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

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Our top choices for St. Michaels Winery hotels

The Wildset

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

Tim

NT$9,273 total

includes taxes & fees

Aug 11 - Aug 12

Breakfast, lunch, dinner and brunch served

Inn at Perry Cabin

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

Michel

NT$23,596 total

includes taxes & fees

Aug 2 - Aug 3

George Brooks House B&B

1.9 km from St. Michaels Winery

MENBERE

NT$7,489 total

includes taxes & fees

Jul 27 - Jul 28

St Michaels Inn

1.9 km from St. Michaels Winery

Ben

NT$3,476 total

includes taxes & fees

Jul 20 - Jul 21

Hummingbird Inn

13.1 km from St. Michaels Winery

Lewis

NT$10,491 total

includes taxes & fees

Jul 22 - Jul 23

Fairfield Inn & Suites by Marriott Easton

14.3 km from St. Michaels Winery

Kerri

NT$4,788 total

includes taxes & fees

Aug 9 - Aug 10

Sandaway Suites & Beach

10.7 km from St. Michaels Winery

Eliza

NT$7,622 total

includes taxes & fees

Aug 3 - Aug 4

Best Western Plus Easton Inn & Suites

14.2 km from St. Michaels Winery

Ruth

NT$4,925 total

includes taxes & fees

Jul 19 - Jul 20

The Tilghman Island Inn

12.1 km from St. Michaels Winery

Loren

NT$7,967 total

includes taxes & fees

Aug 12 - Aug 13

Knapps Narrows Marina & Inn

11.7 km from St. Michaels Winery

Polina

NT$5,311 total

includes taxes & fees

Jul 22 - Jul 23

Hampton Inn Easton

14 km from St. Michaels Winery

Matthew

NT$5,179 total

includes taxes & fees

Aug 13 - Aug 14

Holiday Inn Express Easton by IHG

14.1 km from St. Michaels Winery

Maura

NT$5,279 total

includes taxes & fees

Jul 26 - Jul 27

The Tidewater Inn

12.8 km from St. Michaels Winery

harry

NT$6,342 total

includes taxes & fees

Jul 26 - Jul 27

Wylder Tilghman Island

12.6 km from St. Michaels Winery

Jennifer

NT$11,177 total

includes taxes & fees

Jul 20 - Jul 21

Quality Inn

14.1 km from St. Michaels Winery

Alexander

NT$3,584 total

includes taxes & fees

Aug 9 - Aug 10

Econo Lodge Easton Route 50

14.1 km from St. Michaels Winery

michael

NT$2,868 total

includes taxes & fees

Aug 11 - Aug 12

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 479 reviews	View
Inn at Perry Cabin	5.0 star property	9.6 Exceptional 391 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
Hummingbird Inn	3.5 star property	10.0 Exceptional 92 reviews	View

Top St. Michaels Winery Hotel Reviews

Best Western Kent Narrows Inn

8/10 Good

"Everything was good except the bathroom mirror can't see to shave or for women to put makeup on."

The Tilghman Island Inn

8/10 Good

"I was not informed until after I had booked my visit that the restaurant and bar (on-site) was not open for business. And the breakfast offered was meager but nice. There were only two other rooms occupied the entire time we were there but it WAS a Sun - Tues. stay. Other restaurants were listed. Despite the above, the grounds are magnificent and right on the tributary with boats going in and out. we enjoyed our two Adirondack chairs under the Mulberry tree and the peaceful, restful time we were there."

Sandaway Suites & Beach

10/10 Excellent

"We found this place completely by accident on a cross country road trip, scrolling through Expedia looking for somewhere to spend one night. But this place is a treasure! The location is perfect. Right on the Chesapeake Bay, it has its own private beach, a sprawling lawn dotted with Adirondack chairs, and some of the most peaceful views I’ve ever experienced. The bay was serene. But also, lively? There was a children’s sailing camp out on the water for goodness sake. The lifestyle this little town has was mesmerizing to watch. Like we’d stepped into the Truman Show in the best possible way. The hospitality is 5⭐️. Ben was amazing! We were given a complimentary room upgrade, too (chandelier room). Our favorite parts: the clawfoot tub, a private screened porch overlooking the water, the sweetest welcome gift that included this little oyster shell trinket made by a local artist that I absolutely adore. The stay also included fresh coffee and pastries quietly delivered to your door each morning. Binoculars left for birdwatching on the bay. A dehumidifier in the room. Kayaks, paddleboards, bikes, beach chairs… every time we turned around we discovered another thoughtful touch. If you’re looking for a sleek, modern luxury hotel, this isn’t it… but that’s exactly why it’s so special. Every little imperfection tells a story. It feels authentic, cozy, and wonderfully preserved."

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?

The Wildset is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and a restaurant. 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 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$2,868

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Our top choices for St. Michaels Winery hotels

The Wildset

Inn at Perry Cabin

George Brooks House B&B

St Michaels Inn

Hummingbird Inn

Fairfield Inn & Suites by Marriott Easton

Sandaway Suites & Beach

Best Western Plus Easton Inn & Suites

The Tilghman Island Inn

Knapps Narrows Marina & Inn

Hampton Inn Easton

Holiday Inn Express Easton by IHG

The Tidewater Inn

Wylder Tilghman Island

Quality Inn

Econo Lodge Easton Route 50

Compare popular hotels close to St. Michaels Winery

Top St. Michaels Winery Hotel Reviews

Best Western Kent Narrows Inn

Hotels near other St. Michaels Winery attractions

Windon Distilling

Frequently asked questions

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