Title: Woodside Vacation Packages & Trips 2026 from CA $1,102 | 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. ![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 $1,102 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) Great location for visiting the historical part of Philadelphia. Restaurant and bar downstairs was reasonable and menu options are very good. Reviewed on Jan 19, 2026 ![Kimpton Hotel Palomar Philadelphia by IHG](https://images.trvl-media.com/lodging/3000000/2950000/2946600/2946511/5c72bb1a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kimpton Hotel Palomar Philadelphia by IHG Center City CA $1,209 per person Apr 26 - May 1 found 1 day ago Roundtrip non-stop flight included Winnipeg (YWG) to Philadelphia (PHL) 8.8/10 Excellent! (1,002 reviews) The room was nice and spacious - Akira, my front office clerk, was nice enough to upgrade my bed as well. I'd definitely stay again for a longer trip. Reviewed on Feb 1, 2026 ![The Windsor Suites](https://images.trvl-media.com/lodging/1000000/210000/201100/201099/c615273c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Windsor Suites Center City CA $1,174 per person Mar 19 - Mar 23 found 1 day ago Roundtrip flight included Toronto (YYZ) to Philadelphia (PHL) 8.8/10 Excellent! (2,285 reviews) Fantastic view, nice clean spacious room, great staff Reviewed on Feb 3, 2026 ![Sofitel Philadelphia at Rittenhouse Square](https://images.trvl-media.com/lodging/1000000/460000/454700/454658/e148ab10_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sofitel Philadelphia at Rittenhouse Square Center City CA $1,362 per person Apr 26 - May 1 found 1 day ago Roundtrip non-stop flight included Winnipeg (YWG) to Philadelphia (PHL) 9/10 Wonderful! (2,126 reviews) Wonderful historic hotel in the perfect central location in Philly! We loved the restaurant/bar! Thank you! 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 $1,285 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 room. Very clean and nice touches. The staff was welcoming and amazing, from the front desk to the valet. Reviewed on Jan 25, 2026 ## 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! (3,374 reviews) Yes Reviewed on Jan 29, 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 $117 CA $130 total Mar 1 - Mar 2 includes taxes & fees 8.6/10 Excellent! (1,000 reviews) Everything was fine. Reviewed on Jan 23, 2026 [](https://expedia.ca/Hotel-Search?startDate=01%2F03%2F2026&endDate=02%2F03%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 9 - Feb 10 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=09%2F02%2F2026&endDate=10%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=08%2F02%2F2026&endDate=09%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