Chester Vacation Packages

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Your Chester Vacation

The exciting city of Chester is calling. Discover its hot spots and hidden treasures with a Chester vacation package that's customized to you. If taking in sights is on the agenda during your trip to Chester, swing by leading attractions like LEGOLAND® New York, The Rock Sports Complex and Goshen Historic Track. Don't delay visiting this destination any longer. Your ultimate Chester vacation is a couple of clicks away with Expedia.

Top Chester Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Sleep Inn & Suites Middletown - Goshen
Courtyard by Marriott Newburgh Stewart Airport
Candlewood Suites Middletown Goshen by IHG
Holiday Inn Express Hotel & Suites Chester by IHG
Holiday Inn Express & Suites Middletown - Goshen by IHG

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Chester Hotel Deals

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 out of 5
2 Bryle Place Chester NY
Fully refundable
The price is CA $155 per night from Mar 29 to Mar 30
CA $155
CA $183 total
Mar 29 - Mar 30
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
Parking was easy- lady at the front desk was great. Room was good

Reviewed on Mar 23, 2026

Holiday Inn Express Hotel & Suites Chester by IHG
DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

4 out of 5
425 E Route 59 Nanuet NY
Fully refundableReserve now, pay when you stay
The price is CA $145 per night from Apr 5 to Apr 6
CA $145
CA $169 total
Apr 5 - Apr 6
includes taxes & fees
9/10 Wonderful! (1,080 reviews)
Warm swimming pool for my family But the room was little outdated

Reviewed on Mar 23, 2026

DoubleTree by Hilton Hotel Nanuet
Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet

2.5 out of 5
20 Overlook Blvd Nanuet NY
Fully refundableReserve now, pay when you stay
The price is CA $133 per night from Apr 5 to Apr 6
CA $133
CA $155 total
Apr 5 - Apr 6
includes taxes & fees
8.4/10 Very Good! (1,138 reviews)
Every year I stayed in this hotel and I love it.

Reviewed on Mar 23, 2026

Sonesta Simply Suites Nanuet
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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.