Search for Cheap Deals onHotels in Annapolis
Choose from 567 Annapolis Hotel Deals
Historic Inns of Annapolis
"Not ADA compliant. No USB plugs."
Reviewed on Jun 19, 2026
DoubleTree by Hilton Hotel Annapolis
Annapolis Waterfront Hotel, Autograph Collection
"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
Crowne Plaza Annapolis by IHG
"Convenient to many parts is Annapolis. Quite for sleeping too."
Reviewed on Jun 18, 2026
Graduate by Hilton Annapolis
"Good help"
Reviewed on Jun 15, 2026
Hilton Garden Inn Annapolis Downtown
"Great hotel, good price, great location. Easy walking to Main St and waterfront."
Reviewed on Jun 19, 2026
Country Inn & Suites by Radisson, Annapolis, MD
"The only problem I had was the bed was too firm. Felt like I was sleeping on a rock."
Reviewed on Jun 19, 2026
Courtyard by Marriott Annapolis
"Great hotel, inside pool and hot tub was the main reason we chose this one and the location being in the middle of the people we were seeing. Wish they had more equipment in the gym but that is all I can say negative about it."
Reviewed on Jun 18, 2026
The Westin Annapolis
"Ed frames broken, heavenly bed experience was compromised. This was the worst Westin hotel I have ever experienced"
Reviewed on Jun 16, 2026
Hampton Inn & Suites Annapolis
"The location, paying for parking was odd !"
Reviewed on Jun 18, 2026
Best Western Annapolis
"If your on the first floor hope you don't have stopper above you."
Reviewed on Jun 18, 2026
Hilton Garden Inn Annapolis
"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
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 567 properties with deals as low as $99. 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.
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