Search Deals onChester Vacation Packages
Chester Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Montgomery Maybrook
Price was $370, price is now $330 per person
$330
per person
Mar 5 - Mar 9
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.
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Price was $536, price is now $444 per person
$444
per person
Mar 5 - Mar 9
found 1 day ago
Roundtrip 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 Galleria at Crystal Run and Orange County Fairgrounds are located nearby.
Sleep Inn & Suites Middletown - Goshen
Price was $446, price is now $378 per person
$378
per person
Mar 5 - Mar 9
found 1 day ago
Roundtrip 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 breakfast and the helpful staff in our reviews. Popular attractions Paramount Theatre and Soons Orchards are located nearby.
Microtel Inn & Suites by Wyndham Middletown
Price was $438, price is now $384 per person
$384
per person
Mar 5 - Mar 9
found 1 day ago
Roundtrip 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.
Days Inn by Wyndham Middletown
Price was $438, price is now $384 per person
$384
per person
Mar 5 - Mar 9
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
Book a stay at this business-friendly motel in New Hampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions LEGOLAND® New York and Soons Orchards are located nearby.
Howard Johnson by Wyndham Newburgh/West Point
Price was $423, price is now $371 per person
$371
per person
Mar 5 - Mar 9
found 1 day ago
Roundtrip 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 in our reviews. Popular attractions Hamilton Fish Bridge and Resorts World Hudson Valley are located nearby.
Super 8 by Wyndham Middletown
Price was $375, price is now $333 per person
$333
per person
Mar 5 - Mar 9
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
Stay at this motel in Middletown. Enjoy free WiFi, free parking, and a 24-hour front desk. 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.
Wed, Jun 17 - Wed, Jun 24
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$122 Roundtrip, found 1 day ago
$122
Roundtrip
found 1 day ago
Wed, Jun 17 - Wed, Jun 24
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$127 Roundtrip, found 1 day ago
$127
Roundtrip
found 1 day ago
Fri, Feb 6 - Mon, Feb 9
MCO
Orlando Intl.
SWF
Stewart Intl.
$137 Roundtrip, found 9 hours ago
$137
Roundtrip
found 9 hours ago
Thu, Mar 26 - Mon, Apr 6
TPA
Tampa Intl.
SWF
Stewart Intl.
$543 Roundtrip, found 1 day ago
$543
Roundtrip
found 1 day ago
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