Title: Annapolis Vacation Packages & Trips 2026 | 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. ## 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) ![Historic District](https://images.trvl-media.com/place/6034082/2b01751c-68de-4cfb-8793-7bb41aa7e0cc.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) ![Aerial view of colorful sailboat moorings and docks on Spa Creek, in historic downtown Annapolis Maryland on a fall day](https://images.trvl-media.com/place/553248635976473127/b398174a-daca-40f4-a397-3fb8131cb169.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) ![Aerial Panoramic View Annapolis Maryland State House Capital City](https://images.trvl-media.com/place/553248635976473392/a966ad13-e020-4793-8ec0-28b9baceedd9.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) ![Arundel on the Bay](https://images.trvl-media.com/place/553248635976475949/61cf5ce6-9cd3-4874-b58b-70899de17ca2.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Arundel on the Bay Former post village turned residential area, Arundel-on-the-Bay boasts a private beach, pier, boat ramp, and boat launch for community use, with the picturesque Thomas Point Lighthouse just a short boat ride away. [Find hotel + flight trips in Arundel on the Bay](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Arundel%20on%20the%20Bay&DestID=553248635976475949&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Beach chairs by Chesapeake Bay at Robert Morris Inn, Oxford, Maryland](https://images.trvl-media.com/place/553248635976473205/7ef36c40-395b-4d01-a365-bac3c392bbb1.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 ![Graduate by Hilton Annapolis](https://images.trvl-media.com/lodging/1000000/10000/900/846/ca081b22_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 $289 CA $329 total Apr 19 - Apr 20 includes taxes & fees 9.4/10 Exceptional! (1,003 reviews) It was the perfect location for our activities Reviewed on Apr 5, 2026 [](https://expedia.ca/Hotel-Search?startDate=19%2F04%2F2026&endDate=20%2F04%2F2026&selected=846&PinnedHotelID=846&HadPinnedHotel=true®ionId=6034082) ![Historic Inns of Annapolis](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/e84869d1_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 $180 CA $253 total Apr 19 - Apr 20 includes taxes & fees 9/10 Wonderful! (1,870 reviews) Good location, fair price Reviewed on Apr 6, 2026 [](https://expedia.ca/Hotel-Search?startDate=19%2F04%2F2026&endDate=20%2F04%2F2026&selected=42068&PinnedHotelID=42068&HadPinnedHotel=true®ionId=6034082) ![Crowne Plaza Annapolis by IHG](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/0f404f98_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Crowne Plaza Annapolis by IHG 173 Jennifer Rd Annapolis MD Fully refundable CA $159 CA $181 total Apr 14 - Apr 15 includes taxes & fees 8.8/10 Excellent! (1,005 reviews) The Crowne Plaza is absolutely beautiful and clean. The staff, amenities and room were top notch. The area is phenomenal and close to everything! I will definitely stay at this location again. Reviewed on Apr 6, 2026 [](https://expedia.ca/Hotel-Search?startDate=14%2F04%2F2026&endDate=15%2F04%2F2026&selected=7668&PinnedHotelID=7668&HadPinnedHotel=true®ionId=6034082) [See all 563 properties in Annapolis](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=08%2F04%2F2026&endDate=09%2F04%2F2026®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](https://images.trvl-media.com/place/6077390/365a14c8-731b-4cc4-a5d7-9baf0c5edd8f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.ca/US-Naval-Academy-Annapolis.d6077390.Vacation-Attraction) ![Chesapeake Bay Bridge](https://images.trvl-media.com/place/6077400/4ff5201a-adee-46de-8435-a690e768b273.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Chesapeake Bay Bridge 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://images.trvl-media.com/place/6163398/25cdf98e-7f7f-4ea3-9c64-b269190b9929.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 ![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 $41 per adult [](https://expedia.ca/things-to-do/annapolis-ghosts-spirits-spirits-haunted-pub-crawl.a48353835.activity-details) ![Ashes and Apparitions of Annapolis Ghost Tour](https://mediaim.expedia.com/localexpert/44904461/8f8fc7ed-806b-48a3-b59a-973b562911cf.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Ashes and Apparitions of Annapolis Ghost Tour CA $55 per adult **100%** of travellers recommend [](https://expedia.ca/things-to-do/ashes-and-apparitions-of-annapolis-ghost-tour.a44904461.activity-details) ![Historic Annapolis Food Tour](https://mediaim.expedia.com/localexpert/46405193/a95ba50e-7ba4-4054-bcbc-b797bb1a5cb7.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