Deals on vacations and trips to Darien

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Darien flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Modern Comfort in the Heart of NYC

Modern Comfort in the Heart of NYC

4 out of 5
Southeast Yonkers
Price was $801, price is now $590 per person
$590
per person
Dec 5 - Dec 7
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to White Plains (HPN)
This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the laundry service. Laundry facilities and a virtual front desk are also provided.
Modern Luxury Home w GameRoom & Parking

Modern Luxury Home w GameRoom & Parking

3.5 out of 5
Southeast Yonkers
Save 100% on your flight
Price was $1,879, price is now $1,394 per person
$1,394
per person
Dec 5 - Dec 7
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to White Plains (HPN)
A rooftop terrace, free self parking, and laundry facilities are featured at this vacation home. Dry cleaning is also provided.
Delamar Greenwich Harbor

Delamar Greenwich Harbor

4 out of 5
Price was $1,212, price is now $978 per person
$978
per person
Dec 11 - Dec 14
found 16 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to White Plains (HPN)
This boutique hotel features a full-service spa, a marina, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free valet parking. Enjoy the 24-hour gym and perks like free self parking and a free area shuttle.
Hampton Inn Danbury

Hampton Inn Danbury

2.5 out of 5
Price was $1,257, price is now $1,038 per person
$1,038
per person
Nov 21 - Nov 28
found 1 day ago
Roundtrip flight included
San Juan (SJU) to White Plains (HPN)
This hotel features an indoor pool and a gym. Traveling for business? Take advantage of the free WiFi in public areas, express check-in, and conference space. Enjoy the hot tub and free perks like buffet breakfast and free self parking.
Stamford Marriott

Stamford Marriott

3.5 out of 5
Downtown Stamford
Price was $719, price is now $604 per person
$604
per person
Dec 11 - Dec 14
found 16 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to White Plains (HPN)
A full-service spa, a gym, and a restaurant are all featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. A bar/lounge, a 24-hour front desk, and a garden are also provided.

Top Darien hotels deals

Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 out of 5
540 Saw Mill River Rd Elmsford NY
Free Cancellation
Reserve now, pay when you stay
$135 nightly
The price is $155 total per night
$155 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like full breakfast and free self parking.
Pool
Breakfast included
Inn at Jericho

Inn at Jericho

2 out of 5
101 Jericho Turnpike Westbury NY
Free Cancellation
Reserve now, pay when you stay
$88 nightly
The price is $98 total per night
$98 total
Nov 4 - Nov 5
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.
Parking included
Free WiFi
Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
49 E Sunnyside Lane Tarrytown NY
Free Cancellation
Reserve now, pay when you stay
$191 nightly
The price is $218 total per night
$218 total
Nov 1 - Nov 2
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Enjoy the gym and perks like free self parking.
Sleepy Hollow Hotel, a Dolce by Wyndham

Sleepy Hollow Hotel, a Dolce by Wyndham

3.5 out of 5
455 S Broadway Tarrytown NY
Free Cancellation
Reserve now, pay when you stay
$137 nightly
The price is $157 total per night
$157 total
Oct 18 - Oct 19
Total with taxes and fees
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Bring the family and enjoy the arcade/game room and kid-friendly dining. Enjoy the sauna and perks like free self parking.
Westchester Marriott

Westchester Marriott

4.5 out of 5
670 White Plains Rd Tarrytown NY
Free Cancellation
Reserve now, pay when you stay
$186 nightly
The price is $213 total per night
$213 total
Nov 1 - Nov 2
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
200 West Main Street Elmsford NY
Free Cancellation
Reserve now, pay when you stay
$120 nightly
The price is $137 total per night
$137 total
Nov 5 - Nov 6
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the express check-in and free internet in public areas. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.
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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

After visiting Woodland Park, make a plan to see the other sights and activities in Darien. Wander the parks and beaches while you're in the area.
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Frequently asked questions

How much are vacation packages to Darien?
Travelocity provides package deals to Darien, as well as flights and hotels, starting at just $590. With the cash you save, you could book some popular tours or even add on a few extra nights to your vacation.
Where can I get the best vacation package deals for Darien?
With at least 400 airline partners and 1,000,000 properties all over the world, it's hard to top Travelocity. Look through our extensive range and grab an affordable Darien vacation package. Don't you just love it when traveling is that easy?
Why should I book my Darien vacation bundle with Travelocity?
Because we believe in creating stress-free travel experiences. From hotels and flights to car rentals and activities, everything is at your fingertips. Our support team is on hand 24/7 to make sure you're never alone. We also have a Price Match Guarantee, so you can secure your getaway knowing you've landed the best deal around. If you find a lower price, we'll match it!
Can I save on my Darien car rental if I combine it with hotels and flights?
Certainly — bundle your car, flight and hotel into a Darien vacation package and you can save a tidy sum. With so many things to do in Darien, that set of wheels will make exploring easy. Once you're in the driver's seat, crank up the music and make your way to Times Square, a must-see sight around 35 mi from Darien.
Which airport is best for Darien?
John F. Kennedy Intl. Airport (JFK) is one of the best airports for Darien. It's situated 35 mi southwest of the bustling downtown area. Your other choices are Liberty Intl. Airport (EWR) (45 mi away from central Darien) and LaGuardia Airport (LGA) (30 mi away from central Darien).
What is there to do in Darien?
Sleepy Hollow Park is one of the superb sights that make Darien a popular place to visit. But give yourself enough time to explore its lesser-known attractions too. This is sometimes where the best memories are made.
Where should I stay when visiting Darien?
Many people opt to hit the hay at the Beautiful 5 bedroom Darien house with pool. It's sure to be a great base for your Darien getaway.

Photos of local treasures

Browse Darien vacation photos for more inspiration

Two wooden benches facing a calm body of water under a clear sky.
A calm harbor with boats, a pier, and houses along the shoreline.
A sailboat on calm water with a clear sky.