Search Deals onChester Vacation Packages
Chester Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

The Crossroads Hotel, Newburgh
per person
Oct 3 - Oct 6
found 1 hour ago
Roundtrip flight included
Charlotte (CLT) to Newburgh (SWF)
Stay at this 3-star business-friendly hotel in Newburgh. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Ice Time Sports Complex and Resorts World Hudson Valley are located nearby.

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
per person
Oct 3 - Oct 6
found 1 hour ago
Roundtrip flight included
Charlotte (CLT) to Newburgh (SWF)
Book a stay at this business-friendly hotel in New Windsor. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hamilton Fish Bridge and Resorts World Hudson Valley are located nearby.

Hampton Inn & Suites Newburgh Stewart Airport
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Newburgh (SWF)
Book a stay at this business-friendly hotel in Newburgh. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hamilton Fish Bridge and Resorts World Hudson Valley are located nearby.

Homewood Suites Stewart Airport
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Newburgh (SWF)
Stay at this 3-star hotel in New Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Hamilton Fish Bridge and National Purple Heart Hall of Honor are located nearby.
Chester Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.

Chester Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.

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

Fri, Jul 25 - Sun, Jul 27
MCO
Orlando Intl.
SWF
Stewart Intl.
$167 Roundtrip, found 4 days ago
$167
Roundtrip
found 4 days ago

Fri, Jul 25 - Sun, Jul 27
MCO
Orlando Intl.
SWF
Stewart Intl.
$172 Roundtrip, found 4 days ago
$172
Roundtrip
found 4 days ago

Thu, Jul 24 - Sun, Jul 27
MCO
Orlando Intl.
SWF
Stewart Intl.
$175 Roundtrip, found 3 days ago
$175
Roundtrip
found 3 days ago

Fri, Jul 25 - Sun, Jul 27
MCO
Orlando Intl.
SWF
Stewart Intl.
$177 Roundtrip, found 4 days ago
$177
Roundtrip
found 4 days ago
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