Deals on vacations and trips to Chester
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Chester flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
The Crossroads Hotel, Newburgh
Save 100% on your flight
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newburgh (SWF)
A gym is featured at this hotel, along with free self parking. WiFi in public areas is free. A fireplace in the lobby is provided and the front desk is staffed around-the-clock.
The Kartrite Resort & Indoor Waterpark
Save 100% on your flight
per person
Aug 20 - Aug 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newburgh (SWF)
This smoke-free hotel includes 5 restaurants, an outdoor pool, and an indoor pool. There's fun for all ages with a lazy river and a bowling alley, and families will appreciate the onsite laundry facilities. Make the most of the 24-hour gym and sauna, and relax with drinks at one of the 2 bars/lounges.
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
Save 100% on your flight
per person
Oct 10 - Oct 14
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Newburgh (SWF)
This motel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. A safe deposit box is provided and the front desk is staffed around-the-clock.
Howard Johnson by Wyndham Newburgh/West Point
Save 100% on your flight
per person
Oct 10 - Oct 14
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Newburgh (SWF)
This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free on-the-go breakfast each morning. Staff at the 24-hour front desk can provide around-the-clock assistance.
Super 8 by Wyndham Montgomery Maybrook
Save 100% on your flight
per person
Oct 10 - Oct 14
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Newburgh (SWF)
This motel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free buffet breakfast each morning. A safe deposit box is provided and the front desk is staffed around-the-clock.
Top Chester hotels deals
Holiday Inn Express Hotel & Suites Chester by IHG
2 Bryle Place, Chester, NY
Free Cancellation
$122 nightly
The price is $144 total per night
$144 total
Jul 27 - Jul 28
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. There's an indoor pool on site, and a 24-hour front desk and express check-out are also provided.
Pool
Breakfast included
Crowne Plaza Suffern - Mahwah by IHG
3 Executive Blvd, Suffern, NY
Free Cancellation
Reserve now, pay when you stay
$86 nightly
The price is $100 total per night
$100 total
Jul 27 - Jul 28
Total includes taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking, a garden, and a snack bar/deli are also offered.
Pet friendly
Parking included
La Quinta Inn & Suites by Wyndham Middletown-Goshen
551 Route 211 E, Middletown, NY
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $130 total per night
$130 total
Aug 3 - Aug 4
Total includes taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
Overlook Lodge at Bear Mountain
55 Hessian Drive, Bear Mountain State Park, Bear Mountain, NY
Free Cancellation
Reserve now, pay when you stay
$134 nightly
The price is $152 total per night
$152 total
Aug 3 - Aug 4
Total includes taxes and fees
A full-service spa and a restaurant are featured at this smoke-free hotel. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. There's a bar/lounge on site, and concierge services and barbecue grills are also provided.
Pool
Spa
Hampton Inn & Suites Mahwah
290 Rt 17s, Mahwah, NJ
Free Cancellation
Reserve now, pay when you stay
$121 nightly
The price is $139 total per night
$139 total
Jul 27 - Jul 28
Total includes taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like full breakfast and free self parking.
Pool
Breakfast included
Super 8 by Wyndham Mahwah
160 State Route 17 South, Mahwah, NJ
Free Cancellation
Reserve now, pay when you stay
$74 nightly
The price is $85 total per night
$85 total
Jul 27 - Jul 28
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the 24-hour business center. Express check-out, luggage storage, and laundry facilities are also on offer.
Parking included
Free WiFi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Popular places to visit
The Rock Sports Complex
4/5(4 reviews)
Explore the great outdoors at The Rock Sports Complex, a lovely green space in Chester. While you're in the area, find time to visit its shops.
Castle Fun Center
4/5(7 reviews)
You can take time to visit Castle Fun Center during your travels to Chester. While you're in the area, find time to visit its shops.
Museum Village
5/5(1 review)
You can spend an afternoon exploring the galleries in Museum Village during your trip to Chester. While in this family-friendly area, find time to visit its shops.
Frequently asked questions
Photos of local treasures
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