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
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 Maryland State House and William Paca House.
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
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
Country Inn & Suites by Radisson, Annapolis, MD
2600 Housley Road, Annapolis, MD
Fully refundable
The price is AU$168 per night from 2 Nov to 3 Nov
AU$168
2 Nov - 3 Nov
includes taxes & fees
8.8/10 Excellent! (1,006 reviews)
"Great place to stay Friendly staff secure rooms Thank you"
Reviewed on 2 Oct 2025
Crowne Plaza Annapolis by IHG
173 Jennifer Rd, Annapolis, MD
Fully refundable
The price is AU$185 per night from 3 Nov to 4 Nov
AU$185
3 Nov - 4 Nov
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"Great room."
Reviewed on 3 Oct 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.
Discover the most popular places to visit in Annapolis
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.
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.
What to do in Annapolis
Haunted Annapolis: Ghosts of the Harbor & Old Town Tour
AU$48
per adult
100% of travellers recommend
AERIAL TRAM TOUR - HALF DAY PASS Rainforest Adventures Jacó
AU$101
per adult
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Lodging
- Beach Hotels in Anchorage
- Boutique Hotels in Anchorage
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- Family Hotels in Anchorage
- Luxury Hotels in Anchorage
- Pet Friendly Hotels in Anchorage
- Ski Hotels in Anchorage
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- Hotels near Annapolis City Dock
- Hotels near Annapolis Harbour Center
- Hotels near Anne Arundel Medical Center
- B&B in Arnold
- Cheap Hotels in Arnold
- Arnold Hotels
- Cheap Hotels in Anne Arundel County
- Beach Hotels in Maryland
- Casino Hotels in Maryland
- Cheap Hotels in Maryland
- Family Hotels in Maryland
- Golf Hotels in Maryland
- Hotels with Pool in Maryland
- Pet Friendly Hotels in Maryland
- Romantic Hotels in Maryland
- Spa Hotels in Maryland
- Maryland Hotels
- Lgbt Welcoming Hotels in Eastport
- Lgbt Welcoming Hotels in Epping Forest
- Cheap Hotels in Highland Beach
- Historic District Hotels
- Apartments in Maryland
- B&B in Maryland
- Cabin Rentals in Maryland
- Capsule Hotels in Maryland
- Caravan Parks in Maryland
- Condominium Resort in Maryland
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- Farmstay in Maryland
- Guest Houses in Maryland
- Holiday Homes in Maryland
- Hostels in Maryland
- Houseboats in Maryland
- Inns in Maryland
- Lodges in Maryland
- Motels in Maryland
- Resort in Maryland
- Villas in Maryland
- Lgbt Welcoming Hotels in Murray Hill
- Murray Hill Hotels
- Hotels near Navy-Marine Corps Memorial Stadium
- Parole Hotels
- Hotels near St John's College
- Hotels near U.S. Naval Academy
Packages
- Adelphi Holidays
- American Visionary Art Museum
- Avalon Theatre
- B&O Railroad Museum
- Baltimore Museum of Art
- Baltimore Holidays
- Centennial Park
- Cheverly Holidays
- Clark's Elioak Farm
- College Park Holidays
- Crofton Holidays
- Cylburn Arboretum
- Edgar Allan Poe Museum and House
- Gibson Island Holidays
- Laurel Holidays
- M&T Bank Stadium
- Marley Holidays
- Maryland Holidays
- Visit Maryland
- Middle East Holidays
- Nasa Visitor Center
- National Aquarium in Baltimore
- Oriole Park at Camden Yards
- Patterson Park
- Queenstown Harbor Golf Club
- Queenstown Holidays
- Roland Park Holidays
- Sandy Point State Park
- Star-Spangled Banner Flag House
- U.s. Naval Academy
- Uss Constellation
Cars
- Car hire in Alamo Rent A Car 9020 Aviation Blvd
- Car hire near Anchorage
- Car hire Arnold
- Car hire near U.S. Naval Academy
- Car hire near Maryland
- Enterprise Rental Cars in Maryland
- First Car Rental Rental Cars in Maryland
- Hertz Rental Cars in Maryland
- Luxury Car Hire in Maryland
- Sixt Rental Cars in Maryland
- Van Car Hire in Maryland
Holiday Rentals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
