Title: Woodside Vacation Packages & Trips 2026 from CA $914 | Expedia.ca [Hotels in Woodside](https://expedia.ca/Woodside-Hotels.d3000430793.Travel-Guide-Hotels)[Vacation Rentals in Woodside](https://expedia.ca/Woodside-Vacation-Rentals.d3000430793.Travel-Guide-VacationRentals)[Woodside Car Rentals](https://expedia.ca/Car-Rentals-In-Woodside.d3000430793.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) # Woodside 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 Woodside Vacation Take the hard work out of travel planning by booking a Woodside vacation package. A good neighborhood to stay in this amazing city is Kitts Hummock, which is good for nature and much more besides. Like to venture out and explore? [Greentree Village Shopping Center](https://www.expedia.ca/Greentree-Village-Shopping-Center-Dover.d553248621558038953.Vacation-Attraction), [Rodney Village Shopping Center](https://www.expedia.ca/Rodney-Village-Shopping-Center-Dover.d553248621558038949.Vacation-Attraction) and [Dover Street Park](https://www.expedia.ca/Dover-Street-Park-Dover.d553248621563220704.Vacation-Attraction) are just three of the best places to visit during a trip to Woodside. Whoever you're escaping with and whatever your bank balance, your dream Woodside vacation is just clicks away with Expedia. ## Top Woodside Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Doubletree by Hilton Philadelphia Airport](https://images.trvl-media.com/lodging/1000000/30000/24200/24187/6b4ea3e6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Doubletree by Hilton Philadelphia Airport Southwest Philadelphia CA $914 per person Apr 26 - May 1 found 1 day ago Roundtrip non-stop flight included Winnipeg (YWG) to Philadelphia (PHL) 7.4/10 Good! (3,939 reviews) Everything was great , the breakfast was fresh and good! Reviewed on Feb 8, 2026 ![Philadelphia Marriott Old City](https://images.trvl-media.com/lodging/1000000/10000/8900/8887/f866bfe8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Philadelphia Marriott Old City Center City CA $1,087 per person Apr 26 - May 1 found 1 day ago Roundtrip non-stop flight included Winnipeg (YWG) to Philadelphia (PHL) 8.6/10 Excellent! (1,000 reviews) Renovated rooms, super clean, stylish lobby. Have stayed many times and I always return. Reviewed on Feb 8, 2026 ![Valley Forge Casino Resort](https://images.trvl-media.com/lodging/1000000/430000/425400/425384/b7ca42ef_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Valley Forge Casino Resort CA $987 per person Apr 26 - May 1 found 1 day ago Roundtrip non-stop flight included Winnipeg (YWG) to Philadelphia (PHL) 8.4/10 Very Good! (1,003 reviews) Nice room and staff. Reviewed on Feb 5, 2026 ![The Notary Hotel, Philadelphia, Autograph Collection by Marriott](https://images.trvl-media.com/lodging/1000000/440000/431400/431312/c69af760_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Notary Hotel, Philadelphia, Autograph Collection by Marriott Center City CA $1,263 per person Apr 26 - May 1 found 1 day ago Roundtrip non-stop flight included Winnipeg (YWG) to Philadelphia (PHL) 9.2/10 Wonderful! (1,001 reviews) Great stay. great location. Reviewed on Feb 8, 2026 ![1BR Passyunk AveStunner-Perfect Location](https://images.trvl-media.com/lodging/100000000/99690000/99685600/99685530/a06e1396_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 1BR Passyunk AveStunner-Perfect Location South Philadelphia CA $1,023 per person May 3 - May 8 found 5 hours ago Roundtrip non-stop flight included Winnipeg (YWG) to Philadelphia (PHL) 9.8/10 Exceptional! (9 reviews) It was in a local neighborhood rather than a tourist area. Reviewed on Jul 5, 2025 ## Ready to book your vacation to Woodside? Choose your dates ## Woodside Hotel Deals ![Bally's Dover Casino Resort](https://images.trvl-media.com/lodging/2000000/1580000/1573000/1572988/b37bb6df_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Bally's Dover Casino Resort 1131 N Dupont Hwy Dover DE Fully refundableReserve now, pay when you stay CA $85 CA $120 total Feb 11 - Feb 12 includes taxes & fees 8.6/10 Excellent! (3,389 reviews) Great experience! Staff was extremely helpful as needed some help with printing a document. Reviewed on Feb 6, 2026 [](https://expedia.ca/Hotel-Search?startDate=11%2F02%2F2026&endDate=12%2F02%2F2026&selected=1572988&PinnedHotelID=1572988&HadPinnedHotel=true®ionId=3000430793) ![Comfort Inn & Suites Dover near Speedway](https://images.trvl-media.com/lodging/2000000/1840000/1831100/1831095/c1d84f60_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Comfort Inn & Suites Dover near Speedway 764 Dover Leipsic Road Dover DE Fully refundableReserve now, pay when you stay CA $114 CA $126 total Feb 22 - Feb 23 includes taxes & fees 8.6/10 Excellent! (1,002 reviews) Clean rooms and friendly staff Reviewed on Feb 6, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=1831095&PinnedHotelID=1831095&HadPinnedHotel=true®ionId=3000430793) ![Microtel Inn & Suites by Wyndham Dover](https://images.trvl-media.com/lodging/2000000/1510000/1509700/1509695/b1bab4b1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Microtel Inn & Suites by Wyndham Dover 1703 E Lebanon Rd Dover DE Fully refundableReserve now, pay when you stay CA $98 CA $108 total Feb 11 - Feb 12 includes taxes & fees 8/10 Very Good! (1,000 reviews) Nice, clean room, friendly staff, quiet surroundings, perfect for a good night's sleep. Reviewed on Jan 29, 2026 [](https://expedia.ca/Hotel-Search?startDate=11%2F02%2F2026&endDate=12%2F02%2F2026&selected=1509695&PinnedHotelID=1509695&HadPinnedHotel=true®ionId=3000430793) [See all 175 properties in Woodside](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=10%2F02%2F2026&endDate=11%2F02%2F2026®ionId=3000430793) 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) ## 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