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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.
The Armon Stamford Hotel & Conference

The Armon Stamford Hotel & Conference

2.5 out of 5
Price was $643, price is now $526 per person
$526
per person
Aug 31 - Sep 3
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 Ridgeway Shopping Center are located nearby.
Luxury NYC Home with Free Parking for 12

Luxury NYC Home with Free Parking for 12

4 out of 5
Save 100% on your flight
Price was $3,498, price is now $2,595 per person
$2,595
per person
Jul 16 - Jul 19
found 1 day ago
Roundtrip flight included
Houston (HOU) to White Plains (HPN)
Book a stay at this business-friendly villa in White Plains. Enjoy free WiFi, free parking, and a garden. Popular attractions Westchester County Center and Jacob Purdy House are located nearby.
3BR Prime Luxury NY - Free Parking

3BR Prime Luxury NY - Free Parking

2 out of 5
Save 100% on your flight
Price was $1,979, price is now $1,567 per person
$1,567
per person
Aug 31 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to White Plains (HPN)
Stay at this apartment in White Plains. Enjoy free WiFi and free parking. Popular attractions Westchester County Center and Jacob Purdy House are located nearby.
Luxury 3BR Family Home Game Room Parking

Luxury 3BR Family Home Game Room Parking

2 out of 5
Price was $904, price is now $717 per person
$717
per person
Aug 31 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) 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.
The Stamford Hotel

The Stamford Hotel

3.5 out of 5
Price was $787, price is now $631 per person
$631
per person
Aug 31 - Sep 3
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 WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Stamford Town Center and Stamford Public Library - Ferguson Library are located nearby.
Hyatus Luxury Residences Stamford

Hyatus Luxury Residences Stamford

4.5 out of 5
Price was $1,225, price is now $995 per person
$995
per person
Aug 31 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to White Plains (HPN)
Book a stay at this luxury aparthotel in Stamford. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Stamford Public Library - Ferguson Library and Stamford Town Center are located nearby.
Luxury NYC Home Game Room Free Parking

Luxury NYC Home Game Room Free Parking

4 out of 5
Price was $1,257, price is now $1,022 per person
$1,022
per person
Aug 31 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to White Plains (HPN)
Stay at this villa in White Plains. Enjoy free WiFi, free parking, and in-room massages. Popular attractions Westchester County Center and Jacob Purdy House are located nearby.
Stamford Marriott Hotel & Spa

Stamford Marriott Hotel & Spa

3.5 out of 5
Price was $729, price is now $597 per person
$597
per person
Aug 31 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) 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 Town Hall Park are located nearby.

Westport Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Stamford Hotel

The Stamford Hotel

3.5 out of 5
Downtown Stamford
Price was $787, price is now $631 per person
$631
per person
Aug 31 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to White Plains (HPN)
Luxury NYC Home with Free Parking for 12

Luxury NYC Home with Free Parking for 12

4 out of 5
Save 100% on your flight
Price was $3,498, price is now $2,595 per person
$2,595
per person
Jul 16 - Jul 19
found 1 day ago
Roundtrip flight included
Houston (HOU) to White Plains (HPN)
3BR Prime Luxury NY - Free Parking

3BR Prime Luxury NY - Free Parking

2 out of 5
Save 100% on your flight
Price was $1,979, price is now $1,567 per person
$1,567
per person
Aug 31 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to White Plains (HPN)
Luxury 3BR Family Home Game Room Parking

Luxury 3BR Family Home Game Room Parking

2 out of 5
Bryn Mawr
Price was $904, price is now $717 per person
$717
per person
Aug 31 - Sep 3
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.
Hampton Inn & Suites Yonkers

Hampton Inn & Suites Yonkers

2.5 out of 5
Northwest Yonkers
Save 100% on your flight
Price was $838, price is now $590 per person
$590
per person
Aug 25 - Aug 31
found 11 hours ago
Roundtrip flight included
Houston (HOU) to White Plains (HPN)
Stamford Marriott Hotel & Spa

Stamford Marriott Hotel & Spa

3.5 out of 5
Downtown Stamford
Price was $990, price is now $709 per person
$709
per person
Jul 30 - Aug 4
found 1 day ago
Roundtrip flight included
San Juan (SJU) to White Plains (HPN)
EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
Cranbury
Price was $793, price is now $619 per person
$619
per person
Jul 30 - Aug 4
found 1 day ago
Roundtrip flight included
San Juan (SJU) to White Plains (HPN)
Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
Price was $983, price is now $776 per person
$776
per person
Jul 30 - Aug 4
found 1 day ago
Roundtrip flight included
San Juan (SJU) to White Plains (HPN)

Top Flight Deals

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

Breeze Airways
Thu, Aug 6 - Sat, Aug 22
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$148 Roundtrip, found 11 hours ago
$148
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Thu, Aug 6 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 22, priced at $148 found 11 hours ago
Frontier Airlines
Wed, Sep 2 - Thu, Sep 3
MCO
Orlando Intl.
ISP
MacArthur
$173 Roundtrip, found 3 days ago
$173
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Sep 2 from Orlando Intl. to MacArthur, returning Thu, Sep 3, priced at $173 found 3 days ago
Breeze Airways
Tue, Jul 14 - Fri, Jul 17
TPA
Tampa Intl.
HVN
Tweed - New Haven Regional
$179 Roundtrip, found 1 day ago
$179
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Tue, Jul 14 from Tampa Intl. to Tweed - New Haven Regional, returning Fri, Jul 17, priced at $179 found 1 day ago
Breeze Airways
Tue, Jun 30 - Sat, Jul 4
MCO
Orlando Intl.
HPN
Westchester County
$182 Roundtrip, found 1 hour ago
$182
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Tue, Jun 30 from Orlando Intl. to Westchester County, returning Sat, Jul 4, priced at $182 found 1 hour ago