Annapolis Holidays

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Your Annapolis Holiday

Organising your next big escape is easy with an Annapolis holiday package. The neighbourhood of Historic District, which is good for history, makes a good starting point to discover the wonders of this unique city. Any trip to Annapolis needs a well-planned itinerary. Fill yours with major attractions such as U.S. Naval Academy, Maryland State House and William Paca House. A couple of quick clicks is all it takes to build the perfect Annapolis holiday on Expedia.

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

Annapolis Holiday

Annapolis Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Baltimore Washington Intl. Thurgood Marshall Airport (BWI)
Population
39,500
Max Temp Winter
7ºC
Max Temp Summer
29ºC
Top Sights
Sandy Point State Park, Sandy Point Beach and Thanksgiving Farm Wines

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
8.8/10 Excellent! (1,839 reviews)
"Excellent stay but I never received my wine"

Reviewed on 5 Oct 2025

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 AU$273 per night from 10 Nov to 11 Nov
AU$273
10 Nov - 11 Nov
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
I give the Graduate a BA…..Best accommodations
"Spacious room, very clean and comfortable lots of eclectic nautical furniture. We did not have breakfast. Easy parking in and out right in the heart of restaurants, & bars and a short walk to the harbor."

Reviewed on 6 Oct 2025

Graduate by Hilton Annapolis
Best Western Annapolis

Best Western Annapolis

2.5 out of 5
2520 Riva Rd, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is AU$139 per night from 9 Nov to 10 Nov
AU$139
9 Nov - 10 Nov
includes taxes & fees
7.6/10 Good! (1,005 reviews)
"Cleaning room very convenient thank you"

Reviewed on 5 Oct 2025

Best Western 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

What to do in Annapolis

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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.