Luxury Hotels in St. Michaels, Maryland

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on St. Michaels Luxury Hotels

Top St. Michaels Luxury Hotels

Breakfast, lunch, dinner served; ocean views
Inn at Perry Cabin

Inn at Perry Cabin

5.0 star property
St. Michaels
  • Ocean-view dining
  • Full-service spa
  • Poolside bar
  • Concierge services
9.6 out of 10, Exceptional, (369)
Surrounded by manicured grounds along the waterfront, this refined St. Michaels sanctuary delivers indulgence at every turn. Guests savor ocean-view dining, unwind with aromatherapy treatments at the full-service spa, and enjoy the outdoor pool with poolside bar.
The price is P23,695
P28,671 total
includes taxes & fees
Dec 14 - Dec 15
Inn at Perry Cabin
Front of property
St Michaels Inn

St Michaels Inn

2.5 star property
St. Michaels
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Business services
8.2 out of 10, Very Good, (1000)
Surrounded by Chesapeake Bay charm, this inviting retreat boasts spotless accommodations, a sparkling seasonal pool with sun loungers, and complimentary breakfast that guests consistently praise. Friendly staff ensure every comfort in this quiet, well-maintained haven.
The price is P6,552
P7,207 total
includes taxes & fees
Nov 23 - Nov 24
St Michaels Inn
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.
View all properties

Top St. Michaels Hotel Reviews

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"Good location"
RANDOLPH 2-night trip
Posted 1 day ago
Historic Inns of Annapolis

Explore a world of travel with Expedia

Frequently asked questions

Are you searching for the perfect hotel for your luxury trip to St. Michaels?
During your visit, you might want to enjoy the port which St. Michaels is known for.
What's the best luxury place to stay in St. Michaels?
Inn at Perry Cabin is a luxury hotel with an ocean-view restaurant and 2 bars, and it's a popular choice for Expedia travelers looking for an elegant place to stay.
When can I expect good weather in St. Michaels?
Planning for the weather is a good way to make your trip to St. Michaels relaxing and enjoyable, especially when you're splurging. The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 41°F. Average annual precipitation for St. Michaels is 53 inches.
What's there to see and do in St. Michaels?
Enjoy all that St. Michaels has to offer and visit St. Michaels Marina, Chesapeake Bay Maritime Museum, and St. Michaels Winery. If you have a little extra time during your trip, you might want to make a stop at Saint Michaels Village and Saint Michaels Town Hall.