Hotels with a Pool in Chester, NY
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Featured Chester Hotels with Pool

Holiday Inn Express Hotel & Suites Chester by IHG
2 Bryle Place, Chester, NY
Free Cancellation
$83 nightly
The price is $98 total per night
$98 total
Nov 13 - Nov 14
Total with taxes and fees
Guests of Holiday Inn Express Hotel & Suites Chester by IHG enjoy an indoor pool, free WiFi in public areas, and a 24-hour business center. A stay here includes free parking. The front desk is staffed 24/7 to help secure valuables, and answer any questions about the accommodations. Additional amenities include a meeting room, express check-out, and a gift shop.
Pool
Breakfast included

The Dominion House Bed & Breakfast
28 Old Dominion Road, PO Box 137, Chester, NY
Free Cancellation
Reserve now, pay when you stay
$215 nightly
The price is $243 total per night
$243 total
Nov 12 - Nov 13
Total with taxes and fees
Guests of The Dominion House Bed & Breakfast enjoy features like an outdoor pool, free WiFi in public areas, and a computer station. If you decide to drive, there's free parking. Additional amenities include an arcade/game room, a library, and a terrace.
Pool
Breakfast included
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.
Chester hotels essential information
Accommodation | 996 hotels |
|---|---|
Lowest Price | $98 |
Highest Price | $243 |
Popular hotels | Holiday Inn Express Hotel & Suites Chester by IHG, The Dominion House Bed & Breakfast |
Recent Hotels with Pool Reviews

The Crossroads Hotel, Newburgh
5/5 Excellent
"Convenient to West Point, clean nice staff. Beds comfy, bathroom clean. Great for the money. Allowed us early checkin to get to an event on time."
A verified traveler stayed at The Crossroads Hotel, Newburgh
Posted 2 days ago
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