Title: Westchester County Vacations & Trips 2026 from CA $690 | Expedia.ca [Westchester County Hotels](https://expedia.ca/Destinations-In-Westchester-County.d553248628619664994.Hotel-Destinations)[Vacation Rentals in Westchester County](https://expedia.ca/Destinations-In-Westchester-County.d553248628619664994.Vacation-Rental-Destinations)[Westchester County Car Rentals](https://expedia.ca/Destinations-In-Westchester-County.d553248628619664994.Car-Rental-Destinations) ![](https://images.trvl-media.com/place/3000448270/a6652d18-8c91-4d4e-9b86-bd66ddf0fd56.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Westchester County Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by Marina Timo - ## 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 Westchester County Vacation Leave the planning up to us with a Westchester County vacation package. With everything organized before you leave, the only thing you'll need to do is relax and enjoy this destination's countless delights. A trip to Westchester County wouldn't be complete without experiencing some of its best cities, starting with [Yonkers](https://www.expedia.ca/Yonkers.d7789.Destination-Travel-Guides). Two of the top attractions here include Yankee Stadium and Bronx Zoo. [Peekskill](https://www.expedia.ca/Peekskill.d183704.Destination-Travel-Guides) is another favourite with Westchester County travellers. Visitors to this exciting city love Van Cortlandt Manor and Michie Stadium. Start packing your suitcase, because your Westchester County vacation is just clicks away with Expedia. ## Top vacation destinations in Westchester County ![](https://mediaim.expedia.com/destination/2/6ab3664362fbb8dacb1e2f4bc0afc982.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Yonkers [](https://expedia.ca/Yonkers.d7789.Destination-Travel-Guides) ![Tarrytown featuring a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/92000/92635-Hudson-Valley.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Tarrytown [](https://expedia.ca/Tarrytown.d7243.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/bcc91461ad486355398cbf4541638a70.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### New Rochelle [](https://expedia.ca/New-Rochelle.d8928.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/ca80bc2dd8587bb82efc862489800752.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Purchase [](https://expedia.ca/Purchase.d6172129.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/4c1062352c3c1df3eebeea558b8082dd.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Peekskill [](https://expedia.ca/Peekskill.d183704.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/1930770603f781824aa7f3783ae7f3c1.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Croton-on-Hudson [](https://expedia.ca/Croton-On-Hudson.d183658.Destination-Travel-Guides) ## Top Westchester County Vacation Deals Price found within the past 48 hours. Click for updated prices. ![INNSiDE by Meliá New York Nomad](https://images.trvl-media.com/lodging/13000000/12630000/12628000/12627948/24f1e817_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### INNSiDE by Meliá New York Nomad Manhattan CA $690 per person Feb 13 - Feb 16 found 1 day ago Roundtrip flight included Toronto (YTO) to New York (JFK) 9.2/10 Wonderful! (2,008 reviews) It was an ok 3 stat hostel. Reviewed on Dec 10, 2025 ![The Inn At Fox Hollow Hotel](https://images.trvl-media.com/lodging/1000000/880000/871900/871849/9f9215cb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Inn At Fox Hollow Hotel CA $1,086 per person Jan 12 - Jan 19 found 1 day ago Roundtrip flight included Toronto (YTO) to New York (NYC) 9.2/10 Wonderful! (1,002 reviews) Electric charging in back Reviewed on Dec 9, 2025 ![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 $2,266 per person Jan 29 - Feb 3 found 1 day ago Roundtrip flight included Calgary (YYC) to New York (JFK) 9.6/10 Exceptional! (159 reviews) What an incredibly beautiful place this hotel is! Staff cannot do enough and made ourspecial anniversary stay truly perfect..the hotel is beautifully decorated and immaculate throughout. Cannot recommend this enough Reviewed on Nov 17, 2025 ![Loews Regency New York Hotel](https://images.trvl-media.com/lodging/1000000/30000/25600/25559/c6e0103a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Loews Regency New York Hotel Manhattan CA $1,498 per person Jan 29 - Feb 3 found 1 day ago Roundtrip flight included Calgary (YYC) to New York (JFK) 9/10 Wonderful! (1,002 reviews) helpful staff, nice rooms, location Reviewed on Nov 24, 2025 ![JW Marriott Essex House New York](https://images.trvl-media.com/lodging/1000000/540000/534200/534143/04695212_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### JW Marriott Essex House New York Manhattan CA $1,014 per person Feb 13 - Feb 16 found 22 hours ago Roundtrip flight included Toronto (YTO) to New York (JFK) 8.8/10 Excellent! (1,001 reviews) The price was most we ever paid for a room($907 night) We were there for the NYC Marathon and wanted to be in that area. We had a $25 day credit towards food and drinks, one morning we ate in restaurant and breakfast for 2 people was $104 before tip. They charge me $10 cup for coffee when it was complimentary in the lobby. We returned after long day and they did not leave washcloths, I went to front desk, she called housekeeping and said they would have them right up, 30 minutes later I called and they said they were on there way, after waiting I finally returned to front desk and told lady to tell me where to go and I would go get me some washcloths, she went herself and got some, when I returned to room my wife said housekeeping came but said they could only find one washcloth and brought it. $907 night, do your homework before you go. Reviewed on Nov 10, 2025 ## Westchester County Hotel Deals ![Baymont by Wyndham White Plains - Elmsford](https://images.trvl-media.com/lodging/1000000/10000/500/438/w8985h6000x10y0-9d556f34_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Baymont by Wyndham White Plains - Elmsford 540 Saw Mill River Rd Elmsford NY Fully refundableReserve now, pay when you stay CA $175 CA $200 total Jan 1 - Jan 2, 2026 includes taxes & fees 8.2/10 Very Good! (1,465 reviews) The lady receptionist was efficient pleasant The room was comfortable and heating system efficient Breakfast was very good and simple Great deal for the price Reviewed on Dec 9, 2025 [](https://expedia.ca/Hotel-Search?startDate=01%2F01%2F2026&endDate=02%2F01%2F2026&selected=438&PinnedHotelID=438&HadPinnedHotel=true®ionId=553248628619664994) ![Sonesta White Plains Downtown](https://images.trvl-media.com/lodging/1000000/10000/10000/9979/2c718cc1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sonesta White Plains Downtown 66 Hale Ave White Plains NY Fully refundableReserve now, pay when you stay CA $214 CA $291 total Dec 21 - Dec 22 includes taxes & fees 8.6/10 Excellent! (1,148 reviews) The staff was super friendly and supportive. The room was clean, modern, and well maintained. Reviewed on Dec 9, 2025 [](https://expedia.ca/Hotel-Search?startDate=21%2F12%2F2025&endDate=22%2F12%2F2025&selected=9979&PinnedHotelID=9979&HadPinnedHotel=true®ionId=553248628619664994) ![Royal Regency Hotel](https://images.trvl-media.com/lodging/1000000/50000/40900/40814/c5903df6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Royal Regency Hotel 165 Tuckahoe Rd Yonkers NY Fully refundableReserve now, pay when you stay CA $143 CA $175 total Dec 14 - Dec 15 includes taxes & fees 8.2/10 Very Good! (2,405 reviews) Good breakfast Reviewed on Dec 8, 2025 [](https://expedia.ca/Hotel-Search?startDate=14%2F12%2F2025&endDate=15%2F12%2F2025&selected=40814&PinnedHotelID=40814&HadPinnedHotel=true®ionId=553248628619664994) [See all 527 properties in Westchester County](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=12%2F12%2F2025&endDate=13%2F12%2F2025®ionId=553248628619664994) 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) ## Frequently asked questions ### How much does a Westchester County vacation package cost? ### How do I get a cheap travel package to Westchester County? ### Where should I stay in Westchester County? ### What are the top hotels in Westchester County? ### How far in advance should I book my Westchester County vacation? ### What does an Expedia Westchester County travel package include? ### What should I know before booking a Westchester County travel package? ### Can I choose my airline with a Westchester County Expedia vacation package? ### If I'm not able to travel, can I cancel my Westchester County vacation package? \* 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