Title: Old Greenwich Vacation Packages & Trips 2026 from CA $572 | 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. ![Quality Inn Poughkeepsie](https://images.trvl-media.com/lodging/1000000/10000/6500/6465/a647c710_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Quality Inn Poughkeepsie Arlington CA $572 per person Feb 12 - Feb 16 found 19 hours ago Roundtrip flight included Toronto (YYZ) to White Plains (HPN) 7.8/10 Good! (474 reviews) Room was clean. Staff was kind. Good complimentary breakfast Reviewed on Nov 23, 2025 ![Modern Comfort in the Heart of NYC](https://images.trvl-media.com/lodging/122000000/121820000/121816100/121816065/w1199h799x1y1-769ac147_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Modern Comfort in the Heart of NYC Southeast Yonkers CA $1,000 per person Mar 2 - Mar 6 found 1 hour ago Roundtrip flight included Toronto (YTO) to White Plains (HPN) No reviews ![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 $710 per person Mar 2 - Mar 7 found 1 day ago Roundtrip non-stop flight included Montreal (YUL) to White Plains (HPN) 8/10 Very Good! (1,264 reviews) Bed was comfortable, room clean, Reviewed on Dec 24, 2025 ![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 $587 per person Mar 20 - Mar 23 found 1 day ago Roundtrip flight included Montreal (YUL) to White Plains (HPN) 8.2/10 Very Good! (1,621 reviews) Have stayed here multiple times. Very clean and safe. Rooms are very large and spacious with tons of amenities. Reviewed on Dec 24, 2025 ![Spacious 3BR Luxe Escape near NYC](https://images.trvl-media.com/lodging/123000000/122330000/122328300/122328236/f883b338_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Spacious 3BR Luxe Escape near NYC Southeast Yonkers CA $848 per person Feb 13 - Feb 15 found 1 day ago Roundtrip flight included Toronto (YTZ) to White Plains (HPN) No reviews ## 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 $244 CA $280 total Jan 11 - Jan 12, 2026 includes taxes & fees 8.2/10 Very Good! (1,002 reviews) Great lobby and an attentive staff. Reviewed on Dec 16, 2025 [](https://expedia.ca/Hotel-Search?startDate=11%2F01%2F2026&endDate=12%2F01%2F2026&selected=18180&PinnedHotelID=18180&HadPinnedHotel=true®ionId=141226) ![Ramada by Wyndham Bronx](https://images.trvl-media.com/lodging/1000000/470000/462500/462463/c9951f9d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Ramada by Wyndham Bronx 1000 Baychester Ave Bronx NY Fully refundableReserve now, pay when you stay CA $161 CA $190 total Jan 11 - Jan 12, 2026 includes taxes & fees 8.4/10 Very Good! (1,005 reviews) Good Reviewed on Dec 20, 2025 [](https://expedia.ca/Hotel-Search?startDate=11%2F01%2F2026&endDate=12%2F01%2F2026&selected=462463&PinnedHotelID=462463&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 $148 CA $170 total Dec 29 - Dec 30 includes taxes & fees 8.2/10 Very Good! (1,030 reviews) The walls are thin! I had an unfortunate experience listening to neighbors actions, and then snoring. Reviewed on Dec 24, 2025 [](https://expedia.ca/Hotel-Search?startDate=29%2F12%2F2025&endDate=30%2F12%2F2025&selected=2584&PinnedHotelID=2584&HadPinnedHotel=true®ionId=141226) [See all 1,406 properties in Old Greenwich](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=26%2F12%2F2025&endDate=27%2F12%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