at a fantastic historical home in perfect location. Home was everything you could ask for and more. Park your car and walk anywhere, within a very quiet neighborhood, yet minutes from all St Michaels offers. Highly recommend this Property and host."
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Terrace/patio
Hyatt Place Kent Narrows & Marina
3.0 star property
9.4 out of 10, Exceptional, (296)
"Very satisfied "
The price is £157
includes taxes & fees
19 May - 20 May
Hyatt Place Kent Narrows & Marina
Exterior
Best Western Plus Easton Inn & Suites
2.5 star property
9.4 out of 10, Exceptional, (1002)
"The breakfast was great and the hotels is nice and clean "
The price is £113
includes taxes & fees
6 May - 7 May
Best Western Plus Easton Inn & Suites
Street view
The Oxford Inn
3.0 star property
9.4 out of 10, Exceptional, (221)
"On site dining was great! "
The price is £154
includes taxes & fees
5 May - 6 May
The Oxford Inn
Terrace/patio
Hilton Garden Inn Kent Island
3.0 star property
9.2 out of 10, Wonderful, (764)
"Nice environment "
The price is £158
includes taxes & fees
19 May - 20 May
Hilton Garden Inn Kent Island
Porch
Parsonage Inn
3.5 star property
9.2 out of 10, Wonderful, (119)
"The owners were great hosts"
The price is £203
includes taxes & fees
20 May - 21 May
Parsonage Inn
Ecotours
Sandaway Suites & Beach
3.0 star property
9.2 out of 10, Wonderful, (115)
"I took a solo trip and picked the perfect spot. This family owned inn is great for a family trip, a romantic getaway, or for a quiet escape by yourself. The owners are such a welcoming family and made me feel very like VIP. I will be going back and recommend Sandaway to anyone looking for that getaway in the Eastern Shore. Thank you Gibson Family for a wonderful experience!"
The price is £175
includes taxes & fees
6 May - 7 May
Sandaway Suites & Beach
Exterior
Holiday Inn Express Annapolis - Kent Island, an IHG Hotel
2.5 star property
9.0 out of 10, Wonderful, (692)
"Beautiful property "
The price is £133
includes taxes & fees
13 May - 14 May
Holiday Inn Express Annapolis - Kent Island, an IHG Hotel
In-room safe, desk, blackout curtains, iron/ironing board
Holiday Inn Express Easton, an IHG Hotel
3.0 star property
9.0 out of 10, Wonderful, (518)
"Property is in great shape and looks like it has been recently remodeled. The bed and pillows were terrific "
The price is £114
includes taxes & fees
5 May - 6 May
Holiday Inn Express Easton, an IHG Hotel
Don't see what you're looking for?
See all available properties in St. Michaels Winery
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.

St. Michaels Winery Travel Info

Closest neighbourhoods
Rio Vista and Bellevue
Number of nearby hotels
1,471
Known landmarks
St. Michaels Museum and Chesapeake Bay Maritime Museum
5-star hotel
Inn at Perry Cabin
3-star hotel
George Brooks House B&B
Location
St. Michaels, United States of America

Destinations near St. Michaels

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 28 hotels and other accommodation options 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 traveller data, and this hotel offers a restaurant and free parking. 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 find close to St. Michaels Winery?

Expedia has 28 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.

St. Michaels Winery Hotel Reviews
Expedia verified reviews