Title: Old Greenwich Vacation Packages & Trips 2025/2026 from CA $701 | 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 $701 per person Feb 16 - Feb 20 found 23 hours ago Roundtrip non-stop flight included Toronto (YTO) to White Plains (HPN) 8.2/10 Very Good! (1,621 reviews) Staff was very helpful, clean rooms but 3 towels for a two bed, 4 person room, not good. 3 night stay and no room services clean up. Sink was stopped up. But overall not that bad of a stay . Loved the area. Reviewed on Nov 26, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-02-16/2026-02-20/?FromAirport=YTO&Destination=HPN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2647825&paandie=true&dealMarker=7jqZnsanw_UleJUxKeB15ay6qCirUm0OpYsKKGRoXaRu2fuoM0qcE_jzu0B_KtSz) ![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 $715 per person Feb 16 - Feb 20 found 23 hours ago Roundtrip non-stop flight included Toronto (YTO) to White Plains (HPN) 8/10 Very Good! (1,001 reviews) Only there for a night. Beautiful grounds. The reception area was very nice and updated. But, then you go to the room. The decor and fixtures are quite dated Very clean, but needs some improvements. The headboards smack the walls. So, we could hear the headboard next door, every time the person (or persons) moved. They only offered either 1 king or 2 doubles. As my wife and I were with our son, the double was too small for the two of us. Offer queen bed options and update the decor, and it would be a fantastic place to stay. As I said beautiful grounds, fantastic sitting area outside behind the lobby, gorgeous grounds! Reviewed on Nov 21, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-02-16/2026-02-20/?FromAirport=YTO&Destination=HPN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=49674&paandie=true&dealMarker=7jqZnsanw_UleJUxKeB15ay6qCirUm0OpYsKKGRoXaQthiQXxofgRI_-P9bJM-Nb) ![Hampton Inn White Plains/Tarrytown](https://images.trvl-media.com/lodging/1000000/30000/23300/23291/d5b0e16e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hampton Inn White Plains/Tarrytown CA $768 per person Feb 16 - Feb 20 found 23 hours ago Roundtrip non-stop flight included Toronto (YTO) to White Plains (HPN) 8/10 Very Good! (1,264 reviews) My debit card was CHARGED $177.00, when it should NOT have been!! My husband has already paid for the hotel room. NOT HAPPY, because my family & I are HOMELESS and we needed the money for other responsibilities!! Reviewed on Nov 24, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-02-16/2026-02-20/?FromAirport=YTO&Destination=HPN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=23291&paandie=true&dealMarker=7jqZnsanw_UleJUxKeB15ay6qCirUm0OpYsKKGRoXaQlGZdRsDOcr7Jv4Y7s0K_E) ![The Armon Stamford Hotel & Conference](https://images.trvl-media.com/lodging/90000000/89820000/89818900/89818854/99ae042b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Armon Stamford Hotel & Conference Ridgeway-Bullshead CA $801 per person Feb 16 - Feb 20 found 23 hours ago Roundtrip non-stop flight included Toronto (YTO) to White Plains (HPN) 7.8/10 Good! (674 reviews) Clean room, nice lobby, quiet Reviewed on Nov 20, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-02-16/2026-02-20/?FromAirport=YTO&Destination=HPN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=89818854&paandie=true&dealMarker=7jqZnsanw_UleJUxKeB15ay6qCirUm0OpYsKKGRoXaR_iE70mkaqfX3jndEro152) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=PKG_BF_PROMO_141226) ## 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 $251 CA $288 total Dec 21 - Dec 22 includes taxes & fees 8.2/10 Very Good! (1,004 reviews) The room was clean and tidy, and the staff were very helpful and friendly. Reviewed on Nov 21, 2025 [](https://expedia.ca/Hotel-Search?startDate=21%2F12%2F2025&endDate=22%2F12%2F2025&selected=18180&PinnedHotelID=18180&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 $207 CA $284 total Dec 18 - Dec 19 includes taxes & fees 8.6/10 Excellent! (1,122 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) ![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 $145 CA $178 total Dec 1 - Dec 2 includes taxes & fees 8.2/10 Very Good! (2,375 reviews) The best Reviewed on Nov 18, 2025 [](https://expedia.ca/Hotel-Search?startDate=01%2F12%2F2025&endDate=02%2F12%2F2025&selected=40814&PinnedHotelID=40814&HadPinnedHotel=true®ionId=141226) [See all 1,382 properties in Old Greenwich](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=27%2F11%2F2025&endDate=28%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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)