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Hotels in St. Michaels

Choose from 1229 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 Jan 12 to Jan 13
$105
includes taxes & fees
Jan 12 - Jan 13, 2025
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! (1,001 reviews)
"Good - easy check-in Hot breakfast"

Reviewed on Dec 18, 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 $467 per night from Jan 9 to Jan 10
$467
includes taxes & fees
Jan 9 - Jan 10, 2025
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! (324 reviews)
lovely property
"Anniversary weekend. We relaxed and enjoyed to town of St Michaels and the beautiful property."

Reviewed on Dec 1, 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 $252 per night from Dec 22 to Dec 23
$252
includes taxes & fees
Dec 22 - Dec 23
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! (288 reviews)
"Very friendly and helpful staff. Nice happy hour offerings in restaurant/bar."

Reviewed on Dec 11, 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 $198 per night from Jan 6 to Jan 7
$198
includes taxes & fees
Jan 6 - Jan 7, 2025
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! (124 reviews)
"Hosts were wonderful, breakfast was delicious, everything was walkable"

Reviewed on Nov 17, 2024

Parsonage Inn
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 $214 per night from Dec 23 to Dec 24
$214
includes taxes & fees
Dec 23 - Dec 24
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! (1,707 reviews)
"The young guy that check us in was absolutely amazing."

Reviewed on Dec 16, 2024

Historic Inns of Annapolis
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 $125 per night from Dec 25 to Dec 26
$125
includes taxes & fees
Dec 25 - Dec 26
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! (1,000 reviews)
"Good"

Reviewed on Dec 2, 2024

Crowne Plaza Annapolis, an IHG Hotel
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 $165 per night from Dec 30 to Dec 31
$165
includes taxes & fees
Dec 30 - Dec 31
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)
"Stay was absolutely amazing - the view over the atrium was stunning. The room definitely needed a bit of a painting update - some dingy parts of corners and things but nothing that detracted from the stay. Everything was great, down to the ease of check-in and check-out."

Reviewed on Dec 12, 2024

Graduate by Hilton Annapolis
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 Dec 23 to Dec 24
$117
includes taxes & fees
Dec 23 - Dec 24
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! (1,002 reviews)
"Front desk personnel!"

Reviewed on Dec 11, 2024

DoubleTree by Hilton Hotel Annapolis
Hyatt Regency Chesapeake Bay
Hyatt Regency Chesapeake Bay
4 out of 5
100 Heron Blvd, Cambridge, MD
  • 40 min drive from St. Michaels Winery
The price is $228 per night from Jan 8 to Jan 9
$228
includes taxes & fees
Jan 8 - Jan 9, 2025
Stay at this 4-star beach resort in Cambridge. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
8.6/10 Excellent! (1,000 reviews)
"Attended a wedding off grounds and had overnight stay.. A very rewarding, friendly experience. Highly recommend."

Reviewed on Dec 16, 2024

Hyatt Regency Chesapeake Bay
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 $129 per night from Jan 7 to Jan 8
$129
includes taxes & fees
Jan 7 - Jan 8, 2025
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! (731 reviews)
"Everything was fine except they kept $7 of my $100 deposit they held for what I don't know. I didn't get a paid folio. Bad policy."

Reviewed on Dec 16, 2024

Sonesta ES Suites 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 $106 per night from Jan 1 to Jan 2
$106
includes taxes & fees
Jan 1 - Jan 2, 2025
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! (995 reviews)
"Excellent service. Look forward to coming back after renovations."

Reviewed on Dec 9, 2024

Hilton Garden Inn Annapolis Downtown
The Westin Annapolis
The Westin Annapolis
4 out of 5
100 Westgate Cir, Annapolis, MD
  • 37 min drive from St. Michaels Winery
The price is $193 per night from Dec 20 to Dec 21
$193
includes taxes & fees
Dec 20 - Dec 21
Stay at this 4-star spa hotel in Annapolis. Enjoy a full-service spa, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (999 reviews)
"Great location- excellent check in process with valet & front desk- very clean room & comfortable bed-"

Reviewed on Dec 2, 2024

The Westin Annapolis
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.

Find cheap hotels in St. Michaels

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