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Featured St. Michaels Hotels with Air Conditioning

George Brooks House B&B
24500 Rolles Range Road St. Michaels MD
$340 nightly
The price is $374 total per night
$374 total
Jun 26 - Jun 27
Total with taxes and fees
When you stay at George Brooks House B&B in St. Michaels, you'll be within a short 2-minute drive from Chesapeake Bay Maritime Museum.

Inn at Perry Cabin
308 Watkins Ln St. Michaels MD
$621 nightly
The price is $683 total per night
$683 total
Jun 21 - Jun 22
Total with taxes and fees
A stay at Inn at Perry Cabin places you in the heart of St. Michaels, within a 15-minute walk of Perry Cabin Park and Saint Michaels Town Hall.

Parsonage Inn
210 North Talbot Street St. Michaels MD
With a stay at Parsonage Inn in St. Michaels (Downtown St. Michaels), you'll be within a 15-minute walk of Chesapeake Bay Maritime Museum and St. Michaels Winery.

St Michaels Inn
1228 S Talbot Street St. Michaels MD
$109 nightly
The price is $120 total per night
$120 total
Jun 23 - Jun 24
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
When you stay at St Michaels Inn in St. Michaels, you'll be in the historical district, within a 5-minute drive of St. Michaels Winery and Chesapeake Bay Maritime Museum.
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.
St. Michaels hotels essential information
Accommodation | 1,267 hotels |
|---|---|
Lowest Price | $120 |
Highest Price | $683 |
Popular hotels | George Brooks House B&B, Inn at Perry Cabin, Parsonage Inn, St Michaels Inn |
Most Recent St. Michaels Hotel Reviews

Historic Inns of Annapolis
5 out of 5
Posted 6 hours ago
CheapTickets Verified Review
"We had an amazing stay at the Historic Inns of Annapolis and would absolutely stay here again. From the moment we arrived, the valet staff was incredible. Everyone was warm, welcoming, and genuinely helpful. One thing that really stood out was that they allowed us to keep our car with valet service until 2:00 p.m. on the day we checked out so we could spend a little more time exploring Annapolis before heading to the airport. That extra accommodation made a huge difference and was very much appreciated. The grounds and buildings are beautiful, and the historic charm throughout the property is amazing. Our room was comfortable, clean, and exactly what we hoped for in a historic inn. The only downside was the bathroom. The shower/tub area was very small. I'm not even 5 feet tall and barely 100 pounds, and it felt pretty cramped even for me. That said, it certainly wasn't enough to take away from an otherwise excellent stay. The bar was fantastic, and the bartender was awesome. I wish I could remember his name because he made the best chocolate martini I've ever had. While chatting with us, he even gave us a little tour of some of the downstairs historic lobby areas, which was such a nice touch and made us appreciate the property's history even more. Overall, everything was wonderful. Beautiful property, great staff, excellent service, and a perfect location. We'd absolutely stay here again and do it all over in a heartbeat."
A verified traveler stayed at Historic Inns of Annapolis
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