Old Greenwich Holidays

Book a Hotel + Flight or Car together to unlock savings

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 4.357.865 ₫ per night from 20 Jul to 21 Jul
4.357.865 ₫
5.011.545 ₫ total
20 Jul - 21 Jul
includes taxes & fees
8/10 Very Good! (951 reviews)
"Beautiful decor"

Reviewed on 24 Jun 2025

Hyatt Regency Greenwich
Red Roof Inn PLUS+ Long Island - Garden City
Red Roof Inn PLUS+ Long Island - Garden City
2.5 out of 5
699 Dibblee Drive, Westbury, NY
Fully refundableReserve now, pay when you stay
The price is 3.887.894 ₫ per night from 6 Jul to 7 Jul
3.887.894 ₫
4.339.859 ₫ total
6 Jul - 7 Jul
includes taxes & fees
7/10 Good! (1,278 reviews)
"It’s was very good"

Reviewed on 24 Jun 2025

Red Roof Inn PLUS+ Long Island - Garden City
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 3.704.185 ₫ per night from 29 Jun to 30 Jun
3.704.185 ₫
4.236.662 ₫ total
29 Jun - 30 Jun
includes taxes & fees
8.2/10 Very Good! (1,361 reviews)
"Visit went well and worked out terrific."

Reviewed on 24 Jun 2025

Baymont by Wyndham White Plains - Elmsford
See all 1,275 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 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.

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