Old Greenwich Holidays from £1,131
Book a Hotel + Flight or Car together to unlock savings
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- Better togetherSave up to £750 when you book a flight and hotel together*
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- Rest easyPackages with flights are ATOL protected
Your Old Greenwich Holiday
The stress-free way to experience this lively city is with a custom-made Old Greenwich holiday package. Stay in the neighbourhood 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 Centre. A few clicks is all it takes to put together the perfect Old Greenwich holiday on Expedia.
Top Old Greenwich Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Modern Comfort in the Heart of NYC
Southeast Yonkers
£1,131
per person
25 Nov - 30 Nov
found 1 day ago
Return flight included
London (LHR) 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 29 Jun 2026
Modern Luxury Home w GameRoom & Parking
Southeast Yonkers
£2,572
per person
25 Nov - 30 Nov
found 1 day ago
Return flight included
London (LHR) to White Plains (HPN)
5/10 (12 reviews)
Though the privous occupants refused to vacate the property in time but the landlord was suupportive went out of their way and provided a refund option and an alternative...we took the alternative which happen to be better than the originally booked property ...
Will use this management and property owner in our upcoming short terms rentals.....
Reviewed on 13 Sept 2026
Old Greenwich Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | John F. Kennedy Intl. Airport (JFK) |
Population | 6,600 |
Max Temp Winter | 2ºC |
Max Temp Summer | 27ºC |
Top Sights | Norwalk Maritime Aquarium, Compo Beach and The Maritime Aquarium |
Top hotels in Old Greenwich
Hyatt Regency Greenwich
1800 E Putnam Avenue Old Greenwich CT
Fully refundableReserve now, pay when you stay
£154
25 Oct - 26 Oct
includes taxes & fees
LIV Hotel Bronx - Newly Built
3530 Webster Ave Bronx NY
Fully refundableReserve now, pay when you stay
£95
12 Oct - 13 Oct
includes taxes & fees
7.2/10 Good! (1,133 reviews)
"The hotel was clean and quiet. The room did smell like someone had been smoking, but I don’t fault the hotel for that. Parking is available on a first-come, first-served basis, so keep in mind that the lot is small and tight. Also, the hotel only allows two people per room, which is helpful to know ..."
Reviewed on 8 Oct 2026
Baymont by Wyndham White Plains - Elmsford
540 Saw Mill River Rd Elmsford NY
Fully refundableReserve now, pay when you stay
£116
2 Nov - 3 Nov
includes taxes & 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.
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.
Frequently asked questions
Why should I book my Old Greenwich holiday with Expedia?
With top-value airfares, accommodation and car hire choices all in one place, Expedia makes booking your Old Greenwich break hassle-free. What's more, we can help you bundle your bookings into a package holiday so you can get even more savings. Pick from amazing escapes, add flights and/or a hire car (and maybe even some fun tours!) and get unbeatable prices. Need to change plans? Expedia has a flexible cancellation policy for many reservations. To learn more, head over to our Customer Service Portal link.
When is the best time of year to holiday in Old Greenwich?
Old Greenwich is at its busiest in April, May and October. If you want a more laid-back escape, visit in January, March and December. With daytime average temperatures of 0ºC, January is the coolest month in Old Greenwich. The warmest time of year is July, when you can expect average temperatures of 24ºC during the day. Whatever the weather conditions, you'll find loads to keep you entertained here.
What is the top hotel for my holiday in Old Greenwich?
The Inn at Mystic is the perfect base for an epic escape in Old Greenwich, offering all the conveniences you need and more.
How do I get a cheap holiday to Old Greenwich?
Creating your own Old Greenwich holiday with Expedia is a great way to save. We have access to more than 400 air carriers and 321,000 hotel options worldwide. With such a fantastic range to select from, you'll have no trouble putting together your next dream getaway. Learn more about how you can save money on your holiday when you combine your flight and hotel bookings with Expedia.
What should I do on my Old Greenwich holiday?
Ensure your holiday in Old Greenwich is an unforgettable one by checking out its best attractions. Greenwich Avenue, Chelsea Piers, The Glass House and Stamford Town Centre are just some of the things worth discovering while you're in the city.
What is the best area to stay in when on holiday in Old Greenwich?
There's so much to explore in Old Greenwich, so spend your nights near its best sights and maximise your time sightseeing. Greenwich Point Park is one place that should be on your itinerary.
Do I need a visa for my Old Greenwich holiday?
Official government websites have all the information you need on visa requirements, application procedures and any supporting documentation. Your nationality and reason for visiting, whether it be for holidays or work, will determine if you'll need a visa for Old Greenwich. Also check that your passport is up to date and has a minimum of six months validity remaining after your planned date of return. Do all your travel planning well in advance to avoid any last-minute surprises.
What should I wear on my Old Greenwich holiday?
First, think about the types of activities you'll be doing during your Old Greenwich holiday and choose versatile pieces that you can easily mix and match. For fashion inspiration or even information on dress codes, browse a few style blogs or social media accounts. Pack with confidence by monitoring the local weather conditions in Old Greenwich. July brings the warmest temperatures, with daily averages of 24ºC, while January days average 0ºC, making it the coolest time of the year.
What does an Expedia Old Greenwich holiday include?
Much of that depends on you. Simply pick from a variety of Old Greenwich packages, such as a hire car, hotel and flight. You can also book a hotel with a flight, or a car hire and a flight. Once you've made your booking, add on the fun stuff like experiences and activities. Whatever your Old Greenwich holiday looks like, you're sure to save! Private holiday homes and condos are two highly sought-after property types in Old Greenwich. Whatever your preference or size of your group, you can rely on Expedia for the freedom and flexibility to personalise your escape.
Does Expedia offer Book Now, Pay Later Old Greenwich holidays?
Your bank balance shouldn't prevent you from escaping on holiday, so Expedia has devised a solution to help. Thanks to our partnership with online lender Klarna, it's easier than ever to book an incredible getaway without draining your savings. Klarna offers flexible payment options during the checkout process that take the worry out of budgeting for your break. Consider one of these flexible payment options:
- Pay monthly holidays: Klarna offers convenient monthly payment plans that suit all types of budgets, so you can jet away on that well-deserved holiday sooner.
- No-deposit holidays: When you come across an incredible deal but your budget doesn't quite go that far, Klarna's no-deposit holiday plan will allow you to Book Now, Pay Later to get what you want.
Can I choose my airline with an Old Greenwich Expedia holiday?
Yes — that's one of the best things about an Expedia holiday package. You're in control. We have access to more than 400 partner airlines all over the world, so you have lots of choice when creating your Old Greenwich trip.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
