Darien Holidays from £722

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Your Darien Holiday

Lock in a Darien holiday package that has only the things you need and nothing you don't. Great for history, bars and pubs and dining, consider basing yourself in the neighbourhood of Downtown Stamford. Love to explore your new surroundings? Chelsea Piers, The Glass House and Norwalk Maritime Aquarium are some of the most popular places to visit during a trip to Darien. Check out Expedia's wide range of travel options and start organising your ultimate holiday to Darien today.

Top Darien Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel

4 out of 5
Price was £798, price is now £722 per person
£722
per person
26 Jan - 1 Feb
found 1 day ago
Return flight included
London (LHR) to White Plains (HPN)
8.6/10 Excellent! (1,317 reviews)

Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
Price was £1,244, price is now £1,039 per person
£1,039
per person
16 Dec - 23 Dec
found 12 hours ago
Return flight included
London (LON) to White Plains (HPN)
8.2/10 Very good! (1,369 reviews)

Stanton House Inn

Stanton House Inn

3.5 out of 5
Price was £1,048, price is now £919 per person
£919
per person
18 Jan - 23 Jan
found 11 hours ago
Return flight included
London (LHR) to White Plains (HPN)
9.6/10 Exceptional! (181 reviews)

Stamford Suites

Stamford Suites

4 out of 5
Downtown Stamford
Price was £1,187, price is now £1,058 per person
£1,058
per person
22 Dec - 26 Dec
found 1 day ago
Return flight included
London (LHR) to White Plains (HPN)
6.2/10 (197 reviews)
Do not come to this place if you are looking for something nice. The room was dusty, smelled weird. I had it booked for 2 nights a d just stayed 1. I rather take the loose than stay there another night. The price is what got me to book this suite. Next time I’ll just pay extra for a different place. Of you are looking to enjoy yourself do not come here. They also have homeless people living there that the state pays for.

Reviewed on 2 Nov 2026

Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
Price was £1,245, price is now £1,139 per person
£1,139
per person
22 Dec - 26 Dec
found 1 day ago
Return flight included
London (LHR) to White Plains (HPN)
8.8/10 Excellent! (1,193 reviews)

Darien Essential Information

Language
English
Currency
U.S dollars
Closest Airport
LaGuardia Airport (LGA)
Population
20,700
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Norwalk Maritime Aquarium, Compo Beach and The Maritime Aquarium

Top hotels in Darien

Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
49 E Sunnyside Lane Tarrytown NY
The price is £188 per night from 15 Nov to 16 Nov
£188
15 Nov - 16 Nov
includes taxes & fees
Tarrytown House Estate
East Norwich Inn

East Norwich Inn

2.5 out of 5
6321 Northern Blvd. East Norwich NY
The price is £104 per night from 4 Nov to 5 Nov
£104
4 Nov - 5 Nov
includes taxes & fees
East Norwich Inn
J House Greenwich

J House Greenwich

4 out of 5
1114 E. Putnam Ave Riverside CT
The price is £270 per night from 20 Nov to 21 Nov
£270
20 Nov - 21 Nov
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
"Clean rooms"

Reviewed on 1 Nov 2026

J House Greenwich
See all 1,203 properties in Darien
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
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Family Friendly Holidays

Stay near popular Darien attractions

Woodland Park

This 64.7-acre sanctuary offers serene trails winding through diverse ecosystems and past two tranquil ponds. Bring binoculars to spot turtles, frogs, and waterfowl while exploring historic stone walls and footbridges.
See properties

Frequently asked questions

Why should I book my Darien holiday with Expedia?
Choose Expedia to plan your next big break easily and all in one place. Our insider tip for scoring a terrific deal on a Darien retreat? Bundle your flights, hotel and/or hire car into a package holiday. Then add a couple of exciting tours and activities. Many bookings also come with flexible cancellation policies, so there's no need to panic if you have to switch up your travel itinerary. Round-the-clock assistance with cancelling and amending your trip is available via our Customer Service Portal link.
When is the best time of year to holiday in Darien?
Enjoy sightseeing but don't like huge crowds? Plan your Darien getaway for December, January and February. Typically, it's a lot quieter than in April, June and August. To get an idea of what type of weather to expect, the average daytime temperature in January, the coolest time of year in Darien, is 0ºC. The warmest time here is July, when temperatures reach an average of 24ºC.
What is the top hotel for my holiday in Darien?
The Stamford Hotel sets the scene for an exciting holiday in Darien, offering all the amenities you'll need and more.
How do I get a cheap holiday to Darien?
Browse and lock in everything in the one place with our Darien holidays. We have deals on hotels, flights and more that'll keep your budget happy and your sense of adventure alive. And, with more than 400 air carriers and 321,000 hotel options worldwide to pick from, you'll have endless opportunities to mix and match all you want. Learn more about how you can save money on your holiday when you combine your hotel and flight bookings with Expedia.
What should I do on my Darien holiday?
There's an almost endless list of things to see and do while on your holiday in Darien. Greenwich Avenue, Chelsea Piers, The Glass House and Norwalk Maritime Aquarium are among this city's top attractions.
What is the best area to stay in when on holiday in Darien?
Darien has lots of interesting places to explore, like Sleepy Hollow Park. Book accommodation close by and make sightseeing easier.
Do I need a visa for my Darien holiday?
Official government websites have all the information you need on visa requirements, application procedures and necessary documentation. Your nationality and reason for travelling, whether it be for holidays or work, will determine if you need a visa for Darien. Also make sure your passport is up to date and has a minimum of six months validity remaining after your date of return. Do all your travel planning ahead of time to avoid any last-minute surprises.
What should I wear on my Darien holiday?
Although everyone's personal style differs, it can be useful to have a few guidelines for what type of clothes to bring during your holiday in Darien. We recommend looking up social media before you leave for inspiration on fashion trends or dress codes. Daytime temperatures during January, Darien's coolest month, are around 0ºC. July marks this destination's warmest month when the average temperature reaches 24ºC. Our top tip? Take the guesswork out of what to pack and check the local weather conditions.
What does an Expedia Darien holiday include?
Expedia has all you need to arrange your Darien getaway, but how your package is structured is up to you. Select from a combination of flights, hotels and hire cars. Looking for some experiences or tours to keep you on the go? Once you've made your booking, you can add them too. Whatever your style or budget, there's a deal to meet your needs. Expedia features many properties, with the most popular in Darien being private holiday homes and apartments. With Expedia, you'll always have the flexibility and freedom to design your holiday however you want.
Does Expedia offer Book Now, Pay Later Darien holidays?
Your bank balance shouldn't prevent you from taking a holiday, so Expedia has devised a solution to help. Now that we've partnered with online lender Klarna, it's easier than ever to book a fabulous getaway without eating away at your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your escape. Consider one of these flexible payment options:

  • Pay monthly holidays: Klarna offers payments in multiple instalments that suit all types of budgets, so you can take that well-deserved holiday now.
  • No-deposit holidays: If not paying ahead of time for your getaway makes hitting that "book now" button more stress-free, opt for a no-deposit holiday plan with Klarna so you can Book Now, Pay Later!

Can I choose my airline with a Darien Expedia holiday?
Expedia offers access to more than 400 partner airlines worldwide, so you sure can! Just choose the carrier that suits you and put together your ideal Darien getaway.

Explore a world of travel with Expedia

* 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.