Annapolis Holidays
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Our guide on where to stay in Annapolis
Find the best Annapolis areas and neighborhoods for the activities you enjoy most. Learn more about Annapolis
Historic District
1 out of top 10 points of interest in this area
5/5(2 area reviews)
While visiting Historic District, you might make a stop by sights like Maryland State House and William Paca House.
Annapolis Holiday
Our pick of the best Annapolis Hotel Deals
Historic Inns of Annapolis
58 State Circle, Annapolis, MD
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (1,853 reviews)
"Good"
Reviewed on 25 Sept 2025
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is NZ$207 per night from 29 Sept to 30 Sept
NZ$207
29 Sept - 30 Sept
includes taxes & fees
8.6/10 Excellent! (1,015 reviews)
McMullen Symposium
"Clean room, efficient staff and superb breakfast. Grateful thanks to the hotel staff."
Reviewed on 21 Sept 2025
Country Inn & Suites by Radisson, Annapolis, MD
2600 Housley Road, Annapolis, MD
Fully refundable
The price is NZ$198 per night from 6 Oct to 7 Oct
NZ$198
6 Oct - 7 Oct
includes taxes & fees
9/10 Wonderful! (1,022 reviews)
"This was a convenient property for visiting the Naval Academy and historic Annapolis. The property seemed to be well taken care of. The breakfast was the usual breakfast area with a waffle maker, oatmeal, a hot serving dish of an egg product, a meat, and a potato product. Nothing fancy. The room ..."
Reviewed on 22 Sept 2025
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.
Discover the most popular places to visit in Annapolis
U.S. Naval Academy
4/5(3 reviews)
See where future generations of Navy and Marine Corps officers are trained at this historic federal service academy within a former fort in Annapolis harbor.
Chesapeake Bay Bridge
5/5(1 review)
Attempt the nerve-racking drive across this long and notoriously scary bridge, which provides fabulous views of Chesapeake Bay for passengers.
Anne Arundel Medical Center
If Anne Arundel Medical Center is what brings you to town, hopefully you'll have a chance to explore more of Parole.
What to do in Annapolis
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl
NZ$51
per adult
Haunted Annapolis: Ghosts of the Harbor & Old Town Tour
NZ$55
per adult
100% of travellers recommend
More holiday ideas
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
