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Chester Vacation Packages

Build your package with 2 more options

Chester Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

2.5 out of 5
Price was $637, price is now $637 per person
$637
per person
Jun 5 - Jun 7
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Newburgh (SWF)
Book a stay at this business-friendly hotel in Monroe. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Woodbury Common Premium Outlets and Museum Village are located nearby.

Chester Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

2.5 out of 5
Price was $677, price is now $677 per person
$677
per person
Jun 25 - Jun 29
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Newburgh (SWF)

Chester Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

2.5 out of 5
Price was $991, price is now $984 per person
$984
per person
Jun 2 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Colorado Springs (COS) to Newburgh (SWF)

Top Flight Deals

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

Breeze Airways
Wed, May 6 - Wed, May 13
MCO
Orlando Intl.
SWF
Stewart Intl.
$143 Roundtrip, found 6 hours ago
$143
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Wed, May 6 from Orlando Intl. to Stewart Intl., returning Wed, May 13, priced at $143 found 6 hours ago
Breeze Airways
Wed, May 6 - Wed, May 13
MCO
Orlando Intl.
SWF
Stewart Intl.
$148 Roundtrip, found 6 hours ago
$148
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Wed, May 6 from Orlando Intl. to Stewart Intl., returning Wed, May 13, priced at $148 found 6 hours ago
Breeze Airways
Wed, Sep 2 - Sat, Sep 5
TPA
Tampa Intl.
SWF
Stewart Intl.
$151 Roundtrip, found 11 hours ago
$151
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Wed, Sep 2 from Tampa Intl. to Stewart Intl., returning Sat, Sep 5, priced at $151 found 11 hours ago
Breeze Airways
Sat, Jun 20 - Wed, Jun 24
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$168 Roundtrip, found 3 days ago
$168
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Sat, Jun 20 from Raleigh - Durham Intl. to Stewart Intl., returning Wed, Jun 24, priced at $168 found 3 days ago