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Westport Vacation Packages

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Westport Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

3 out of 5
Price was $212, price is now $172 per person
$172
per person
Feb 28 - Mar 2
found 1 day ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Locust Grove and McCann Golf Course are located nearby.
Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

2.5 out of 5
Price was $336, price is now $256 per person
$256
per person
Apr 3 - Apr 6
found 13 hours ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Frances Lehman Loeb Art Center and Vassar Golf Course are located nearby.
Hampton Inn & Suites Yonkers

Hampton Inn & Suites Yonkers

2.5 out of 5
Save 100% on your flight
Price was $272, price is now $210 per person
$210
per person
Mar 6 - Mar 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
Book a stay at this business-friendly hotel in Yonkers. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Untermyer Gardens Conservancy and Legoland Discovery Center Westchester are located nearby.
Pool+hot Tub, Firepit Near Hikes, Shops, Dining Cragswood Lodge by Avantstay

Pool+hot Tub, Firepit Near Hikes, Shops, Dining Cragswood Lodge by Avantstay

3 out of 5
Save 100% on your flight
Price was $1,103, price is now $863 per person
$863
per person
Apr 3 - Apr 6
found 13 hours ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
Stay at this cottage in New Paltz. Enjoy free parking, patios, and in-room washers/dryers. Popular attractions New Paltz Golf Course and Mohonk Golf Course are located nearby.
The Armon Stamford Hotel & Conference

The Armon Stamford Hotel & Conference

2.5 out of 5
Price was $577, price is now $453 per person
$453
per person
Apr 20 - Apr 24
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to White Plains (HPN)
Book a stay at this business-friendly hotel in Stamford. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hand & Stone Massage and Facial Spa and E. Gaynor Brennan Golf Course are located nearby.
The Thayer Hotel at West Point

The Thayer Hotel at West Point

3.5 out of 5
Save 100% on your flight
Price was $539, price is now $430 per person
$430
per person
Apr 3 - Apr 6
found 13 hours ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
Book a stay at this business-friendly hotel in West Point. Enjoy free WiFi, room service, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Bear Mountain State Park and West Point Museum are located nearby.
Delamar Southport

Delamar Southport

4 out of 5
Price was $649, price is now $531 per person
$531
per person
Apr 10 - Apr 13
found 1 day 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.
Spark by Hilton Fishkill

Spark by Hilton Fishkill

3 out of 5
Price was $272, price is now $224 per person
$224
per person
Apr 3 - Apr 6
found 13 hours ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
Book a stay at this golf hotel in Fishkill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Van Wyck Homestead Museum and Fishkill Golf Course are located nearby.

Westport Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

2.5 out of 5
Arlington
Price was $336, price is now $256 per person
$256
per person
Apr 3 - Apr 6
found 13 hours ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
Hampton Inn & Suites Yonkers

Hampton Inn & Suites Yonkers

2.5 out of 5
Northwest Yonkers
Save 100% on your flight
Price was $463, price is now $328 per person
$328
per person
Mar 9 - Mar 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
Pool+hot Tub, Firepit Near Hikes, Shops, Dining Cragswood Lodge by Avantstay

Pool+hot Tub, Firepit Near Hikes, Shops, Dining Cragswood Lodge by Avantstay

3 out of 5
Save 100% on your flight
Price was $1,103, price is now $863 per person
$863
per person
Apr 3 - Apr 6
found 13 hours ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
The Armon Stamford Hotel & Conference

The Armon Stamford Hotel & Conference

2.5 out of 5
Ridgeway-Bullshead
Price was $577, price is now $453 per person
$453
per person
Apr 20 - Apr 24
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to White Plains (HPN)

Westport Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
West Gate Inn Nyack

West Gate Inn Nyack

3 out of 5
Price was $481, price is now $399 per person
$399
per person
Apr 4 - Apr 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
Hampton Inn & Suites Yonkers

Hampton Inn & Suites Yonkers

2.5 out of 5
Northwest Yonkers
Save 100% on your flight
Price was $632, price is now $415 per person
$415
per person
Mar 15 - Mar 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
Price was $893, price is now $717 per person
$717
per person
Mar 19 - Mar 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
Courtyard by Marriott Yonkers Westchester County

Courtyard by Marriott Yonkers Westchester County

3 out of 5
Northwest Yonkers
Price was $783, price is now $643 per person
$643
per person
Apr 4 - Apr 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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
Sun, Feb 15 - Fri, Feb 20
MCO
Orlando Intl.
ISP
MacArthur
$66 Roundtrip, found 12 hours ago
$66
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Sun, Feb 15 from Orlando Intl. to MacArthur, returning Fri, Feb 20, priced at $66 found 12 hours ago
American Airlines
Thu, Feb 19 - Mon, Feb 23
MCO
Orlando Intl.
HPN
Westchester County
$144 Roundtrip, found 3 hours ago
$144
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Thu, Feb 19 from Orlando Intl. to Westchester County, returning Mon, Feb 23, priced at $144 found 3 hours ago
JetBlue Airways
Fri, Feb 6 - Sun, Feb 8
TPA
Tampa Intl.
HPN
Westchester County
$176 Roundtrip, found 3 days ago
$176
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Fri, Feb 6 from Tampa Intl. to Westchester County, returning Sun, Feb 8, priced at $176 found 3 days ago
Frontier Airlines
Wed, Apr 1 - Thu, Apr 9
CLT
Charlotte-Douglas Intl.
ISP
MacArthur
$185 Roundtrip, found 2 hours ago
$185
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Wed, Apr 1 from Charlotte-Douglas Intl. to MacArthur, returning Thu, Apr 9, priced at $185 found 2 hours ago