Search Deals onChester Vacation Packages
Chester Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
Price was $337, price is now $293 per person
$293
per person
Apr 30 - May 3
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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.
Pine Brook Manor
Price was $662, price is now $500 per person
$500
per person
May 23 - May 25
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newburgh (SWF)
Stay at this B&B in Sparrow Bush. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Kadampa Meditation Center New York and World Peace Temple and The Hawk's Nest Lookout are located nearby.
YO1 Longevity & Health Resorts, Catskills
Price was $832, price is now $636 per person
$636
per person
May 23 - May 25
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newburgh (SWF)
Book a stay at this 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.
Resorts World Catskills Casino
Price was $710, price is now $573 per person
$573
per person
May 23 - May 25
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newburgh (SWF)
Book a stay at this luxury hotel in Monticello. Enjoy a full-service spa, 6 restaurants, and a casino. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Resorts World Catskills and Concord Monster Golf Course are located nearby.
The Kartrite Resort & Indoor Waterpark
Price was $766, price is now $623 per person
$623
per person
May 23 - May 25
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newburgh (SWF)
Book a stay at this family-friendly hotel in Monticello. Enjoy 5 restaurants, 2 bars/lounges, and water park access (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Resorts World Catskills and The Kartrite Resort & Indoor Waterpark are located nearby.
Newburgh Inn
Price was $432, price is now $375 per person
$375
per person
Apr 30 - May 3
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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.
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Price was $511, price is now $447 per person
$447
per person
Apr 30 - May 3
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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.
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.
$138 Roundtrip, found 6 days ago
$138
Roundtrip
found 6 days ago
Wed, Jun 17 - Wed, Jun 24
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$143 Roundtrip, found 6 days ago
$143
Roundtrip
found 6 days ago
Thu, May 14 - Mon, May 18
MCO
Orlando Intl.
SWF
Stewart Intl.
$168 Roundtrip, found 2 days ago
$168
Roundtrip
found 2 days ago
Wed, Jun 10 - Wed, Jun 17
TPA
Tampa Intl.
SWF
Stewart Intl.
$195 Roundtrip, found 3 days ago
$195
Roundtrip
found 3 days ago
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