Old Greenwich Vacations from $306

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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.
EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
per person
Aug 3 - Aug 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
8.4/10 Very Good! (1,001 reviews)
Everything was good with this hotel, I just wish they had Microwaves in the rooms.

Reviewed on Jun 27, 2025

The Armon Stamford Hotel & Conference

The Armon Stamford Hotel & Conference

2.5 out of 5
Ridgeway-Bullshead
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip flight included
West Palm Beach (PBI) to White Plains (HPN)
7.8/10 Good! (463 reviews)
all good, except loud music playing throughout hotel 1 evening...called reception 3 times,

Reviewed on Jun 27, 2025

2 Cabins w/ Hot Tub, Pool, Firepit, & Outdoor Dining Minutes From Wineries

3 out of 5
Save 100% on your flight
per person
Sep 14 - Sep 19
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
No reviews
Hilton Stamford Hotel & Executive Meeting Center

Hilton Stamford Hotel & Executive Meeting Center

3.5 out of 5
Waterside
Save 100% on your flight
per person
Aug 14 - Aug 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
7.4/10 Good! (1,005 reviews)
Friendly staff, adequate rooms, but a little shabby

Reviewed on May 18, 2025

Charcoal Chalet by Avantstay A+ Design w/ Firepit

Charcoal Chalet by Avantstay A+ Design w/ Firepit

3 out of 5
Save 100% on your flight
per person
Sep 14 - Sep 19
found 24 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

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
$167 nightly
The price is $192 total per night from Jul 20 to Jul 21
$192 total
Jul 20 - Jul 21
Total includes taxes and fees
8/10 Very Good! (951 reviews)
"Beautiful decor"

Reviewed on Jun 24, 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
$140 nightly
The price is $157 total per night from Jul 6 to Jul 7
$157 total
Jul 6 - Jul 7
Total includes taxes and fees
7/10 Good! (1,279 reviews)
"It’s was very good"

Reviewed on Jun 24, 2025

Red Roof Inn PLUS+ Long Island - Garden City
EVEN Hotel Norwalk by IHG
EVEN Hotel Norwalk by IHG
3.5 out of 5
426 Main Ave, Route 7, Norwalk, CT
Fully refundable
$93 nightly
The price is $107 total per night from Jul 13 to Jul 14
$107 total
Jul 13 - Jul 14
Total includes taxes and fees
8.2/10 Very Good! (1,003 reviews)
"Everything was good with this hotel, I just wish they had Microwaves in the rooms."

Reviewed on Jun 27, 2025

EVEN Hotel Norwalk by IHG
See all 1,287 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 $306 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.