Old Greenwich Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Top hotels in Old Greenwich

Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
1800 E Putnam Avenue, Old Greenwich, CT
Fully refundableReserve now, pay when you stay
The price is S$287 per night from 11 Sept to 12 Sept
S$287
11 Sept - 12 Sept
includes taxes & fees
8.2/10 Very Good! (1,017 reviews)
"Wonderful grounds. A few Rose 🌹 bushes around the self parking area would be wonderful too."

Reviewed on 25 Aug, 2025

Hyatt Regency Greenwich
Royal Regency Hotel

Royal Regency Hotel

3.5 out of 5
165 Tuckahoe Rd, Yonkers, NY
Fully refundableReserve now, pay when you stay
The price is S$172 per night from 1 Sept to 2 Sept
S$172
1 Sept - 2 Sept
includes taxes & fees
Royal Regency Hotel
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
200 West Main Street, Elmsford, NY
Fully refundableReserve now, pay when you stay
The price is S$201 per night from 7 Sept to 8 Sept
S$201
7 Sept - 8 Sept
includes taxes & fees
Hampton Inn White Plains/Tarrytown
See all 1,302 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.

Popular places to visit

Greenwich Point Park

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 savour the top-notch restaurants.

Greenwich Point Park

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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.