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
Wildflower Farms, Auberge Collection
Courtyard by Marriott Newburgh Stewart Airport
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Aspiratinns Hotel & Wellness Center

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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 $171 per night from Apr 8 to Apr 9
CA $171
CA $202 total
Apr 8 - Apr 9
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
Clean room house keeping ladies were and is an amazing staff, nice hotel but key cards didn’t work and checking out girl was terrible front desk deanna I think her name she was inhospitable , she’s rude doesn’t know how to talk to people I guess that’s why she doesn’t answer the phones and noncompliant ...

Reviewed on Mar 30, 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 $175 per night from Apr 6 to Apr 7
CA $175
CA $204 total
Apr 6 - Apr 7
includes taxes & fees
9/10 Wonderful! (1,084 reviews)
Breakfast was mediocre, hot chocolate was cold had to ask them to reheat. Iron in the room didnt work, thermostat wasnt working in room. Hot tub was hot pool was nice n warm. Cleaning lady dian acted like the hotel towels were hers when i refused room service and jus said i needed new towels she ...

Reviewed on Mar 31, 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 $158 per night from Apr 7 to Apr 8
CA $158
CA $184 total
Apr 7 - Apr 8
includes taxes & fees
8.4/10 Very Good! (1,147 reviews)
The hotel was dirty and there was so much construction going on period I'm happy that I got the insurance.I'm looking forward to my refund.I had to leave and go to another hotel.

Reviewed on Mar 31, 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.