Old Greenwich Vacations from $431

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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.
Amsterdam Hotel

Amsterdam Hotel

2 out of 5
Downtown Stamford
Price was $549, price is now $431 per person
$431
per person
Oct 6 - Oct 12
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
8.4/10 Very Good! (1,768 reviews)
Not the newest hotel, but very well maintained. Very clean, everything worked. Lots of covered parking. Staff very friendly and helpful. Would definitely stay there again.

Reviewed on Jul 13, 2026

Microtel Inn & Suites by Wyndham Bethel/Danbury

Microtel Inn & Suites by Wyndham Bethel/Danbury

2 out of 5
Price was $567, price is now $441 per person
$441
per person
Oct 6 - Oct 12
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
8.2/10 Very Good! (1,014 reviews)
The room was clean and comfortable. Quiet, helpful staff, and the hotel is convenient to the highway.

Reviewed on Jul 14, 2026

Hampton Inn Danbury

Hampton Inn Danbury

2.5 out of 5
Save 100% on your flight
Price was $943, price is now $734 per person
$734
per person
Aug 26 - Sep 1
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to White Plains (HPN)
9/10 Wonderful! (1,004 reviews)
Pool area was deceiving compare to pictures. It’s not what shown, not clean at all.

Reviewed on Jul 13, 2026

Best Western Danbury/Bethel

Best Western Danbury/Bethel

2.5 out of 5
Price was $686, price is now $548 per person
$548
per person
Aug 26 - Sep 1
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to White Plains (HPN)
7.8/10 Good! (1,007 reviews)
I was very disappointed in this hotel. The room was not clean- floors were sticky, toilet was stained, mold/mildew on the ceiling, nail clippings on the bathroom counter, stains on the bed skirt. When checking out in the early morning, no one was at the front desk. I rang the bell several times and no one came out from behind the closed door. Very poor quality, very poor service. Definitely not worth the price paid.

Reviewed on Jul 13, 2026

Comfort Inn & Suites Danbury-Bethel

Comfort Inn & Suites Danbury-Bethel

2.5 out of 5
Price was $712, price is now $575 per person
$575
per person
Aug 26 - Sep 1
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to White Plains (HPN)
8.6/10 Excellent! (745 reviews)
Hallway had a bad odor from the start, the room itself smelled strongly of mildew. The fridge in the bedroom was not working, and the door itself to the bedroom to get in was hard to open each time. Would give 0 stars if I could. DO NOT stay here. When I told the front desk staff, they gave me a new room but everything was still the same. Went with a group of family and all of their rooms was the same.

Reviewed on Jul 14, 2026

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Stay near popular Old Greenwich attractions

Greenwich Point Park

9.2/10 (23 reviews)
This serene coastal park offers panoramic views of Long Island Sound and walking trails through diverse habitats. Explore the historic Innis Arden estate or watch for migratory birds in this Audubon-recognized area.
See properties

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
$178 nightly
The price is $205 total per night from Aug 9 to Aug 10
$205 total
Aug 9 - Aug 10
Total with taxes and fees
8.6/10 Excellent! (1,085 reviews)
"good food good service enjoyed our stay"

Reviewed on Jul 13, 2026

Hyatt Regency Greenwich
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
$195 nightly
The price is $223 total per night from Aug 6 to Aug 7
$223 total
Aug 6 - Aug 7
Total with taxes and fees
8.8/10 Excellent! (1,333 reviews)
"Overall great stay. Food, bar, staff, room all nice"

Reviewed on Jul 13, 2026

Sonesta White Plains Downtown
Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
49 E Sunnyside Lane Tarrytown NY
Fully refundableReserve now, pay when you stay
$186 nightly
The price is $213 total per night from Aug 2 to Aug 3
$213 total
Aug 2 - Aug 3
Total with taxes and fees
8.2/10 Very Good! (1,172 reviews)
"Room was very clean. Refrigerator was noisy. Price was great."

Reviewed on Jul 13, 2026

Tarrytown House Estate
See all 1,415 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 $431 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.