Darien Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Darien Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Red Carpet Inn
Cove - East Side - Shippan
$501
per person
Dec 8 - Dec 14
found 5 hours ago
Roundtrip flight included
Chicago (CHI) to White Plains (HPN)
Stay at this hotel in Stamford. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Chelsea Piers and Cove Island Park are located nearby.
Uscale 2BR Escape in the Heart of NYC
Bryn Mawr
$1,059
per person
Dec 8 - Dec 14
found 5 hours ago
Roundtrip flight included
Chicago (CHI) to White Plains (HPN)
Stay at this apartment in Yonkers. Enjoy free WiFi and free parking. Popular attractions Westchester's Ridge Hill and Legoland Discovery Center Westchester are located nearby.
Hyatt Regency Greenwich
$871
per person
Dec 8 - Dec 14
found 5 hours ago
Roundtrip flight included
Chicago (CHI) to White Plains (HPN)
Book a stay at this business-friendly hotel in Old Greenwich. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Capitol Theatre and E. Gaynor Brennan Golf Course are located nearby.
Hotel Nyack, a JdV by Hyatt Hotel
$810
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip flight included
San Juan (SJU) to White Plains (HPN)
Book a stay at this business-friendly hotel in Nyack. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Edward Hopper House Art Center and Buttermilk Falls Park are located nearby.
I love staying at this hotel. The rooms are large with amazing decor. The bathroom is spacious. Controlling the temperature of the room is easy. The staff is super friendly. It's easy to get anywhere from this location. Downtown Nyack has tons of restaurant options and the hotel restaurant is also great.
I love the late checkout at noon so I'm never rushed to get out.
I highly recommend this hotel.
Reviewed on Oct 21, 2026
Stanton House Inn
$1,151
per person
Dec 8 - Dec 14
found 5 hours ago
Roundtrip flight included
Chicago (CHI) to White Plains (HPN)
Stay at this B&B in Greenwich. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Putnam Cottage and Greenwich Avenue are located nearby.
Home & Away Hotel-Style
West Norwalk
$787
per person
Dec 8 - Dec 14
found 5 hours ago
Roundtrip flight included
Chicago (CHI) to White Plains (HPN)
Stay at this hotel in Norwalk. Enjoy free WiFi, free parking, and onsite spa services. Popular attractions Stepping Stones Museum for Children and Lockwood-Mathews Mansion are located nearby.
Newly renovated, nice place
Reviewed on Oct 4, 2026
Top Hotel Deals
Tarrytown House Estate
49 E Sunnyside Lane Tarrytown NY
Book a stay at this business-friendly hotel in Tarrytown. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the helpful ...
East Norwich Inn
6321 Northern Blvd. East Norwich NY
Book a stay at this business-friendly hotel in East Norwich. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the ...
J House Greenwich
1114 E. Putnam Ave Riverside CT
Book a stay at this spa hotel in Riverside. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
Hyatt Regency Greenwich
1800 E Putnam Avenue Old Greenwich CT
Book a stay at this business-friendly hotel in Old Greenwich. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff ...
The Armon Stamford Hotel & Conference
2701 Summer St Stamford CT
Book a stay at this business-friendly hotel in Stamford. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Our guests praise the helpful staff ...
Hampton Inn White Plains/Tarrytown
200 West Main Street Elmsford NY
Book a stay at this business-friendly hotel in Elmsford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
The Stamford Hotel
700 East Main Street Stamford CT
Book a stay at this business-friendly hotel in Stamford. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
Inn at Jericho
101 Jericho Turnpike Westbury NY
Stay at this motel in Westbury. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Ethan Allen Hotel
21 Lake Avenue Extension Danbury CT
Book a stay at this business-friendly hotel in Danbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
Ardsley Acres Hotel Westchester
560 Saw Mill River Rd Ardsley NY
Book a stay at this business-friendly hotel in Ardsley. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Norwalk Inn & Conference Center
99 East Avenue Norwalk CT
Book a stay at this business-friendly hotel in Norwalk. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the restaurant and the helpful staff ...
The Circle Hotel Fairfield
417 Post Road Fairfield CT
Book a stay at this beach hotel in Fairfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
Sleepy Hollow Hotel, a Dolce by Wyndham
455 S Broadway Tarrytown NY
Book a stay at this family-friendly hotel in Tarrytown. Enjoy free parking, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
La Quinta Inn & Suites by Wyndham Stamford / New York City
135 Harvard Avenue Stamford CT
Stay at this hotel in Stamford. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Days Inn by Wyndham Elmsford / White Plains
25 Valley Ave Elmsford NY
Book a stay at this business-friendly motel in Elmsford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Wed, Nov 4 - Sat, Nov 7
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$132
Roundtrip
found 6 days ago
Tue, Nov 17 - Wed, Dec 2
ATL
Hartsfield-Jackson Atlanta Intl.
LGA
LaGuardia
$159
Roundtrip
found 1 day ago
Fri, Jan 8 - Tue, Jan 26
ATL
Hartsfield-Jackson Atlanta Intl.
LGA
LaGuardia
$176
Roundtrip
found 2 days ago
Sun, Dec 13 - Thu, Dec 17
YYZ
Pearson Intl.
LGA
LaGuardia
$186
Roundtrip
found 2 days ago
Sat, Dec 5 - Tue, Dec 8
MIA
Miami Intl.
LGA
LaGuardia
$199
Roundtrip
found 2 days ago
Best neighborhoods in Darien
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