Title: Oakland Vacation Packages & Trips 2026 from CA $812 | Expedia.ca [Hotels in Oakland](https://expedia.ca/Oakland-Hotels.d553248634983550471.Travel-Guide-Hotels)[Vacation Rentals in Oakland](https://expedia.ca/Oakland-Vacation-Rentals.d553248634983550471.Travel-Guide-VacationRentals)[Oakland Car Rentals](https://expedia.ca/Car-Rentals-In-Oakland.d553248634983550471.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) # Oakland 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 Oakland Vacation Say bye-bye to planning hassles and hello to a Oakland vacation package. With everything organized before you leave, you can focus on discovering this city, starting with Soulard, which is great for distilleries and craft breweries, bars and pubs and markets. Ready to venture out and explore? [Grants Farm](https://www.expedia.ca/Grants-Farm-St-Louis.d6069377.Vacation-Attraction), [Magic House - St. Louis Childrens Museum](https://www.expedia.ca/Magic-House-St-Louis-Childrens-Museum-St-Louis.d6191631.Vacation-Attraction) and [Saint Louis Galleria Mall](https://www.expedia.ca/Saint-Louis-Galleria-Mall-St-Louis.d6160526.Vacation-Attraction) are just three of the top places to visit during your trip to Oakland. Your dream Oakland vacation is a couple of clicks away. Browse flights, accommodations and more on Expedia for a getaway that's tailored to suit your style. ## Top Oakland Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Crowne Plaza St. Louis Airport by IHG](https://images.trvl-media.com/lodging/1000000/10000/3100/3010/45ba14e8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Crowne Plaza St. Louis Airport by IHG CA $812 per person Apr 11 - Apr 15 found 1 day ago Roundtrip non-stop flight included Calgary (YYC) to St. Louis (STL) 8/10 Very Good! (1,002 reviews) Staff was great. Check in was easy and quick. Room was clean. Had no issues Reviewed on Feb 16, 2026 ![The Wildwood Hotel](https://images.trvl-media.com/lodging/2000000/1770000/1768200/1768149/800a6847_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Wildwood Hotel CA $840 per person Apr 15 - Apr 18 found 15 hours ago Roundtrip flight included Toronto (YYZ) to St. Louis (STL) 9.2/10 Wonderful! (1,600 reviews) Extremely nice hotel with the nicest staff!! Reviewed on Feb 16, 2026 ![The Cheshire](https://images.trvl-media.com/lodging/1000000/30000/26100/26061/b6ec06de_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Cheshire CA $941 per person Apr 11 - Apr 15 found 1 day ago Roundtrip non-stop flight included Calgary (YYC) to St. Louis (STL) 8.6/10 Excellent! (1,002 reviews) Room was great breakfast was great Reviewed on Feb 14, 2026 ![Hilton Pennywell St. Louis at the Arch](https://images.trvl-media.com/lodging/2000000/1160000/1152200/1152198/3695993c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Pennywell St. Louis at the Arch Downtown St. Louis CA $1,026 per person Apr 11 - Apr 15 found 1 day ago Roundtrip non-stop flight included Calgary (YYC) to St. Louis (STL) 8.8/10 Excellent! (996 reviews) I was very impressed with the front desk staff and my assigned room. I will happily stay at your location again in the future. Reviewed on Feb 16, 2026 ![Hotel Saint Louis, Autograph Collection](https://images.trvl-media.com/lodging/28000000/27480000/27478600/27478599/8a12cc18_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Saint Louis, Autograph Collection Downtown St. Louis CA $1,085 per person Apr 11 - Apr 15 found 1 day ago Roundtrip non-stop flight included Calgary (YYC) to St. Louis (STL) 8.8/10 Excellent! (458 reviews) Property and room was really nice. I will be staying here in the future Reviewed on Nov 25, 2025 ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=PKG_SPRING_PROMO_553248634983550471) ## Ready to book your vacation to Oakland? Choose your dates ## Oakland Hotel Deals ![21C Museum Hotel St Louis ](https://images.trvl-media.com/lodging/90000000/89170000/89164600/89164592/cd6b7758_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### 21C Museum Hotel St Louis 1528 Locust street St. Louis MO Fully refundableReserve now, pay when you stay CA $183 CA $221 total Feb 23 - Feb 24 includes taxes & fees 9/10 Wonderful! (1,612 reviews) Pleasant staff Reviewed on Feb 17, 2026 [](https://expedia.ca/Hotel-Search?startDate=23%2F02%2F2026&endDate=24%2F02%2F2026&selected=89164592&PinnedHotelID=89164592&HadPinnedHotel=true®ionId=553248634983550471) ![Clayton Plaza Hotel & Extended Stay](https://images.trvl-media.com/lodging/1000000/20000/18200/18144/b3c5d3cd_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Clayton Plaza Hotel & Extended Stay 7750 Carondelet Avenue St. Louis MO Fully refundableReserve now, pay when you stay CA $139 CA $162 total Feb 22 - Feb 23 includes taxes & fees 8.8/10 Excellent! (3,096 reviews) Love it Reviewed on Feb 17, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=18144&PinnedHotelID=18144&HadPinnedHotel=true®ionId=553248634983550471) ![Pear Tree Inn St. Louis Airport](https://images.trvl-media.com/lodging/2000000/1100000/1096600/1096579/fc156cf2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Pear Tree Inn St. Louis Airport 10810 Pear Tree Ln St. Ann MO Fully refundableReserve now, pay when you stay CA $123 CA $144 total Feb 26 - Feb 27 includes taxes & fees 9.4/10 Exceptional! (2,824 reviews) We have always received good service at this hotel. The bed is comfortable and the bedroom has a nice layout. The price beats all of the surrounding competition. But, the best part of this hotel is the outstanding breakfast! Reviewed on Feb 17, 2026 [](https://expedia.ca/Hotel-Search?startDate=26%2F02%2F2026&endDate=27%2F02%2F2026&selected=1096579&PinnedHotelID=1096579&HadPinnedHotel=true®ionId=553248634983550471) [See all 1,809 properties in Oakland](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=18%2F02%2F2026&endDate=19%2F02%2F2026®ionId=553248634983550471) 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 Oakland ![St. Louis Cardinals Baseball. ](https://images.trvl-media.com/place/3284/67189e41-0060-455b-85a9-ab65c9125a63.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Busch Stadium Catch an event at Busch Stadium during your trip to St. Louis. Experience the area's fascinating museums or attend a baseball game. [](https://expedia.ca/Busch-Stadium-Downtown-St-Louis.d502872.Vacation-Attraction) ![Gateway Arch featuring modern architecture, a city and a skyscraper](https://images.trvl-media.com/place/502855/34e3411a-eeba-4fa1-95fe-3ad9b54938f4.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Gateway Arch Enjoy 360-degree views and learn about the history of St. Louis at this world-famous landmark. [](https://expedia.ca/Gateway-Arch-Downtown-St-Louis.d502855.Vacation-Attraction) ![Aerial view of vibrant downtown St. Louis with Enterprise Center and St. Louis Wheel, St. Louis, Missouri, United States.](https://images.trvl-media.com/place/502873/da730472-6151-40a1-b074-013a6c50d0f4.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Enterprise Center Catch an event at Enterprise Center during your trip to St. Louis. Experience the area's fascinating museums or attend a baseball game. [](https://expedia.ca/Enterprise-Center-Downtown-West.d502873.Vacation-Attraction) ### What to do in Oakland ![St Louis Self-Guided Driving and Walking Audio Tour](https://mediaim.expedia.com/localexpert/49269846/95dbaecc-d0df-4a0c-a007-7dc95eddf58f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### St Louis Self-Guided Driving and Walking Audio Tour CA $23 per traveller [](https://expedia.ca/things-to-do/st-louis-self-guided-driving-and-walking-audio-tour.a49269846.activity-details) ![St. Louis: Gateway Ghouls and Hauntings Walking Tour](https://mediaim.expedia.com/localexpert/47668485/dd78fc5b-2837-423e-80a2-c4dfd8151a08.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### St. Louis Ghost Tour: Sinister Sins & Shadows CA $44 per adult [](https://expedia.ca/things-to-do/st-louis-ghost-tour-sinister-sins-shadows.a47668485.activity-details) ![Lemp Haunted Neighborhood Walking Tour](https://mediaim.expedia.com/localexpert/1357747/a0055784-5adb-4f81-8c3e-b01a05d29286.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Lemp Haunted Neighborhood Walking Tour CA $37 per adult **84%** of travellers recommend [](https://expedia.ca/things-to-do/lemp-haunted-neighborhood-walking-tour.a1357747.activity-details) [See all activities in Oakland](https://expedia.ca/things-to-do/search?rid=553248634983550471) ## 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