Chester Trips (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 P7,093 per night from 4 May to 5 May
P7,093
P8,024 total
includes taxes & fees
May 4 - May 5
8.4/10 Very Good! (1,001 reviews)
"Room is big and clean, bed is comfortable. About a 5-min drive away from Legoland. Would definitely stay here again if given the opportunity."
Reviewed on Apr 29, 2025
Overlook Lodge at Bear Mountain
55 Hessian Drive, Bear Mountain State Park, Bear Mountain, NY
Fully refundableReserve now, pay when you stay
The price is P7,484 per night from 11 May to 12 May
P7,484
P8,466 total
includes taxes & fees
May 11 - May 12
8.2/10 Very Good! (1,000 reviews)
"The staff, room and property were lovely. The view from the porch? Spectacular !!!"
Reviewed on Apr 28, 2025
La Quinta Inn & Suites by Wyndham Middletown
551 Route 211 E, Middletown, NY
Fully refundableReserve now, pay when you stay
The price is P7,073 per night from 7 May to 8 May
P7,073
P8,355 total
includes taxes & fees
May 7 - May 8
9.2/10 Wonderful! (686 reviews)
"The receptionist is an absolute pro: friendly and eager to help improve our stay. She should be running the NYC Four Seasons... Anyway, location is great with Starbucks across the lot. Hotel is quiet and extremely clean. It looks brand new both inside and out. We'll keep coming again and again."
Reviewed on Apr 29, 2025
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
Castle Fun Center
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.