Darien Vacations

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Find the Best Darien Vacation Packages

Darien Hotel Deals

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 ₩196,802 per night from Jul 12 to Jul 13
₩196,802
₩225,107 total
Jul 12 - Jul 13
includes taxes & fees
8/10 Very Good! (1,536 reviews)
"Out dated property with 70th feel with very limited breakfast choices. Needs room renovation."

Reviewed on Jun 30, 2026

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 ₩286,770 per night from Jul 3 to Jul 4
₩286,770
₩379,411 total
Jul 3 - Jul 4
includes taxes & fees
8.8/10 Excellent! (1,325 reviews)
"Clean room"

Reviewed on Jul 2, 2026

Sonesta White Plains Downtown
Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
1800 E Putnam Avenue Old Greenwich CT
Fully refundableReserve now, pay when you stay
The price is ₩336,374 per night from Jul 26 to Jul 27
₩336,374
₩386,830 total
Jul 26 - Jul 27
includes taxes & fees
8.6/10 Excellent! (1,042 reviews)
"The restaurant is lovely the room, clean beautifully decorated the staff, extremely courteous and helpful"

Reviewed on Jul 2, 2026

Hyatt Regency Greenwich
See all 1,169 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.

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

Frequently asked questions

How much does a Darien vacation package cost?
Offering excellent value package deals 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?
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 vacation 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 vacation 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 vacation package to Darien?
Popular for its views, coastal beaches and golfing, a Darien vacation offers something for everyone. Be sure to check out major sights like Sleepy Hollow Park and Sapelo Island Visitors Center, 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 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.
How to plan a trip to Darien?

  1. Pick your dates: The things you'd like to do in Darien and your favorite 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 vacation. Pull together a rough plan and give yourself enough time to cover everything you want to do.
  4. Combine your airfare and accommodations: Once you've settled on your dates and duration, lock in the right Darien vacation package for you.

Explore a world of travel with Expedia

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