
Chester Packages (Flight + Hotel)
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Top hotels in Chester

Holiday Inn Express Hotel & Suites Chester by IHG
2 Bryle Place Chester NY
Fully refundable
The price is ฿4,239 per night from 1 Jul to 2 Jul
฿4,239
฿5,219 total
1 Jul - 2 Jul
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"The rooms were large, staff was friendly and complimentary breakfast had a large variety of food."
Reviewed on 24 Jun 2026

Overlook Lodge at Bear Mountain
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
The price is ฿5,638 per night from 13 Jul to 14 Jul
฿5,638
฿6,942 total
13 Jul - 14 Jul
includes taxes & fees
8.4/10 Very good! (1,004 reviews)
"everything was amazing , my husband and I really enjoyed our time there"
Reviewed on 26 Jun 2026

Sleep Inn & Suites Middletown - Goshen
3491 Route 6 Middletown NY
Fully refundable
The price is ฿3,830 per night from 27 Jul to 28 Jul
฿3,830
฿4,524 total
27 Jul - 28 Jul
includes taxes & fees
8.8/10 Excellent! (1,042 reviews)
"Clean room loved my stay with my family the kids enjoy the pool a lot of things close by to do too…"
Reviewed on 25 Jun 2026
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.
