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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.
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
Price was $486, price is now $424 per person
$424
per person
May 31 - Jun 4
found 20 hours ago
Roundtrip flight included
Houston (HOU) 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 breakfast and the helpful staff in our reviews. Popular attractions Bananas Comedy Club and Casperkill Golf Club are located nearby.
Cromwell Manor Inn

Cromwell Manor Inn

4 out of 5
Save 100% on your flight
Price was $962, price is now $712 per person
$712
per person
Apr 20 - Apr 24
found 1 day ago
Roundtrip flight included
Houston (HOU) to White Plains (HPN)
Stay at this B&B in Cornwall. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Hudson Highlands Nature Museum and Storm King Art Center are located nearby.
Delamar Southport

Delamar Southport

4 out of 5
Save 100% on your flight
Price was $966, price is now $746 per person
$746
per person
Apr 26 - May 1
found 18 hours ago
Roundtrip flight included
Minneapolis (MSP) 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.
Hyatus Luxury Residences Stamford

Hyatus Luxury Residences Stamford

4.5 out of 5
Save 100% on your flight
Price was $1,042, price is now $826 per person
$826
per person
Apr 26 - May 1
found 18 hours ago
Roundtrip flight included
Minneapolis (MSP) to White Plains (HPN)
Book a stay at this luxury aparthotel in Stamford. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Fernando Luis Alvarez Gallery and Stamford Public Library - Ferguson Library 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
Price was $2,045, price is now $1,694 per person
$1,694
per person
May 6 - May 10
found 1 day ago
Roundtrip flight included
San Juan (SJU) 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.
Hampton Inn & Suites Yonkers

Hampton Inn & Suites Yonkers

2.5 out of 5
Price was $542, price is now $462 per person
$462
per person
Apr 22 - Apr 25
found 1 day ago
Roundtrip flight included
Houston (IAH) 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.
Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
Price was $675, price is now $579 per person
$579
per person
May 29 - May 31
found 1 day ago
Roundtrip flight included
Houston (HOU) 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 E. Gaynor Brennan Golf Course and Museum of Black World War II History are located nearby.
The Heartwood

The Heartwood

3.5 out of 5
Price was $697, price is now $606 per person
$606
per person
May 31 - Jun 4
found 20 hours ago
Roundtrip flight included
Houston (HOU) to White Plains (HPN)
Stay at this hotel in Poughkeepsie. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Frances Lehman Loeb Art Center and Vassar Golf Course are located nearby.

Westport Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
Price was $543, price is now $444 per person
$444
per person
Apr 22 - Apr 25
found 1 day ago
Roundtrip flight included
Houston (IAH) to White Plains (HPN)
Cromwell Manor Inn

Cromwell Manor Inn

4 out of 5
Save 100% on your flight
Price was $962, price is now $712 per person
$712
per person
Apr 20 - Apr 24
found 1 day ago
Roundtrip flight included
Houston (HOU) 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
Price was $2,045, price is now $1,694 per person
$1,694
per person
May 6 - May 10
found 1 day ago
Roundtrip flight included
San Juan (SJU) to White Plains (HPN)
Hampton Inn & Suites Yonkers

Hampton Inn & Suites Yonkers

2.5 out of 5
Northwest Yonkers
Price was $542, price is now $462 per person
$462
per person
Apr 22 - Apr 25
found 1 day ago
Roundtrip flight included
Houston (IAH) to White Plains (HPN)

Westport Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hampton Inn & Suites Yonkers

Hampton Inn & Suites Yonkers

2.5 out of 5
Northwest Yonkers
Save 100% on your flight
Price was $923, price is now $671 per person
$671
per person
Jun 1 - Jun 8
found 16 hours ago
Roundtrip flight included
Houston (HOU) to White Plains (HPN)
Cromwell Manor Inn

Cromwell Manor Inn

4 out of 5
Price was $1,739, price is now $1,252 per person
$1,252
per person
May 24 - May 30
found 24 hours ago
Roundtrip flight included
San Juan (SJU) to White Plains (HPN)
Delamar Southport

Delamar Southport

4 out of 5
Save 100% on your flight
Price was $966, price is now $746 per person
$746
per person
Apr 26 - May 1
found 18 hours ago
Roundtrip flight included
Minneapolis (MSP) to White Plains (HPN)
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
Save 100% on your flight
Price was $929, price is now $726 per person
$726
per person
Jun 1 - Jun 8
found 16 hours ago
Roundtrip flight included
Houston (HOU) 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
Fri, Apr 24 - Mon, Apr 27
MCO
Orlando Intl.
ISP
MacArthur
$80 Roundtrip, found 17 hours ago
$80
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Fri, Apr 24 from Orlando Intl. to MacArthur, returning Mon, Apr 27, priced at $80 found 17 hours ago
Frontier Airlines
Wed, Apr 1 - Mon, Apr 20
TPA
Tampa Intl.
ISP
MacArthur
$88 Roundtrip, found 1 day ago
$88
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Apr 1 from Tampa Intl. to MacArthur, returning Mon, Apr 20, priced at $88 found 1 day ago
Breeze Airways
Tue, Mar 31 - Sun, Apr 5
TPA
Tampa Intl.
HVN
Tweed - New Haven Regional
$129 Roundtrip, found 3 days ago
$129
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Tue, Mar 31 from Tampa Intl. to Tweed - New Haven Regional, returning Sun, Apr 5, priced at $129 found 3 days ago
Breeze Airways
Tue, May 19 - Sat, May 30
MCO
Orlando Intl.
HPN
Westchester County
$137 Roundtrip, found 2 hours ago
$137
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Tue, May 19 from Orlando Intl. to Westchester County, returning Sat, May 30, priced at $137 found 2 hours ago