Annapolis Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Your Annapolis Vacation

Book a custom vacation package to Annapolis and get ready to experience this fascinating city how you like. Consider spending time in the neighborhood of Historic District, which is good for history and tons more. If a sightseeing tour is part of the program during your trip to Annapolis, stop by leading attractions like U.S. Naval Academy, Maryland State House and William Paca House. Check out Expedia's wide range of travel options and book your ideal vacation to Annapolis now.

Top Annapolis Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Wingate by Wyndham Baltimore BWI Airport
DoubleTree by Hilton Hotel Laurel
La Quinta Inn & Suites by Wyndham Baltimore BWI Airport
Hyatt Place Baltimore/BWI Airport
DoubleTree Hotel Baltimore - BWI Airport

Where to stay in Annapolis

Find the best Annapolis areas and neighborhoods for the activities you enjoy most. Learn more about Annapolis

Ready to book your vacation to Annapolis?

 

Choose your dates

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
The price is CA $140 per night from Sep 7 to Sep 8
CA $140
CA $207 total
Sep 7 - Sep 8
includes taxes & fees
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 CA $247 per night from Sep 21 to Sep 22
CA $247
CA $282 total
Sep 21 - Sep 22
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
"Very good"

Reviewed on Aug. 20, 2025

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 CA $139 per night from Sep 7 to Sep 8
CA $139
CA $159 total
Sep 7 - Sep 8
includes taxes & fees
Country Inn & Suites by Radisson, Annapolis, MD
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

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.