Title: Port Chester Vacation Packages 2026 from $421 | Expedia.com [Port Chester Travel Guide](https://expedia.com/Port-Chester.dx3000449448)[Hotels in Port Chester](https://expedia.com/Port-Chester-Hotels.d3000449448.Travel-Guide-Hotels)[Vacation Rentals in Port Chester](https://expedia.com/Port-Chester-Vacation-Rentals.d3000449448.Travel-Guide-VacationRentals)[Flights to Port Chester](https://expedia.com/Cheap-Flights-To-Port-Chester.d3000449448.Travel-Guide-Flights)[Car Rentals in Port Chester](https://expedia.com/Car-Rentals-In-Port-Chester.d3000449448.Car-Rental-Guide) ![](https://images.trvl-media.com/place/3000449448/6c414c92-13ff-43ae-8138-7454abbf0e50.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Port Chester Vacations from $421 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 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.com/Capitol-Theatre-Rye-Brook.d553248621532664534.Vacation-Attraction), [Doral Arrowwood Golf Club](https://www.expedia.com/Doral-Arrowwood-Golf-Club-Rye-Brook.d553248621532664535.Vacation-Attraction) and [Clay Art Center Gallery](https://www.expedia.com/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! ## The Latest Port Chester vacation packages 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 $421 per person Apr 30 - May 3 found 1 day ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 8.8/10 Excellent! (6,546 reviews) Everything and everyone was awesome only thing I would want to see added is a coffee maker in the lounge Reviewed on Feb 25, 2026 ![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 $1,030 per person May 12 - May 17 found 1 day ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 9/10 Wonderful! (2,790 reviews) Our luggages were taken care off already while we were waiting in line for check in, staff consistently greeted guests, breakfast buffet was good value, and the buffet staff were efficient. Reviewed on Feb 26, 2026 ![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 $997 per person May 12 - May 17 found 1 day ago Roundtrip flight included Atlanta (ATL) to Newark Liberty Intl. Airport (EWR) 9.2/10 Wonderful! (3,348 reviews) Great place great people. Wonderful stay, great location. Reviewed on Feb 26, 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 $1,880 per person May 12 - May 17 found 1 day ago Roundtrip flight included Atlanta (ATL) 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 Don't see what you're looking for? See all available trips from Columbus to Port Chester [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-26/2026-04-02/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=LGA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ![](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.com/deals?rfrr=PKG_SPRING_PROMO_3000449448) ### Discover the most popular places to visit in Port Chester ![Duran Duran plays the Capitol Theatre in Port Chester, NY in support of their Paper Gods album. Here they perform "Rio" to close out the night. #duranlive](https://images.trvl-media.com/place/3000449448/2d599a75-d90c-4c10-9598-382ebb82f3c5.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Capitol Theatre 3.5/5(42 reviews) Enjoy a show at Capitol Theatre, a theater with a story to tell in Port Chester. Discover the entertainment choices and shops in this family-friendly area. [](https://expedia.com/Capitol-Theatre-Rye-Brook.d553248621532664534.Vacation-Attraction) #### 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.com/Blum-Center-For-Health-Rye-Brook.d6207677.Vacation-Attraction) #### Doral Arrowwood Golf Club Enjoy a round of golf in Rye Brook at Doral Arrowwood Golf Club. Check out the shops and top-notch restaurants in this family-friendly area. [](https://expedia.com/Doral-Arrowwood-Golf-Club-Rye-Brook.d553248621532664535.Vacation-Attraction) ### What to do in Port Chester ![Self Guided Audio Ghost Tour of Sleepy Hollow](https://mediaim.expedia.com/localexpert/50948961/ff504dad-c9c4-4ba4-b5dd-5dc27084bb16.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Self Guided Audio Ghost Tour of Sleepy Hollow $10 per adult [](https://expedia.com/things-to-do/self-guided-audio-ghost-tour-of-sleepy-hollow.a50948961.activity-details) ![Guided Kayak Fishing Tour](https://mediaim.expedia.com/localexpert/2102424/43814a51-0bb4-48f1-8df8-7d91cb93eda2.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Guided Kayak Fishing Tour $564 per adult [](https://expedia.com/things-to-do/guided-kayak-fishing-tour.a2102424.activity-details) [See all activities in Port Chester](https://expedia.com/things-to-do/search?rid=3000449448) ## Port Chester Hotel Deals ![Ly New York Hotel](https://images.trvl-media.com/lodging/102000000/101290000/101289700/101289650/00e8fce3_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Ly New York Hotel 15-61 127th St College Point NY Fully refundable $78 nightly $93 total Mar 3 - Mar 4 Total with taxes and fees 8.8/10 Excellent! (2,036 reviews) Yes Reviewed on Feb 26, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F3%2F2026&endDate=3%2F4%2F2026&selected=101289650&PinnedHotelID=101289650&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 $131 nightly $149 total Mar 1 - Mar 2 Total with taxes and fees 8.2/10 Very Good! (1,573 reviews) Very noisy this time. I normally enjoy it there. Teens and young kids all down the hallway running and making noise all night until early morning. This made my stay very uncomfortable. Reviewed on Feb 24, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F1%2F2026&endDate=3%2F2%2F2026&selected=438&PinnedHotelID=438&HadPinnedHotel=true®ionId=3000449448) ![Highbridge Hotel](https://images.trvl-media.com/lodging/93000000/92430000/92420700/92420628/d6a409cb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Highbridge Hotel 1263 Edward L Grant Highway Bronx NY Fully refundableReserve now, pay when you stay $70 nightly $84 total Mar 16 - Mar 17 Total with taxes and fees 9.2/10 Wonderful! (4,022 reviews) Clean room, staff Reviewed on Feb 26, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F16%2F2026&endDate=3%2F17%2F2026&selected=92420628&PinnedHotelID=92420628&HadPinnedHotel=true®ionId=3000449448) [See all 1,795 properties in Port Chester](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F27%2F2026&endDate=2%2F28%2F2026®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. ## Find the Best Port Chester Vacation Packages ## Port Chester Essential Information | Language | English | | --------------- | ------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Closest Airport | John F. Kennedy Intl. Airport (JFK) | | Population | 29,600 | | Top Sights | [Capitol Theatre](https://www.expedia.com/Capitol-Theatre-Rye-Brook.d553248621532664534.Vacation-Attraction), [Doral Arrowwood Golf Club](https://www.expedia.com/Doral-Arrowwood-Golf-Club-Rye-Brook.d553248621532664535.Vacation-Attraction) and [Clay Art Center Gallery](https://www.expedia.com/Clay-Art-Center-Gallery-Rye-Brook.d553248621532664533.Vacation-Attraction) | ## More vacations you might like ![](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.com/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.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) 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Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Honeymoon Vacations [](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Mountain Vacations [](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations [](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does a Port Chester vacation package cost? ### What are the cheapest months to go to Port Chester? ### How many days is enough for Port Chester? ### Is it worth booking a vacation package to Port Chester? ### How to find the best Port Chester package deals? ### Is it cheaper to book a Port Chester vacation as a package? ### When to book a vacation package to Port Chester? ### Does Expedia offer Book Now, Pay Later Port Chester vacation packages? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - More ways to book - [New York Hotels ](https://www.expedia.com/New-York-Hotels.d178293.Travel-Guide-Hotels) - [Hotels near Capitol Theatre ](https://www.expedia.com/Capitol-Theatre-Hotels.0-l553248621532664534-0.Travel-Guide-Filter-Hotels) - [Hotels near Blum Center for Health ](https://www.expedia.com/Blum-Center-For-Health-Hotels.0-l6207677-0.Travel-Guide-Filter-Hotels) - [Rye Brook Hotels ](https://www.expedia.com/Rye-Brook-Hotels.d10820.Travel-Guide-Hotels) - [Resorts & Hotels with Spas in Rye Brook ](https://www.expedia.com/Rye-Brook-Hotels-Spa-Hotel.0-0-d10820-tSpaHotel.Travel-Guide-Filter-Hotels) - [Apartments in Rye Brook 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