Old Greenwich Holidays from £986
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £750 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 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.
Hyatus Luxury Residences Stamford
Downtown Stamford
£1,238
per person
22 Oct - 27 Oct
found 1 day ago
Return flight included
London (LHR) to White Plains (HPN)
9.8/10 Exceptional! (25 reviews)
great location, with garage spaced ( thought that is a bit confusing to figure out where the space was located); apartment was super comfy, nice size and layout, with living room/open kitchen concept (complete with all cooking and utensils ). Large bathroom w/a nice shower. Towels were wet but we worked that part out.
great gym facilities in building and a fun basement equipped with (adult) games! rooftop was not open, even to enjoy the sunny day.. which meant the pool too was not available. I will definitely stay here agin
Reviewed on 3 May 2026
Sonesta White Plains Downtown
£1,061
per person
23 Oct - 29 Oct
found 1 day ago
Return flight included
London (LON) to White Plains (HPN)
8.8/10 Excellent! (1,331 reviews)
Make sure you understand their free shuttle. Lucky for us we have us plenty of time to get out of the mess! When we arrived Friday a wedding party was "filming" getting on/off the party bus (blocking entrance of hotel) and no one from the hotel seemed to care - those of us trying to check in with luggage did!
The hotel was clean and quiet. But between the shuttle (being told by an employee it went to LaGuardia) and to be surprised when we were at some regional airport(and the driver of shuttle dropping us at the regional airport) no option to go back to hotel!! and the not so welcome - I will find another location for our next trip!
Reviewed on 22 Aug 2026
Luxury Apartments by Hyatus White Plains
£1,492
per person
22 Oct - 27 Oct
found 1 day ago
Return flight included
London (LHR) to White Plains (HPN)
10/10 Exceptional! (1 review)
Brand new space. Our room was so clean!! Smelled clean. The location is perfect and walkable to restaurants, bars, grocery store. The game room was so much fun. Our host was the absolute best. Excellent communication from start to finish. Excited to return.
Reviewed on 28 Mar 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
£160
4 Sept - 5 Sept
includes taxes & fees
8.8/10 Excellent! (1,117 reviews)
"The room , food, the staff customer service but especially one of the staff members named Abigayle she worked at the front desk reservations dept. She was a gem went up and beyond. I booked another night for pleasure and the rates were very good especially for a last minute added day. I recommend ..."
Reviewed on 22 Aug 2026
Tarrytown House Estate
49 E Sunnyside Lane Tarrytown NY
Fully refundableReserve now, pay when you stay
£152
23 Aug - 24 Aug
includes taxes & fees
Royal Regency Hotel
165 Tuckahoe Rd Yonkers NY
Fully refundableReserve now, pay when you stay
£96
30 Aug - 31 Aug
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.
