Title: Annapolis Vacation Packages & Trips 2026/2026 from CA $609 | 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. ![Washington Hilton](https://images.trvl-media.com/lodging/1000000/10000/4000/3998/a98049fd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Washington Hilton Northwest CA $609 per person Jan 13 - Jan 18 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Baltimore (BWI) 8/10 Very Good! (1,002 reviews) My stay was great and “Joan” was accommodating. I requested a fridge and Presto.,,it arrived. Will definitely be back and recommend. Reviewed on Nov 30, 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 $781 per person Jan 13 - Jan 18 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Baltimore (BWI) 8.6/10 Excellent! (1,008 reviews) The staff especially Marcus & Noam, the valet. I hope I spelled that correctly. Reviewed on Nov 20, 2025 ![YOTEL Washington DC](https://images.trvl-media.com/lodging/1000000/20000/10600/10576/04246907_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### YOTEL Washington DC Northwest CA $1,015 per person Jan 13 - Jan 18 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Baltimore (BWI) 8.2/10 Very Good! (2,262 reviews) Beautiful clean room, with great ambience. 11 Reviewed on Nov 25, 2025 ![Hilton Washington DC Capitol Hill](https://images.trvl-media.com/lodging/1000000/20000/11300/11216/da79e2b1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Washington DC Capitol Hill Northwest CA $1,043 per person Jan 13 - Jan 18 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Baltimore (BWI) 9/10 Wonderful! (1,002 reviews) It was a great stay. Friendly and amenable staff and everything was very clean. Reviewed on Nov 24, 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 $684 per person Jan 13 - Jan 18 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Baltimore (BWI) 9/10 Wonderful! (1,004 reviews) The room was in good condition. We just had to ask multiple times to get things done. Multiple request to get towels, tooth brushes, our room cleaned etc Reviewed on Nov 30, 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 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. [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 ![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 8.8/10 Excellent! (1,910 reviews) Excellent hotel Really nice staff Love the valet guys Reviewed on Nov 30, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=18%2F12%2F2025&endDate=19%2F12%2F2025&selected=42068&PinnedHotelID=42068&HadPinnedHotel=true®ionId=6034082) [](https://expedia.ca/Hotel-Search?startDate=18%2F12%2F2025&endDate=19%2F12%2F2025&selected=42068&PinnedHotelID=42068&HadPinnedHotel=true®ionId=6034082) ![Graduate by Hilton Annapolis](https://images.trvl-media.com/lodging/1000000/10000/900/846/dcb23c20_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Graduate by Hilton Annapolis 126 West St Annapolis MD Fully refundableReserve now, pay when you stay CA $172 CA $196 total Dec 21 - Dec 22 includes taxes & fees 9.2/10 Wonderful! (1,010 reviews) Friendly front desk and bar staff. Clean rooms. Great location. Reviewed on Nov 30, 2025 [](https://expedia.ca/Hotel-Search?startDate=21%2F12%2F2025&endDate=22%2F12%2F2025&selected=846&PinnedHotelID=846&HadPinnedHotel=true®ionId=6034082) ![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 $81 CA $92 total Jan 4 - Jan 5, 2026 includes taxes & fees 8.6/10 Excellent! (1,000 reviews) Great place! Reviewed on Dec 3, 2025 [](https://expedia.ca/Hotel-Search?startDate=04%2F01%2F2026&endDate=05%2F01%2F2026&selected=3040&PinnedHotelID=3040&HadPinnedHotel=true®ionId=6034082) [See all 561 properties in Annapolis](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=05%2F12%2F2025&endDate=06%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 ![Costa Rica Rainforest Guided Tram Tour](https://mediaim.expedia.com/localexpert/420619/d9c6c39a-598d-420a-abf0-ff6476fcb811.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### AERIAL TRAM TOUR - HALF DAY PASS Rainforest Adventures Jacó CA $94 per adult [](https://expedia.ca/things-to-do/aerial-tram-tour-half-day-pass-rainforest-adventures-jaco.a420619.activity-details) ![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 $45 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 $56 per adult [](https://expedia.ca/things-to-do/annapolis-ghosts-spirits-spirits-haunted-pub-crawl.a48353835.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