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
2 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
9/10 Wonderful! (1,877 reviews)
Such a cool place to stay! Water pressure wasn’t great but it’s a very old building.
Reviewed on 26 Feb 2026
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
The price is NZ$161 per night from 3 Mar to 4 Mar
NZ$161
3 Mar - 4 Mar
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
The staff was very helpful. The room was nice and there were shops & restaurants nearby.
Reviewed on 27 Feb 2026
Graduate by Hilton Annapolis
126 West St Annapolis MD
Fully refundableReserve now, pay when you stay
The price is NZ$297 per night from 8 Mar to 9 Mar
NZ$297
8 Mar - 9 Mar
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
Friendly, clean
Reviewed on 22 Feb 2026
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$67
per adult
Ashes and Apparitions of Annapolis Ghost Tour
NZ$54
per adult
100% of travellers recommend
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