Old Greenwich Trips (flight + hotel)

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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
The price is P10,089 per night from Aug 31 to Sep 1
P10,089
P11,602 total
Aug 31 - Sep 1
includes taxes & fees
8/10 Very Good! (1,015 reviews)
7 year anniversary trip
"Room was spotless, bed was comfortable, front desk was super friendly. The cleaners were super nice every morning. The pool/hot tub was a nice touch. Highly recommend to anyone looking to stay in the area."

Reviewed on Aug 3, 2025

Hyatt Regency Greenwich
Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 out of 5
540 Saw Mill River Rd, Elmsford, NY
Fully refundableReserve now, pay when you stay
The price is P8,527 per night from Aug 24 to Aug 25
P8,527
P9,753 total
Aug 24 - Aug 25
includes taxes & fees
8.2/10 Very Good! (1,392 reviews)
"The rooms were large & bright. Bathroom too- Had elevator. Nice breakfast area. Great value for the money no matter part of country that we choose a Baymont Hotel."

Reviewed on Aug 4, 2025

Baymont by Wyndham White Plains - Elmsford
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 P6,454 per night from Aug 21 to Aug 22
P6,454
P7,886 total
Aug 21 - Aug 22
includes taxes & fees
8.2/10 Very Good! (2,201 reviews)
"Clean."

Reviewed on Aug 2, 2025

Royal Regency Hotel
See all 1,294 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.

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?

  1. 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.
  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 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.