Old Greenwich Holidays

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Old Greenwich Holiday

Our pick of the best Old Greenwich Hotel Deals

Hyatt Regency Greenwich

Hyatt Regency Greenwich

1800 E Putnam Avenue Old Greenwich CT
Fully refundableReserve now, pay when you stay
NZ$347
6 Sept - 7 Sept
includes taxes & fees
Hyatt Regency Greenwich
Tarrytown House Estate

Tarrytown House Estate

49 E Sunnyside Lane Tarrytown NY
Fully refundableReserve now, pay when you stay
NZ$352
30 Aug - 31 Aug
includes taxes & fees
8.2/10 Very good! (1,242 reviews)
"No housekeeping or room service despite repeatedly being told there would be. Had to continuously ask for fresh towels. Won't be going back."

Reviewed on 12 Aug 2026

Tarrytown House Estate
Royal Regency Hotel

Royal Regency Hotel

165 Tuckahoe Rd Yonkers NY
NZ$230
30 Aug - 31 Aug
includes taxes & fees
Royal Regency Hotel
See all 1,416 properties in Old Greenwich
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.
See properties

Frequently asked questions

How much does an Old Greenwich holiday package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a holiday 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 holiday 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-organised 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 holiday 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 holiday as a package?
Expedia holiday 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 personalised Old Greenwich holiday by choosing your favourite accommodation type, airline and car class.
When to book a holiday 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?
  1. Pick the perfect time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to travel to Old Greenwich.
  2. 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.
  3. 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.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a personalised Old Greenwich holiday package.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.