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
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
The price is NZ$291 per night from 8 June to 9 June
NZ$291
8 June - 9 June
includes taxes & fees
9/10 Wonderful! (1,847 reviews)
"Nice friendly people. Great location."
Reviewed on 29 May 2026
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
The price is NZ$219 per night from 1 June to 2 June
NZ$219
1 June - 2 June
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"This property is old and they are working on improving it; however, we paid a premium price for a good brand that was not up to the standards of its name. We will not be staying there again."
Reviewed on 28 May 2026
Graduate by Hilton Annapolis
126 West St Annapolis MD
Fully refundableReserve now, pay when you stay
The price is NZ$352 per night from 7 June to 8 June
NZ$352
7 June - 8 June
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
"Love this hotel! Second time there."
Reviewed on 29 May 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
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
Attempt the nerve-racking drive across this long and notoriously scary bridge, which provides fabulous views of Chesapeake Bay for passengers.
What to do in Annapolis
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl
NZ$67
per adult
Annapolis: Historical Treasures of the City with Self-Guided Audio Tour
NZ$17
per traveller
80% of travellers recommend
Ashes and Apparitions of Annapolis Ghost Tour
NZ$44
per adult
100% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
