Title: Old Greenwich Vacation Packages & Trips 2026 from CA $557 | 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 $557 per person Feb 21 - Feb 24 found 10 hours ago Roundtrip flight included Montreal (YUL) to White Plains (HPN) 8.2/10 Very Good! (1,680 reviews) Staff was very nice and the housekeepers as well Reviewed on Dec 17, 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 $653 per person Feb 20 - Feb 22 found 18 hours ago Roundtrip flight included Toronto (YTO) to White Plains (HPN) No reviews ![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 $822 per person Feb 14 - Feb 16 found 1 day ago Roundtrip flight included Toronto (YTO) to White Plains (HPN) No reviews ![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 $632 per person Feb 23 - Feb 26 found 1 day ago Roundtrip flight included Montreal (YUL) to White Plains (HPN) 7.8/10 Good! (674 reviews) Room was clean and quiet. Inconvenient elevators (only set was on one side- long walk to/from room to elevators). Breakfast minimal- old salmon, vegetables, fruit/yogurt, and hard boiled eggs. No breads or muffins and no hot choices. Staff lukewarm- not unfriendly but not particularly welcoming… Reviewed on Dec 15, 2025 ![Hampton Inn & Suites Yonkers - Westchester](https://images.trvl-media.com/lodging/16000000/15740000/15731000/15730982/2770772f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hampton Inn & Suites Yonkers - Westchester Northeast Yonkers CA $574 per person Feb 20 - Feb 23 found 17 hours ago Roundtrip flight included Toronto (YTO) to White Plains (HPN) 9/10 Wonderful! (1,009 reviews) The staff at this hotel is amazing! Many thanks to Zandorra (front desk) and Eilyn (Housekeeping) for their professionalism and caring. Reviewed on Dec 19, 2025 ## 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 $245 CA $282 total Jan 18 - Jan 19, 2026 includes taxes & fees 8.2/10 Very Good! (1,008 reviews) ⭐️⭐️⭐️⭐️⭐️ 5/5 — Fantastic Stay! I had an amazing experience at this hotel. Everything was spotless and felt fresh and up-to-date. The staff was absolutely wonderful—friendly, attentive, and always ready to help. One of my favorite parts was the courtyard. It’s beautifully designed and gives off ... Reviewed on Dec 10, 2025 [](https://expedia.ca/Hotel-Search?startDate=18%2F01%2F2026&endDate=19%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 $177 CA $208 total Jan 11 - Jan 12, 2026 includes taxes & fees 8.2/10 Very Good! (1,006 reviews) It was nuce and clean Reviewed on Dec 11, 2025 [](https://expedia.ca/Hotel-Search?startDate=11%2F01%2F2026&endDate=12%2F01%2F2026&selected=462463&PinnedHotelID=462463&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 $173 CA $198 total Jan 4 - Jan 5, 2026 includes taxes & fees 8.2/10 Very Good! (1,461 reviews) Good experience except for the beds and the pillows weren’t comfortable! Reviewed on Dec 16, 2025 [](https://expedia.ca/Hotel-Search?startDate=04%2F01%2F2026&endDate=05%2F01%2F2026&selected=438&PinnedHotelID=438&HadPinnedHotel=true®ionId=141226) [See all 1,406 properties in Old Greenwich](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=21%2F12%2F2025&endDate=22%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. 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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