Title: Old Greenwich Vacation Packages & Trips 2026 from CA $524 | 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. ![Courtyard by Marriott Poughkeepsie](https://images.trvl-media.com/lodging/1000000/10000/6000/5910/990080f2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Courtyard by Marriott Poughkeepsie CA $524 per person Mar 13 - Mar 17 found 1 day ago Roundtrip flight included Toronto (YTO) to White Plains (HPN) 8.8/10 Excellent! (1,002 reviews) The room was clean and the staff was nice, the location was a bit in the middle of nowhere but I liked the quiet and there was plenty of food options around! Overall a great place to stay Reviewed on Jan 13, 2026 ![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 $764 per person Mar 18 - Mar 24 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to White Plains (HPN) 8.2/10 Very Good! (1,621 reviews) Besides the parking not being free ($15) everything else was great. Great italian restaurant nearby also. Reviewed on Jan 12, 2026 ![Stamford Suites](https://images.trvl-media.com/lodging/1000000/30000/25900/25900/3cf11d68_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Stamford Suites Downtown Stamford CA $817 per person Mar 19 - Mar 23 found 1 day ago Roundtrip flight included Toronto (YTO) to White Plains (HPN) 6.2/10 (71 reviews) Everything was good other than the two options for breakfast and housekeeping entering the hotel room unannounced or no knocking Reviewed on Dec 18, 2025 ![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 $600 per person Apr 3 - Apr 6 found 16 hours ago Roundtrip non-stop flight included Montreal (YUL) to White Plains (HPN) 8/10 Very Good! (1,264 reviews) Average for the tier of hotel this is... but the people were great and helpful. Chloe made checking in an efficient and friendly experience, and the next morning and checkout were nice and convenient. Water pressure and heat were also fabulous! Reviewed on Jan 11, 2026 ![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 $652 per person Apr 3 - Apr 6 found 16 hours ago Roundtrip non-stop flight included Montreal (YUL) to White Plains (HPN) 8/10 Very Good! (1,001 reviews) Nice gateway outside NYC Reviewed on Jan 11, 2026 ## 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 $304 CA $350 total Jan 23 - Jan 24 includes taxes & fees 8.4/10 Very Good! (1,004 reviews) The room was very nice, the hotel is beautiful and very inviting. Special shout out to Mohammed and Ruben in the dining area Reviewed on Jan 11, 2026 [](https://expedia.ca/Hotel-Search?startDate=23%2F01%2F2026&endDate=24%2F01%2F2026&selected=18180&PinnedHotelID=18180&HadPinnedHotel=true®ionId=141226) ![EVEN Hotel Norwalk by IHG](https://images.trvl-media.com/lodging/1000000/10000/2600/2584/4cb7d7eb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### EVEN Hotel Norwalk by IHG 426 Main Ave, Route 7 Norwalk CT Fully refundableReserve now, pay when you stay CA $155 CA $178 total Feb 15 - Feb 16 includes taxes & fees 8.2/10 Very Good! (1,053 reviews) Good Reviewed on Jan 11, 2026 [](https://expedia.ca/Hotel-Search?startDate=15%2F02%2F2026&endDate=16%2F02%2F2026&selected=2584&PinnedHotelID=2584&HadPinnedHotel=true®ionId=141226) ![West Gate Inn Nyack](https://images.trvl-media.com/lodging/6000000/5850000/5843400/5843352/393dcf26_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### West Gate Inn Nyack 26 Route 59 Nyack NY Fully refundableReserve now, pay when you stay 7.2/10 Good! (1,209 reviews) El desayuno esquisito y fresco y la atención del personal me encantó los recomiendo Reviewed on Jan 9, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=29%2F01%2F2026&endDate=30%2F01%2F2026&selected=5843352&PinnedHotelID=5843352&HadPinnedHotel=true®ionId=141226) [](https://expedia.ca/Hotel-Search?startDate=29%2F01%2F2026&endDate=30%2F01%2F2026&selected=5843352&PinnedHotelID=5843352&HadPinnedHotel=true®ionId=141226) [See all 1,446 properties in Old Greenwich](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=16%2F01%2F2026&endDate=17%2F01%2F2026®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. 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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