Darien Vacations from $448

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Your Darien Vacation

Lock in a Darien vacation 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 neighborhood 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 organizing your ultimate vacation to Darien today.

The Latest Darien vacation packages

Price found within the past 48 hours. Click for updated prices.
Stamford Suites

Stamford Suites

4 out of 5
Downtown Stamford
Price was $574, price is now $448 per person
$448
per person
Oct 17 - Oct 20
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
6.4/10 (139 reviews)
Speechless. Just terrible. Uncomfortable. Old.

Reviewed on Jul 30, 2026

Modern Comfort in the Heart of NYC

Modern Comfort in the Heart of NYC

4 out of 5
Southeast Yonkers
Save 100% on your flight
Price was $877, price is now $502 per person
$502
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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 Jun 29, 2026

Hampton Inn Danbury

Hampton Inn Danbury

2.5 out of 5
Price was $627, price is now $495 per person
$495
per person
Sep 17 - Sep 20
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
9/10 Wonderful! (1,006 reviews)
We stopped there for 2 nights with a child and a dog in tow, and had the most relaxing time! Right away, check-in was made so pleasant by Maria at the front desk. The complementary bottles of water were a much appreciated touch. Everyday, the lobby offered flavored water, fruits, and warm coffee at no charge. The pool and hot tub are fantastic, very clean, with relaxing views of the surrounding woodlands. We found the hotel clean, quiet, and very welcoming! Highly recommend.

Reviewed on Jul 31, 2026

Delamar Southport

Delamar Southport

4 out of 5
Save 100% on your flight
Price was $697, price is now $552 per person
$552
per person
Sep 17 - Sep 20
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
9.6/10 Exceptional! (495 reviews)

Luxury NY Home 3BR with Easy Parking

Luxury NY Home 3BR with Easy Parking

3 out of 5
Southeast Yonkers
Price was $3,133, price is now $2,488 per person
$2,488
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
3/10 (4 reviews)

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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

Darien Hotel Deals

Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
49 E Sunnyside Lane Tarrytown NY
Fully refundableReserve now, pay when you stay
$171 nightly
The price is $196 total per night from Aug 2 to Aug 3
$196 total
Aug 2 - Aug 3
Total with taxes and fees
Tarrytown House Estate
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
$125 nightly
The price is $143 total per night from Aug 9 to Aug 10
$143 total
Aug 9 - Aug 10
Total with taxes and fees
8.4/10 Very Good! (1,771 reviews)
"Clean room. Great amenities."

Reviewed on Jul 30, 2026

Baymont by Wyndham White Plains - Elmsford
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
$188 nightly
The price is $215 total per night from Aug 23 to Aug 24
$215 total
Aug 23 - Aug 24
Total with taxes and fees
Sonesta White Plains Downtown
See all 1,193 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.

Find the Best Darien Vacation Packages

Darien Essential Information

Language
English
Currency
U.S dollars
Closest Airport
LaGuardia Airport (LGA)
Population
20,700
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Norwalk Maritime Aquarium, Compo Beach and The Maritime Aquarium

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Frequently asked questions

How much does a Darien vacation package cost?
Offering excellent value package deals from $448 on Expedia, you'll be surprised at how little a vacation to Darien costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Darien?
December, January and February are great times to look for cheap Darien vacation packages. Opting to travel in less busy months means you'll typically find reduced prices on hotels and flights.
How many days is enough for Darien?
The ideal length of your Darien vacation depends on what you'd like to see. Usually, a handful of days to a week will give you plenty of time to tick off all the leading sights and explore some hidden treasures along the way.
Is it worth booking a vacation package to Darien?
Well known for its views, coastal beaches and golfing, a Darien vacation has something for everyone. Be sure to check out major sights like Sleepy Hollow Park and Sapelo Island Visitors Center, and consider renting some wheels for day trips to discover 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 personalize 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 traveling on a weekday, when prices are usually lower.
Is it cheaper to book a Darien vacation as a package?
You can enjoy significant savings on your next Darien getaway by booking a customized vacation 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 vacation 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.
Does Expedia offer Book Now, Pay Later Darien vacation packages?
Secure your perfect trip to Darien with help from Expedia's Book Now, Pay Later vacations. There's no need to save like crazy or hold off until your next paycheck — we've joined forces with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans allow you to split the cost over 3, 6 or 12 months. With no hidden or late payment fees, it's a breeze to stick to your budget and snap up cheap deals before they disappear.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.