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Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
  • 8 min walk from U.S. Naval Academy
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 ...
9/10 Wonderful! (1,862 reviews)
"Loved the location. Place was historic and beautiful"

Reviewed on Jun 5, 2026

Historic Inns of Annapolis
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

3 out of 5
2600 Housley Road Annapolis MD
  • 27 min walk from U.S. Naval Academy
Book a stay at this business-friendly hotel in Annapolis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,026 reviews)
"This hotel gets 5 stars from me. It's clean, the staff is friendly and helpful, they have a great breakfast buffet and the room rates were better than other hotels in the area. Everything you could want from a hotel!"

Reviewed on Jun 4, 2026

Country Inn & Suites by Radisson, Annapolis, MD
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

4 out of 5
80 Compromise St Annapolis MD
  • 13 min walk from U.S. Naval Academy
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! (936 reviews)
"Definitely the view of the harbor from our room and how all the stores and restaurants were in walking distance"

Reviewed on Jun 5, 2026

Annapolis Waterfront Hotel, Autograph Collection
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court Annapolis MD
  • 23 min walk from U.S. Naval Academy
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 ...
8.6/10 Excellent! (1,011 reviews)
"Small old rooms. Old architecture. Lots of maintenance needed in room, etc. Hotel is only 2.5 stars not 4!"

Reviewed on Jun 5, 2026

DoubleTree by Hilton Hotel Annapolis
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 out of 5
173 Jennifer Rd Annapolis MD
  • 22 min walk from U.S. Naval Academy
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.8/10 Excellent! (1,012 reviews)
"Great place to stay for a short visit to Annapolis."

Reviewed on Jun 4, 2026

Crowne Plaza Annapolis by IHG
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
126 West St Annapolis MD
  • 11 min walk from U.S. Naval Academy
Book a stay at this 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! (1,004 reviews)
"Everything was good. Only negative was the girl At the coffee shop in the lobby. She put two medium coffees on counter and announced “two medium coffees” and neither the guy next to me or myself realized each was for one of us bc we assumed it was for someone who ordered TWO bc that’s how she announced ..."

Reviewed on May 31, 2026

Graduate by Hilton Annapolis
Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

3 out of 5
174 West Street Annapolis MD
  • 12 min walk from U.S. Naval Academy
Book a stay at this 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! (1,011 reviews)
"While the staff were very pleasant and helpful—the physical property has seen better days. Our first room had a leaking shower and a non-working refrigerator. We were moved to a different room without question. This room was laid out a little better. But, both rooms had the a/c & heat vents right ..."

Reviewed on Jun 5, 2026

Hilton Garden Inn Annapolis Downtown
The Westin Annapolis

The Westin Annapolis

4 out of 5
100 Westgate Cir Annapolis MD
  • 13 min walk from U.S. Naval Academy
Book a stay at this spa hotel in Annapolis. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
8.8/10 Excellent! (1,000 reviews)
"Good location, nice hotel"

Reviewed on Jun 1, 2026

The Westin Annapolis
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

3 out of 5
2559 Riva Rd Annapolis MD
  • 29 min walk from U.S. Naval Academy
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
8.6/10 Excellent! (1,001 reviews)
"Bed was lumpy and room smelled Like stale cigarettes and marijuana filled the second floor. Kept the balcony door open for fresh air that made it difficult to sleep because of feeling unsafe. The staff were friendly at check in and check out. We only needed one night. Will definitely use a different ..."

Reviewed on Jun 2, 2026

Courtyard by Marriott Annapolis
Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis

2.5 out of 5
124 Womack Dr Annapolis MD
  • 27 min walk from U.S. Naval Academy
Book a stay at this family-friendly hotel in Annapolis. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,010 reviews)
"Woke up twice at 10pm and morning 6am for a false alarm. (Someone burnt bread )And Dirty towels."

Reviewed on Jun 6, 2026

Hampton Inn & Suites Annapolis
Best Western Annapolis

Best Western Annapolis

2.5 out of 5
2520 Riva Rd Annapolis MD
  • 24 min walk from U.S. Naval Academy
Book a stay at this business-friendly hotel in Annapolis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.8/10 Good! (1,006 reviews)
"Clean, reasonably priced , great staff and excellent breakfast!"

Reviewed on Jun 5, 2026

Best Western Annapolis
Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG

2.5 out of 5
2451 Riva Rd Annapolis MD
  • 21 min walk from U.S. Naval Academy
Book a stay at this business-friendly hotel in Annapolis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.2/10 Very Good! (1,002 reviews)
"Clean and nice but bathroom is very small. Breakfast was good but they ran out of several item including auto pancake machine which was a bummer. Overall very good"

Reviewed on Jun 6, 2026

Holiday Inn Express & Suites Annapolis by IHG
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.

Explore Annapolis

Looking for the very best last-minute deals on hotels in Annapolis? Grabbing a last minute hotel deal in Annapolis doesn't have to mean sacrificing quality. With a Hotwire Hot Rate, you can even save on 4-star accommodations!

Sitting pretty on the Chesapeake Bay, Annapolis is all about the water. You'll find scrumptious seafood, nautical themed bars and ample opportunities to get out on the waves (sunset cruise anyone?). Not surprisingly, Annapolis is also the home of the U.S. Naval Academy, whose leafy campus makes for a pleasant ramble.

The cobblestone streets of Annapolis are ripe for exploring. Delve into history at the Hammond-Harwood House, a beautifully preserved home dating from the 18th century. The William Paca House, another colonial beauty, has fabulous gardens. Nearby, you can tour the 1772 Maryland State House, the oldest state capitol in continuous use.

Stroll down to City Dock for a look at the life aquatic, then head out for a sail on a cruise around the bay. Annapolis is pure heaven for crustacean lovers, with its all-you-can-eat crab shacks and more polished restaurants serving up tasty seafood platters. If time allows, take a road trip over to the Eastern Shore, which has charming waterfront towns and seemingly endless stretches of scenic coastline.

Frequently Asked Questions About Annapolis

When is the best time of the year to find Annapolis hotel deals?

is the best time to find cheap Annapolis hotel deals. You can find some great deals on hotel rates during the low seasons compared to the peak season.

When should I vacation to Annapolis?

Vacations in Annapolis are optimal during where the weather conditions are more favorable also are very popular times.

Where can I find the best last minute travel deals for Annapolis?

Only on Hotwire you can find last minute hotel deals. Annapolis offers over 564 properties with deals as low as $94. Also, take advantage of cheap deals on car rentals in Annapolis.

What if I have to cancel my trip to Annapolis?

The fastest path to canceling your booking is through one of our self-serve tools found at https://vacation.hotwire.com/lp/coronavirus-travel.