
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 Thurgood Marshall Memorial and Maryland State 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$332 per night from 6 May to 7 May
NZ$332
includes taxes & fees
6 May - 7 May
8.8/10 Excellent! (1,739 reviews)
"Great location!"
Reviewed on 19 Apr. 2025

Country Inn & Suites by Radisson, Annapolis, MD
2600 Housley Road, Annapolis, MD
Fully refundable
The price is NZ$168 per night from 1 May to 2 May
NZ$168
includes taxes & fees
1 May - 2 May
8.8/10 Excellent! (1,003 reviews)
"Staff"
Reviewed on 23 Apr. 2025

The Westin Annapolis
100 Westgate Cir, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is NZ$283 per night from 27 Apr to 28 Apr
NZ$283
includes taxes & fees
27 Apr - 28 Apr
8.6/10 Excellent! (1,000 reviews)
"Hotel was under renovation so things were covered in plastic, etc. but overall very nice."
Reviewed on 23 Apr. 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.
Frequently asked questions
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

Haunted Annapolis: Ghosts of the Harbor & Old Town Tour
NZ$46
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.