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

Our top choices for St. Michaels Winery hotels

St Michaels Inn

1.9 km from St. Michaels Winery

Ben

AED 384 total

includes taxes & fees

19 Jul - 20 Jul

The Wildset

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

Tim

AED 1,057 total

includes taxes & fees

11 Aug - 12 Aug

Hummingbird Inn

13.1 km from St. Michaels Winery

Lewis

AED 1,196 total

includes taxes & fees

22 Jul - 23 Jul

Sandaway Suites & Beach

10.7 km from St. Michaels Winery

Eliza

AED 869 total

includes taxes & fees

3 Aug - 4 Aug

Fairfield Inn & Suites by Marriott Easton

14.3 km from St. Michaels Winery

Kerri

AED 546 total

includes taxes & fees

2 Aug - 3 Aug

Best Western Plus Easton Inn & Suites

14.2 km from St. Michaels Winery

Ruth

AED 562 total

includes taxes & fees

19 Jul - 20 Jul

Hampton Inn Easton

14 km from St. Michaels Winery

Matthew

AED 591 total

includes taxes & fees

19 Jul - 20 Jul

Holiday Inn Express Easton by IHG

14.1 km from St. Michaels Winery

Maura

AED 602 total

includes taxes & fees

26 Jul - 27 Jul

The Tidewater Inn

12.8 km from St. Michaels Winery

harry

AED 651 total

includes taxes & fees

2 Aug - 3 Aug

Quality Inn

14.1 km from St. Michaels Winery

Alexander

AED 409 total

includes taxes & fees

9 Aug - 10 Aug

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Compare popular hotels close to St. Michaels Winery

Property	Property class	Guest rating
St Michaels Inn	2.5 star property	8.2 Very Good 1,003 reviews	View
The Wildset	2.5 star property	9.8 Exceptional 479 reviews	View
Hummingbird Inn	3.5 star property	10.0 Exceptional 92 reviews	View
Sandaway Suites & Beach	3.0 star property	9.4 Exceptional 180 reviews	View
Fairfield Inn & Suites by Marriott Easton	3.0 star property	9.6 Exceptional 380 reviews	View

Top St. Michaels Winery Hotel Reviews

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

10/10 Excellent

"House was exactly what we needed and the host detailed everything and was very helpful"

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."

Parsonage Inn

8/10 Good

"The Parsonage Inn is one of the most unique buildings on the main street through St. Michael's. We stayed in a room that faced the main street and it was amazingly quiet with respect to traffic noise. The decor is very old timey ... cute, quaint, and definitely fits the picture of what a B&B is. Physical security is very good: our room had a deadbolt lock, and the front door had an automatic deadbolt with a keypad on the outside for access. I can't comment on the quality of the breakfast because we are late risers. I would definitely stay at the Parsonage Inn again."

Hotels near other St. Michaels Winery attractions

Windon Distilling

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

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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 AED 384

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Our top choices for St. Michaels Winery hotels

St Michaels Inn

The Wildset

Hummingbird Inn

Sandaway Suites & Beach

Fairfield Inn & Suites by Marriott Easton

Best Western Plus Easton Inn & Suites

Hampton Inn Easton

Holiday Inn Express Easton by IHG

The Tidewater Inn

Quality Inn

Compare popular hotels close to St. Michaels Winery

Top St. Michaels Winery Hotel Reviews

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

Hotels near other St. Michaels Winery attractions

Windon Distilling

Frequently asked questions

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