Find 5 Star Hotels in St. Michaels, MD from SAR 559
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Compare St. Michaels 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Inn at Perry Cabin
Inn at Perry Cabin
9.6 out of 10, Exceptional, (344)
The price is SAR 2,143
SAR 2,593 total
includes taxes & fees
4 May - 5 May

The Inn at Tacaro Estate
The Inn at Tacaro Estate
8.8 out of 10, Excellent, (6)

Inn at 202 Dover
Inn at 202 Dover
10.0 out of 10, Exceptional, (14)
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Explore similar 4-star hotels
Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in St. Michaels.

The Westin Annapolis
100 Westgate Cir, Annapolis, MD
The price is SAR 559 per night from May 6 to May 7
SAR 559
SAR 637 total
includes taxes & fees
6 May - 7 May
8.6/10 Excellent! (1,002 reviews)
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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.
Learn more about St. Michaels
Explore romantic St. Michaels: its boating, museums, history, and more!

Recent reviews of St. Michaels hotels
Recent reviews of St. Michaels hotels

Inn at Perry Cabin
5/5 Excellent
"A true 5-star experience from the moment we pulled up. Highly recommend a sail with Captain Sean, participating in the 5pm toast, and staying for longer than the one night that we did! We’ll be back!"
A verified traveler stayed at Inn at Perry Cabin
Posted 6 days ago
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St. Michaels Hotels by Star Rating
Stay near popular St. Michaels attractions
- Hotels near St. Michaels Winery
- Hotels near Chesapeake Bay Maritime Museum
- Hotels near St. Michaels Museum
- Hotels near U.S. Naval Academy
- Hotels near Chesapeake Bay Bridge
- Hotels near Annapolis City Dock
- Hotels near Sandy Point State Park
- Hotels near Navy-Marine Corps Memorial Stadium
- Hotels near Breezy Point Beach
- Hotels near Blackwater National Wildlife Refuge
- Hotels near Westfield Annapolis Mall
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