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5 Star Hotels in St. Michaels

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Featured 5 Star St. Michaels Hotels

Inn at Perry Cabin
5 out of 5
  • 13 min walk from St. Michaels Winery
The price is $358 per night from Nov 26 to Nov 27
$358
includes taxes & fees
Nov 26 - Nov 27
Book a stay at this luxury hotel in St. Michaels. Enjoy free WiFi, free valet parking, and a full-service spa. Our guests praise the helpful staff in our reviews. ...
Inn at Perry Cabin
The Inn at Tacaro Estate
5 out of 5
Fully refundableReserve now, pay when you stay
  • 27 min drive from St. Michaels Winery
The price is $321 per night from Dec 2 to Dec 3
$321
includes taxes & fees
Dec 2 - Dec 3
Stay at this 5-star luxury B&B in Tracys Landing. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Upper Yough River and Bayside History ...
The Inn at Tacaro Estate
Inn at 202 Dover
5 out of 5
  • 12 min drive from St. Michaels Winery
Stay at this 5-star luxury inn in Easton. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Avalon Theatre and Customs House are located ...
Inn at 202 Dover
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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.

5-Star Hotel in St. Michaels

It’s time. No more meh motels and so-so stays. This vacation it’s all about living it up, and that starts with a great hotel. You want first-class service and award-winning restaurants. Well, let us introduce you to a 5-star hotel in St. Michaels.

So nice you’ll blink twice

What makes a hotel worthy of supreme star-age? For starters, the service has to be top-notch and personalized. These hotels often have 24-hour room service, a welcome gift upon your arrival, and help you with your bags—even if you travel light.

Are they nicer? Heck yeah, they are! Most 5-star hotels have jaw-dropping aesthetics that give an authentic feel of class. And we’re not talking about that faux-gold soap dish your Aunt Tilda puts out for the guests—it’s the real deal.

Stars in your eyes

Are 5-stars hotels worth it? If you like the finer things in life, then yes, they sure are. But we also know you’re the type that likes to get your caviar on a fish stick budget. We’re right there with you, and that is why we make it easy to find the best 5-star hotel in St. Michaels for you. Sort by:

  • Price: Want to live large, but keep that budget balanced? We got you. We have 5-star hotels starting at $321.

  • Amenities: St. Michaels skyline view? Maybe a heated indoor pool? Looking for a Michelin-star restaurant? Search for the hotels that have the amenities you desire.

  • Hotwire Hot Rate: We’ll tell you the name of the hotel after you book, and you might just save a ton.

When you’re looking for the top 5-star hotels in St. Michaels—but don’t want to pay top dollar—let us help you out. You can get that posh palace of your dreams, and have money left to take on St. Michaels your way.