Darien Holidays
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- Better togetherSave up to €900 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
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Top Flight + Hotel Deals in Darien
Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham Elmsford / White Plains
€871
per person
9 Oct - 13 Oct
just found
Return direct flight included
Dublin (DUB) to White Plains (HPN)
7.2/10 Good! (1,015 reviews)
Dominic was the person working at the desk. He was completely helpful. Our TV didn’t work. He tried a different remotes to get at work and then we had a little problem in our room. He put us to another room where we were happy. His customer service was excellent. I definitely would go again.
Reviewed on 28 Aug 2026
Top hotels in Darien
Tarrytown House Estate
49 E Sunnyside Lane Tarrytown NY
Fully refundableReserve now, pay when you stay
€178
31 Aug - 1 Sept
includes taxes & fees
Hyatt Regency Greenwich
1800 E Putnam Avenue Old Greenwich CT
Fully refundableReserve now, pay when you stay
€176
20 Sept - 21 Sept
includes taxes & fees
EVEN Hotel Norwalk by IHG
426 Main Ave, Route 7 Norwalk CT
Fully refundable
€138
28 Sept - 29 Sept
includes taxes & fees
8.4/10 Very good! (1,182 reviews)
"A good hotel for the price. I have stayed there many times. My only complaint on this stay was the A/C unit in our room was either blasting freezing cold air, or was off."
Reviewed on 26 Aug 2026
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.
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.
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.
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.
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.
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.
Frequently asked questions
How much does a Darien holiday package cost?
Offering excellent value package deals from €871 on Expedia, you'll be surprised at how little a holiday to Darien costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Darien?
The off-season is the best time to head to Darien if you're trying to keep costs down. Another tip for scoring cheap Darien holiday packages? Try to avoid visiting during public holidays and any major events.
How many days is enough for Darien?
The ideal duration for your Darien holiday depends on what you'd like to see. Generally, a handful of days to a week will give you plenty of time to hit all the top attractions and explore some hidden treasures along the way.
Is it worth booking a holiday package to Darien?
Popular for its views, coastal beaches and golfing, a Darien holiday offers something for everyone. Be sure to check out major sights like Sleepy Hollow Park and Sapelo Island Visitors Centre, and consider renting a set of wheels for day trips to experience even more.
How to find the best Darien package deals?
Landing a cheap Darien package deal is a breeze with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget, apply a couple of filters and browse what's available. You can personalise your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Darien package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Darien holiday as a package?
You can enjoy significant savings on your next Darien getaway by booking a customised holiday package. Check the "Package" heading, then select your travel dates and destination to browse some great hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Darien?
Land incredible discounts by reserving your flights in advance with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Darien getaway.
How to plan a trip to Darien?
- Pick your dates: The things you'd like to do in Darien and your favourite season can help you decide when to go.
- Set a budget: Factor in costs like food, flights and transportation when working out how much to set aside for your trip to Darien. Then, pick a property that suits your budget, whether that's a low-cost option or a swankier retreat.
- Decide how long to go away for: Now that you're up to speed on Darien, you can figure out the ideal length of your holiday. Pull together a rough plan and give yourself enough time to cover everything you want to do.
- Combine your airfare and accommodation: Once you've settled on your dates and duration, lock in the right Darien holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
