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 featuring a city and street scenes as well as a small group of people

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.

Find hotels in Historic District

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
The price is AU$311 per night from 7 May to 8 May
AU$311
includes taxes & fees
7 May - 8 May
8.8/10 Excellent! (1,761 reviews)
"Water pressure has to be fixed!"

Reviewed on 29 Apr. 2025

Historic Inns of 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 AU$179 per night from 7 May to 8 May
AU$179
includes taxes & fees
7 May - 8 May
8.8/10 Excellent! (1,002 reviews)
"Wonderful staff!"

Reviewed on 29 Apr. 2025

Country Inn & Suites by Radisson, Annapolis, MD
The Westin Annapolis
The Westin Annapolis
4 out of 5
100 Westgate Cir, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is AU$264 per night from 7 May to 8 May
AU$264
includes taxes & fees
7 May - 8 May
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

The Westin Annapolis
See all 583 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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

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

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
Sandy Point State Park

Sandy Point State Park

Sunbathe on the beach, enjoy unrivaled views of the Chesapeake Bay Bridge and go hiking, swimming, fishing and boating in this vast park.

Sandy Point State Park

What to do in Annapolis

Food Tour Plate

Historic Annapolis Food Tour

AU$125
per adult
Historic Annapolis Food Tour
Step into the shadows and discover the haunting tales of our city's past.

Haunted Annapolis: Ghosts of the Harbor & Old Town Tour

AU$41
per adult
100% of travellers recommend
Haunted Annapolis: Ghosts of the Harbor & Old Town Tour
See all activities in Annapolis
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.