Title: Annapolis Vacation Packages & Trips 2026 from CA $589 | Expedia.ca [Annapolis Travel Guide](https://expedia.ca/Annapolis.dx6034082)[Hotels in Annapolis](https://expedia.ca/Annapolis-Hotels.d6034082.Travel-Guide-Hotels)[Vacation Rentals in Annapolis](https://expedia.ca/Annapolis-Vacation-Rentals.d6034082.Travel-Guide-VacationRentals)[Flights to Annapolis](https://expedia.ca/Cheap-Flights-To-Annapolis.d6034082.Travel-Guide-Flights)[Things to do in Annapolis](https://expedia.ca/Things-To-Do-In-Annapolis.d6034082.Travel-Guide-Activities)[Annapolis Car Rentals](https://expedia.ca/Car-Rentals-In-Annapolis.d6034082.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6034082/a3002046-1aee-4bd3-be34-8475c830687e.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Annapolis Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### 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](https://www.expedia.ca/US-Naval-Academy-Annapolis.d6077390.Vacation-Attraction), [Maryland State House](https://www.expedia.ca/Maryland-State-House-Historic-District.d6077394.Vacation-Attraction) and [William Paca House](https://www.expedia.ca/William-Paca-House-Historic-District.d6077398.Vacation-Attraction). 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. ![InterContinental Washington D.C. - The Wharf by IHG](https://images.trvl-media.com/lodging/17000000/16030000/16024200/16024166/a1ea6b4c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### InterContinental Washington D.C. - The Wharf by IHG The Wharf CA $589 per person Feb 17 - Feb 21 found 21 hours ago Roundtrip flight included Toronto (YYZ) to Baltimore (BWI) 9.4/10 Exceptional! (1,005 reviews) I loved this hotel! Shout out to Kitana for her excellent service. The hotel was so clean and beautifully decorated. We will be back! Reviewed on Dec 15, 2025 ![Kimpton Banneker Hotel by IHG](https://images.trvl-media.com/lodging/1000000/800000/794600/794549/cce33ce1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kimpton Banneker Hotel by IHG Downtown Washington D.C. CA $666 per person Feb 17 - Feb 21 found 21 hours ago Roundtrip flight included Toronto (YYZ) to Baltimore (BWI) 8.8/10 Excellent! (637 reviews) The room was very clean, the staff was pleasant, and the location was convenient for what we planned for the weekend. Reviewed on Dec 7, 2025 ![Hampton Inn & Suites Washington DC-Navy Yard](https://images.trvl-media.com/lodging/12000000/11610000/11601700/11601627/2e6bd60c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hampton Inn & Suites Washington DC-Navy Yard Navy Yard CA $659 per person Feb 17 - Feb 21 found 21 hours ago Roundtrip flight included Toronto (YYZ) to Baltimore (BWI) 9/10 Wonderful! (1,004 reviews) The staff was especially courteous to me. I really appreciated it Reviewed on Dec 14, 2025 ![Eurostars Saint Gregory Dupont Circle Georgetown](https://images.trvl-media.com/lodging/1000000/480000/470900/470863/acc99fd8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Eurostars Saint Gregory Dupont Circle Georgetown Downtown Washington D.C. CA $624 per person Jan 30 - Feb 2 found 9 hours ago Roundtrip flight included Toronto (YTO) to Baltimore (BWI) 8.6/10 Excellent! (1,008 reviews) This is our first time staying here and it was a very pleasant experience! Reviewed on Dec 14, 2025 ![SIXTY DC](https://images.trvl-media.com/lodging/113000000/112940000/112935000/112934988/de097099_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### SIXTY DC Downtown Washington D.C. CA $667 per person Feb 1 - Feb 4 found 24 hours ago Roundtrip flight included Toronto (YYZ) to Baltimore (BWI) 9.4/10 Exceptional! (76 reviews) Awesome stay and friendly staff Reviewed on Dec 13, 2025 ## Where to stay in Annapolis Find the best Annapolis areas and neighborhoods for the activities you enjoy most. [Learn more about Annapolis](https://expedia.ca/Annapolis.dx6034082) ![Annapolis showing street scenes and a city as well as a small group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/146000/146977-Annapolis.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Historic District 1 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. [Find hotel + flight trips in Historic District](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Historic%20District&DestID=553248635976472706&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Eastport While visiting Eastport, you might make a stop by sights like Annapolis Maritime Museum and Annapolis Harbor. [Find hotel + flight trips in Eastport](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Eastport&DestID=553248635976473127&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Murray Hill While visiting Murray Hill, you might make a stop by sights like Spa Creek and Ballet Theater of Maryland. [Find hotel + flight trips in Murray Hill](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Murray%20Hill&DestID=553248635976473392&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Cape Saint Claire Boasting three marinas, multiple parks and beaches, Cape St. Claire offers a shopping center and various churches, with easy access to Annapolis and the Chesapeake Bay Bridge via U.S. Route 50\. [Find hotel + flight trips in Cape Saint Claire](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Cape%20Saint%20Claire&DestID=3000440447&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Maryland Quiet Waters Park showing a garden and a house](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/134000/134444-Annapolis.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Hillsmere If you're spending some time in Hillsmere, Maryland Quiet Waters Park and Great Frogs Winery are top sights worth seeing. [Find hotel + flight trips in Hillsmere](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Hillsmere&DestID=553248635976473205&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## Ready to book your vacation to Annapolis? Choose your dates ## Annapolis Hotel Deals ![DoubleTree by Hilton Hotel Annapolis](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/f77b4116_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### DoubleTree by Hilton Hotel Annapolis 210 Holiday Court Annapolis MD Fully refundableReserve now, pay when you stay CA $103 CA $117 total Jan 4 - Jan 5, 2026 includes taxes & fees 8.6/10 Excellent! (1,011 reviews) Staff and amenities Reviewed on Dec 14, 2025 [](https://expedia.ca/Hotel-Search?startDate=04%2F01%2F2026&endDate=05%2F01%2F2026&selected=3040&PinnedHotelID=3040&HadPinnedHotel=true®ionId=6034082) ![Crowne Plaza Annapolis by IHG](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/6084a9f0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Crowne Plaza Annapolis by IHG 173 Jennifer Rd Annapolis MD Fully refundable CA $145 CA $165 total Jan 3 - Jan 4, 2026 includes taxes & fees 8.6/10 Excellent! (1,004 reviews) Clean and friendly Reviewed on Dec 14, 2025 [](https://expedia.ca/Hotel-Search?startDate=03%2F01%2F2026&endDate=04%2F01%2F2026&selected=7668&PinnedHotelID=7668&HadPinnedHotel=true®ionId=6034082) ![Historic Inns of Annapolis](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/bf4c0cc1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Historic Inns of Annapolis 58 State Circle Annapolis MD Fully refundableReserve now, pay when you stay CA $166 CA $237 total Dec 24 - Dec 25 includes taxes & fees 8.8/10 Excellent! (1,898 reviews) Beautiful area! Loved the room! We took a taxi from the airport, it was nice to not have to worry about parking. Reviewed on Dec 11, 2025 [](https://expedia.ca/Hotel-Search?startDate=24%2F12%2F2025&endDate=25%2F12%2F2025&selected=42068&PinnedHotelID=42068&HadPinnedHotel=true®ionId=6034082) [See all 557 properties in Annapolis](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=19%2F12%2F2025&endDate=20%2F12%2F2025®ionId=6034082) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### Discover the most popular places to visit in Annapolis ![U.S. Naval Academy featuring military items, interior views and heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/134000/134417-Annapolis.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### U.S. Naval Academy 4.5/5(8 reviews) 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. [](https://expedia.ca/US-Naval-Academy-Annapolis.d6077390.Vacation-Attraction) ![Chesapeake Bay Bridge](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/253000/253322-Chesapeake-Bay-Bridge.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Chesapeake Bay Bridge 4.5/5(2 reviews) Attempt the nerve-racking drive across this long and notoriously scary bridge, which provides fabulous views of Chesapeake Bay for passengers. [](https://expedia.ca/Chesapeake-Bay-Bridge-Annapolis.d6077400.Vacation-Attraction) ![Sandy Point State Park](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/253000/253523-Sandy-Point-State-Park.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.ca/Sandy-Point-State-Park-Annapolis.d6163398.Vacation-Attraction) ### What to do in Annapolis ![Phantoms of Annapolis Ghost Tour By US Ghost Adventures](https://mediaim.expedia.com/localexpert/44904461/2bebaee9-ed7e-48e0-9f09-73c80ece8b0b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Ashes and Apparitions of Annapolis Ghost Tour CA $40 per adult **100%** of travellers recommend [](https://expedia.ca/things-to-do/ashes-and-apparitions-of-annapolis-ghost-tour.a44904461.activity-details) ![Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl](https://mediaim.expedia.com/localexpert/48353835/06253e20-de63-4a0a-949a-e97cb077912b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl CA $42 per adult [](https://expedia.ca/things-to-do/annapolis-ghosts-spirits-spirits-haunted-pub-crawl.a48353835.activity-details) ![Food Tour Plate ](https://mediaim.expedia.com/localexpert/46405193/fcd4d961-b3fd-4595-8cb2-8aa4cdef6f43.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Historic Annapolis Food Tour CA $110 per adult [](https://expedia.ca/things-to-do/historic-annapolis-food-tour.a46405193.activity-details) [See all activities in Annapolis](https://expedia.ca/things-to-do/search?rid=6034082) ## 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. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app