Old Greenwich Vacations from $497
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Modern Comfort in the Heart of NYC
Southeast Yonkers
$778
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to White Plains (HPN)
3.6/10 (4 reviews)
It took calling the booking website customer service to get in contact with the host. I end up getting a different property that the one I reserved but the new on was more bedrooms, at the end I work out but it took some long coy with the host.
Reviewed on Jun 29, 2026
Don't see what you're looking for?
See all available trips from Columbus to Old Greenwich
View all tripsStay 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.
Old Greenwich Hotel Deals
Hyatt Regency Greenwich
1800 E Putnam Avenue Old Greenwich CT
Fully refundableReserve now, pay when you stay
$178 nightly
$204 total
Sep 6 - Sep 7
Total with taxes and fees
Tarrytown House Estate
49 E Sunnyside Lane Tarrytown NY
Fully refundableReserve now, pay when you stay
$181 nightly
$207 total
Aug 10 - Aug 11
Total with taxes and fees
Royal Regency Hotel
165 Tuckahoe Rd Yonkers NY
Fully refundableReserve now, pay when you stay
$108 nightly
$127 total
Aug 30 - Aug 31
Total with taxes and fees
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 |
More vacations you might like
Frequently asked questions
How much does an Old Greenwich vacation package cost?
Offering great value package deals from $497 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
- 5 Star Hotels in Old Greenwich
- Houseboats in Old Greenwich
- Westport Hotels
- Hotels with Hot Tubs in Old Greenwich
- Motels in Stamford
- Hotels with a Pool in Old Greenwich
- Marriott Hotels & Resorts in Old Greenwich
- All-Inclusive Resorts in Old Greenwich
- Hotels with an Outdoor Pool in Old Greenwich
- Beach Hotels in Old Greenwich
- Danbury Hotels
- Historic Hotels in Old Greenwich
- Hotels with Restaurants in Old Greenwich
- Castles in Old Greenwich
- Norwalk Hotels
- Extended Stay Hotels in Old Greenwich
- Stamford Hotels
- Bridgeport Hotels
- Hilton Hotels in Greenwich
- Resorts & Hotels with Spas in Old Greenwich
- Luxury Hotels in Stamford
- Hotels with Free Parking in Old Greenwich
- Pet-Friendly Hotels in Old Greenwich
- Family Hotels in Old Greenwich
- New Haven Hotels
- Romantic Hotels in Old Greenwich
- Greenwich Hotels
- Darien Hotels
- B&B in Old Greenwich
- Cheap Hotels in Stamford
- B&B in Greenwich
- Fairfield Hotels
- 4 Star Hotels in Old Greenwich
- La Quinta Inn & Suites Hotels in Old Greenwich
- Oceanfront Hotels in Stamford
- Marriott Hotels & Resorts in Greenwich
- Hotels with Free Breakfast in Old Greenwich
- Golf Hotels in Old Greenwich
- Cheap Hotels in Old Greenwich
- Hilton Hotels in Old Greenwich
- Hyatt Hotels in Old Greenwich
- Old Greenwich Hotels
- Apartments in Greenwich
- Apartments in Stamford
- Pet-Friendly Hotels in Stamford
- Hotels with an Indoor Pool in Old Greenwich
- New Canaan Hotels
- Bush Holley House Museum
- Rowayton Vacations
- Yale University
- Museum of Black World War II History
- New Canaan Vacations
- Greenwich Vacations
- Cove Island Park
- Fernando Luis Alvarez Gallery
- Hand & Stone Massage and Facial Spa
- Putnam Cottage
- Fort Stamford Park
- Bruce Museum of Arts and Science
- Riverside Vacations
- Visit Downtown Stamford
- Cummings Park
- Stamford Public Library - Ferguson Library
- Stamford Vacations
- Stamford Town Center
- The Glass House
- Hoyt Barnum House
- Sheffield Island Lighthouse
- Cos Cob Vacations
- Visit Stamford
- Compo Beach
- Bartlett Arboretum
- Darien Vacations
- Sleepy Hollow Park
- Visit Old Greenwich
- Stamford Historical Society Museum
- Stamford Museum and Nature Center
- Stanwich Club
- Visit Greenwich
- Springdale Shopping Center
- E. Gaynor Brennan Golf Course
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
