Find hotels near St. Michaels Winery, St. Michaels from $72

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Compare 1,477 hotels close to St. Michaels Winery with room rates, reviews, and availability. Most hotels are fully refundable.

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 $313
$344 total
includes taxes & fees
May 19 - May 20
Hummingbird Inn
Smart TV
Cass-Away Luxury Houseboat
10.0 out of 10, Exceptional, (80)
"Very much enjoyed the houseboat. Perfect location - within walking distance of all local attractions / restaurants. Sunset view on the deck is amazing! Hope to come back soon!"
The price is $150
$364 total
includes taxes & fees
May 19 - May 20
Cass-Away Luxury Houseboat
Property grounds
St. Michaels Waterfront Home
10.0 out of 10, Exceptional, (20)
"Beautiful house, perfect for a weekend getaway with young kids. The host was very helpful!"
St. Michaels Waterfront Home
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Fridge, microwave, oven, stovetop
Newly Renovated Guest House located in Oxford MD
10.0 out of 10, Exceptional, (7)
"A great getaway but could even be better if you were to have a comfortable lounger in the living room as well as a couple of loungers in the garden. Despite the lounger issue I would definitely rent again"
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, (231)
"Absolutely beautiful, clean, friendly staff and delicious food "
The price is $279
$327 total
includes taxes & fees
May 20 - May 21
The Wildset
Front of property
The Oaks Waterfront
4.0 star property
9.8 out of 10, Exceptional, (46)
"Beautiful facility and grounds and friendly staff."
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; ocean views
Inn at Perry Cabin
5.0 star property
9.6 out of 10, Exceptional, (296)
"Mason and Michael at the front desk were extremely helpful."
The price is $665
$805 total
includes taxes & fees
May 20 - May 21
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 $144
$158 total
includes taxes & fees
May 22 - May 23
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, (126)
"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, (305)
"Thanks "
The price is $162
$180 total
includes taxes & fees
May 27 - May 28
Hyatt Place Kent Narrows & Marina
Exterior
Best Western Plus Easton Inn & Suites
2.5 star property
9.4 out of 10, Exceptional, (1001)
"We've stayed here before and will stay again, anytime we're in Easton. The hotel is easy to find, comfortable, well kept and the staff are always pleasant."
The price is $129
$142 total
includes taxes & fees
May 19 - May 20
Best Western Plus Easton Inn & Suites
Street view
The Oxford Inn
3.0 star property
9.4 out of 10, Exceptional, (222)
"the dining is SUPERB"
The price is $175
$193 total
includes taxes & fees
May 19 - May 20
The Oxford Inn
Porch
Parsonage Inn
3.5 star property
9.2 out of 10, Wonderful, (119)
"The owners were great hosts"
The price is $230
$253 total
includes taxes & fees
May 20 - May 21
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 $230
$253 total
includes taxes & fees
May 22 - May 23
Sandaway Suites & Beach
Terrace/patio
Hilton Garden Inn Kent Island
3.0 star property
9.0 out of 10, Wonderful, (768)
"Great location and friendly staff."
The price is $152
$169 total
includes taxes & fees
May 27 - May 28
Hilton Garden Inn Kent Island
Exterior
Holiday Inn Express Annapolis - Kent Island, an IHG Hotel
2.5 star property
9.0 out of 10, Wonderful, (697)
"👍"
The price is $156
$173 total
includes taxes & fees
May 19 - May 20
Holiday Inn Express Annapolis - Kent Island, an IHG Hotel
In-room safe, desk, blackout drapes, iron/ironing board
Holiday Inn Express Easton, an IHG Hotel
3.0 star property
9.0 out of 10, Wonderful, (519)
"It was nice"
The price is $149
$164 total
includes taxes & fees
Jun 10 - Jun 11
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

Number of reviews
10,191
Closest neighborhoods
Rio Vista and Bellevue
Accommodation
1,477 hotels
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
Lowest price
$72
Highest price
$665

Hotels near Other St. Michaels Attractions

Image for Chesapeake Bay Maritime Museum

Chesapeake Bay Maritime Museum

4.5/5(15 reviews)

You can study the exhibits at Chesapeake Bay Maritime Museum, a museum with a storied past, during your trip to St. Michaels. Stroll along the waterfront or experience the area's museums.

See properties
Chesapeake Bay Maritime Museum

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 28 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 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 be able to find close to St. Michaels Winery?

Expedia has 28 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/.

Recent reviews of St. Michaels Winery hotels
Expedia verified reviews

Inn at Perry Cabin

Inn at Perry Cabin

5/5 Excellent
Great hotel staff
"Mason and Michael at the front desk were extremely helpful."
A verified traveler stayed at Inn at Perry Cabin
Posted 7 hours ago
Inn at Perry Cabin