Darien Vacations from $188

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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.
Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

3 out of 5
Save 100% on your flight
Price was $295, price is now $188 per person
$188
per person
Feb 21 - Feb 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
8.8/10 Excellent! (1,002 reviews)
Great and quiet place i recommend

Reviewed on Dec 28, 2025

Dome House Retreat

Dome House Retreat

4 out of 5
Save 100% on your flight
Price was $1,511, price is now $988 per person
$988
per person
Feb 12 - Feb 15
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
No reviews
The Abbey Inn & Spa

The Abbey Inn & Spa

4 out of 5
Save 100% on your flight
Price was $932, price is now $623 per person
$623
per person
Feb 12 - Feb 15
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
9.2/10 Wonderful! (217 reviews)
Friendly staff and a great place to get away and recharge!

Reviewed on Dec 31, 2025

Global Luxury Suites White Plains

Global Luxury Suites White Plains

3.5 out of 5
Save 100% on your flight
Price was $613, price is now $435 per person
$435
per person
Feb 13 - Feb 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
6.8/10 (33 reviews)
Great location, spacious apartment and clean. The public areas like the hallway needed vacuuming but everything else was great.

Reviewed on Dec 12, 2025

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Discover the most popular places to visit in Darien

Sapelo Island Visitors Center

After visiting Sapelo Island Visitors Center, make a plan to see the other sights and activities in Darien. Discover the area's top-notch restaurants and its entertainment choices.

Sapelo Island Visitors Center

Sleepy Hollow Park

Sleepy Hollow Park is just one of the places to see in Darien, so why not enjoy the other things to explore during your travels? Discover the area's top-notch restaurants and its entertainment choices.

Sleepy Hollow Park

McGuane Field

After visiting McGuane Field, make a plan to see the other sights and activities in Darien. Check out the shops and lively bars in this family-friendly area.

McGuane Field

Darien Hotel Deals

EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
426 Main Ave, Route 7 Norwalk CT
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $127 total per night from Jan 6 to Jan 7
$127 total
Jan 6 - Jan 7
Total with taxes and fees
8.2/10 Very Good! (1,035 reviews)
Awesome team! Very clean!

Reviewed on Dec 27, 2025

EVEN Hotel Norwalk by IHG
Hilton Garden Inn Westchester Dobbs Ferry, NY

Hilton Garden Inn Westchester Dobbs Ferry, NY

3 out of 5
201 Ogden Avenue Dobbs Ferry NY
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $126 total per night from Jan 25 to Jan 26
$126 total
Jan 25 - Jan 26
Total with taxes and fees
8.2/10 Very Good! (1,003 reviews)
I love the hotel, and I enjoyed my stay. Clean room and friendly staff.

Reviewed on Dec 26, 2025

Hilton Garden Inn Westchester Dobbs Ferry, NY
Ardsley Acres Hotel Westchester

Ardsley Acres Hotel Westchester

2 out of 5
560 Saw Mill River Rd Ardsley NY
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $149 total per night from Jan 4 to Jan 5
$149 total
Jan 4 - Jan 5
Total with taxes and fees
8.4/10 Very Good! (1,007 reviews)
Beutiful...

Reviewed on Dec 28, 2025

Ardsley Acres Hotel Westchester
See all 1,198 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 $188 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.

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.