Old Greenwich Holidays from £591

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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.
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
per person
7 Oct - 11 Oct
found 13 hours ago
Return flight included
London (LON) to White Plains (HPN)
8/10 Very Good! (1,092 reviews)
The Front Desk people were really kind and helpful. I reported to them that there was some water on the floor at the end of my bed (carpet) but I did not report it until the next day. It appears that the refrigerator may have been leaking and got the carpet wet which caused the room to smell a little. It was late and I was tired so I didn't change rooms or ask to change rooms. The front desk people said they would get the room taken care of after we checked out. Decent hotel. My only thought would be is that if you miss your turn coming into the hotel, you are going to end up in a parking lot which is slightly down the hill from the actual hotel and if you have a problem with stairs that would definitely be an issue. I came in at night and it was difficult to see that and suddenly I was at a very steep hill and a lower parking lot.

Reviewed on 14 Aug 2025

Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
per person
20 Sept - 26 Sept
found 19 hours ago
Return direct flight included
Edinburgh (EDI) to White Plains (HPN)
8/10 Very Good! (1,002 reviews)
King bed rooms offered us all had terrible ground floor no views of anything. Old and terrible bathrooms.

Reviewed on 11 Aug 2025

Global Luxury Suites White Plains

Global Luxury Suites White Plains

3.5 out of 5
per person
20 Oct - 24 Oct
found 1 day ago
Return flight included
Manchester (MAN) to White Plains (HPN)
6.8/10 (31 reviews)
Nice view from the apartment and great for business trip.

Reviewed on 16 Dec 2024

Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
per person
27 Sept - 3 Oct
found 18 hours ago
Return direct flight included
London (LON) to White Plains (HPN)
8.6/10 Excellent! (1,096 reviews)
Stayed one night but wished I had more time. Beautiful hotel. Would stay here again when in the area

Reviewed on 12 Aug 2025

Stamford Marriott Hotel & Spa

Stamford Marriott Hotel & Spa

3.5 out of 5
Downtown Stamford
per person
27 Sept - 4 Oct
found 1 day ago
Return flight included
London (LON) to White Plains (HPN)
8/10 Very Good! (1,000 reviews)
Everything was fine.

Reviewed on 26 Jul 2025

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

Hyatt Regency Greenwich

4 out of 5
1800 E Putnam Avenue, Old Greenwich, CT
Fully refundableReserve now, pay when you stay
The price is £149 per night from 31 Aug to 1 Sept
£149
31 Aug - 1 Sept
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"Nice hotel"

Reviewed on 12 Aug 2025

Hyatt Regency Greenwich
EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
426 Main Ave, Route 7, Norwalk, CT
Fully refundable
The price is £103 per night from 24 Aug to 25 Aug
£103
24 Aug - 25 Aug
includes taxes & fees
8.2/10 Very Good! (1,008 reviews)
Big clean room.
"Big clean room."

Reviewed on 14 Aug 2025

EVEN Hotel Norwalk by IHG
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
200 West Main Street, Elmsford, NY
Fully refundableReserve now, pay when you stay
The price is £107 per night from 1 Sept to 2 Sept
£107
1 Sept - 2 Sept
includes taxes & fees
7.8/10 Good! (1,111 reviews)
"Location great for access to Tarrytown train. Clean and friendly."

Reviewed on 14 Aug 2025

Hampton Inn White Plains/Tarrytown
See all 1,303 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.
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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.