The Best Hotels Closest to St. Michaels Winery in St. Michaels for 2026

Our top choices for St. Michaels Winery hotels

1. The Wildset

Downtown St. Michaels, 0.8 km from St. Michaels Winery

Tim

NT$9,683 total

includes taxes & fees

Jul 29 - Jul 30

Breakfast, lunch, dinner and brunch served

2. Inn at Perry Cabin

Downtown St. Michaels, 1 km from St. Michaels Winery

Michel

NT$22,941 total

includes taxes & fees

Aug 20 - Aug 21

3. George Brooks House B&B

1.9 km from St. Michaels Winery

Erin

NT$7,508 total

includes taxes & fees

Jul 29 - Jul 30

4. St Michaels Inn

1.9 km from St. Michaels Winery

Karen

NT$3,367 total

includes taxes & fees

Aug 16 - Aug 17

Luxury Cottage, 1 Bedroom, Kitchen, River View | Private kitchen

5. The Oaks Waterfront

5.5 km from St. Michaels Winery

Jeffrey

NT$15,623 total

includes taxes & fees

Aug 3 - Aug 4

6. Hummingbird Inn

13.1 km from St. Michaels Winery

Lewis

NT$10,511 total

includes taxes & fees

Jul 29 - Jul 30

7. Fairfield Inn & Suites by Marriott Easton

14.3 km from St. Michaels Winery

Kerri

NT$4,798 total

includes taxes & fees

Aug 16 - Aug 17

8. Sandaway Suites & Beach

10.7 km from St. Michaels Winery

Eliza

NT$7,637 total

includes taxes & fees

Aug 20 - Aug 21

9. Knapps Narrows Marina & Inn

11.7 km from St. Michaels Winery

Polina

NT$5,345 total

includes taxes & fees

Jul 23 - Jul 24

10. The Tilghman Island Inn

12.1 km from St. Michaels Winery

Wm

NT$8,018 total

includes taxes & fees

Aug 9 - Aug 10

11. Best Western Plus Easton Inn & Suites

14.2 km from St. Michaels Winery

Ruth

NT$4,934 total

includes taxes & fees

Jul 30 - Jul 31

12. Holiday Inn Express Easton by IHG

14.1 km from St. Michaels Winery

Maura

NT$5,310 total

includes taxes & fees

Jul 26 - Jul 27

13. Hampton Inn Easton

14 km from St. Michaels Winery

Donald

NT$5,193 total

includes taxes & fees

Aug 2 - Aug 3

14. The Tidewater Inn

12.8 km from St. Michaels Winery

Diana

NT$6,379 total

includes taxes & fees

Jul 26 - Jul 27

15. Wylder Tilghman Island

12.6 km from St. Michaels Winery

Jennifer

NT$10,600 total

includes taxes & fees

Jul 30 - Jul 31

16. Quality Inn

14.1 km from St. Michaels Winery

Karen

NT$3,591 total

includes taxes & fees

Aug 20 - Aug 21

17. Econo Lodge Easton Route 50

14.1 km from St. Michaels Winery

michael

NT$2,875 total

includes taxes & fees

Aug 2 - Aug 3

View all properties

Compare popular hotels close to St. Michaels Winery

Property	Property class	Guest rating
The Wildset	2.5 star property	9.8 Exceptional 481 reviews	View
Inn at Perry Cabin	5.0 star property	9.6 Exceptional 393 reviews	View
George Brooks House B&B	3.0 star property	8.8 Excellent 76 reviews	View
St Michaels Inn	2.5 star property	8.2 Very Good 1,003 reviews	View
The Oaks Waterfront	4.0 star property	10.0 Exceptional 42 reviews	View

Top St. Michaels Winery Hotel Reviews

Hilton Garden Inn Kent Island Marina

10/10 Excellent

"Nice stay!"

Inn at Perry Cabin

10/10 Excellent

"Beautiful property, very well maintained. Dinner and Brunch at Stars were both very good. We loved being by the boats. Staff was accommodating when I had to do a zoom call on the morning of departure and found me a quiet private spot. Short walk to the Maritime Museum which was worth going to learn about the Eastern Shore. Short walk to town to pick up some needed items at the local pharmacy and on the way back stopped at the olive oil store and bought a couple of interesting bottles. Would have like to check out the SPA, but we decided on Friday to spend Saturday and Sunday nights and they were booked. The staff was generally friendly. It was expensive per night. But for clean and beautiful grounds, a clean room, friendly staff, and views from our room and from the restaurants that included water and boats, I felt it was worth it for our spontaneous road trip from the Philly suburb. We would come back and this time book a sailing activity and a massage. Notes: The big Samsung TV was nice but doesn't allow streaming from my phones and so we had to watch our show on my laptop. Room #2 was great in that it was in the main lodge next to the restaurant and a across from the bar which was very noisy at times. We didn't mind for 2 days, we enjoyed the convenience and drowned at noisy with a sound machine. If we were there for longer, the noise may have gotten old. In summary, we liked it and would visit again."

Hotels near other St. Michaels Winery attractions

Windon Distilling

You can take time to visit Windon Distilling during your travels to St. Michaels.

See properties

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, Windon Distilling, or Higgins Yacht Yard and Marina.

Find hotels near St. Michaels Winery, St. Michaels from NT$2,875

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Our top choices for St. Michaels Winery hotels

1. The Wildset

2. Inn at Perry Cabin

3. George Brooks House B&B

4. St Michaels Inn

5. The Oaks Waterfront

6. Hummingbird Inn

7. Fairfield Inn & Suites by Marriott Easton

8. Sandaway Suites & Beach

9. Knapps Narrows Marina & Inn

10. The Tilghman Island Inn

11. Best Western Plus Easton Inn & Suites

12. Holiday Inn Express Easton by IHG

13. Hampton Inn Easton

14. The Tidewater Inn

15. Wylder Tilghman Island

16. Quality Inn

17. Econo Lodge Easton Route 50

Compare popular hotels close to St. Michaels Winery

Top St. Michaels Winery Hotel Reviews

Hilton Garden Inn Kent Island Marina

Hotels near other St. Michaels Winery attractions

Windon Distilling

Frequently asked questions

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