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

Newburgh Inn
Price was $475, price is now $385 per person
$385
per person
Oct 10 - Oct 15
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Newburgh (SWF)
Book a stay at this business-friendly hotel in Newburgh. Enjoy free WiFi, free parking, and a conference center. Popular attractions Hamilton Fish Bridge and Resorts World Hudson Valley are located nearby.

YO1 Longevity & Health Resorts, Catskills
Save 100% on your flight
Price was $1,080, price is now $726 per person
$726
per person
Oct 10 - Oct 15
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) 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
Save 100% on your flight
Price was $514, price is now $390 per person
$390
per person
Oct 10 - Oct 15
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) 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.

La Quinta Inn & Suites by Wyndham Middletown-Goshen
Save 100% on your flight
Price was $811, price is now $637 per person
$637
per person
Oct 10 - Oct 15
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Newburgh (SWF)
Stay at this 3-star 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.

Howard Johnson by Wyndham Newburgh/West Point
Price was $564, price is now $455 per person
$455
per person
Oct 10 - Oct 15
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) 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 Montgomery Maybrook
Price was $500, price is now $405 per person
$405
per person
Oct 10 - Oct 15
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) 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.

Super 8 by Wyndham Middletown
Price was $475, price is now $388 per person
$388
per person
Oct 10 - Oct 15
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) 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.

Cottage Suites
Price was $554, price is now $470 per person
$470
per person
Oct 10 - Oct 15
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Newburgh (SWF)
Stay at this hotel in Middletown. Enjoy free WiFi. Popular attractions Paramount Theatre and Orange County Fair Speedway 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.

Mon, Sep 15 - Thu, Sep 18
MCO
Orlando Intl.
SWF
Stewart Intl.
$131 Roundtrip, found 23 hours ago
$131
Roundtrip
found 23 hours ago

Mon, Sep 15 - Thu, Sep 18
MCO
Orlando Intl.
SWF
Stewart Intl.
$134 Roundtrip, found 23 hours ago
$134
Roundtrip
found 23 hours ago

Mon, Sep 15 - Thu, Sep 18
MCO
Orlando Intl.
SWF
Stewart Intl.
$137 Roundtrip, found 2 days ago
$137
Roundtrip
found 2 days ago

Thu, Oct 9 - Fri, Oct 17
TPA
Tampa Intl.
SWF
Stewart Intl.
$582 Roundtrip, found 2 days ago
$582
Roundtrip
found 2 days ago
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