Darien Holidays from £846
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 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.
Modern Comfort in the Heart of NYC
Southeast Yonkers
£979
per person
28 Nov - 5 Dec
found 1 day ago
Return direct flight included
London (LON) 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
Luxury NYC Home with Free Parking for 12
£1,040
per person
28 Oct - 3 Nov
found 1 day ago
Return direct flight included
London (LHR) to White Plains (HPN)
2/10 (1 review)
Place didn't exist. Host did not respond to requests to clarify check-in. Upon arriving, the location was not as described and an individual who answered the door informed our party this was not a rental property. Had to last minute book elsewhere.
Reviewed on 11 Feb 2026
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
49 E Sunnyside Lane Tarrytown NY
Fully refundableReserve now, pay when you stay
£151
27 Sept - 28 Sept
includes taxes & fees
8.2/10 Very good! (1,302 reviews)
"Beautiful property and grounds! Very friendly staff."
Reviewed on 17 Sept 2026
Westchester Marriott
670 White Plains Rd Tarrytown NY
£167
20 Sept - 21 Sept
includes taxes & fees
Inn at Jericho
101 Jericho Turnpike Westbury NY
Fully refundableReserve now, pay when you stay
£74
5 Oct - 6 Oct
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 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.
Sleepy Hollow Park
Sleepy Hollow Park offers a tranquil pond where visitors can observe native turtles and diverse bird species. Bring binoculars for the best wildlife viewing experience along the peaceful walking paths.
McGuane Field
McGuane Park's meticulously maintained baseball fields serve as the heart of Darien's Little League community. Visitors can enjoy playfields, a playground, and indoor batting cages while watching youth sports in action.
Valley Street Open Space
You can take time to visit Valley Street Open Space during your travels to Darien. Amble around the area's parks or visit its shops.
The Mather Homestead
Revolutionary War-era homestead of Stephen Mather, first National Park Service director. Explore original 18th-century furnishings and learn about early American conservation on guided tours.
David Fetter Park
David Fetter Park offers 1.7 acres of lush greenery and well-maintained paths for peaceful outdoor recreation in Darien. Visitors can escape urban life with refreshing strolls or runs along its scenic trails.
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
- 4 Star Hotels in Sherwood Island State Park
- 5 Star Hotels in Darien
- 5 Star Hotels in Stamford
- Cos Cob Hotels
- Cranbury Hotels
- Darien Hotels
- Apartments in Fairfield
- Beach Resorts & in Fairfield
- Fairfield Hotels
- Apartments in Greenwich
- Hotels with Hot Tubs in Greenwich
- Marriott Hotels & Resorts in Greenwich
- Riverside Hotels in Greenwich
- Greenwich Hotels
- Roger Sherman Inn
- New Canaan Hotels
- Hotel Hi
- The Circle Hotel Fairfield
- Norwalk Hotels
- Old Greenwich Hotels
- Hotels near Pine Creek Par 3 Golf Course
- Riverside Hotels
- Serviced Apartments in Southport
- Southport Hotels
- Atlantic Station
- Atlantic Station West
- Atlantic Station West
- Beach Resorts & in Stamford
- Boutique Hotels in Stamford
- Courtyard by Marriott Norwalk
- Delamar Greenwich Harbor
- Delamar Southport
- Escape at Harbor Point
- Even Hotel Norwalk by IHG
- The Watershed
- Hotels with Hot Tubs in Stamford
- Hotels with Indoor Pools in Stamford
- Hyatt Regency Greenwich
- J House Greenwich
- Luxury Hotels in Stamford
- Norwalk Inn & Conference Center
- Pool & beach vacation in Westport
- Residence Inn by Marriott Norwalk
- Romantic Hotels in Stamford
- Spa Hotels in Stamford
- Stanton House Inn
- Summer House
- Stamford Hotels
- Westport Hotels
- Branford Holidays
- Bridgeport Holidays
- Connecticut Holidays
- Cornwall Bridge Holidays
- Cromwell Holidays
- Danbury Holidays
- Devon Holidays
- East Berlin Holidays
- Easton Holidays
- Essex Steam Train
- Fairfield Holidays
- Visit Fairfield
- Hatters Park
- Litchfield Holidays
- Monroe Plaza Shopping Center
- Visit New Canaan
- New Haven Holidays
- Norwalk Holidays
- Visit Old Greenwich
- Shelton Holidays
- Sloane-Stanley Museum
- Southington Holidays
- Southport Holidays
- Stamford Town Center
- Stamford Holidays
- Visit Stamford
- Waterbury Green
- Witch's Dungeon Classic Movie Museum
- Yale University
* 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.
