Annapolis Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, 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.
Phoenix Park Hotel
Northwest
Price was CA $1,030, price is now CA $732 per person
CA $732
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
9.4/10 Exceptional! (2,199 reviews)
Room was small but nice. I didn’t need much. It’s a great location!
Reviewed on Jun 24, 2026
Sofitel Washington DC Lafayette Square
Downtown Washington D.C.
Price was CA $2,322, price is now CA $1,361 per person
CA $1,361
per person
Sep 4 - Sep 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
9/10 Wonderful! (1,203 reviews)
Did not get our king size bed. Tv no good channels.
Reviewed on Jun 25, 2026
Kellogg Conference Hotel at Gallaudet University
Northeast
Price was CA $1,909, price is now CA $1,282 per person
CA $1,282
per person
Sep 11 - Sep 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
8.2/10 Very good! (1,022 reviews)
This is a safe, nice hotel on a college campus in a great location of DC. The staff was friendly and professional. The only thing we had an issue is with allergies. Seemed like a dust issue as the rooms all have the air conditioning with recycled air. Overall great property.
Reviewed on Jun 15, 2026
Club Quarters Hotel in Washington DC
Downtown Washington D.C.
Price was CA $1,622, price is now CA $1,119 per person
CA $1,119
per person
Sep 4 - Sep 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
8.8/10 Excellent! (1,915 reviews)
We had a wonderful stay at this hotel. The beds were extremely comfortable, making it easy to get a great night's sleep after a busy day of sightseeing. The location was outstanding within walking distance of many major attractions and just steps from the Farragut West Metro station, which made getting around Washington, D.C. incredibly convenient.
The complimentary breakfast was excellent, with plenty of delicious options to start the day. The staff was friendly, professional, and always willing to help, which made the experience even more enjoyable.
The hotel is also surrounded by great restaurants and is only a couple of blocks from the White House, making it an ideal choice for both tourists and business travelers. I would definitely stay here again and highly recommend it to anyone visiting D.C.
Reviewed on Jun 25, 2026
Tysons Corner Marriott
Tysons
Price was CA $2,083, price is now CA $1,449 per person
CA $1,449
per person
Aug 13 - Aug 20
found 3 hours ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
8.8/10 Excellent! (1,009 reviews)
Elevator operation is very inefficient. Face wash drainage is somehow plugged.
Reviewed on May 22, 2026
Where to stay in Annapolis
Find the best Annapolis areas and neighborhoods for the activities you enjoy most. Learn more about Annapolis
Historic District
2 out of top 10 points of interest in this area
Discover a well-preserved historic district with elements of the original town plan, featuring landmarks like the Maryland State House, St. Ann's Church, and Paca House and Gardens. The neighborhood features prestigious educational institutions like St. John's College and the U.S. Naval Academy.
Annapolis Hotel Deals
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
The price is CA $135 per night from Jul 5 to Jul 6
CA $135
CA $154 total
Jul 5 - Jul 6
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"Great location near Annapolis and easy access to DC. Hotel staff was very friendly and inviting. Breakfast serving staff was fantastic!"
Reviewed on Jun 25, 2026
Historic Inns of Annapolis
58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
The price is CA $128 per night from Jul 27 to Jul 28
CA $128
CA $194 total
Jul 27 - Jul 28
includes taxes & fees
9/10 Wonderful! (1,858 reviews)
"Very helpful and responsive staff."
Reviewed on Jun 25, 2026
Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
Fully refundable
The price is CA $156 per night from Jul 5 to Jul 6
CA $156
CA $178 total
Jul 5 - Jul 6
includes taxes & fees
8.8/10 Excellent! (1,007 reviews)
"This property could have done a bit more to offer breakfast and a more cleaner environment. I could have still seen that some spots were missed during the cleaning process."
Reviewed on Jun 25, 2026
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.
Stay near popular Annapolis attractions
What to do in Annapolis
Annapolis: Historical Treasures of the City with Self-Guided Audio Tour
CA $14
per traveller
80% of travellers recommend
Ashes and Apparitions of Annapolis Ghost Tour
CA $44
per adult
100% of travellers recommend
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
