
Find Luxury Hotels in St. Michaels, MD
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Aug 28 - Aug 30Our top choices for St. Michaels luxury hotels




1. Inn at Perry Cabin
Inn at Perry CabinDowntown St. Michaels
- Waterfront luxury awaits with golf, spa, and marina at this St. Michaels coastal retreat.
₩593,291
₩652,620 total
includes taxes & fees
Sep 7 - Sep 8
₩611,299
₩672,429 total
includes taxes & fees
Aug 26 - Aug 27
₩299,533
₩367,817 total
includes taxes & fees
Aug 31 - Sep 1
₩264,584
₩339,943 total
includes taxes & fees
Aug 27 - Aug 28




5. Hyatt Regency Chesapeake Bay
Hyatt Regency Chesapeake BayCambridge
- Chesapeake Bay resort offers luxury with private beach, full-service spa, and championship golf.
₩293,079
₩398,900 total
includes taxes & fees
Sep 3 - Sep 4
₩277,800
₩308,358 total
includes taxes & fees
Aug 26 - Aug 27




7. Graduate by Hilton Annapolis
Graduate by Hilton AnnapolisAnnapolis
- Upscale Annapolis retreat offers nautical elegance with Egyptian cotton linens and pillowtop beds.
₩194,349
₩221,558 total
includes taxes & fees
Aug 30 - Aug 31




8. The Westin Annapolis
The Westin AnnapolisAnnapolis
- Historic district hotel blends Beaux Arts elegance with spa luxury, featuring lavish treatments near Annapolis attractions.
₩234,741
₩267,604 total
includes taxes & fees
Aug 30 - Aug 31
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Top St. Michaels Hotel Reviews
Crowne Plaza Annapolis by IHG
10/10 Excellent
"Rooms where clean, staff was nice"
Hyatt Regency Chesapeake Bay
10/10 Excellent
"Excellent well-maintained rooms with new ceiling fan. Summer amenities are geared to families and include mini golf, multiple pools indoors & outdoors, day spa, convenience shop with coffee , pool tables (although not as well maintained as other areas of the property), walking paths, and a regulationgolf course. Families can be quite boisterous; we will opt for calmer winter months in future."
St Michaels Inn
8/10 Good
"Property was a bit outdated but hopefully the construction will give it the update it needs."
Historic Inns of Annapolis
10/10 Excellent
"A great property in a great location . The people we interacted with were friendly and helpful. I highly recommend Historic Inn in Annapolis"
Holiday Inn Express & Suites Annapolis by IHG
8/10 Good
"Reasonable value for the money"
DoubleTree by Hilton Hotel Annapolis
10/10 Excellent
"Clean and comfortable room, helpful staff and great room service!"
Inn at Perry Cabin
10/10 Excellent
"Amazing experience highly recommend"
Country Inn & Suites by Radisson, Annapolis, MD
10/10 Excellent
"Breakfast bacon was inedible, but breakfast otherwise substantial."























