Find hotels near St. Michaels Winery, St. Michaels

Start date: Check-in selected.
To Date
End date: Check-out
  • Upfront pricing

    Our total price for your stay includes taxes and fees
  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Filter by

Guest rating
Guest rating
Star rating

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

The Wildset

2.5 star property
0.5 mi from St. Michaels Winery
9.8 out of 10, Exceptional, (404)
"The breakfast bar had the same thing every day. It was all very fresh and healthy. The staff was always great. They did a lot to make you feel comfortable and enjoy your stay. Everything was very clean. "
United States
Adriana
$219 nightly
The price is $241
Dec 1 - Dec 2
Total with taxes and fees
The Wildset

Parsonage Inn

3.5 star property
0.6 mi from St. Michaels Winery
9.2 out of 10, Wonderful, (130)
"Hosts were wonderful, breakfast was delicious, everything was walkable "
United States
Nathaly
$229 nightly
The price is $252
Nov 24 - Nov 25
Total with taxes and fees
Parsonage Inn

George Brooks House B&B

3.0 star property
1.2 mi from St. Michaels Winery
8.6 out of 10, Excellent, (65)
"Gorgeous quaint historic house. Friendly owner, close to town "
United States
Christopher
$195 nightly
The price is $215
Nov 24 - Nov 25
Total with taxes and fees
George Brooks House B&B

St Michaels Inn

2.5 star property
1.2 mi from St. Michaels Winery
8.2 out of 10, Very Good, (1000)
"clean and comfy, friendly staff"
United States
Tamara
$108 nightly
The price is $119
Nov 30 - Dec 1
Total with taxes and fees
St Michaels Inn

The Oaks Waterfront

4.0 star property
3.4 mi from St. Michaels Winery
10.0 out of 10, Exceptional, (40)
" Beautiful property, wonderful staff, excellent food service."
United States
Seth
$459 nightly
The price is $505
Nov 24 - Nov 25
Total with taxes and fees
The Oaks Waterfront

Hummingbird Inn

3.5 star property
8.1 mi from St. Michaels Winery
10.0 out of 10, Exceptional, (86)
"The kindest most sweetest checkin"
United States
Nicole
$313 nightly
The price is $344
Nov 24 - Nov 25
Total with taxes and fees
Hummingbird Inn

The Tilghman Island Inn

3.5 star property
7.5 mi from St. Michaels Winery
9.6 out of 10, Exceptional, (119)
"Great room and water view! Staff is very friendly and welcoming. "
United States
Nicole
$200 nightly
The price is $220
Nov 25 - Nov 26
Total with taxes and fees
The Tilghman Island Inn

Knapps Narrows Marina & Inn

3.0 star property
7.2 mi from St. Michaels Winery
9.4 out of 10, Exceptional, (356)
"Yes. room was spotless and staff was awesome!"
United States
Frank
$100 nightly
The price is $110
Nov 24 - Nov 25
Total with taxes and fees
Knapps Narrows Marina & Inn

Fairfield Inn & Suites by Marriott Easton

2.5 star property
8.9 mi from St. Michaels Winery
9.6 out of 10, Exceptional, (364)
"Great hotel, very clean & quiet. "
United States
Janet
$173 nightly
The price is $190
Dec 14 - Dec 15
Total with taxes and fees
Fairfield Inn & Suites by Marriott Easton

Best Western Plus Easton Inn & Suites

2.5 star property
8.8 mi from St. Michaels Winery
9.2 out of 10, Wonderful, (1002)
"Friendly check in and room was nice and updated "
United States
Gerald
$129 nightly
The price is $142
Nov 24 - Nov 25
Total with taxes and fees
Best Western Plus Easton Inn & Suites

The Tidewater Inn

3.0 star property
8 mi from St. Michaels Winery
8.8 out of 10, Excellent, (835)
"Friendly staff, spotless room, great location. "
United States
Steven
$179 nightly
The price is $197
Nov 30 - Dec 1
Total with taxes and fees
The Tidewater Inn

Wylder Tilghman Island

2.0 star property
7.8 mi from St. Michaels Winery
8.8 out of 10, Excellent, (88)
"Very relaxing stay."
United States
Anne
$176 nightly
The price is $194
Dec 1 - Dec 2
Total with taxes and fees
Wylder Tilghman Island

Hampton Inn Easton

2.5 star property
8.7 mi from St. Michaels Winery
9.0 out of 10, Wonderful, (549)
"Super pet friendly, fresh cookies, and very clean rooms. "
United States
Megan
$120 nightly
The price is $132
Dec 23 - Dec 24
Total with taxes and fees
Hampton Inn Easton

Holiday Inn Express Easton by IHG

3.0 star property
8.7 mi from St. Michaels Winery
9.0 out of 10, Wonderful, (592)
"We only stayed one night but it was perfect. The room was very clean, the beds were comfortable, and the staff were very nice. "
United States
Nancy
$124 nightly
The price is $136
Dec 14 - Dec 15
Total with taxes and fees
Holiday Inn Express Easton by IHG

Econo Lodge Easton Route 50

2.5 star property
8.8 mi from St. Michaels Winery
6.6 out of 10, (383)
"Staff was great"
United States
Andre
$81 nightly
The price is $89
Nov 30 - Dec 1
Total with taxes and fees
Econo Lodge Easton Route 50

Quality Inn

2.5 star property
8.8 mi from St. Michaels Winery
7.6 out of 10, Good, (818)
"Everything was clean; staff friendly; breakfast great"
United States
Richard
$81 nightly
The price is $89
Dec 14 - Dec 15
Total with taxes and fees
Quality Inn
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.

Top St. Michaels Winery Hotel Reviews

Hotels near other St. Michaels Winery attractions

Frequently asked questions

What are the top-rated hotels near St. Michaels Winery?
Discover the top-rated hotels near St. Michaels Winery that promise a delightful stay in St. Michaels, Maryland, with options that are both charming and inviting.

The Oaks Waterfront

The Oaks Waterfront boasts an impressive review rating of 10 and is a 4-star hotel located just 3.5 miles from St. Michaels Winery. This hotel offers a serene atmosphere with stunning river views, perfect for relaxation. Guests can enjoy amenities like free daily breakfast, a rooftop terrace, and an onsite spa. The hotel features a fully equipped kitchen, cozy fireplace, and luxurious deep soaking bathtubs that enhance the overall traveler experience.

LUXURY COASTAL FARMHOUSE WATERFRONT W/ HEATED POOL

With a perfect review rating of 10, this luxurious coastal farmhouse is situated just 2.6 miles from St. Michaels Winery. It features a heated pool and ample outdoor space for travelers to unwind. The hotel comes equipped with a full kitchen, including a dining area and modern appliances, making it ideal for those who enjoy cooking. Additionally, travelers can take advantage of the on-site parking and a delightful garden area.

The Wildset

The Wildset offers a charming stay with a review rating of 9.8, located just a short 10-minute walk from St. Michaels Winery. This stylish hotel serves free daily breakfast and features comfortable accommodations with premium bedding. Guests appreciate amenities such as a cozy fireplace and the convenience of self-parking. The hotel also includes a snack bar and gift shop, ensuring that travelers have everything they need for a pleasant stay.
What hotels are within walking distance to St. Michaels Winery?
Discover exceptional stays within walking distance to St. Michaels Winery, perfect for wine enthusiasts and travelers seeking top-rated accommodations.

The Wildset

The Wildset offers an outstanding experience with a remarkable review rating of 9.8, located just a leisurely 10-minute walk from St. Michaels Winery. Guests can indulge in complimentary daily breakfast while enjoying the comfort of rooms adorned with Frette Italian sheets and premium bedding. With amenities like a cozy fireplace, balconies or patios, and a snack bar, this hotel ensures a delightful stay for all travelers.

Inn at Perry Cabin

With an impressive review rating of 9.6 and a prestigious 5-star rating, Inn at Perry Cabin is a luxurious retreat just a 16-minute walk from St. Michaels Winery. This waterfront hotel features an inviting outdoor pool, a full-service spa, and an on-site restaurant with stunning garden views. Guests can also enjoy tennis courts, a hot tub, and complimentary valet parking, making it an ideal choice for those seeking both relaxation and adventure.

Parsonage Inn

Parsonage Inn, rated 9.2 and a 3.5-star rating, is conveniently located 14 minutes on foot from St. Michaels Winery. This charming inn features a delightful terrace and premium rooms with Egyptian cotton sheets. Guests appreciate the complimentary full breakfast and the beautiful garden area, perfect for enjoying the serene surroundings after a day of wine tasting.
How much is a hotel near St. Michaels Winery?
Staying near St. Michaels Winery is a treat, with plenty of hotels offering incredible amenities. If you're leaning toward a little luxury, prices can rise, especially in peak season. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a vacation during weekends or around public holidays.
What are the most popular family-friendly hotels near St. Michaels Winery?
Finding the perfect family-friendly hotel near St. Michaels Winery can enhance your stay in this charming area. Here are some top-rated options that cater to families and provide a relaxing experience.

The Oaks Waterfront

Located 3.5 miles from St. Michaels Winery, The Oaks Waterfront is a 4-star gem with a flawless review rating of 10. Families will appreciate the daily housekeeping, kitchen amenities, and sofa beds for extra sleeping arrangements. Guests can also indulge in free breakfast, enjoy beautiful river views, and take advantage of the on-site spa for some well-deserved pampering.

LUXURY COASTAL FARMHOUSE WATERFRONT W/ HEATED POOL

Just 2.6 miles from St. Michaels Winery, the LUXURY COASTAL FARMHOUSE offers a perfect retreat for families, with a perfect review rating of 10. This waterfront hotel features a heated pool and an outdoor play area for children, ensuring fun for the whole family. With a fully equipped kitchen and spacious patio, travelers can enjoy home-cooked meals and relaxation in style.

Inn at Perry Cabin

The Inn at Perry Cabin offers an exquisite 5-star experience just a 16-minute walk from St. Michaels Winery, rated 9.6 by travelers. This family-friendly hotel provides amenities like free cribs, kids' meals, and babysitting services to ensure a comfortable stay for families. Guests can also enjoy the outdoor pool, spa services, and on-site dining with stunning garden views.
Are there any 5-star hotels near St. Michaels Winery?
Discover the top-rated 5-star hotels near St. Michaels Winery, perfect for an indulgent getaway.

Inn at Perry Cabin

Inn at Perry Cabin is a luxurious 5-star retreat located just a 16-minute walk from St. Michaels Winery, an impressive travelers' rating of 9.6. This exquisite hotel features a stunning outdoor pool, a full-service spa offering a variety of treatments such as aromatherapy and massages, and a delightful garden-view restaurant. Guests can enjoy tennis on-site or unwind in the hot tub after a day of wine tasting. With amenities like valet parking and a picturesque waterfront location, this hotel promises an unforgettable stay.
Which hotels near St. Michaels Winery offer the best views?
Discover the best hotels with stunning views near St. Michaels Winery for an unforgettable experience.

The Oaks Waterfront

The Oaks Waterfront is a charming 4-star hotel, rated a perfect 10 by travelers, situated 3.5 miles from St. Michaels Winery. This hotel offers stunning river views and a cozy atmosphere with amenities like a rooftop terrace and a fully equipped kitchen in each room. Guests can enjoy free daily breakfast and unwind by the fireplace or on their private balcony. With self-parking and daily housekeeping, this hotel provides a relaxed and comfortable stay.

Inn at Perry Cabin

The Inn at Perry Cabin is a luxurious 5-star hotel, rated 9.6 by travelers, located just a 16-minute walk from St. Michaels Winery. This elegant hotel boasts a beautiful outdoor pool and waterfront site location, perfect for enjoying the scenic views. Guests can indulge in the onsite spa offering a variety of treatments, unwind on the furnished balcony, or savor meals at the garden-view restaurant. The hotel also features tennis courts and a fitness center, ensuring a memorable stay.
What are the best affordable hotels near St. Michaels Winery?
Finding an affordable hotel near St. Michaels Winery can enhance your wine-tasting experience while keeping your budget in check. Here are some top-rated options that offer great amenities and easy access to the winery.

LUXURY COASTAL FARMHOUSE WATERFRONT W/ HEATED POOL

Just 2.6 miles from St. Michaels Winery, the LUXURY COASTAL FARMHOUSE offers a stunning waterfront experience. With a perfect travelers' rating of 10, this hotel features a heated pool and an outdoor play area for children, making it ideal for families. Guests can enjoy a well-equipped kitchen with modern appliances, spacious dining areas, and a charming patio to relax on after a day of wine tasting.

The Wildset

Located just a leisurely 10-minute walk from St. Michaels Winery, The Wildset boasts a remarkable travelers' rating of 9.8. This delightful hotel offers complimentary continental breakfast and self-parking, making it a great choice for budget-conscious travelers. With cozy fireplaces and luxurious Frette Italian sheets in the rooms, travelers can enjoy a comfortable and inviting stay close to the winery.

George Brooks House B&B

Only 1.2 miles from St. Michaels Winery, George Brooks House B&B is a charming 3-star hotel with a travelers' rating of 8.8. This bed and breakfast features a lovely outdoor pool and complimentary breakfast, ensuring travelers start their day right. With free self-parking and beautifully designed Victorian-style rooms, it offers a cozy atmosphere for a memorable stay near the winery.
Are there any hotels with pools close to St. Michaels Winery?
For travelers seeking a refreshing getaway near St. Michaels Winery, these hotels with pools offer an ideal blend of relaxation and convenience.

LUXURY COASTAL FARMHOUSE WATERFRONT W/ HEATED POOL

Located 2.6 miles from St. Michaels Winery, the LUXURY COASTAL FARMHOUSE offers a stunning heated pool, ideal for a private retreat. With a perfect review rating of 10, this spacious accommodation is great for families, featuring an outdoor play area for children and a fully equipped kitchen, ensuring a comfortable stay. Guests can enjoy the patio and balcony, ideal for soaking in the tranquil waterfront views.

Inn at Perry Cabin

Just a short 16-minute walk from St. Michaels Winery, the Inn at Perry Cabin is a luxurious 5-star hotel with an outdoor pool and poolside bar, rated 9.6 by travelers. This upscale hotel offers a full-service spa, gourmet dining options with garden views, and a wealth of activities including golf and tennis. Perfect for families and couples, it combines elegance with relaxation in a stunning waterfront setting.

St Michaels Inn

St Michaels Inn is just 1.2 miles from St. Michaels Winery and features a shared pool complete with sun loungers and umbrellas, perfect for a day of relaxation. Rated 8.2 by travelers, this welcoming inn also offers complimentary breakfast, free self-parking, and a lovely garden area. Guests appreciate the historical district location and the spacious terrace, making it a great choice for families and those looking to unwind.
What are the best pet-friendly hotels near St. Michaels Winery?
For pet owners seeking a delightful getaway near St. Michaels Winery, these top-rated hotels offer comfortable stays with amenities tailored for your furry friends.

The Oaks Waterfront

Located 3.5 miles from St. Michaels Winery, The Oaks Waterfront boasts a perfect 10 review rating from travelers. This 4-star hotel is ideal for travelers with pets, allowing dogs and providing essential pet-friendly amenities. Guests can relax on the porch or lanai, enjoy a river view, and indulge in cooked breakfasts, along with premium bedding and a spa onsite for a luxurious experience.

The Wildset

The Wildset is just a 10-minute walk from St. Michaels Winery, making it a perfect base for wine enthusiasts traveling with pets. Rated 9.8 by travelers, this charming hotel welcomes dogs with amenities like food and water bowls. Guests can enjoy a cozy atmosphere with features like free continental breakfast, a fireplace, and premium bedding for ultimate comfort.

George Brooks House B&B

Just 1.2 miles from St. Michaels Winery, George Brooks House B&B is a delightful 3-star option with a great traveler rating score of 8.8. This welcoming B&B allows pets and provides thoughtful amenities such as food and water bowls. Guests can enjoy the outdoor pool, a lovely garden, and free breakfast, making it a charming choice for travelers with pets.
Can I book a fully refundable hotel close to St. Michaels Winery?
Most bookings on Expedia are refundable if canceled within 24-48 hours of arrival, though this depends on the hotel's individual cancellation policy, which you should check in your booking confirmation. If free cancellation is available, you can cancel directly through your Expedia account by going to "My Trips" and selecting your reservation. To find fully refundable hotel options, simply enter "St. Michaels Winery", set your travel dates, and use the "Fully refundable" filter under "Deals & Discounts" on the results page. Alternatively, explore deals with free cancellation options on Expedia.
Can I find Expedia discounts for hotels near St. Michaels Winery?
To look for discounts on hotels near St. Michaels Winery, join One Key™—our free travel rewards program. One Key members always get our best prices and earn OneKeyCash™* on eligible bookings for every dollar spent. Another way to save is by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Explore a world of travel with Expedia