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
Sep 12 - Sep 15
found 1 day ago
Roundtrip flight included
Austin (AUS) 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.
Courtyard by Marriott Newburgh Stewart Airport
Save 100% on your flight
per person
Aug 28 - Aug 31
found 10 hours ago
Roundtrip flight included
Nashville (BNA) to Newburgh (SWF)
Book a stay at this business-friendly hotel in Newburgh. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Ice Time Sports Complex and Resorts World Hudson Valley are located nearby.
YO1 Longevity & Health Resorts, Catskills
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Newburgh (SWF)
Stay at this 4-star spa hotel in Monticello. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Resorts World Catskills and The Kartrite Resort & Indoor Waterpark are located nearby.
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
per person
Jul 22 - Jul 29
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
Book a stay at this business-friendly motel 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.
Ramada by Wyndham Newburgh/West Point
per person
Jul 22 - Jul 29
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
Book a stay at this business-friendly hotel in Newburgh. Enjoy free WiFi, free parking, and a nightclub. Popular attractions Hamilton Fish Bridge and Resorts World Hudson Valley are located nearby.
Super 8 by Wyndham Montgomery Maybrook
per person
Jul 22 - Jul 29
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
Book a stay at this business-friendly motel in Montgomery. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions City Winery Hudson Valley and Orange County Farmers Museum are located nearby.
Microtel Inn & Suites by Wyndham Middletown
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Newburgh (SWF)
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions LEGOLAND® New York and Galleria at Crystal Run are located nearby.
Super 8 by Wyndham Middletown
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Newburgh (SWF)
Stay at this motel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Galleria at Crystal Run and Orange County Fairgrounds 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.
Thu, Jul 3 - Sun, Jul 6
MCO
Orlando Intl.
SWF
Stewart Intl.
$212 Roundtrip, found 2 days ago
$212
Roundtrip
found 2 days ago
Thu, Jul 3 - Sun, Jul 6
MCO
Orlando Intl.
SWF
Stewart Intl.
$218 Roundtrip, found 2 days ago
$218
Roundtrip
found 2 days ago
Thu, Jul 3 - Sun, Jul 6
MCO
Orlando Intl.
SWF
Stewart Intl.
$223 Roundtrip, found 2 days ago
$223
Roundtrip
found 2 days ago
Mon, Jul 7 - Sun, Jul 13
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$535 Roundtrip, found 3 days ago
$535
Roundtrip
found 3 days ago
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