Old Greenwich Vacations
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- Plan, book, travel with confidence
- Better togetherSave up to ₩1,660,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Find the Best Old Greenwich Vacation Packages
Old Greenwich Hotel Deals
Hyatt Regency Greenwich
1800 E Putnam Avenue Old Greenwich CT
Fully refundableReserve now, pay when you stay
₩261,506
₩300,739 total
Sep 20 - Sep 21
includes taxes & fees
8.8/10 Excellent! (1,122 reviews)
"We came up from Queens as a way to get out of the NYC and to enjoy the pool and amenities. The cab ride from the train was only $12. The property is amazing and so well decorated. You can tell that the furniture and interiors were well thought out. The whole inside/ outside atrium was wonderful at ..."
Reviewed on Aug 24, 2026
Tarrytown House Estate
49 E Sunnyside Lane Tarrytown NY
Fully refundableReserve now, pay when you stay
₩220,347
₩286,673 total
Aug 25 - Aug 26
includes taxes & fees
8.2/10 Very Good! (1,263 reviews)
"The hotel is quite the experience. A grand estate in a grand area with lots of history the hotel is beautiful and expansive. The layout is a bit confusing, and you might want to pack light as you will likely end up carrying luggage up or down at least one flight of stairs. We enjoyed the pool and ..."
Reviewed on Aug 24, 2026
Royal Regency Hotel
165 Tuckahoe Rd Yonkers NY
Fully refundableReserve now, pay when you stay
₩168,378
₩205,213 total
Aug 30 - Aug 31
includes taxes & fees
8.6/10 Excellent! (2,861 reviews)
"This property is very nice looking and the room was very clean, which we appreciated. There were 2 towels in the bathroom and only 1 washcloth (there were 2 of us) which we shared. It was an 'accessible' room, so there were quite a number of grab bars in the bathroom, but it was a tub, not a walk-in ..."
Reviewed on Aug 23, 2026
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.
Stay near popular Old Greenwich attractions
Greenwich Point Park
9.2/10 (23 reviews)
This serene coastal park offers panoramic views of Long Island Sound and walking trails through diverse habitats. Explore the historic Innis Arden estate or watch for migratory birds in this Audubon-recognized area.
Frequently asked questions
How much does an Old Greenwich vacation package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a vacation to Old Greenwich costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Old Greenwich?
January, February and August are the best times to look for cheap Old Greenwich vacation packages. Choosing to travel in quieter periods means you can usually find better prices on hotels and flights.
How many days is enough for Old Greenwich?
With a well-organized itinerary, you can easily tick off the main Old Greenwich sights in a few days. But if you'd like to discover hidden spots or go on day trips, think about booking your Old Greenwich vacation for longer.
How to find the best Old Greenwich package deals?
Finding a cheap Old Greenwich package deal is a cinch with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, apply a couple of filters and browse what's available. You can tweak your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Old Greenwich package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book an Old Greenwich vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll generally get a better deal than booking each component individually. And you'll still get the freedom to create a personalized Old Greenwich vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Old Greenwich?
If you've got your Old Greenwich travel dates finalized, book as soon as you can to snap up some incredible deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Old Greenwich?
- Pick the perfect time to travel: Your schedule, favorite season and the type of weather you enjoy can all impact your decision on when to travel to Old Greenwich.
- Plan your budget wisely: In addition to the price of your hotel, you should consider other expenses too. These include transportation, flights and food. Also, put aside a little extra for unexpected costs that may crop up during your trip to Old Greenwich.
- Decide your trip length: Think about how much time you want to spend exploring Old Greenwich. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a comfortable pace.
- Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a personalized Old Greenwich vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
