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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)
"Staff was friendly, helpful and wonderful. Room was good, location is great."

Reviewed on Jul 3, 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! (1,005 reviews)
"The room is clean. Spacious and quiet. Bed is comfortable. We will stay here again."

Reviewed on Jul 3, 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! (1,000 reviews)
"Excelent"

Reviewed on Jul 2, 2026

Crowne Plaza Annapolis by IHG
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! (1,040 reviews)
"Nothing really. There was not much going on"

Reviewed on Jul 1, 2026

Country Inn & Suites by Radisson, Annapolis, MD
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)
"The restaurant was not set up well for breakfast. We were not told that there was no table service Monday and Tuesday. The waitress for the to go breakfast was unpleasant when we were sitting down waiting for menus. That's the only time we were told no table service. There was one person at the front ..."

Reviewed on Jul 3, 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! (1,000 reviews)
"Absolutely horrendous experience. Place smelled like mildew with some air freshener trying to mask it. HORRIBLE staff. From rude front desk workers to valets insisting on cash tips at drop off, I haven’t had that bad of service I don’t think ever. Room was filthy and dangerous and my son actually ..."

Reviewed on Jul 2, 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! (1,002 reviews)
"I first experience at a Westin and I was happy and thankful for the staff from the front door to the front desk, everyone was very helpful and kind. Thank you again."

Reviewed on Jul 4, 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! (1,000 reviews)
"I wish the property had an outdoor pool"

Reviewed on Jun 29, 2026

Courtyard by Marriott 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 ...
Annapolis Waterfront Hotel, Autograph Collection
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! (1,001 reviews)
"Nice place to stay for a few nights"

Reviewed on Jun 30, 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! (1,000 reviews)
"Very unprofessional over night staff! Sloppy updates and paint job. Loose handles on bathroom sink. Sink would not drain properly. Poor renovation. Upon arrival around 5pm on a Monday, the front desk staff was very attentive and professional. No issues. We then grabbed a cart to help with luggage ..."

Reviewed on Jul 2, 2026

Hampton Inn & Suites 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)
"Solo female traveler, only stayed for one night. It was nice! The bed was comfy, nice big TV, front desk staff was amazing. The breakfast was great too. quite a bit of hair in the shower left over from the person before me would be my only complaint lol."

Reviewed on Jul 2, 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 560 properties with deals as low as $105. 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.