Chester Vacations
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Find the Best Chester Vacation Packages
Chester Hotel Deals
Holiday Inn Express Hotel & Suites Chester by IHG
2 Bryle Place, Chester, NY
The price is SAR 435 per night from May 8 to May 9
SAR 435
SAR 492 total
includes taxes & fees
8 May - 9 May
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 29 April 2025
HYATT house Fishkill/Poughkeepsie
100 Westage Business Center Dr., Fishkill, NY
Fully refundableReserve now, pay when you stay
The price is SAR 411 per night from May 6 to May 7
SAR 411
SAR 465 total
includes taxes & fees
6 May - 7 May
8.6/10 Excellent! (1,004 reviews)
"An amazing experience"
Reviewed on 1 May 2025
La Quinta Inn & Suites by Wyndham Middletown
551 Route 211 E, Middletown, NY
Fully refundableReserve now, pay when you stay
The price is SAR 475 per night from May 11 to May 12
SAR 475
SAR 561 total
includes taxes & fees
11 May - 12 May
9.2/10 Wonderful! (687 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 29 April 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.
Discover the most popular places to visit in Chester
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.