Find hotels near St. Michaels Winery, St. Michaels from SAR 281

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November 2026

December 2026

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Compare top hotels near St. Michaels Winery

St Michaels Inn 2.5 star property 1.9 km from St. Michaels Winery View	Inn at Perry Cabin 5.0 star property Downtown St. Michaels, 1 km from St. Michaels Winery View	Fairfield Inn & Suites by Marriott Easton 3.0 star property 14.3 km from St. Michaels Winery View	Best Western Plus Easton Inn & Suites 2.5 star property 14.2 km from St. Michaels Winery View	The Oaks Waterfront 4.0 star property 5.5 km from St. Michaels Winery View
8.0 Very good 1,001 reviews	9.6 Exceptional 407 reviews	9.6 Exceptional 396 reviews	9.0 Wonderful 1,007 reviews	10.0 Exceptional 46 reviews
The price is SAR 281 SAR 310 total includes taxes & fees 6 Dec - 7 Dec	The price is SAR 1,723 SAR 1,895 total includes taxes & fees 7 Dec - 8 Dec	The price is SAR 475 SAR 523 total includes taxes & fees 19 Nov - 20 Nov	The price is SAR 447 SAR 491 total includes taxes & fees 15 Nov - 16 Nov	The price is SAR 1,652 SAR 1,817 total includes taxes & fees 9 Nov - 10 Nov
Yes, Breakfast included Yes, Pool No Spa No Pet friendly Yes, WiFi included Yes, Parking	No Breakfast included Yes, Pool Yes, Spa Yes, Pet friendly Yes, WiFi included Yes, Parking	Yes, Breakfast included Yes, Pool No Spa No Pet friendly Yes, WiFi included Yes, Parking	No Breakfast included Yes, Pool No Spa No Pet friendly Yes, WiFi included Yes, Parking	Yes, Breakfast included Yes, Pool Yes, Spa No Pet friendly Yes, WiFi included Yes, Parking

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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Top St. Michaels Winery Hotel Reviews

A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.

The Oaks Waterfront

Easton

10/10 Excellent

William

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

Downtown St. Michaels

10/10 Excellent

Norm

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

Downtown St. Michaels

10/10 Excellent

A large, two-story house with a prominent tower and a covered porch.

Hummingbird Inn

Easton

10/10 Excellent

My wife and I were celebrating our 15th anniversary and the Hummingbird Inn was the perfect relaxing and romantic getaway. Eric and Michael are gracious and accommodating hosts. The Inn is gorgeous. Our room was elegant yet comfortable. There are plenty of restaurants within walking distance and lots of cool shops to check out. I also want to throw a shout out to Storm and Daughters Ice Cream which we walked to after dinner because it’s maybe the best ice cream we’ve ever had. Then back to the...

Robert

A lakeside view with sailboats, grassy areas, and white Adirondack chairs.

Sandaway Suites & Beach

Oxford

10/10 Excellent

joseph

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.

Fairfield Inn & Suites by Marriott Easton

Easton

10/10 Excellent

The Fairfield Inn on US50 has become our go-to mid-range hotel in Easton. We have stayed here several times in recent years, and once again had a great experience during this Christmas stay. The facilities are clean and in good condition. The staff is friendly, welcoming, and accommodating. When I booked our stay this time through a third-party, I got a little confused about room options, and took the only king-bed room that I saw. The manager didnt know I had any concerns, and when the staff...

Richard

A marina with several boats docked, a building with multiple levels, and a calm water surface reflecting the structures.

Knapps Narrows Marina & Inn

Sherwood

10/10 Excellent

Stan and Joan

A two-story house with a swimming pool, outdoor seating, and a covered patio area.

George Brooks House B&B

St. Michaels

10/10 Excellent

Excellent B&B with a pool! the pool was clutch because we were there probably on the hottest days of the year so going in after a long day of walking around was nice. Used the pool until 10pm. Food was good, room was clean, people were nice. What else could you ask for. The only thing I noticed (and it wasn't a big deal) was the mirror in the room was too low on the wall (I'm 5'8 and still had to bend a little) and there was only one mirror so if you're in a hurry getting ready with your spouse...

Anonymous traveler

A modern hotel dining area with a long table, four chairs, and three pendant lights.

Hampton Inn Easton

Easton

10/10 Excellent

Anonymous traveler

A waterfront property with a covered patio, a dock, and a boat.

Wylder Tilghman Island

Tilghman

10/10 Excellent

We had a great time at the Wylder Inn on Tilghman Island (20-21 May). This is a great spot for a quick getaway, and there are many things to do on site and in the area if you want to stay longer. The staff was welcoming and responsive from our arrival to departure when our key was collected from our car so we didn't have to get out in the rain. The Continental Breakfast had a variety of items to start the day right and the fire pits provided a relaxing venue at the end of the day. We look...

Alan

An indoor swimming pool with lounge chairs and a no diving sign.

Holiday Inn Express Easton by IHG

Easton

10/10 Excellent

Belinda

A spacious living room with a fireplace, a sofa, a coffee table, and a staircase leading to another level.

Best Western Plus Easton Inn & Suites

Easton

10/10 Excellent

Everything was good with checkin ,check out, and the room. The only complaint I can voice is with the breakfast service attendant. She was not very warm or inviting, did not speak to guest. She did have everything out and the area clean, but at the end of breakfast time, she removed all plates and bowls first so no one could get anything else to eat. We were late eating on our 3rd morning, but were in time to get our food before she started putting away. But then put chairs on the tables so...

Nancy

A large, stately house with a grand entrance, multiple windows, and a symmetrical facade.

The Tidewater Inn

Easton

10/10 Excellent

Maria

St Michaels Inn

St. Michaels

10/10 Excellent

Lori

A hotel room with a bed, a sofa, a desk with a chair, a television, and a cabinet.

Holiday Inn Express Annapolis East-Kent Island by IHG

Grasonville

10/10 Excellent

The staff is friendly and helpful. The pool is refreshing, and I love the benches overlooking the waters and jetty from which you can view a lot of nature. There is always complimentary coffee and tea and apples available as well as filtered water. The best for me is that the property is on the Cross Island Trail so I can enjoy a walk/run or bike ride (you can rent bikes) to Terrapin Nature Park on the other side of Kent Island. It's also a short walk to a handful of great restaurants. We look...

Christina

A covered outdoor seating area with brick walls, two potted plants, and a table and chairs.

Baymont by Wyndham Easton

Easton

10/10 Excellent

Hannah

A sunlit room with a checkered sofa, wicker chairs, a glass table, and large windows offering a view of greenery.

Marvel's on the Creek

East New Market

10/10 Excellent

This was my first time @ a bed and breakfast. The owners, Debbie and Allen are amazing. Being an introvert and there for an Ironman race, I was concerned about having to interact too much with other people. Debbie struck the perfect balance of being available but also giving people space to hide away. The property is gorgeous and clean. Her breakfasts are amazing (eggs cooked to order, bacon, biscuits, quiche, homefries, etc). She goes above and beyond to make people feel welcomed. She woke up...

Joseph

A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.

The Inn at Chesapeake Bay Beach Club

Stevensville

10/10 Excellent

Chuck

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 29 hotels and other accommodations 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 traveler 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 be able to find close to St. Michaels Winery?

Expedia has 29 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/.

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.

Find hotels near St. Michaels Winery, St. Michaels from SAR 281

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Our top choices for St. Michaels Winery hotels

1. St Michaels Inn

2. Inn at Perry Cabin

3. Fairfield Inn & Suites by Marriott Easton

4. Best Western Plus Easton Inn & Suites

5. The Oaks Waterfront

6. Sandaway Suites & Beach

7. Hampton Inn Easton

8. Holiday Inn Express Easton by IHG

9. Baymont by Wyndham Easton

10. Hummingbird Inn

11. Wylder Tilghman Island

12. Econo Lodge Easton Route 50

Compare top hotels near St. Michaels Winery

St Michaels Inn

Inn at Perry Cabin

Fairfield Inn & Suites by Marriott Easton

Best Western Plus Easton Inn & Suites

The Oaks Waterfront

Other attractions near St. Michaels Winery

Windon Distilling

Top St. Michaels Winery Hotel Reviews

The Oaks Waterfront

10/10 Excellent

Frequently Asked Questions

What's the area like around St. Michaels Winery?

What's the best place to stay near St. Michaels Winery?

How many hotels will I be able to find close to St. Michaels Winery?

If I need to cancel the hotel reservation for my stay near St. Michaels Winery, will I receive a refund?

Where can I learn more about changing or cancelling my trip in the area near St. Michaels Winery?

What can I see and do near St. Michaels Winery?