A waterfront street lined with trees and a white building with a balcony.

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Check prices for these dates

Tonight
Aug 15 - Aug 16
Tomorrow
Aug 16 - Aug 17
Next weekend
Aug 21 - Aug 23
In two weeks
Aug 28 - Aug 30

Our top choices for St. Michaels Red Roof Inn

1. Red Roof Inn Annapolis

Red Roof Inn Annapolis
Annapolis
United States
John
CA $100
CA $114 total
includes taxes & fees
Aug 16 - Aug 17
Red Roof Inn Annapolis
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Top St. Michaels Hotel Reviews

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"Really a great experience. The location was amazing the vibe of the hotel was fantastic."
Dave 1-night trip
Posted less than an hour ago
Historic Inns of Annapolis
Rod 'N' Reel Resort

Rod 'N' Reel Resort

8/10 Good
"My room was really nice and very clean. The house keeping lady was so nice and very helpful she kept my room clean with fresh towels and clean sheet. My family and I had a really nice stay at this resort ."
Elizabeth 2-night trip
Posted 10 hours ago
Rod 'N' Reel Resort
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

8/10 Good
"We loved the location and environment! There was plenty to do for the whole family. The only downer was that it was we could not get to the indoor pool from inside. We have a young infant and the only indoor elevator to the indoor pool was out of order. So we could not watch the indoor movie or use the pool because it was raining outside and we had no way to get to it with our stroller. The staff was fantastic all around though. Even when we were not a fan of the buffet food they were so kind and accommodating. The poolside staff was the best and they had great food.. We would definitely return and recommend to others!"
Alexis 2-night trip
Posted 16 hours ago
Hyatt Regency Chesapeake Bay
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

10/10 Excellent
"Nice and very clean hotel in an area convenient to downtown Annapolis (maybe 7 minutes away via car). Excellent amenities - indoor pool and hot tub and nice gym. Comfortable bed. Ample parking. Very pleasant staff. We will definitely stay there again."
Amy 3-night trip
Posted 20 hours ago
Courtyard by Marriott Annapolis
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

8/10 Good
"Breakfast was awesome"
Jeremiah 1-night trip
Posted 21 hours ago
Country Inn & Suites by Radisson, Annapolis, MD
The Wildset

The Wildset

10/10 Excellent
"My stay at The Wildset was nothing short of exceptional. From the moment we got there, we could tell that the property was kept in the cleanest and enjoyable form possible. The staff was very helpful and respectful. The ladies working the front desk are awesome. When you get into your room, the welcome kit and amenities are a nice addition to make your stay more comfortable and convenient. I would highly recommend The Wildset to anyone looking to stay in St. Michael's."
Kyle 1-night trip
Posted 23 hours ago
The Wildset
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"The Graduate was extremely convenient to stay. Our son just completed Plebe summer and it was close to the Academy. Parking was included and easy to get in and out of. We had the Presidential Suite, with living room and a deck. We were able to let him relax.. The room was very clean, quiet and the staff was very helpful. It is a short walk or take the shuttle to the City Dock. I would stay there again in a second"
David 3-night trip
Posted 1 day ago
Graduate by Hilton Annapolis
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

10/10 Excellent
"Everything was great except the pool and hot tub closed. In the summer !!!"
Carol 5-night trip
Posted 2 days ago
Crowne Plaza Annapolis by IHG
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

10/10 Excellent
"We absolutely loved this house! It was so beautiful and in the PERFECT location! I couldn’t have been happier!"
Kristie D. 4-night trip
Posted 8 days ago
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

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