Title: Old Greenwich Vacation Packages & Trips 2025/2026 from CA $584 | Expedia.ca [Old Greenwich Travel Guide](https://expedia.ca/Old-Greenwich.dx141226)[Hotels in Old Greenwich](https://expedia.ca/Old-Greenwich-Hotels.d141226.Travel-Guide-Hotels)[Vacation Rentals in Old Greenwich](https://expedia.ca/Old-Greenwich-Vacation-Rentals.d141226.Travel-Guide-VacationRentals)[Old Greenwich Car Rentals](https://expedia.ca/Car-Rentals-In-Old-Greenwich.d141226.Car-Rental-Guide) ![](https://images.trvl-media.com/place/8045/42990e16-67e7-4341-b4e9-29426d3b590a.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Old Greenwich Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by Kate Persad - ## 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 Old Greenwich Vacation The stress-free way to experience this lively city is with a custom-made Old Greenwich vacation package. Stay in the neighborhood of Downtown Stamford, which is great for history, bars and pubs and dining or choose someplace else — our packages are all about you. If your trip to Old Greenwich includes a little sightseeing, hit up much-loved attractions like [Chelsea Piers](https://www.expedia.ca/Chelsea-Piers-Cove-East-Side-Shippan.d6247586.Vacation-Attraction), [Greenwich Avenue](https://www.expedia.ca/Greenwich-Avenue-Greenwich.d6207662.Vacation-Attraction) and [Stamford Town Center](https://www.expedia.ca/Stamford-Town-Center-Downtown-Stamford.d6125753.Vacation-Attraction). A few clicks is all it takes to put together the perfect Old Greenwich vacation on Expedia. ## Top Old Greenwich Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Hampton Inn & Suites Yonkers](https://images.trvl-media.com/lodging/3000000/2650000/2647900/2647825/e36e4673_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hampton Inn & Suites Yonkers Northwest Yonkers CA $584 per person Jan 22 - Jan 27 found 9 hours ago Roundtrip flight included Toronto (YTO) to White Plains (HPN) 16.4/10 Exceptional! (1,621 reviews) The room was great - nice and clean! The free breakfast was awesome - great selection and really good food! The only downside was the pool was absolutely freezing. We were looking forward to using the pool every day....we only used it the first day for about 10 minutes because it was unbearable. That would be the only thing that could be better. Reviewed on Nov 10, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-22/2026-01-27/?FromAirport=YTO&Destination=HPN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2647825&paandie=true&dealMarker=aKvkLJdx9BOql0GESWkUalsLU4BhLc8JmSbN5KUc4wVt6WzSFFZ3Wt9lj5qAz_SO) ![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 $689 per person Jan 22 - Jan 27 found 9 hours ago Roundtrip flight included Toronto (YTO) to White Plains (HPN) 16.4/10 Exceptional! (1,002 reviews) Staff is friendly and professional! Reviewed on Nov 7, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-22/2026-01-27/?FromAirport=YTO&Destination=HPN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1088006&paandie=true&dealMarker=ok8bnNOW7XjWA4Vp41oczzdwBbLkSJ5LREFjRRDesJMYr4nYC1YzZgc6GLs9_nt2) ![Courtyard by Marriott Yonkers Westchester County](https://images.trvl-media.com/lodging/18000000/17960000/17958000/17957993/33a84990_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Courtyard by Marriott Yonkers Westchester County Northwest Yonkers CA $646 per person Jan 22 - Jan 27 found 9 hours ago Roundtrip flight included Toronto (YTO) to White Plains (HPN) 17.6/10 Exceptional! (1,238 reviews) Staff was friend, hotel location was quiet, room was clean. Reviewed on Nov 11, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-22/2026-01-27/?FromAirport=YTO&Destination=HPN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=17957993&paandie=true&dealMarker=ok8bnNOW7XjWA4Vp41oczzdwBbLkSJ5LREFjRRDesJMuNxEk8iwNXgDp4OvMoQ0J) ![Ultra-Modern Luxe Sleek & Stunning Stay](https://images.trvl-media.com/lodging/115000000/114720000/114714100/114714091/333a4576_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ultra-Modern Luxe Sleek & Stunning Stay CA $2,377 per person Dec 23 - Dec 28 found 11 hours ago Roundtrip non-stop flight included Toronto (YTO) to White Plains (HPN) 4/10 (1 review) [](https://expedia.ca/go/package/search/FlightHotel/2025-12-23/2025-12-28/?FromAirport=YTO&Destination=HPN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=114714091&paandie=true&dealMarker=lAHYZic8sUVQu7E7p2XEvR7uw80kbh9AfsPdx2i6QnIww24vfnNCqzFcsBHuRfSP) ![Tarrytown House Estate](https://images.trvl-media.com/lodging/1000000/50000/49700/49674/a89a02a1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Tarrytown House Estate CA $637 per person Dec 27 - Dec 30 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to White Plains (HPN) 16/10 Exceptional! (1,001 reviews) The room was great. But the staff were exceptional. Every encounter we had was great. Reviewed on Nov 9, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-27/2025-12-30/?FromAirport=YTO&Destination=HPN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=49674&paandie=true&dealMarker=owYNjG08MxLB_KC7M85iJ-V_C2fdC_bOttMyvhCGW3spaacckY2TgC612PaJpSCv) ## Ready to book your vacation to Old Greenwich? Choose your dates ## Old Greenwich Hotel Deals ![Hyatt Regency Greenwich](https://images.trvl-media.com/lodging/1000000/20000/18200/18180/19d28016_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hyatt Regency Greenwich 1800 E Putnam Avenue Old Greenwich CT Fully refundableReserve now, pay when you stay CA $293 CA $337 total Nov 23 - Nov 24 includes taxes & fees 8.2/10 Very Good! (1,001 reviews) Beautiful property, spacious room. Reviewed on Nov 15, 2025 [](https://expedia.ca/Hotel-Search?startDate=23%2F11%2F2025&endDate=24%2F11%2F2025&selected=18180&PinnedHotelID=18180&HadPinnedHotel=true®ionId=141226) ![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 $190 CA $217 total Nov 24 - Nov 25 includes taxes & fees 8.2/10 Very Good! (1,451 reviews) Baymount Is a one of my go to when i travel Reviewed on Nov 15, 2025 [](https://expedia.ca/Hotel-Search?startDate=24%2F11%2F2025&endDate=25%2F11%2F2025&selected=438&PinnedHotelID=438&HadPinnedHotel=true®ionId=141226) ![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 $206 CA $283 total Dec 18 - Dec 19 includes taxes & fees 8.6/10 Excellent! (1,114 reviews) Lovely property, extremely attentive staff, with a shout out to the gentleman driving the courtesy van! A flawless (albeit too brief) stay. Reviewed on Nov 12, 2025 [](https://expedia.ca/Hotel-Search?startDate=18%2F12%2F2025&endDate=19%2F12%2F2025&selected=9979&PinnedHotelID=9979&HadPinnedHotel=true®ionId=141226) [See all 1,367 properties in Old Greenwich](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=19%2F11%2F2025&endDate=20%2F11%2F2025®ionId=141226) 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 ![QR code to download the app](data:image/png;base64,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)