Old Greenwich Vacations from $189

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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.
Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

3 out of 5
Save 100% on your flight
Price was $289, price is now $189 per person
$189
per person
Mar 16 - Mar 20
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
8.8/10 Excellent! (1,002 reviews)
Clean. Parking. Service of front desk!

Reviewed on Jan 8, 2026

The Armon Stamford Hotel & Conference

The Armon Stamford Hotel & Conference

2.5 out of 5
Ridgeway-Bullshead
Save 100% on your flight
Price was $867, price is now $559 per person
$559
per person
Mar 27 - Apr 3
found 17 hours ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
7.8/10 Good! (674 reviews)
Overall the hotel was decent but if like me you have any sensitivy to the toxic chemicals in perfumes, be warned they use a super strong perfumed air freshener in all rooms and you have no ability to open a window. This gave me a headache from the second I checked in that didn’t go away. The staff was mediocre-to-lazy in terms of service. I found myself a couple occasions (including check in at 6pm) waiting at the front desk with no one there. The person was on their cellphone once with a friend and continued talking loudly to the friend throughout their entire conversation with me. The whole lobby had the air of a large casino or resort lobby that had been partially abandoned. The breakfast buffet was nice. The location was convenient for where I needed to be. They have a gigantic garage but the parking costs money.

Reviewed on Dec 20, 2025

The Abbey Inn & Spa

The Abbey Inn & Spa

4 out of 5
Save 100% on your flight
Price was $1,163, price is now $760 per person
$760
per person
Mar 13 - Mar 17
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
9.2/10 Wonderful! (217 reviews)
Friendly staff and a great place to get away and recharge!

Reviewed on Dec 31, 2025

Spacious 3BR Luxe Escape near NYC

Spacious 3BR Luxe Escape near NYC

2 out of 5
Southeast Yonkers
Save 100% on your flight
Price was $589, price is now $405 per person
$405
per person
Feb 13 - Feb 15
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
No reviews
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Discover the most popular places to visit in Old Greenwich

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 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
$186 nightly
The price is $214 total per night from Jan 23 to Jan 24
$214 total
Jan 23 - Jan 24
Total with taxes and fees
8.4/10 Very Good! (1,000 reviews)
I had an amazing experience! The room was clean, the staff were very kind and the food was great.

Reviewed on Jan 6, 2026

Hyatt Regency Greenwich
Hampton Inn & Suites Yonkers

Hampton Inn & Suites Yonkers

2.5 out of 5
160 Corporate Blvd Yonkers NY
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $124 total per night from Jan 25 to Jan 26
$124 total
Jan 25 - Jan 26
Total with taxes and fees
8.2/10 Very Good! (1,710 reviews)
Clean

Reviewed on Jan 4, 2026

Hampton Inn & Suites Yonkers
EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
426 Main Ave, Route 7 Norwalk CT
Fully refundableReserve now, pay when you stay
$104 nightly
The price is $119 total per night from Jan 11 to Jan 12
$119 total
Jan 11 - Jan 12
Total with taxes and fees
8.2/10 Very Good! (1,046 reviews)
I stay here every month I come to CT--safe, great bed, great staff, reliable and not expensive--what more can you want?

Reviewed on Jan 5, 2026

EVEN Hotel Norwalk by IHG
See all 1,447 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 $189 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.

Explore a world of travel with Expedia

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