Deals on vacations and trips to Darien

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Darien flight + hotel vacation packages

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Sleepy Hollow Hotel

Sleepy Hollow Hotel

3.5 out of 5
Save 100% on your flight
per person
Aug 12 - Aug 19
found 1 day ago
Roundtrip flight included
Orlando (MCO) to White Plains (HPN)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. Enjoy the 24-hour gym and perks like free self parking.
The Abbey Inn & Spa

The Abbey Inn & Spa

4 out of 5
Save 100% on your flight
per person
Aug 29 - Sep 1
found 8 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. Enjoy the seasonal outdoor pool and perks like free self parking. A bar/lounge, a 24-hour front desk, and a terrace are also provided.
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 12 - Aug 19
found 1 day ago
Roundtrip flight included
Orlando (MCO) to White Plains (HPN)
This vacation home features free WiFi in public areas, a picnic area, and laundry facilities. Barbecue grills are provided for your convenience.
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
Sep 12 - Sep 16
found 10 hours ago
Roundtrip flight included
Orlando (MCO) to White Plains (HPN)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the laundry service.
Global Luxury Suites White Plains

Global Luxury Suites White Plains

3.5 out of 5
Save 100% on your flight
per person
Aug 12 - Aug 19
found 1 day ago
Roundtrip flight included
Orlando (MCO) 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

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
Get rates
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
EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
426 Main Ave, Route 7, Norwalk, CT
Free Cancellation
Get rates
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking, a terrace, and a garden are also offered.
Pet friendly
Parking included
Amsterdam Hotel

Amsterdam Hotel

2 out of 5
19 Clarks Hill Ave, Stamford, CT
Free Cancellation
Reserve now, pay when you stay
Get rates
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
Ardsley Acres Hotel Westchester

Ardsley Acres Hotel Westchester

2 out of 5
560 Saw Mill River Rd, Ardsley, NY
Free Cancellation
Reserve now, pay when you stay
Get rates
Free self parking is available and the hotel's front desk is staffed around-the-clock. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A garden and a picnic area are also provided.
Breakfast included
Parking included
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
Get rates
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 24-hour business center 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
Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
1800 E Putnam Avenue, Old Greenwich, CT
Free Cancellation
Reserve now, pay when you stay
Get rates
This smoke-free hotel includes 2 restaurants, an indoor pool, and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. Self parking, a coffee shop, and a snack bar/deli are also offered.
Pool
Pet friendly
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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

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

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

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 $711. 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