
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$348 per night from 14 Apr to 15 Apr
NZ$348
includes taxes & fees
14 Apr - 15 Apr
8.8/10 Excellent! (1,734 reviews)
"I had a lovely stay at The Maryland Inn. The front desk staff were very friendly both during check in and check out. The accommodations were quite comfortable. I would definitely stay here again!"
Reviewed on 1 Apr. 2025

The Westin Annapolis
100 Westgate Cir, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is NZ$298 per night from 20 Apr to 21 Apr
NZ$298
includes taxes & fees
20 Apr - 21 Apr
8.6/10 Excellent! (1,000 reviews)
"I loved it"
Reviewed on 20 Mar. 2025

Crowne Plaza Annapolis by IHG
173 Jennifer Rd, Annapolis, MD
Fully refundable
The price is NZ$202 per night from 6 Apr to 7 Apr
NZ$202
includes taxes & fees
6 Apr - 7 Apr
8.6/10 Excellent! (982 reviews)
"Excellent"
Reviewed on 30 Mar. 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

Annapolis Ghost Tour: Phantoms of Annapolis
NZ$59
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.