Old Greenwich Vacations from $213

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Photo by Kate Persad

Your Old Greenwich Vacation

The stress-free way to experience this lively city is with a custom-made Old Greenwich vacation package. Stay in the neighborhood of Downtown Stamford, which is great for history, bars and pubs and dining or choose someplace else — our packages are all about you. If your trip to Old Greenwich includes a little sightseeing, hit up much-loved attractions like Chelsea Piers, Greenwich Avenue and Stamford Town Center. A few clicks is all it takes to put together the perfect Old Greenwich vacation on Expedia.

The Latest Old Greenwich vacation packages

Price found within the past 48 hours. Click for updated prices.
Hampton Inn & Suites Yonkers

Hampton Inn & Suites Yonkers

2.5 out of 5
Northwest Yonkers
Save 100% on your flight
Price was $328, price is now $213 per person
$213
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
16.4/10 Exceptional! (1,621 reviews)
The room was great - nice and clean! The free breakfast was awesome - great selection and really good food! The only downside was the pool was absolutely freezing. We were looking forward to using the pool every day....we only used it the first day for about 10 minutes because it was unbearable. That would be the only thing that could be better.

Reviewed on Nov 10, 2025

Ultra-Modern Luxe Sleek & Stunning Stay

Ultra-Modern Luxe Sleek & Stunning Stay

2 out of 5
Price was $1,103, price is now $538 per person
$538
per person
Jan 30 - Feb 2
found 13 hours ago
Roundtrip flight included
Miami (MIA) to White Plains (HPN)
4/10 (1 review)
The Armon Stamford Hotel & Conference

The Armon Stamford Hotel & Conference

2.5 out of 5
Ridgeway-Bullshead
Save 100% on your flight
Price was $592, price is now $395 per person
$395
per person
Jan 21 - Jan 25
found 15 hours ago
Roundtrip flight included
San Juan (SJU) to White Plains (HPN)
15.6/10 Exceptional! (674 reviews)
The room was clean, but it was missing toilet paper. The shampoo was empty and the tv in one of the bedrooms was not working. The hotel is close to many stores and restaurants.

Reviewed on Nov 18, 2025

Luxury Living in the Heart of NY

Luxury Living in the Heart of NY

4 out of 5
Southeast Yonkers
Save 100% on your flight
Price was $1,160, price is now $786 per person
$786
per person
Jan 15 - Jan 20
found 22 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to White Plains (HPN)
4/10 (1 review)
Global Luxury Suites White Plains

Global Luxury Suites White Plains

3.5 out of 5
Save 100% on your flight
Price was $640, price is now $446 per person
$446
per person
Jan 30 - Feb 2
found 13 hours ago
Roundtrip flight included
Miami (MIA) to White Plains (HPN)
13.6/10 Exceptional! (33 reviews)
I had a hard time reaching the phone number given to call 24/7. I finally got hold of someone by calling the emergency number. They were able to assist me with the issue that i had.

Reviewed on Nov 11, 2025

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Discover the most popular places to visit in Old Greenwich

Greenwich Point Park

5/5(2 reviews)

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 savor the top-notch restaurants.

Greenwich Point Park

Old Greenwich Hotel Deals

Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
1800 E Putnam Avenue Old Greenwich CT
Fully refundableReserve now, pay when you stay
$209 nightly
The price is $240 total per night from Nov 23 to Nov 24
$240 total
Nov 23 - Nov 24
Total with taxes and fees
8.2/10 Very Good! (1,001 reviews)
Beautiful property, spacious room.

Reviewed on Nov 15, 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
$134 nightly
The price is $154 total per night from Nov 30 to Dec 1
$154 total
Nov 30 - Dec 1
Total with taxes and fees
8.2/10 Very Good! (1,456 reviews)
M

Reviewed on Nov 17, 2025

Baymont by Wyndham White Plains - Elmsford
Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
66 Hale Ave White Plains NY
Fully refundableReserve now, pay when you stay
$174 nightly
The price is $199 total per night from Dec 18 to Dec 19
$199 total
Dec 18 - Dec 19
Total with taxes and fees
8.6/10 Excellent! (1,120 reviews)
Lovely property, extremely attentive staff, with a shout out to the gentleman driving the courtesy van! A flawless (albeit too brief) stay.

Reviewed on Nov 12, 2025

Sonesta White Plains Downtown
See all 1,371 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.

Find the Best Old Greenwich Vacation Packages

Old Greenwich Essential Information

Language
English
Currency
U.S dollars
Closest Airport
John F. Kennedy Intl. Airport (JFK)
Population
6,600
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Norwalk Maritime Aquarium, Compo Beach and The Maritime Aquarium

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Frequently asked questions

How much does an Old Greenwich vacation package cost?
Offering great value package deals from $213 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?
You can usually find lower rates and greater availability in January, March and December. Browse our cheap Old Greenwich vacation packages and you could land some great off-season deals.
How many days is enough for Old Greenwich?
With a well-planned itinerary, you can easily tick off the main Old Greenwich sights in a handful of days. But if you want to discover hidden spots or take 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.
Does Expedia offer Book Now, Pay Later Old Greenwich vacation packages?
Jet off on your perfect trip to Old Greenwich with help from our Book Now, Pay Later vacations. No need to scrimp and save or wait until the next payday — we've teamed up with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans mean you can spread the cost over 3, 6 or 12 months. With no hidden or late payment fees, it's a breeze to budget for your trip and snap up cheap deals before they disappear.

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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.