Darien Holidays from £580

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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.
Hilton Stamford Hotel & Executive Meeting Center

Hilton Stamford Hotel & Executive Meeting Center

3.5 out of 5
Waterside
per person
14 Oct - 18 Oct
found 18 hours ago
Return flight included
London (LON) to White Plains (HPN)
7.4/10 Good! (1,001 reviews)
Old hotel that desperately needs updating. The room needed painting, carpet, tub needs to be resealed, fixtures need to be replaced or caulked.

Reviewed on 31 Jul 2025

Luxury Living in the Heart of NY

Luxury Living in the Heart of NY

4 out of 5
Southeast Yonkers
Save 100% on your flight
per person
25 Sept - 29 Sept
found 15 hours ago
Return direct flight included
London (LHR) to White Plains (HPN)
2/10 (1 review)
Luxury NY Home 3BR with Easy Parking

Luxury NY Home 3BR with Easy Parking

3 out of 5
Southeast Yonkers
Save 100% on your flight
per person
25 Sept - 29 Sept
found 15 hours ago
Return direct flight included
London (LHR) to White Plains (HPN)
3/10 (4 reviews)
The Stamford Hotel

The Stamford Hotel

3.5 out of 5
Downtown Stamford
per person
18 Oct - 23 Oct
found 1 hour ago
Return direct flight included
London (LON) to White Plains (HPN)
7.8/10 Good! (1,092 reviews)
Very clean rooms. Friendly service! I would go back

Reviewed on 2 Aug 2025

Stamford Marriott Hotel & Spa

Stamford Marriott Hotel & Spa

3.5 out of 5
Downtown Stamford
per person
14 Oct - 18 Oct
found 18 hours ago
Return flight included
London (LON) to White Plains (HPN)
8/10 Very Good! (1,004 reviews)
Everything was fine.

Reviewed on 26 Jul 2025

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

Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 out of 5
540 Saw Mill River Rd, Elmsford, NY
Fully refundableReserve now, pay when you stay
The price is £124 per night from 10 Aug to 11 Aug
£124
10 Aug - 11 Aug
includes taxes & fees
8.2/10 Very Good! (1,383 reviews)
Visit stay
"For me it was close to the hospital and the staff at the hotel was friendly and gave me a good suggestions for places to eat."

Reviewed on 29 Jul 2025

Baymont by Wyndham White Plains - Elmsford
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 £118 per night from 10 Aug to 11 Aug
£118
10 Aug - 11 Aug
includes taxes & fees
7.8/10 Good! (1,085 reviews)
"Upon arrival, our carpets were stained. Our bathroom had a leaking faucet making the floors wet and unsafe, that wasn't fixed until our departure, our room wasn't cleaned daily as promised. Our family booked 3 rooms on the 5th floor. All of them had issues. Front desk was very nice, but couldn't ..."

Reviewed on 30 Jul 2025

Hampton Inn White Plains/Tarrytown
Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
66 Hale Ave, White Plains, NY
Fully refundableReserve now, pay when you stay
The price is £158 per night from 1 Sept to 2 Sept
£158
1 Sept - 2 Sept
includes taxes & fees
8.6/10 Excellent! (1,093 reviews)
"Restaurant, room service and bar available in hotel. I didn't experience any so I'm not able to review. Menu and ambiance look good."

Reviewed on 29 Jul 2025

Sonesta White Plains Downtown
See all 1,140 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

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.

* 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.