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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! (1,853 reviews)
"We had an amazing stay at the Historic Inns of Annapolis and would absolutely stay here again. From the moment we arrived, the valet staff was incredible. Everyone was warm, welcoming, and genuinely helpful. One thing that really stood out was that they allowed us to keep our car with valet service ..."

Reviewed on Jun 19, 2026

Historic Inns of Annapolis
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! (1,003 reviews)
"Very dog friendly!"

Reviewed on Jun 19, 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! (938 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
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! (1,000 reviews)
"Convenient to many parts is Annapolis. Quite for sleeping too."

Reviewed on Jun 18, 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! (1,012 reviews)
"Good help"

Reviewed on Jun 15, 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! (1,029 reviews)
"The room was relatively clean. It was dusty and there were ants crawling on my bed. Not sure where they came from but saw at least 3 of them less than 24 hour period"

Reviewed on Jun 16, 2026

Hilton Garden Inn Annapolis Downtown
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! (1,042 reviews)
"We had a wonderful stay! The hotel was beautiful, very clean, and the staff was incredibly friendly and welcoming from the moment we walked through the door. We loved the little extras like the coffee station and cookies at the front desk. The pool and hot tub were also very clean and well-maintained. ..."

Reviewed on Jun 18, 2026

Country Inn & Suites by Radisson, Annapolis, MD
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! (1,004 reviews)
"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

Courtyard by Marriott Annapolis
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
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! (1,001 reviews)
"The location, paying for parking was odd !"

Reviewed on Jun 18, 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! (1,002 reviews)
"If your on the first floor hope you don't have stopper above you."

Reviewed on Jun 18, 2026

Best Western 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! (1,000 reviews)
"This 30 year old hotel recently had a major renovation and it looks like a brand new facility. It is squeaky clean, well-appointed, comfortable and spacious. Staff was extremely friendly and accommodating. Breakfast was very good, too. The only negative is the $8 charge to park in the hotel parking ..."

Reviewed on Jun 15, 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 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.