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! (1,881 reviews)
It was a clean room
Reviewed on 8 Nov 2025
Country Inn & Suites by Radisson, Annapolis, MD
2600 Housley Road, Annapolis, MD
Fully refundable
The price is NZ$188 per night from 7 Dec to 8 Dec
NZ$188
7 Dec - 8 Dec
includes taxes & fees
8.8/10 Excellent! (1,007 reviews)
Came in late at night and left early the Inn was quiet, safe, comfortable and clean. Ice maker on 1st floor was out of order but there is a second one. Staff was attentive and helpful when we came in and check in was quick and easy. Would stay here again for other local sporting events.
Reviewed on 8 Nov 2025
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is NZ$198 per night from 16 Nov to 17 Nov
NZ$198
16 Nov - 17 Nov
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
The room was clean and had plenty of space. The staff was amazing. The young lady that checked me in was very kind and professional. The bartender was funny and very attentive to all the patrons.
Reviewed on 6 Nov 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
AERIAL TRAM TOUR - HALF DAY PASS Rainforest Adventures Jacó
NZ$116
per adult
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl
NZ$50
per adult
Ashes and Apparitions of Annapolis Ghost Tour
NZ$44
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.
