Title: Anchorage Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $1,019 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. ![Malolo Bed and Breakfast](https://images.trvl-media.com/lodging/13000000/12460000/12453700/12453655/5285a7ab_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Malolo Bed and Breakfast Southeast CA $1,019 per person May 14 - May 18 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Baltimore (BWI) 9.8/10 Exceptional! (74 reviews) Jorge and Dave are excellent hosts and shared lots of dining and activity suggestions. We would stay again. Reviewed on Jun 8, 2025 ![Placemakr Dupont Circle](https://images.trvl-media.com/lodging/31000000/30300000/30293200/30293145/f6acc2d9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Placemakr Dupont Circle Northwest CA $1,588 per person May 14 - May 18 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Baltimore (BWI) 8.4/10 Very Good! (750 reviews) I had a great overall experience at this hotel. The room was very comfortable, clean, and well maintained, which made my stay relaxing and enjoyable. Good amenities and atmosphere. The only downside was the check-in process, which was delayed and took longer than expected. Overall, I would still recommend this hotel for its comfort and quality for long trips. Reviewed on Mar 27, 2026 ![Your DC Comfort Apartments](https://images.trvl-media.com/lodging/104000000/103930000/103920200/103920164/4e65d887_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Your DC Comfort Apartments Groveton CA $1,233 per person May 14 - May 18 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Baltimore (BWI) 9.6/10 Exceptional! (4 reviews) Parking was different but once I figured it out, everything from there was smooth. Reviewed on Aug 25, 2025 ![Charming DC Area Apartments](https://images.trvl-media.com/lodging/112000000/111540000/111532200/111532195/550e7680_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Charming DC Area Apartments Groveton CA $1,181 per person May 14 - May 18 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Baltimore (BWI) No reviews ![The Hotel at Arundel Preserve](https://images.trvl-media.com/lodging/5000000/4550000/4542400/4542302/38c1d207_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Hotel at Arundel Preserve CA $1,212 per person May 26 - May 30 found 12 hours ago Roundtrip non-stop flight included Edmonton (YEG) to Baltimore (BWI) 9.4/10 Exceptional! (1,704 reviews) Was nearby for a wedding. Very clean hotel with spacious rooms. The room had a microwave and mini fridge. The on property Mexican restaurant had great margaritas and food! I would definitely stay there again if I was in the area. Reviewed on Mar 29, 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) ![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) ## Anchorage 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 $284 CA $323 total Apr 12 - Apr 13 includes taxes & fees 9.4/10 Exceptional! (1,001 reviews) Very clean and spacious room. Excellent service Reviewed on Apr 3, 2026 [](https://expedia.ca/Hotel-Search?startDate=12%2F04%2F2026&endDate=13%2F04%2F2026&selected=846&PinnedHotelID=846&HadPinnedHotel=true®ionId=553248635976473602) ![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! (1,866 reviews) Delightful stay in an unbeatable location steps away from everything downtown Annapolis hasr to offer. Historic charm meets classy modern amenities in this historic hotel with beautifully furnished rooms, comfy beds, elegant bathrooms and attentive staff. Highly recommended! Reviewed on Apr 3, 2026 [](https://expedia.ca/Hotel-Search?startDate=19%2F04%2F2026&endDate=20%2F04%2F2026&selected=42068&PinnedHotelID=42068&HadPinnedHotel=true®ionId=553248635976473602) ![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! (1,001 reviews) Rooms are clean. Pillows were not comfortable. Pool needs cleaning; hot tub wasn’t working. Overall ok stay. Reviewed on Apr 3, 2026 [](https://expedia.ca/Hotel-Search?startDate=14%2F04%2F2026&endDate=15%2F04%2F2026&selected=7668&PinnedHotelID=7668&HadPinnedHotel=true®ionId=553248635976473602) [See all 1,217 properties in Anchorage](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=05%2F04%2F2026&endDate=06%2F04%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](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 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://images.trvl-media.com/place/6077400/4ff5201a-adee-46de-8435-a690e768b273.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://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 ![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=553248635976473602) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.