Title: Port Chester Vacation Packages & Trips 2025/2026 from CA $662 | Expedia.ca [Hotels in Port Chester](https://expedia.ca/Port-Chester-Hotels.d3000449448.Travel-Guide-Hotels)[Vacation Rentals in Port Chester](https://expedia.ca/Port-Chester-Vacation-Rentals.d3000449448.Travel-Guide-VacationRentals)[Flights to Port Chester](https://expedia.ca/Cheap-Flights-To-Port-Chester.d3000449448.Travel-Guide-Flights)[Port Chester Car Rentals](https://expedia.ca/Car-Rentals-In-Port-Chester.d3000449448.Car-Rental-Guide) ![](https://images.trvl-media.com/place/3000449448/513de25d-377d-4ed2-8a57-81d24e2df8e3.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Port Chester Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by Shosh - ## 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 Port Chester Vacation When a city getaway is calling, answer it with a vacation package to Port Chester. The neighborhood of Downtown Stamford, which is good for history, bars and pubs and dining, makes a great base for your adventures. A trip to Port Chester is a wonderful opportunity to take in the sights. Check out well-known attractions like [Capitol Theatre](https://www.expedia.ca/Capitol-Theatre-Rye-Brook.d553248621532664534.Vacation-Attraction), [Doral Arrowwood Golf Club](https://www.expedia.ca/Doral-Arrowwood-Golf-Club-Rye-Brook.d553248621532664535.Vacation-Attraction) and [Clay Art Center Gallery](https://www.expedia.ca/Clay-Art-Center-Gallery-Rye-Brook.d553248621532664533.Vacation-Attraction). Stop daydreaming and start traveling. Browse the wide range of options on Expedia today and put your Port Chester vacation plans into gear! ## Top Port Chester Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Hotel NoMa, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/2000000/1090000/1088100/1088006/0bfe077b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel NoMa, Trademark Collection by Wyndham CA $662 per person Dec 28 - Jan 2 found 1 day ago Roundtrip flight included Toronto (YTO) to White Plains (HPN) 8/10 Very Good! (1,002 reviews) Nice clean hotel in lower westchester Reviewed on Oct 19, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-28/2026-01-02/?FromAirport=YTO&Destination=HPN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1088006&paandie=true&dealMarker=AHSC7CA70Kzzd_BvAd3ibd-gKRzKsK7jkzJzZb7aJGiV6MCTSrNxSRSCObOl6hSq) ![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 $688 per person Jan 14 - Jan 18 found 1 day ago Roundtrip flight included Toronto (YTO) to New York (JFK) 9.2/10 Wonderful! (2,030 reviews) Room is nice and clean, the plus is the Nespresso coffee machine, water and soda in the fridge. Reviewed on Oct 25, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-14/2026-01-18/?FromAirport=YTO&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=12627948&paandie=true&dealMarker=K86mAIdCw126EYNPcIftfv7fi4y53Jz89iiSkGQMXixThfBNxAuwWjr5s6ZeGJq_) ![Hotel Riu Plaza New York Times Square](https://images.trvl-media.com/lodging/12000000/11680000/11677800/11677770/8c07d74e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Riu Plaza New York Times Square Manhattan CA $768 per person Jan 14 - Jan 18 found 1 day ago Roundtrip flight included Toronto (YTO) to New York (JFK) 9/10 Wonderful! (2,748 reviews) La habitación muy pequeña para lo costosos que es el hotel, el bufet de primera lo recomiendo 100%. Reviewed on Oct 24, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-14/2026-01-18/?FromAirport=YTO&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=11677770&paandie=true&dealMarker=jB-5y0O559Rn4KAOxPDP3BY8fP_CiDnGTmp5u3PpuSaEnHaozXbMqw7cVyawMlTr) ![Hyatt Regency Jersey City on the Hudson](https://images.trvl-media.com/lodging/1000000/890000/880300/880227/6f887cd6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Regency Jersey City on the Hudson Downtown Jersey City CA $1,148 per person Dec 21 - Dec 26 found 1 hour ago Roundtrip flight included Toronto (YTZ) to Newark Liberty Intl. Airport (EWR) 8.4/10 Very Good! (1,546 reviews) Great views, helpful staff, very convenient location fot visiting Manhattan. Reviewed on Oct 23, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-21/2025-12-26/?FromAirport=YTZ&Destination=EWR&NumRoom=1&NumAdult=2&NumChild=0&hotelId=880227&paandie=true&dealMarker=i0wuD2c8rLlz9PmvFH984yOjyv9U92NxmFDTeS5GQuUE8pHp6jMhK2_bqF67S95l) ![Hotel Riu Plaza Manhattan Times Square](https://images.trvl-media.com/lodging/61000000/60680000/60677500/60677495/0bd08347_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Riu Plaza Manhattan Times Square Manhattan CA $697 per person Jan 14 - Jan 18 found 1 day ago Roundtrip flight included Toronto (YTO) to New York (JFK) 9.2/10 Wonderful! (3,359 reviews) I was very pleased with my visit… the only issue I had was at the end when we were trying to get our things out in the lobby and your young gentleman was right behind my daughter telling her she needed to leave as she had a Dublin donuts cup in the lobby… I was not happy about that at all.. then he continued to follow us u til we left, even followed up outside… this was at 11:45 am Reviewed on Oct 25, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-14/2026-01-18/?FromAirport=YTO&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=60677495&paandie=true&dealMarker=jB-5y0O559Rn4KAOxPDP3CwI8UaHNQjgHC2WXRxRsMWtJKMRUFWmzcXUxBw6m7zy) ## Ready to book your vacation to Port Chester? Choose your dates ## Port Chester Hotel Deals ![DoubleTree by Hilton Fort Lee - George Washington Bridge](https://images.trvl-media.com/lodging/1000000/50000/40900/40817/a0f7ad83_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### DoubleTree by Hilton Fort Lee - George Washington Bridge 2117 Route 4 Eastbound, Fort Lee, NJ Fully refundableReserve now, pay when you stay CA $182 CA $209 total Nov 4 - Nov 5 includes taxes & fees 7.4/10 Good! (1,002 reviews) Good value but not convenient for access to NYC and cannot walk anywhere as it is off a crossroads of highways. Shuttle runs some but then you’re stuck and it takes an hour to commute. Paid for breakfast our three mornings and solid not know/was not offered espresso drinks until I overheard another ... Reviewed on Oct 19, 2025 [](https://expedia.ca/Hotel-Search?startDate=04%2F11%2F2025&endDate=05%2F11%2F2025&selected=40817&PinnedHotelID=40817&HadPinnedHotel=true®ionId=3000449448) ![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 $189 CA $216 total Nov 2 - Nov 3 includes taxes & fees 8.2/10 Very Good! (1,424 reviews) The staff was very friendly. Reviewed on Oct 17, 2025 [](https://expedia.ca/Hotel-Search?startDate=02%2F11%2F2025&endDate=03%2F11%2F2025&selected=438&PinnedHotelID=438&HadPinnedHotel=true®ionId=3000449448) ![Executive Inn - Fort Lee](https://images.trvl-media.com/lodging/1000000/20000/13900/13859/7a016213_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Executive Inn - Fort Lee 2339 Route 4, Fort Lee, NJ Fully refundableReserve now, pay when you stay CA $151 CA $173 total Oct 27 - Oct 28 includes taxes & fees 7.6/10 Good! (561 reviews) Excellent Reviewed on Oct 23, 2025 [](https://expedia.ca/Hotel-Search?startDate=27%2F10%2F2025&endDate=28%2F10%2F2025&selected=13859&PinnedHotelID=13859&HadPinnedHotel=true®ionId=3000449448) [See all 1,696 properties in Port Chester](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=27%2F10%2F2025&endDate=28%2F10%2F2025®ionId=3000449448) 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) ### Discover the most popular places to visit in Port Chester #### Blum Center for Health Though Blum Center for Health might be what brings you to town, perhaps you'll have a chance to explore more of Rye Brook while you are here. [](https://expedia.ca/Blum-Center-For-Health-Rye-Brook.d6207677.Vacation-Attraction) ### What to do in Port Chester ![LEGOLAND® Discovery Center Westchester Tickets](https://mediaim.expedia.com/localexpert/295953/21dd8cf6-029b-4741-9681-8cef3d435d35.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### LEGOLAND® Discovery Center Westchester Tickets CA $43 per adult **76%** of travellers recommend [](https://expedia.ca/things-to-do/legoland-discovery-center-westchester-tickets.a295953.activity-details) ![Helicopter landing in a field in New York](https://mediaim.expedia.com/localexpert/413462/e4624c52-b3f1-408c-bb02-0f208706f85a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Introductory Helicopter Flight Lesson from Westchester CA $935 per traveller [](https://expedia.ca/things-to-do/introductory-helicopter-flight-lesson-from-westchester.a413462.activity-details) [See all activities in Port Chester](https://expedia.ca/things-to-do/search?rid=3000449448) ## 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 ![QR code to download the app](data:image/png;base64,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)