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Darien Vacation Packages

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Darien Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Delamar Southport

Delamar Southport

4 out of 5
Save 100% on your flight
Price was $931, price is now $730 per person
$730
per person
Nov 1 - Nov 4
found 14 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
Book a stay at this spa hotel in Southport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Sasco Hill Beach and Southport Beach are located nearby.
Loved it! Staff very friendly and helpful, epic breakfast and fun bar scene downstairs. I feel it’s overpriced or I would have gone with 5 stars.

Reviewed on Sep 15, 2026

Luxury NY Home with Free Parking

Luxury NY Home with Free Parking

4 out of 5
Save 100% on your flight
Price was $5,836, price is now $3,739 per person
$3,739
per person
Nov 21 - Nov 28
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
Book a stay at this family-friendly vacation home in White Plains. Enjoy free parking, dry cleaning or laundry services, and laundry facilities. Popular attractions Westchester County Center and Lyndhurst Mansion are located nearby.
Rooms were very clean, well decorated however bathrooms were not. Parking was accessible and perfect. Some appliances did not work like iron stained my clothes and coffee machine did not work. Everything else was fine.

Reviewed on Nov 8, 2025

Luxury 3 BR Near NYC with Easy Parking

Luxury 3 BR Near NYC with Easy Parking

2 out of 5
Price was $2,201, price is now $1,572 per person
$1,572
per person
Nov 21 - Nov 28
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
Stay at this vacation home in Yonkers. Popular attractions Westchester's Ridge Hill and Legoland Discovery Center Westchester are located nearby.

Uscale 2BR Escape in the Heart of NYC

Uscale 2BR Escape in the Heart of NYC

2 out of 5
Price was $1,995, price is now $1,425 per person
$1,425
per person
Nov 21 - Nov 28
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) 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.

Stanton House Inn

Stanton House Inn

3.5 out of 5
Save 100% on your flight
Price was $2,985, price is now $2,180 per person
$2,180
per person
Nov 21 - Nov 28
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) 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.

Stamford Marriott Hotel & Spa

Stamford Marriott Hotel & Spa

3.5 out of 5
Price was $1,580, price is now $1,168 per person
$1,168
per person
Nov 21 - Nov 28
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
Book a stay at this spa hotel in Stamford. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Stamford Town Center and Stamford Center for the Arts are located nearby.

Delamar Greenwich Harbor

Delamar Greenwich Harbor

4 out of 5
Save 100% on your flight
Price was $1,095, price is now $811 per person
$811
per person
Nov 6 - Nov 9
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
Book a stay at this beach hotel in Greenwich. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Greenwich Ferry Dock and Bruce Museum of Arts and Science are located nearby.
The property was strikingly beautiful, well maintained, very efficient and pleasant staff and the restaurant L’scala was well run and excellent presentation and food quality

Reviewed on Sep 14, 2026

Stamford Suites

Stamford Suites

4 out of 5
Price was $987, price is now $782 per person
$782
per person
Nov 7 - Nov 12
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
Book a stay at this business-friendly aparthotel in Stamford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Stamford Center for the Arts and Stamford Town Center are located nearby.

Darien Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel

3.5 out of 5
Price was $595, price is now $487 per person
$487
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Chicago (ORD) to White Plains (HPN)
Delamar Greenwich Harbor

Delamar Greenwich Harbor

4 out of 5
Save 100% on your flight
Price was $1,095, price is now $811 per person
$811
per person
Nov 6 - Nov 9
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
Delamar Southport

Delamar Southport

4 out of 5
Save 100% on your flight
Price was $931, price is now $730 per person
$730
per person
Nov 1 - Nov 4
found 14 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
The Opus Westchester, Autograph Collection

The Opus Westchester, Autograph Collection

5 out of 5
Price was $1,620, price is now $1,326 per person
$1,326
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to White Plains (HPN)

Darien Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Uscale 2BR Escape in the Heart of NYC

Uscale 2BR Escape in the Heart of NYC

2 out of 5
Bryn Mawr
Price was $1,995, price is now $1,425 per person
$1,425
per person
Nov 21 - Nov 28
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
Luxury NY Home with Free Parking

Luxury NY Home with Free Parking

4 out of 5
Save 100% on your flight
Price was $5,836, price is now $3,739 per person
$3,739
per person
Nov 21 - Nov 28
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
Luxury 3 BR Near NYC with Easy Parking

Luxury 3 BR Near NYC with Easy Parking

2 out of 5
Bryn Mawr
Price was $2,201, price is now $1,572 per person
$1,572
per person
Nov 21 - Nov 28
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
Stanton House Inn

Stanton House Inn

3.5 out of 5
Save 100% on your flight
Price was $2,985, price is now $2,180 per person
$2,180
per person
Nov 21 - Nov 28
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Wed, Nov 4 - Wed, Nov 11
ATL
Hartsfield-Jackson Atlanta Intl.
LGA
LaGuardia
$94 Roundtrip, just found
$94
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Nov 4 from Hartsfield-Jackson Atlanta Intl. to LaGuardia, returning Wed, Nov 11, priced at $94 just found
Frontier Airlines
Tue, Oct 6 - Sat, Oct 17
MCO
Orlando Intl.
ISP
MacArthur
$114 Roundtrip, found 5 days ago
$114
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Tue, Oct 6 from Orlando Intl. to MacArthur, returning Sat, Oct 17, priced at $114 found 5 days ago
Breeze Airways
Wed, Oct 21 - Mon, Nov 9
RDU
Raleigh - Durham Intl.
ISP
MacArthur
$122 Roundtrip, found 15 hours ago
$122
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Wed, Oct 21 from Raleigh - Durham Intl. to MacArthur, returning Mon, Nov 9, priced at $122 found 15 hours ago
Breeze Airways
Thu, Nov 26 - Tue, Dec 1
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$132 Roundtrip, found 17 hours ago
$132
Roundtrip
found 17 hours ago
Select Breeze Airways flight, departing Thu, Nov 26 from Raleigh - Durham Intl. to Westchester County, returning Tue, Dec 1, priced at $132 found 17 hours ago