Darien Vacations from $303

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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.
EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
per person
Sep 12 - Sep 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
8.4/10 Very Good! (1,001 reviews)
We occasionally go to Connecticut for events, and two years ago we stayed at this hotel. When we knew we were going back, we didn’t think twice about staying at Even, and we were excited to be back! The rooms are always spacious, comfortable, and clean. Reserve with full confidence! There is also a shopping center with excellent pizza just 6 minutes away walking.

Reviewed on Jun 29, 2025

Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
Save 100% on your flight
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
8.2/10 Very Good! (951 reviews)
Wonderful service and extremely pleasant team

Reviewed on Jul 3, 2025

Luxury Living in the Heart of NY

Luxury Living in the Heart of NY

4 out of 5
Southeast Yonkers
Save 100% on your flight
per person
Aug 21 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
San Antonio (SAT) to White Plains (HPN)
2/10 (1 review)
Luxury NY Home 3BR with Easy Parking

Luxury NY Home 3BR with Easy Parking

3 out of 5
Southeast Yonkers
Save 100% on your flight
per person
Aug 21 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
San Antonio (SAT) to White Plains (HPN)
3.4/10 (3 reviews)
Days Inn by Wyndham Elmsford / White Plains

Days Inn by Wyndham Elmsford / White Plains

2 out of 5
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to White Plains (HPN)
6.6/10 (1,001 reviews)
Everything , was great except the load air conditioner

Reviewed on Jun 29, 2025

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Discover the most popular places to visit in Darien

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 lively bars and its entertainment choices.

Sleepy Hollow Park

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 lively bars and its entertainment choices.

Sapelo Island Visitors Center

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 refundable
$107 nightly
The price is $123 total per night from Aug 3 to Aug 4
$123 total
Aug 3 - Aug 4
Total includes taxes and fees
8.2/10 Very Good! (1,009 reviews)
"Great place"

Reviewed on Jun 30, 2025

EVEN Hotel Norwalk by IHG
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
$142 nightly
The price is $162 total per night from Jul 13 to Jul 14
$162 total
Jul 13 - Jul 14
Total includes taxes and fees
8.2/10 Very Good! (1,368 reviews)
"This Hotel is perfect if you need to stay around this area , good price , breakfast is good compared to others , I stayed 10 nights for work , I had a situation with the AC and they just replaced for a new one in the same day, simple if you need something in this area there’s no much option but this ..."

Reviewed on Jul 2, 2025

Baymont by Wyndham White Plains - Elmsford
Amsterdam Hotel
Amsterdam Hotel
2 out of 5
19 Clarks Hill Ave, Stamford, CT
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $101 total per night from Jul 4 to Jul 5
$101 total
Jul 4 - Jul 5
Total includes taxes and fees
8.4/10 Very Good! (1,593 reviews)
"Great"

Reviewed on Jul 2, 2025

Amsterdam Hotel
See all 1,133 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 $303 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.