Title: Anchorage Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $950 Expedia.ca [Hotels in Anchorage](https://expedia.ca/Anchorage-Annapolis-Hotels.0-n553248635976473602-0.Travel-Guide-Filter-Hotels)[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)[Anchorage Car Rentals](https://expedia.ca/Car-Rentals-In-Anchorage.d553248635976473602.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Anchorage 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 ## Top Holiday Package Deals in Anchorage Price found within the past 48 hours. Click for updated prices. ![Lord Baltimore Hotel](https://images.trvl-media.com/lodging/1000000/20000/16100/16091/99db7240_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Lord Baltimore Hotel Downtown Baltimore CA $950 per person Apr 12 - Apr 15 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Baltimore (BWI) 8.2/10 Very Good! (2,362 reviews) Leave an extra blanket. Offer soft and firm pillows. Reviewed on Feb 14, 2026 ![Graduate by Hilton Annapolis](https://images.trvl-media.com/lodging/1000000/10000/900/846/dcb23c20_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Graduate by Hilton Annapolis CA $1,454 per person Apr 23 - Apr 27 found 19 hours ago Roundtrip flight included Toronto (YYZ) to Baltimore (BWI) 9.4/10 Exceptional! (1,000 reviews) The beds were comfortable. The bathroom had no fan and the bathroom ceiling clearly had mold that was painted over causing it to bubble and peel. Reviewed on Feb 12, 2026 ![The Royal Sonesta Harbor Court Baltimore](https://images.trvl-media.com/lodging/1000000/30000/24700/24651/217d45a2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Royal Sonesta Harbor Court Baltimore Otterbein CA $1,200 per person Apr 12 - Apr 15 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Baltimore (BWI) 8.8/10 Excellent! (1,677 reviews) Nice room, nice staff Reviewed on Feb 12, 2026 ![The Westin Annapolis](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/w3998h2667x0y0-54f847ff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Westin Annapolis CA $1,330 per person Apr 23 - Apr 27 found 19 hours ago Roundtrip flight included Toronto (YYZ) to Baltimore (BWI) 8.6/10 Excellent! (1,002 reviews) The staff was wonderful, Room was spotless. Bar prices were insane for the area. Reviewed on Feb 13, 2026 ![DoubleTree by Hilton Hotel Annapolis](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/f77b4116_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### DoubleTree by Hilton Hotel Annapolis CA $1,030 per person Apr 23 - Apr 27 found 19 hours ago Roundtrip flight included Toronto (YYZ) to Baltimore (BWI) 8.6/10 Excellent! (1,006 reviews) The staff were so nice and helpful and the amenities were great. The restaurant and bar were great especially the breakfast and of course the cookies. The shuttle was so convenient, fast, and super polite. Great stay. I recommend and will stay again next time I'm in town. Reviewed on Feb 11, 2026 ## Where to stay in Anchorage Find the best Anchorage areas and neighborhoods for the activities you enjoy most. [Learn more about Anchorage](https://expedia.ca/Annapolis-Anchorage.dx553248635976473602) ![Beautiful troll downtown Annapolis... #Adventure](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 1 out of top 10 points of interest in this area 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 Ballet Theater of Maryland and Spa Creek. [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) ![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 1 out of top 10 points of interest in this area 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) ## Anchorage 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 $113 CA $129 total Feb 22 - Feb 23 includes taxes & fees 8.6/10 Excellent! (1,005 reviews) Staff-clean room Reviewed on Feb 8, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=3040&PinnedHotelID=3040&HadPinnedHotel=true®ionId=553248635976473602) ![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 $223 CA $255 total Feb 22 - Feb 23 includes taxes & fees 9.2/10 Wonderful! (1,007 reviews) Clean comfortable room! Reviewed on Feb 8, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=846&PinnedHotelID=846&HadPinnedHotel=true®ionId=553248635976473602) ![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 9/10 Wonderful! (1,886 reviews) Everything about this beautiful historic hotel was beautiful and perfect—I can’t wait to come back! Reviewed on Jan 31, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=28%2F02%2F2026&endDate=01%2F03%2F2026&selected=42068&PinnedHotelID=42068&HadPinnedHotel=true®ionId=553248635976473602) [](https://expedia.ca/Hotel-Search?startDate=28%2F02%2F2026&endDate=01%2F03%2F2026&selected=42068&PinnedHotelID=42068&HadPinnedHotel=true®ionId=553248635976473602) [See all 1,235 properties in Anchorage](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=15%2F02%2F2026&endDate=16%2F02%2F2026®ionId=553248635976473602) 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) ## Frequently asked questions ### How much does an Anchorage vacation package cost? ### How do I get a cheap travel package to Anchorage? ### Where should I stay in Anchorage? ### How far in advance should I book my Anchorage vacation? ### What does an Expedia Anchorage travel package include? ### What should I know before booking an Anchorage travel package? ### Can I choose my airline with an Anchorage Expedia vacation package? ### If I'm not able to travel, can I cancel my Anchorage vacation package? ### Discover the most popular places to visit in Anchorage ![U.S. Naval Academy featuring military items, interior views and heritage architecture](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) ### Things to do ![From haunted harbors to pirate hideouts, the ghosts of Annapolis await.](https://mediaim.expedia.com/localexpert/44904461/12092537-06cc-4c98-a49b-545e7c52b2fd.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Ashes and Apparitions of Annapolis Ghost Tour CA $44 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 $55 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 $109 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=553248635976473602) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.