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
Beautiful troll downtown Annapolis... #Adventure

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.

Find hotels in Historic District

Annapolis Holiday

Our pick of the best Annapolis Hotel Deals

Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (1,885 reviews)
Everything about this beautiful historic hotel was beautiful and perfect—I can’t wait to come back!

Reviewed on 31 Jan 2026

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Historic Inns of Annapolis
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
126 West St Annapolis MD
Fully refundableReserve now, pay when you stay
The price is NZ$301 per night from 23 Feb to 24 Feb
NZ$301
23 Feb - 24 Feb
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
Room was clean. Beds were comfy. Very walkable to all of the hot spots. Parking was expensive onsite.

Reviewed on 4 Feb 2026

Graduate by Hilton Annapolis
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

3 out of 5
2600 Housley Road Annapolis MD
Fully refundable
The price is NZ$177 per night from 22 Feb to 23 Feb
NZ$177
22 Feb - 23 Feb
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
The room was nice. The staff were fine. Location good. Pool nice. The breakfast was poor quality and location.

Reviewed on 21 Jan 2026

Country Inn & Suites by Radisson, Annapolis, MD
See all 568 properties in Annapolis
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 featuring heritage architecture, interior views and military items

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.

U.S. Naval Academy
Chesapeake Bay Bridge

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.

Chesapeake Bay Bridge

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.

Anne Arundel Medical Center

What to do in Annapolis

Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl

Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl

NZ$67
per adult
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl
Annapolis: Historical Treasures of the City with Self-Guided Audio Tour

Annapolis: Historical Treasures of the City with Self-Guided Audio Tour

NZ$17
per traveller
80% of travellers recommend
Annapolis: Historical Treasures of the City with Self-Guided Audio Tour
From haunted harbors to pirate hideouts, the ghosts of Annapolis await.

Ashes and Apparitions of Annapolis Ghost Tour

NZ$54
per adult
100% of travellers recommend
Ashes and Apparitions of Annapolis Ghost Tour
See all activities in Annapolis

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