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Hotels in St. Michaels

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Tonight Nov 17 - Nov 18Next weekend Nov 22 - Nov 24

Choose from 1228 St. Michaels Hotel Deals

St Michaels Inn
St Michaels Inn
2.5 out of 5
1228 S Talbot Street, St. Michaels, MD
  • 19 min walk from St. Michaels Winery
The price is $105 per night from Dec 11 to Dec 12
$105
includes taxes & fees
Dec 11 - Dec 12
Book a stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (1,003 reviews)
"Not bad for short stay"

Reviewed on Nov 11, 2024

St Michaels Inn
Inn at Perry Cabin
Inn at Perry Cabin
5 out of 5
308 Watkins Ln, St. Michaels, MD
  • 13 min walk from St. Michaels Winery
The price is $396 per night from Nov 19 to Nov 20
$396
includes taxes & fees
Nov 19 - Nov 20
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. ...
9.4/10 Exceptional! (322 reviews)
"Everything about this property was exceptional! Definitely will be back!"

Reviewed on Nov 10, 2024

Inn at Perry Cabin
The Wildset
The Wildset
2.5 out of 5
209 N Talbot St, St. Michaels, MD
  • 10 min walk from St. Michaels Winery
The price is $241 per night from Nov 18 to Nov 19
$241
includes taxes & fees
Nov 18 - Nov 19
Stay at this hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9.6/10 Exceptional! (281 reviews)
My getaway
"Very nice place. Very clean the shower was great, the bed comfortable. The staff was very friendly. The food was amazing at the restaurant."

Reviewed on Nov 9, 2024

The Wildset
Parsonage Inn
Parsonage Inn
3.5 out of 5
210 North Talbot Street, St. Michaels, MD
  • 12 min walk from St. Michaels Winery
The price is $231 per night from Nov 18 to Nov 19
$231
includes taxes & fees
Nov 18 - Nov 19
Stay at this 3.5-star B&B in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Chesapeake Bay Maritime Museum and St. Michaels ...
9/10 Wonderful! (123 reviews)
Quite nice!
"Lovely innkeepers- baked treats in the evening and home cooked hot breakfast! Easy to walk and Close to shops. Dark cozy quiet rooms with comfortable pillows and bed. Forgot to pack our fan and were happily surprised there was one in our closet."

Reviewed on Sep 2, 2024

Parsonage Inn
George Brooks House B&B
George Brooks House B&B
3 out of 5
24500 Rolles Range Road, St. Michaels, MD
  • 22 min walk from St. Michaels Winery
The price is $242 per night from Nov 18 to Nov 19
$242
includes taxes & fees
Nov 18 - Nov 19
Stay at this 3-star B&B in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Chesapeake Bay Maritime Museum and St. Michaels ...
8.6/10 Excellent! (55 reviews)
"Very nice property, cozy and clean rooms, excellent service."

Reviewed on Sep 15, 2024

George Brooks House B&B
Historic Inns of Annapolis
Historic Inns of Annapolis
3.5 out of 5
58 State Circle, Annapolis, MD
  • 37 min drive from St. Michaels Winery
The price is $177 per night from Nov 24 to Nov 25
$177
includes taxes & fees
Nov 24 - Nov 25
Book a stay at this historic hotel in Annapolis. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,695 reviews)
"My husband and I really enjoy staying at these properties. Comfortable, great location and employees are great too!"

Reviewed on Nov 16, 2024

Historic Inns of Annapolis
Graduate by Hilton Annapolis
Graduate by Hilton Annapolis
4 out of 5
126 West St, Annapolis, MD
  • 37 min drive from St. Michaels Winery
The price is $156 per night from Nov 24 to Nov 25
$156
includes taxes & fees
Nov 24 - Nov 25
Stay at this 4-star business-friendly hotel in Annapolis. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the bar and ...
9.2/10 Wonderful! (1,000 reviews)
"Very smooth checkin. The property is in a great location and is very clean."

Reviewed on Nov 3, 2024

Graduate by Hilton Annapolis
Hilton Garden Inn Annapolis Downtown
Hilton Garden Inn Annapolis Downtown
3 out of 5
174 West Street, Annapolis, MD
  • 37 min drive from St. Michaels Winery
The price is $125 per night from Nov 30 to Dec 1
$125
includes taxes & fees
Nov 30 - Dec 1
Stay at this 3-star business-friendly hotel in Annapolis. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
8.6/10 Excellent! (978 reviews)
"The staff was outstanding; couldn’t have been more helpful. Enjoyed the hotel restaurant several times. Tha room was large and well appointed. The bathroom was good size with a nice walk-in shower."

Reviewed on Nov 11, 2024

Hilton Garden Inn Annapolis Downtown
Crowne Plaza Annapolis, an IHG Hotel
Crowne Plaza Annapolis, an IHG Hotel
3.5 out of 5
173 Jennifer Rd, Annapolis, MD
  • 40 min drive from St. Michaels Winery
The price is $130 per night from Dec 4 to Dec 5
$130
includes taxes & fees
Dec 4 - Dec 5
Stay at this 3.5-star business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.6/10 Excellent! (1,002 reviews)
"I had a relaxing and enjoyable stay. The breakfast was delicious."

Reviewed on Nov 15, 2024

Crowne Plaza Annapolis, an IHG Hotel
DoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel Annapolis
4 out of 5
210 Holiday Court, Annapolis, MD
  • 39 min drive from St. Michaels Winery
The price is $117 per night from Nov 24 to Nov 25
$117
includes taxes & fees
Nov 24 - Nov 25
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the ...
8.4/10 Very Good! (1,001 reviews)
"Great price. Clean and well appointed. Only downside was that it’s close to a highway which could be heard from our room through the night."

Reviewed on Nov 12, 2024

DoubleTree by Hilton Hotel Annapolis
Sonesta ES Suites Annapolis
Sonesta ES Suites Annapolis
3 out of 5
170 Admiral Cochrane Dr, Edgewater, MD
  • 38 min drive from St. Michaels Winery
The price is $109 per night from Dec 8 to Dec 9
$109
includes taxes & fees
Dec 8 - Dec 9
Book a stay at this business-friendly hotel in Edgewater. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (721 reviews)
Great stay!!
"We originally had 2 rooms but then changed to this per Tia recommendation. We are so glad we did! It was so comfortable, quiet and clean . We had our own space yet could stay together. Tia was amazing and helpful. We will definitely stay in this suite again in the future when visiting my son. Loved ..."

Reviewed on Nov 3, 2024

Sonesta ES Suites Annapolis
Annapolis Waterfront Hotel, Autograph Collection
Annapolis Waterfront Hotel, Autograph Collection
4 out of 5
80 Compromise St, Annapolis, MD
  • 36 min drive from St. Michaels Winery
The price is $200 per night from Nov 24 to Nov 25
$200
includes taxes & fees
Nov 24 - Nov 25
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff ...
8.8/10 Excellent! (775 reviews)
"Although the restaurant was closed, the property was well located within walking distance to other restaurants and shops."

Reviewed on Nov 6, 2024

Annapolis Waterfront Hotel, Autograph Collection
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.

HOTW-Hotel-Deals-726-959@2x.jpg (1918×258)*Savings based on Hot Rate® hotel bookings as compared with the lowest published rates found on leading retail travel sites. Hot Rates are different from retail rates. With Hot Rates you enter the date, location and star rating. Hotel revealed only after booking. All bookings final.

Find cheap hotels in St. Michaels

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For you, intrepid voyager, Hotwire has a large selection of the best hotels in St. Michaels.

Choosing the right hotel in Maryland has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of St. Michaels’s 1,228 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $105. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get up to 60% St. Michaels hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in St. Michaels. No matter your reason for visiting St. Michaels, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About St. Michaels hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can save up to 60% off your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in St. Michaels for as low as $105.

How many hotels are there in St. Michaels?

With over 1,228 hotels in St. Michaels, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $105.

How to find cheap car rentals in St. Michaels?

Finding a cheap car rental deal in St. Michaels is as easy as scoring cheap hotels in St. Michaels. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can even save up to 60% off a car rental deal if you book a Hotwire Hot Rate at the last minute.

Is it safe to travel to St. Michaels now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to St. Michaels right now?” When it’s time to book your getaway, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.