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Choose from 994 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
  • 18 min walk from The Rock Sports Complex
Book a stay at this business-friendly hotel in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,000 reviews)
"The stay was affordable, convenient, and the breakfast was good!"

Reviewed on May 12, 2025

Holiday Inn Express Hotel & Suites Chester by IHG
HYATT house Fishkill/Poughkeepsie
HYATT house Fishkill/Poughkeepsie
3 out of 5
100 Westage Business Center Dr., Fishkill, NY
  • 1 hour drive from The Rock Sports Complex
Stay at this 3-star business-friendly hotel in Fishkill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,004 reviews)
"It was amazing"

Reviewed on May 28, 2025

HYATT house Fishkill/Poughkeepsie
Overlook Lodge at Bear Mountain
Overlook Lodge at Bear Mountain
2.5 out of 5
55 Hessian Drive, Bear Mountain State Park, Bear Mountain, NY
  • 42 min drive from The Rock Sports Complex
Book a stay at this spa hotel in Bear Mountain. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.2/10 Very Good! (1,000 reviews)
"Amazing stay, very calm area. Love it, All employees are very polite. 10/10 💕"

Reviewed on May 28, 2025

Overlook Lodge at Bear Mountain
DoubleTree by Hilton Hotel Nanuet
DoubleTree by Hilton Hotel Nanuet
4 out of 5
425 E Route 59, Nanuet, NY
  • 1 hour drive from The Rock Sports Complex
Book a stay at this golf hotel in Nanuet. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. ...
8.6/10 Excellent! (1,001 reviews)
"Nice time clean pool"

Reviewed on May 26, 2025

DoubleTree by Hilton Hotel Nanuet
Wingate by Wyndham Fishkill
Wingate by Wyndham Fishkill
3 out of 5
20 Schuyler Blvd, Fishkill, NY
  • 1 hour drive from The Rock Sports Complex
Stay at this 3-star business-friendly hotel in Fishkill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.6/10 Good! (397 reviews)
"Nice and comfortable despite renovations going on. Breakfast can be improved. Overall a nice hotel."

Reviewed on May 16, 2025

Wingate by Wyndham Fishkill
Sleep Inn & Suites Middletown - Goshen
Sleep Inn & Suites Middletown - Goshen
2.5 out of 5
3491 Route 6, Middletown, NY
  • 25 min drive from The Rock Sports Complex
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (1,003 reviews)
"Everything"

Reviewed on May 29, 2025

Sleep Inn & Suites Middletown - Goshen
Sonesta Simply Suites Nanuet
Sonesta Simply Suites Nanuet
2.5 out of 5
20 Overlook Blvd, Nanuet, NY
  • 55 min drive from The Rock Sports Complex
Book a stay at this business-friendly hotel in Nanuet. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (1,010 reviews)
"Very nice hotel, close to everything and clean. The full kitchens are a plus. Love that it pet friendly without a ridiculous overly expensive pet fee. Free parking and nice staff. I would recommend for a pleasant stay. Nice area and safe."

Reviewed on May 27, 2025

Sonesta Simply Suites Nanuet
Hampton Inn & Suites Mahwah
Hampton Inn & Suites Mahwah
2.5 out of 5
290 Rt 17s, Mahwah, NJ
  • 47 min drive from The Rock Sports Complex
Book a stay at this business-friendly hotel in Mahwah. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (1,178 reviews)
"Will definitely book again. 10/10 very excellent!"

Reviewed on May 28, 2025

Hampton Inn & Suites Mahwah
Sleep Inn & Suites Monroe - Woodbury
Sleep Inn & Suites Monroe - Woodbury
2.5 out of 5
1 Sleep Way, Monroe, NY
  • 13 min drive from The Rock Sports Complex
Book a stay at this business-friendly hotel in Monroe. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
9.4/10 Exceptional! (1,002 reviews)
"Very good"

Reviewed on May 28, 2025

Sleep Inn & Suites Monroe - Woodbury
Super 8 by Wyndham Mahwah
Super 8 by Wyndham Mahwah
2.5 out of 5
160 State Route 17 South, Mahwah, NJ
  • 45 min drive from The Rock Sports Complex
Book a stay at this business-friendly hotel in Mahwah. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean ...
7.2/10 Good! (1,002 reviews)
"Distance to my race in the Highlands was perfect"

Reviewed on May 29, 2025

Super 8 by Wyndham Mahwah
Best Western The Inn At Ramsey
Best Western The Inn At Ramsey
3 out of 5
1315 Route 17 South, Ramsey, NJ
  • 50 min drive from The Rock Sports Complex
Stay at this 3-star business-friendly hotel in Ramsey. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
7.2/10 Good! (1,000 reviews)
"Very nice staff and room was clean."

Reviewed on May 25, 2025

Best Western The Inn At Ramsey
Hampton Inn Harriman Woodbury
Hampton Inn Harriman Woodbury
2.5 out of 5
60 Centre Dr, Central Valley, NY
  • 23 min drive from The Rock Sports Complex
Book a stay at this business-friendly hotel in Woodbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (1,002 reviews)
"We went to Lego land and had a fantastic time and our hotel room was perfect! Couldn’t have asked for a better place to stay."

Reviewed on May 27, 2025

Hampton Inn Harriman Woodbury
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.

Find cheap hotels in Chester

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If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $85. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Chester hotel deals at the last minute.

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Frequently Asked Questions About Chester hotels

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How many hotels are there in Chester?

With over 994 hotels in Chester, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $85.

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Finding a cheap car rental deal in Chester is as easy as scoring cheap hotels in Chester. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.