--- title: "Old Greenwich Vacation Packages & Trips 2026 from CA $668 | Expedia" description: "FREE cancellation on select hotels Bundle Old Greenwich flight and hotel to build your own Old Greenwich vacation package & you can 𝘀𝗮𝘃𝗲 with Expedia! Choose from thousands of Old Greenwich holiday trips & travel deals." canonical: "https://www.expedia.ca/Old-Greenwich.d141226.Destination-Travel-Guides" language: en-CA market: CA currency: CAD prices_as_of: 2026-11-12T23:51:21Z --- # Old Greenwich Vacation Packages ![A calm lake with reflections of trees and a stone structure on the right.](https://images.trvl-media.com/place/141226/8b506a15-48bf-4deb-b2a5-b158692779cf.jpg?impolicy=fcrop&w=1200&h=300&q=medium) ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $4,200 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. Trip length 3 nights4 nights5 nights6-7 nights Stars 5 star4 star & up3 star & up2 star & up Flight class EconomyPremium economyBusinessFirst class Remove all filters - ![A multi-story hotel with a prominent "Hyatt Place" sign, featuring a modern architectural design with a mix of glass and brick facades.](https://images.trvl-media.com/lodging/11000000/10240000/10232200/10232108/w3837h2558x3y3-6fc198b6.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A spacious lobby with a high ceiling, a fireplace, and a seating area with sofas and armchairs.](https://images.trvl-media.com/lodging/11000000/10240000/10232200/10232108/7ed50e3e.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Jan 15 - Jan 18** ### [Hyatt Place New York/Yonkers + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2027-01-15/2027-01-18/?FromAirport=YUL&Destination=HPN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=10232108&dealMarker=&paandie=true&cabinClass=e) Southeast Yonkers 3 nights **9.2/10** \- Wonderful (1,696 reviews) "This was by far the best hotel I stayed in to be yonkers! Perfect location for shopping, dining and walking. The hotel staff were soo accommodating. The only thing i missed was a waffle maker at breakfast. Will definitely stay here again." Reviewed November 12, 2026 Roundtrip • Montreal (YUL) - White Plains (HPN) YUL - EWR • Nonstop EWR - YUL • Nonstop [~~CA $783~~](https://www.expedia.ca/) **CA $668** per traveller found 21 hours ago - ![An outdoor seating area with wicker chairs and tables, surrounded by greenery and a modern lamp structure.](https://images.trvl-media.com/lodging/1000000/20000/10900/10829/4a0fc51f.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/1000000/20000/10900/10829/6306e897.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Dec 20 - Dec 23** ### [Westchester Marriott + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2026-12-20/2026-12-23/?FromAirport=YTO&Destination=HPN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=10829&dealMarker=&paandie=true&cabinClass=e) Tarrytown 3 nights **9.0/10** \- Wonderful (697 reviews) Roundtrip • Toronto (YTO) - White Plains (HPN) YTZ - EWR • Nonstop LGA - YTZ • Nonstop [~~CA $937~~](https://www.expedia.ca/) **CA $793** per traveller found 1 day ago - ![Lounge](https://images.trvl-media.com/lodging/106000000/105900000/105898500/105898494/61125cda.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A modern living room with a large sectional sofa, a fireplace, and large windows offering a view of greenery.](https://images.trvl-media.com/lodging/106000000/105900000/105898500/105898494/1e9f19ec.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Dec 21 - Dec 24** ### [Hyatus Luxury Residences Stamford + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2026-12-21/2026-12-24/?FromAirport=YTO&Destination=HPN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=105898494&dealMarker=&paandie=true&cabinClass=e) Downtown Stamford 3 nights **9.6/10** \- Exceptional (29 reviews) "Exceptional communication. Great common area amenities. Room was good, beds were comfortable. Close to Target, Dunkin etc. First time check-in and parking needs to be simplified. E.g. picking up fobs from the front desk during check-in would make the experience even better. Overall excellent!" Reviewed October 24, 2026 Roundtrip • Toronto (YTO) - White Plains (HPN) YYZ - LGA • Nonstop EWR - YYZ • Nonstop [~~CA $1,363~~](https://www.expedia.ca/) **CA $1,154** per traveller found 21 hours ago - ![A restaurant with outdoor seating, a white facade, and a sign reading "ARTISAN".](https://images.trvl-media.com/lodging/4000000/3710000/3703800/3703782/1291b9a0.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A two-story building with a classic architectural style, featuring a prominent entrance with a black door and a sign above that reads "DEIAMAR SOUTHPORT".](https://images.trvl-media.com/lodging/4000000/3710000/3703800/3703782/e1054b7e.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Dec 21 - Dec 24** ### [Delamar Southport + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2026-12-21/2026-12-24/?FromAirport=YTO&Destination=HPN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=3703782&dealMarker=&paandie=true&cabinClass=e) Southport 3 nights **9.6/10** \- Exceptional (528 reviews) "No complaints great location and clean" Reviewed November 3, 2026 Roundtrip • Toronto (YTO) - White Plains (HPN) YYZ - LGA • Nonstop EWR - YYZ • Nonstop [~~CA $1,323~~](https://www.expedia.ca/) **CA $1,133** per traveller found 1 day ago - ![An outdoor seating area with modern furniture, a fire pit, and ambient lighting.](https://images.trvl-media.com/lodging/1000000/10000/10000/9979/76900125.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![An indoor swimming pool with clear water, surrounded by lounge chairs and a seating area.](https://images.trvl-media.com/lodging/1000000/10000/10000/9979/2c718cc1.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Dec 20 - Dec 23** ### [Sonesta White Plains Downtown + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2026-12-20/2026-12-23/?FromAirport=YTO&Destination=HPN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=9979&dealMarker=&paandie=true&cabinClass=e) White Plains 3 nights **9.0/10** \- Wonderful (1,360 reviews) Roundtrip • Toronto (YTO) - White Plains (HPN) YTZ - EWR • Nonstop LGA - YTZ • Nonstop [~~CA $883~~](https://www.expedia.ca/) **CA $762** per traveller found 1 day ago ## Discover the most popular places to visit in Old Greenwich ### Greenwich Point Park Rating: 9.2/10 (23 reviews) After visiting Greenwich Point Park, make a plan to see the other sights and activities in Old Greenwich. While in this family-friendly area, you can savor the top-notch restaurants. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621561886361) ## Old Greenwich Hotel Deals ### [Hyatt Regency Greenwich](https://www.expedia.ca/Stamford-Hotels-Hyatt-Regency-Greenwich.h18180.Hotel-Information) ![A spacious atrium with a central bar, surrounded by seating areas and a circular water feature.](https://images.trvl-media.com/lodging/1000000/20000/18200/18180/49323a81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 1800 E Putnam Avenue, Old Greenwich, CT, 06870, US - Location: 1.6 km from Old Greenwich - Star rating: 4/5 - Guest rating: 8.8/10 (Excellent, 1215 reviews) - Price: CA $290, CA $333 total, includes taxes & fees, Nov 22 - Nov 23 ### [J House Greenwich](https://www.expedia.ca/Stamford-Hotels-J-House-Greenwich.h8392.Hotel-Information) ![An indoor restaurant with a bar area, seating, and greenery.](https://images.trvl-media.com/lodging/1000000/10000/8400/8392/4ce7dec6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 1114 E. Putnam Ave, Riverside, CT, 06878, US - Location: 1.7 km from Old Greenwich - Star rating: 4/5 - Guest rating: 9.2/10 (Wonderful, 1010 reviews) - Price: CA $396, CA $515 total, includes taxes & fees, Nov 20 - Nov 21 ### [The Lloyd Stamford, Tapestry Collection by Hilton](https://www.expedia.ca/Stamford-Hotels-The-Lloyd-Stamford.h3071699.Hotel-Information) ![A modern hotel with a prominent corner location, featuring a large entrance, a parking lot, and a landscaped area with illuminated plants.](https://images.trvl-media.com/lodging/4000000/3080000/3071700/3071699/5d4b7f9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 909 Washington Blvd, Stamford, CT, 06901, US - Location: 3.1 km from Old Greenwich - Star rating: 3.5/5 - Guest rating: 8.8/10 (Excellent, 550 reviews) - Price: CA $203, CA $234 total, includes taxes & fees, Nov 29 - Nov 30 ### [La Quinta Inn & Suites by Wyndham Stamford / New York City](https://www.expedia.ca/Stamford-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Stamford-New-York-City.h24963.Hotel-Information) ![A restaurant with a bar area, booths, and a patterned floor.](https://images.trvl-media.com/lodging/1000000/30000/25000/24963/af81668d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 135 Harvard Avenue, Stamford, CT, 06902, US - Location: 1.5 km from Old Greenwich - Star rating: 3/5 - Guest rating: 6.6/10 (1861 reviews) - Price: CA $121, CA $140 total, includes taxes & fees, Dec 13 - Dec 14 ### [Stamford Marriott](https://www.expedia.ca/Stamford-Hotels-Stamford-Marriott-Hotel-Spa.h22315.Hotel-Information) ![A Marriott hotel with a modern facade, multiple floors, and a covered entrance area.](https://images.trvl-media.com/lodging/1000000/30000/22400/22315/d4746627.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 243 Tresser Blvd, Stamford, CT, 06901, US - Location: 3.5 km from Old Greenwich - Star rating: 3.5/5 - Guest rating: 8/10 (Very good, 1000 reviews) - Price: CA $288, CA $331 total, includes taxes & fees, Dec 13 - Dec 14 ### [The Armon Stamford Hotel & Conference](https://www.expedia.ca/Stamford-Hotels-The-Armon-Hotel-Conference.h89818854.Hotel-Information) ![A spacious atrium with a central garden, multiple floors, and a distinctive white gazebo.](https://images.trvl-media.com/lodging/90000000/89820000/89818900/89818854/c9141966.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 2701 Summer St, Stamford, CT, 06905, US - Location: 4.5 km from Old Greenwich - Star rating: 2.5/5 - Guest rating: 7.8/10 (Good, 1014 reviews) - Price: CA $223, CA $256 total, includes taxes & fees, Nov 16 - Nov 17 ### [Courtyard by Marriott Stamford Downtown](https://www.expedia.ca/Stamford-Hotels-Courtyard-By-Marriott-Stamford-Downtown.h1046227.Hotel-Information) ![A Courtyard Marriott hotel with a classic architectural style, featuring arched windows and a prominent marquee.](https://images.trvl-media.com/lodging/2000000/1050000/1046300/1046227/a8b5fbc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 275 Summer St, Stamford, CT, 06901, US - Location: 3.5 km from Old Greenwich - Star rating: 3/5 - Guest rating: 9/10 (Wonderful, 914 reviews) - Price: CA $331, CA $380 total, includes taxes & fees, Nov 19 - Nov 20 - Review: Expensive for quality with extra fees for parking. Very expensive restaurant with mediocre food. ### [Hampton Inn & Suites Stamford](https://www.expedia.ca/Stamford-Hotels-Hampton-Inn-Suites-Stamford.h1039910.Hotel-Information) ![A spacious restaurant with a high ceiling, large windows, and a bar area.](https://images.trvl-media.com/lodging/2000000/1040000/1040000/1039910/22bf165f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 26 Mill River Street, Stamford, CT, 06902, US - Location: 3 km from Old Greenwich - Star rating: 2.5/5 - Guest rating: 8.6/10 (Excellent, 1000 reviews) - Price: CA $273, CA $314 total, includes taxes & fees, Nov 22 - Nov 23 - Review: Lovely modern property, however, the linens were not great, mostly the comforters, felt like hospital blankets. 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. [See all properties in Old Greenwich](https://www.expedia.ca/Hotel-Search?startDate=2026-11-26&endDate=2026-11-27®ionId=141226&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Frequently Asked Questions ### How much does an Old Greenwich vacation package cost? You'll find cheap prices from CA $668 on Expedia for your Old Greenwich getaway. However, factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Old Greenwich costs. ### What are the cheapest months to go to Old Greenwich? January, February and August are great times to search for cheap Old Greenwich vacation packages. Opting to travel in less busy months means you can generally find reduced prices on flights and hotels. ### How many days is enough for Old Greenwich? Old Greenwich vacations can be short or long, but to get a real feel for this place, we'd say 2 days is a good ballpark. In this timeframe, you can fit in headline attractions like [Greenwich Point Park](https://www.expedia.ca/Greenwich-Point-Park-Old-Greenwich.d553248621561886361.Vacation-Attraction) and [Bruce Museum of Arts and Science](https://www.expedia.ca/Bruce-Museum-Of-Arts-And-Science-Greenwich.d6247595.Vacation-Attraction) as well as hidden gems. Don't skip cool areas such as Downtown Stamford and Cove - East Side - Shippan either. If you plan wisely, you may even be able to take a day trip from Old Greenwich too. ### How to find the best Old Greenwich package deals? Use Expedia's handy filters to help you find some fabulous Old Greenwich package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or browse for Old Greenwich package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance. ### Is it cheaper to book an Old Greenwich vacation as a package? Expedia vacation packages are designed to make your money go further. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll typically get a better deal than booking each component individually. And you'll still enjoy the freedom to create a customized Old Greenwich vacation by choosing your preferred accommodation type, airline and car class. ### When to book a vacation package to Old Greenwich? If you have your Old Greenwich travel dates finalized, book early to bag some fantastic deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are great for jetting off on a whim. ### How to plan a trip to Old Greenwich? 1. Choose the right time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to travel to Old Greenwich. 2. Set a budget: Factor in expenses such as transportation, flights and meals when calculating how much to put aside for your trip to Old Greenwich. Then, pick a property that suits your budget, whether that's a wallet-friendly option or a more upscale retreat. 3. Work out your trip length: Consider how much time you'd like to spend discovering Old Greenwich. Plan your days so you can get to all the attractions and activities you're interested in without rushing. 4. Bundle your accommodations and airfare: After you've nailed down your dates and duration, book the right Old Greenwich vacation package for you. \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ## Other language versions ```yaml hreflang: x-default: https://www.expedia.com/Old-Greenwich.d141226.Destination-Travel-Guides en-NZ: https://www.expedia.co.nz/Old-Greenwich.d141226.Destination-Travel-Guides en-SG: https://www.expedia.com.sg/Old-Greenwich.d141226.Destination-Travel-Guides zh-CN: https://www.expedia.com/cn/Old-Greenwich.d141226.Travel es: https://www.expedia.com/es/Old-Greenwich.d141226.Guia-de-vacaciones en-US: https://www.expedia.com/Old-Greenwich.d141226.Destination-Travel-Guides en-IN: https://www.expedia.co.in/Old-Greenwich.d141226.Holidays-City-Breaks nl-NL: https://www.expedia.nl/Old-Greenwich.d141226.Vakantie-Stedentrips ```