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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! (1,867 reviews)
"We were given a key to our room located at a site 2-3 blocks away. The room was lovely but the airconditioning was quite loud. We had no information given to us about facilities as the site was largely unstaffed other than cleaning and maintenance The location of the room itself was terrific."

Reviewed on Jun 27, 2026

Historic Inns of 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! (1,001 reviews)
"Okay hotel. Good location."

Reviewed on Jun 26, 2026

Crowne Plaza Annapolis by IHG
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! (1,006 reviews)
"Free shuttle, good breakfast, clean rooms, printer, wifi was acceptable, IDK what else to say. Second time here, will be back."

Reviewed on Jun 27, 2026

DoubleTree by Hilton Hotel Annapolis
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! (939 reviews)
"When we arrived people were still checking out because of the problem with the elevators. So we have to wait for the room to be cleaned. We booked a handicap room but was giving a standard room I called down to the desk and they did move us to a handicap room. The Restaurant was closed for remodeling. ..."

Reviewed on Jun 17, 2026

Annapolis Waterfront Hotel, Autograph Collection
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 ...
9.4/10 Exceptional! (1,001 reviews)
"Convenient location. Beautiful property. Friendly staff!"

Reviewed on Jun 27, 2026

Graduate by Hilton 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! (1,043 reviews)
"This hotel was fine for our one-night stopover in Annapolis. Location was good with plenty of free parking. The room was spacious, although fairly basic. Beds were clean and comfortable. On the down side, the foyer of the hotel wasn't very clean when we visited. Perhaps someone had just been in with ..."

Reviewed on Jun 24, 2026

Country Inn & Suites by Radisson, Annapolis, MD
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! (1,002 reviews)
"Ed frames broken, heavenly bed experience was compromised. This was the worst Westin hotel I have ever experienced"

Reviewed on Jun 16, 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! (1,005 reviews)
"Property was clean , staff very accommodating. Would stay here again."

Reviewed on Jun 27, 2026

Courtyard by Marriott 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! (1,001 reviews)
"Great stay in a prime location!!"

Reviewed on Jun 24, 2026

Hilton Garden Inn Annapolis Downtown
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! (1,005 reviews)
"From the very helpful reception staff to the clean and cool room, it was an ideal room for us on this trip."

Reviewed on Jun 26, 2026

Best Western 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 ...
8/10 Very Good! (1,001 reviews)
"the location was convenient, close to downtown Annapolis, lots of restaurants, things to do. The hotel is tired. Needs to be remodeled, especially the interior hallways, rooms, etc. Wallpaper is starting to peel off in many areas, the room has an odor to it, the furniture is starting to fail such ..."

Reviewed on Jun 24, 2026

Hampton Inn & Suites Annapolis
Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis

3 out of 5
305 Harry S Truman Pkwy Annapolis MD
  • 29 min walk from U.S. Naval Academy
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.2/10 Very Good! (1,001 reviews)
"Trip started poorly. Management upgraded me from a broken truck in 99-degree traffic to a king-size bed with climate control. Would stay again Respectfully Submitted, Emma, the pug Survivor of the Great Traffic Incident of 2026 Victim of Unnecessary Outdoor Activities Advocate for Air Conditioning, ..."

Reviewed on Jun 19, 2026

Hilton Garden Inn 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.

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 560 properties with deals as low as $102. 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.