Darien Holidays

Photo by Tim Rousseau

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Top Flight + Hotel Deals in Darien

Price found within the past 48 hours. Click for updated prices.
Hilltop Inn & Suites

Hilltop Inn & Suites

2.5 out of 5
Northwest Yonkers
per person
24 Sept - 28 Sept
found 1 day ago
Return flight included
Dublin (DUB) to White Plains (HPN)
6.8/10 (316 reviews)
Convenience store and dominos were close enough to walk and get food/snacks. The room smelled like dust and tobacco. The door needed to be slammed in order to close correctly. Walls were thin enough to hear conversations from next door. Cleaning staff came in while I was away and threw away part of a toy I bought for my little brother. Key card stopped working when I got back late at night so I had to ask for it to be fixed. Beds were clean and nicely made. Outlets worked well, TV was small but nice and wifi worked well.

Reviewed on 9 Aug 2025

Luxury Living in the Heart of NY

Luxury Living in the Heart of NY

4 out of 5
Southeast Yonkers
per person
10 Oct - 14 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to White Plains (HPN)
2/10 (1 review)
Royal Regency Hotel

Royal Regency Hotel

3.5 out of 5
Northwest Yonkers
per person
24 Sept - 28 Sept
found 1 day ago
Return flight included
Dublin (DUB) to White Plains (HPN)
8.2/10 Very Good! (2,197 reviews)
I love this place and the staff ! Excellent place to stay !! It’s very clean and the area is quiet and nice ! The staff are awesome .

Reviewed on 6 Aug 2025

Stamford Suites

Stamford Suites

4 out of 5
Downtown Stamford
per person
10 Oct - 14 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to White Plains (HPN)
5.6/10 (48 reviews)
While the physical property is well maintained, generally it could use a facelift and update. Also, the windows have not been cleaned in some Time!

Reviewed on 13 Jul 2025

The Opus Westchester, Autograph Collection

The Opus Westchester, Autograph Collection

5 out of 5
per person
9 Oct - 14 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to White Plains (HPN)
9.2/10 Wonderful! (504 reviews)
Although I stayed for 1 night, I wish my stay was a little longer. This hotel exceeds my expectations. I had a wonderful time and stay. The spa was so beautiful and amazing. I would definitely recommend this hotel.

Reviewed on 21 Jul 2025

Top hotels in Darien

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 €124 per night from 1 Sept to 2 Sept
€124
1 Sept - 2 Sept
includes taxes & fees
7.8/10 Good! (1,095 reviews)
"Great place to stay. Breakfast was good. Easy access to Highways."

Reviewed on 5 Aug 2025

Hampton Inn White Plains/Tarrytown
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 €141 per night from 17 Aug to 18 Aug
€141
17 Aug - 18 Aug
includes taxes & fees
8.2/10 Very Good! (1,389 reviews)
"Super comfy bed breakfast was great"

Reviewed on 7 Aug 2025

Baymont by Wyndham White Plains - Elmsford
La Quinta Inn & Suites by Wyndham Stamford / New York City

La Quinta Inn & Suites by Wyndham Stamford / New York City

3 out of 5
135 Harvard Avenue, Stamford, CT
Fully refundableReserve now, pay when you stay
The price is €88 per night from 28 Aug to 29 Aug
€88
28 Aug - 29 Aug
includes taxes & fees
6.4/10 (696 reviews)
"Close to the highway."

Reviewed on 9 Aug 2025

La Quinta Inn & Suites by Wyndham Stamford / New York City
See all 1,142 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.

Frequently asked questions

How much does a Darien holiday package cost?
Offering excellent value package deals from €551 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?

  1. Pick your dates: The things you'd like to do in Darien and your favourite season can help you decide when to go.
  2. 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.
  3. 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.
  4. 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.