Title: Winfield Vacation Packages & Trips 2026 from CA $950 | Expedia.ca [Hotels in Winfield](https://expedia.ca/Winfield-Hotels.d553248635975870693.Travel-Guide-Hotels)[Vacation Rentals in Winfield](https://expedia.ca/Winfield-Vacation-Rentals.d553248635975870693.Travel-Guide-VacationRentals)[Winfield Car Rentals](https://expedia.ca/Car-Rentals-In-Winfield.d553248635975870693.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) # Winfield 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 Winfield Vacation Take away the hard part of organizing your next big adventure with a Winfield vacation package. Whether you're in town for its history, food or other highlights, you'll find countless exciting experiences to delve into. There's plenty to put on your itinerary during your trip to Winfield, starting with top attractions such as [Old Westminster Winery](https://www.expedia.ca/Old-Westminster-Winery-New-Windsor.d553248621561182366.Vacation-Attraction) and [Serpent Ridge Vineyard](https://www.expedia.ca/Serpent-Ridge-Vineyard-Westminster.d553248621558141369.Vacation-Attraction). No matter your travel plans or the size of your budget, organizing a tailored Winfield vacation is a breeze with Expedia. ## Top Winfield Vacation Deals 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) Everything was very smooth and Reviewed on Feb 12, 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 2 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 2 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 2 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 ![](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_553248635975870693) ## Ready to book your vacation to Winfield? Choose your dates ## Winfield Hotel Deals ![DoubleTree by Hilton Baltimore North - Pikesville](https://images.trvl-media.com/lodging/1000000/20000/16300/16288/1e483187_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### DoubleTree by Hilton Baltimore North - Pikesville 1726 Reisterstown Rd Pikesville MD Fully refundableReserve now, pay when you stay CA $136 CA $157 total Feb 22 - Feb 23 includes taxes & fees 8/10 Very Good! (1,001 reviews) Yes Reviewed on Feb 7, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=16288&PinnedHotelID=16288&HadPinnedHotel=true®ionId=553248635975870693) ![Hyatt Place Baltimore/Owings Mills](https://images.trvl-media.com/lodging/1000000/590000/580200/580152/977720be_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hyatt Place Baltimore/Owings Mills 4730 Painters Mill Rd Owings Mills MD Fully refundableReserve now, pay when you stay CA $114 CA $132 total Feb 25 - Feb 26 includes taxes & fees 8/10 Very Good! (1,230 reviews) Aeesomev Reviewed on Feb 13, 2026 [](https://expedia.ca/Hotel-Search?startDate=25%2F02%2F2026&endDate=26%2F02%2F2026&selected=580152&PinnedHotelID=580152&HadPinnedHotel=true®ionId=553248635975870693) ![SpringHill Suites by Marriott Frederick](https://images.trvl-media.com/lodging/62000000/61640000/61631900/61631879/e35ce686_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### SpringHill Suites by Marriott Frederick 111 Byte Drive Frederick MD Fully refundableReserve now, pay when you stay CA $133 CA $148 total Feb 22 - Feb 23 includes taxes & fees 9.2/10 Wonderful! (749 reviews) We had an amazing stay at this hotel. Everything was perfect, from how clean the property was to how kind and helpful the staff were. The room layout was ideal and absolutely spotless, which made it feel extra comfortable and relaxing. We also loved the thoughtful touch of having two wine glasses ... Reviewed on Feb 7, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=61631879&PinnedHotelID=61631879&HadPinnedHotel=true®ionId=553248635975870693) [See all 216 properties in Winfield](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=15%2F02%2F2026&endDate=16%2F02%2F2026®ionId=553248635975870693) 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