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.
Days Inn by Wyndham Elmsford / White Plains

Days Inn by Wyndham Elmsford / White Plains

2 out of 5
Price was $375, price is now $282 per person
$282
per person
Oct 30 - Nov 2
found 17 hours ago
Roundtrip flight included
Detroit (DTW) to White Plains (HPN)
This motel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-out. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and free newspapers.
Delamar Southport

Delamar Southport

4 out of 5
Save 100% on your flight
Price was $1,008, price is now $747 per person
$747
per person
Oct 4 - Oct 8
found 12 hours ago
Roundtrip flight included
Charlotte (CLT) to White Plains (HPN)
A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.
West Gate Inn Nyack

West Gate Inn Nyack

3 out of 5
Price was $385, price is now $289 per person
$289
per person
Nov 10 - Nov 14
found 1 day ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
A nightclub and a restaurant are featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
Price was $916, price is now $696 per person
$696
per person
Oct 30 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to White Plains (HPN)
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.
Global Luxury Suites White Plains

Global Luxury Suites White Plains

3.5 out of 5
Price was $1,129, price is now $865 per person
$865
per person
Oct 30 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to White Plains (HPN)
A seasonal outdoor pool, valet parking, and laundry facilities are featured at this apartment. WiFi in public areas is free. Business travelers can take advantage of the 24-hour business center.

Top Darien hotels deals

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
$127 nightly
The price is $145 total per night
$145 total
Sep 1 - Sep 2
Total includes 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.
Breakfast included
Pet friendly
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
$139 nightly
The price is $159 total per night
$159 total
Sep 1 - Sep 2
Total includes 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 self-serve breakfast and free self parking.
Pool
Breakfast included
Norwalk Inn & Conference Center

Norwalk Inn & Conference Center

4 out of 5
99 East Avenue, Norwalk, CT
Free Cancellation
Reserve now, pay when you stay
$124 nightly
The price is $143 total per night
$143 total
Aug 24 - Aug 25
Total includes taxes and fees
This smoke-free hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. There's a poolside bar on site, and laundry facilities and concierge services are also provided.
Pool
Parking included
Amsterdam Hotel

Amsterdam Hotel

2 out of 5
19 Clarks Hill Ave, Stamford, CT
Free Cancellation
Reserve now, pay when you stay
$100 nightly
The price is $116 total per night
$116 total
Aug 21 - Aug 22
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. There's a gym on site, and a 24-hour front desk and a terrace are also provided.
Breakfast included
Parking included
La Quinta Inn & Suites by Wyndham Stamford / New York City

La Quinta Inn & Suites by Wyndham Stamford / New York City

3 out of 5
135 Harvard Avenue, Stamford, CT
Free Cancellation
Reserve now, pay when you stay
$89 nightly
The price is $103 total per night
$103 total
Sep 7 - Sep 8
Total includes taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
66 Hale Ave, White Plains, NY
Free Cancellation
Reserve now, pay when you stay
$202 nightly
The price is $231 total per night
$231 total
Sep 1 - Sep 2
Total includes taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the 24-hour gym and perks like free airport pick-up.
Pool
Free airport shuttle
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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.

Popular places to visit

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

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

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.

Woodland Park

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 $282. 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

Photo by Tim Rousseau
Photo by Tim Rousseau
Photo by Tim Rousseau
Photo by Tim Rousseau