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DoubleTree by Hilton Hotel Annapolis
"I loved the free shuttle within 5 miles. It was so great to be dropped off at my conference downtown and not have to worry about parking. They picked me up within 10-15 minutes anytime I called. The restaurant was nice and the food was very good. I loved the location."
Reviewed on Sep 8, 2026
Crowne Plaza Annapolis by IHG
"I only stayed overnight because we were at the Renaissance fair, it was clean, many places to eat within walking distance is a plus."
Reviewed on Sep 8, 2026
Graduate by Hilton Annapolis
Historic Inns of Annapolis
"Very convenient, right in the heart of town and near all the places that make Annapolis famous. Plus, its own bar in the basement, open five nights a week!"
Reviewed on Sep 8, 2026
Hilton Garden Inn Annapolis Downtown
Country Inn & Suites by Radisson, Annapolis, MD
Courtyard by Marriott Annapolis
"Nice location to get to the Maryland REN Faire, Annapolis and multiple restaurants and shopping opportunities"
Reviewed on Sep 8, 2026
Annapolis Waterfront Hotel, Autograph Collection
"Customer service was very poor starting with being put on hold forever calling to see if our room would be ready early. The room was not ready for the 4:00 check in. After a nearly hour wait it was ready and the offered a $50 credit towards breakfast. Lots of typing in the computer might make you ..."
Reviewed on Sep 7, 2026
The Westin Annapolis
Holiday Inn Express & Suites Annapolis by IHG
"The staff was top notch. Not everything I have to say is positive but the staff was probably the best I’ve ever had. The room had a few flaws but the front desk, kitchen and housekeeping staff were incredibly friendly and helpful. They always put the guest needs first. I would return here just because ..."
Reviewed on Sep 8, 2026
Best Western Annapolis
"For an older Best Western is was maintained relatively well. Front Desk staff was friendly and knowledgeable."
Reviewed on Sep 8, 2026
Candlewood Suites Annapolis by IHG
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 $86. 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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