Title: Preakness Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $1,250 Expedia.ca [Preakness Travel Guide](https://expedia.ca/Wayne-Preakness.dx989108049968914432)[Hotels in Preakness](https://expedia.ca/Preakness-Hotels.d989108049968914432.Travel-Guide-Hotels)[Preakness Car Rentals](https://expedia.ca/Car-Rentals-In-Preakness.d989108049968914432.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) # Preakness 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 Preakness Price found within the past 48 hours. Click for updated prices. ![Hotel St. James](https://images.trvl-media.com/lodging/2000000/1150000/1144500/1144474/ecd19bcc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel St. James Manhattan CA $1,250 per person Apr 5 - Apr 11 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to Newark Liberty Intl. Airport (EWR) 8.8/10 Excellent! (6,546 reviews) The people there are very nice. The hotel is very clean and organized. Reviewed on Feb 11, 2026 ![The Fifth Avenue Hotel](https://images.trvl-media.com/lodging/97000000/96480000/96472700/96472655/d0a5c1e1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Fifth Avenue Hotel Manhattan CA $2,909 per person Apr 22 - Apr 28 found 1 day ago Roundtrip flight included Toronto (YTO) to Newark Liberty Intl. Airport (EWR) 9.6/10 Exceptional! (159 reviews) Staff were lovely, helpful and pleasant. Turndown service way too late, though—9:45 might catch some guests sleeping. Reviewed on Jan 3, 2026 ![The Towers at Lotte New York Palace](https://images.trvl-media.com/lodging/5000000/4200000/4195300/4195208/02d4f5a0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Towers at Lotte New York Palace Manhattan CA $2,634 per person Apr 22 - Apr 28 found 1 day ago Roundtrip flight included Toronto (YTO) to Newark Liberty Intl. Airport (EWR) 9.2/10 Wonderful! (638 reviews) Close to major shopping and multiple dining options Reviewed on Jan 21, 2026 ![The Wall Street Hotel](https://images.trvl-media.com/lodging/56000000/55450000/55444900/55444869/0f98fc2f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Wall Street Hotel Manhattan CA $2,055 per person Apr 22 - Apr 28 found 1 day ago Roundtrip flight included Toronto (YTO) to Newark Liberty Intl. Airport (EWR) 9.6/10 Exceptional! (591 reviews) Great room, great staff, great bar Reviewed on Feb 4, 2026 ![Pendry Natirar](https://images.trvl-media.com/lodging/103000000/102110000/102101800/102101788/ea5e4ca8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pendry Natirar CA $2,163 per person May 7 - May 10 found 1 day ago Roundtrip flight included Toronto (YYZ) to Newark Liberty Intl. Airport (EWR) 9.8/10 Exceptional! (7 reviews) The staff is lovely and the property gorgeous. The room could have been more complete (no slippers to be found and no in-room mini bar amenities, which was surprising). The grounds are pristine and peaceful. Reviewed on Jun 13, 2025 ## Preakness Hotel Deals ![Sheraton New York Times Square Hotel](https://images.trvl-media.com/lodging/1000000/10000/100/87/576ccb20_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sheraton New York Times Square Hotel 811 7th Ave New York NY Fully refundableReserve now, pay when you stay CA $174 CA $259 total Feb 22 - Feb 23 includes taxes & fees 7.2/10 Good! (6,781 reviews) Good, clean, Reviewed on Feb 10, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=87&PinnedHotelID=87&HadPinnedHotel=true®ionId=989108049968914432) ![Hyatt Grand Central New York](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hyatt Grand Central New York 109 East 42nd Street New York NY Fully refundableReserve now, pay when you stay CA $205 CA $302 total Feb 20 - Feb 21 includes taxes & fees 8.2/10 Very Good! (6,476 reviews) Everything was excellent. Reviewed on Feb 10, 2026 [](https://expedia.ca/Hotel-Search?startDate=20%2F02%2F2026&endDate=21%2F02%2F2026&selected=23677&PinnedHotelID=23677&HadPinnedHotel=true®ionId=989108049968914432) ![Millennium Hotel Broadway Times Square](https://images.trvl-media.com/lodging/1000000/30000/25500/25449/4b967480_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Millennium Hotel Broadway Times Square 145 W 44th St New York NY Fully refundableReserve now, pay when you stay CA $170 CA $246 total Feb 22 - Feb 23 includes taxes & fees 7.6/10 Good! (6,545 reviews) Clean bathroom. Complimentary waters. Convenient. Great staff Reviewed on Feb 9, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=25449&PinnedHotelID=25449&HadPinnedHotel=true®ionId=989108049968914432) [See all 10,547 properties in Preakness](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=12%2F02%2F2026&endDate=13%2F02%2F2026®ionId=989108049968914432) 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) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.