Search Deals on
Westport Vacation Packages

Build your package with 2 more options

Westport Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
HYATT house Fishkill/Poughkeepsie

HYATT house Fishkill/Poughkeepsie

3 out of 5
Price was $553, price is now $491 per person
$491
per person
Apr 15 - Apr 18
found 15 hours ago
Roundtrip flight included
Los Angeles (LAX) to White Plains (HPN)
Book a stay at this business-friendly 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 Fishkill Golf Course and SplashDown Beach are located nearby.
Cromwell Manor Inn

Cromwell Manor Inn

4 out of 5
Save 100% on your flight
Price was $789, price is now $582 per person
$582
per person
Apr 25 - Apr 28
found 1 day ago
Roundtrip flight included
Detroit (DTW) 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.
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
Price was $936, price is now $775 per person
$775
per person
Jun 4 - Jun 7
found 15 hours ago
Roundtrip flight included
Birmingham (BHM) to White Plains (HPN)
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 in our reviews. Popular attractions Westchester Skating Academy and Westchester Broadway Theatre are located nearby.
Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
Price was $661, price is now $577 per person
$577
per person
Apr 15 - Apr 18
found 15 hours ago
Roundtrip flight included
Los Angeles (LAX) 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.
Hilltop Inn & Suites

Hilltop Inn & Suites

2.5 out of 5
Price was $603, price is now $529 per person
$529
per person
Apr 23 - Apr 27
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to White Plains (HPN)
Book a stay at this business-friendly hotel in Yonkers. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Westchester's Ridge Hill and Legoland Discovery Center Westchester are located nearby.
Hampton Inn & Suites Yonkers - Westchester

Hampton Inn & Suites Yonkers - Westchester

2.5 out of 5
Price was $880, price is now $781 per person
$781
per person
Jun 4 - Jun 7
found 15 hours ago
Roundtrip flight included
Birmingham (BHM) to White Plains (HPN)
Book a stay at this business-friendly hotel in Yonkers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Westchester's Ridge Hill and Legoland Discovery Center Westchester are located nearby.
Norwalk Inn & Conference Center

Norwalk Inn & Conference Center

4 out of 5
Price was $880, price is now $784 per person
$784
per person
Jun 4 - Jun 7
found 15 hours ago
Roundtrip flight included
Birmingham (BHM) to White Plains (HPN)
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 in our reviews. Popular attractions Norwalk Islands and Stepping Stones Museum for Children are located nearby.
The Stamford Hotel

The Stamford Hotel

3.5 out of 5
Price was $797, price is now $710 per person
$710
per person
Jun 4 - Jun 7
found 15 hours ago
Roundtrip flight included
Birmingham (BHM) 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 Fernando Luis Alvarez Gallery are located nearby.

Westport Vacation Packages 3-4 Night Stays

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

Hilltop Inn & Suites

2.5 out of 5
Northwest Yonkers
Price was $603, price is now $529 per person
$529
per person
Apr 23 - Apr 27
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to White Plains (HPN)
Cromwell Manor Inn

Cromwell Manor Inn

4 out of 5
Save 100% on your flight
Price was $789, price is now $582 per person
$582
per person
Apr 25 - Apr 28
found 1 day ago
Roundtrip flight included
Detroit (DTW) to White Plains (HPN)
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
Price was $936, price is now $775 per person
$775
per person
Jun 4 - Jun 7
found 15 hours ago
Roundtrip flight included
Birmingham (BHM) to White Plains (HPN)
Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
Price was $661, price is now $577 per person
$577
per person
Apr 15 - Apr 18
found 15 hours ago
Roundtrip flight included
Los Angeles (LAX) 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
Price was $666, price is now $528 per person
$528
per person
Apr 27 - May 2
found 11 hours ago
Roundtrip flight included
Los Angeles (LAX) to White Plains (HPN)
The Opus Westchester, Autograph Collection

The Opus Westchester, Autograph Collection

5 out of 5
Price was $1,679, price is now $1,677 per person
$1,677
per person
May 14 - May 19
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to White Plains (HPN)
Cromwell Manor Inn

Cromwell Manor Inn

4 out of 5
Price was $1,646, price is now $1,193 per person
$1,193
per person
May 16 - May 20
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) 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, Apr 1 - Sun, Apr 12
MCO
Orlando Intl.
ISP
MacArthur
$56 Roundtrip, found 2 days ago
$56
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Apr 1 from Orlando Intl. to MacArthur, returning Sun, Apr 12, priced at $56 found 2 days ago
Frontier Airlines
Wed, Apr 1 - Mon, Apr 20
TPA
Tampa Intl.
ISP
MacArthur
$88 Roundtrip, found 15 hours ago
$88
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Wed, Apr 1 from Tampa Intl. to MacArthur, returning Mon, Apr 20, priced at $88 found 15 hours ago
Breeze Airways
Tue, Mar 31 - Sun, Apr 5
TPA
Tampa Intl.
HVN
Tweed - New Haven Regional
$129 Roundtrip, found 2 days ago
$129
Roundtrip
found 2 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 2 days ago
Frontier Airlines
Thu, Apr 2 - Fri, Apr 10
PBI
Palm Beach Intl.
ISP
MacArthur
$141 Roundtrip, found 3 days ago
$141
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Apr 2 from Palm Beach Intl. to MacArthur, returning Fri, Apr 10, priced at $141 found 3 days ago