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Hotels in Chester

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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
  • 8 min walk from Castle Fun Center
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 ...
8.6/10 Excellent! (1,000 reviews)
"Congrats"

Reviewed on Jun 17, 2026

Holiday Inn Express Hotel & Suites Chester by IHG
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
  • 44 min drive from Castle Fun Center
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 ...
8.4/10 Very Good! (1,013 reviews)
"Excelente"

Reviewed on Jun 23, 2026

Overlook Lodge at Bear Mountain
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6 Middletown NY
  • 23 min drive from Castle Fun Center
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 ...
8.8/10 Excellent! (1,041 reviews)
"Had a nice stay was quiet for the most part clean and the bed was very comfy"

Reviewed on Jun 22, 2026

Sleep Inn & Suites Middletown - Goshen
DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

4 out of 5
425 E Route 59 Nanuet NY
  • 1 hour drive from Castle Fun Center
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. ...
9/10 Wonderful! (1,154 reviews)
"Room was cleaned. Nice hotel. Staff was nice. Only thing is room did have a lot of light. Very gloomy making it hard to see unless u have the curtain open during the day"

Reviewed on Jun 22, 2026

DoubleTree by Hilton Hotel Nanuet
Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG

3.5 out of 5
3 Executive Blvd Suffern NY
  • 48 min drive from Castle Fun Center
Book a stay at this business-friendly hotel in Suffern. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,005 reviews)
"Great place simply putting it."

Reviewed on Jun 20, 2026

Crowne Plaza Suffern - Mahwah by IHG
Spark by Hilton Fishkill

Spark by Hilton Fishkill

3 out of 5
20 Schuyler Blvd Fishkill NY
  • 1 hour drive from Castle Fun Center
Book a stay at this golf hotel in Fishkill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
8.2/10 Very Good! (141 reviews)
"Neat, nice stay, good location."

Reviewed on Jun 24, 2026

Spark by Hilton Fishkill
Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

2 out of 5
1289 Route 300 Newburgh NY
  • 39 min drive from Castle Fun Center
Book a stay at this business-friendly hotel in Newburgh. Enjoy free WiFi, free parking, and a nightclub. Popular attractions Hamilton Fish Bridge and Resorts ...
5/10 (1,001 reviews)
"Nasty"

Reviewed on Jun 20, 2026

Ramada by Wyndham Newburgh/West Point
Studio 6 Extended Stay Fishkill Route 9 NY

Studio 6 Extended Stay Fishkill Route 9 NY

2.5 out of 5
25 Merritt Blvd Fishkill NY
  • 1 hour drive from Castle Fun Center
Stay at this hotel in Fishkill. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Blodgett Memorial Library and Van Wyck Homestead Museum ...
6.4/10 (1,002 reviews)
"."

Reviewed on Jun 24, 2026

Studio 6 Extended Stay Fishkill Route 9 NY
The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

3 out of 5
5 Lakeside Rd Newburgh NY
  • 36 min drive from Castle Fun Center
Book a stay at this business-friendly hotel in Newburgh. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. ...
7.2/10 Good! (787 reviews)
"Parking and housekeeping were the only positives about this place. If we were staying more than one night, we would have left immediately."

Reviewed on Jun 21, 2026

The Crossroads Hotel, Newburgh
Quality Inn & Suites Fishkill South near I-84

Quality Inn & Suites Fishkill South near I-84

2.5 out of 5
849 Route 52 Fishkill NY
  • 57 min drive from Castle Fun Center
Book a stay at this business-friendly hotel in Fishkill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,001 reviews)
"Need more help in breakfast room!!"

Reviewed on Jun 24, 2026

Quality Inn & Suites Fishkill South near I-84
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

2 out of 5
915 Union Ave New Windsor NY
  • 36 min drive from Castle Fun Center
Book a stay at this business-friendly hotel in New Windsor. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the ...
8.4/10 Very Good! (1,005 reviews)
"Walked into room saw a centipede the size of a baseball walking around, bunch of smears and weird marks on the headboards of the bed, had to fiddle around with the A/C for 10 minutes to get it to work."

Reviewed on Jun 21, 2026

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Inn on the Hudson

Inn on the Hudson

2 out of 5
634 Main Street Peekskill NY
  • 54 min drive from Castle Fun Center
Book a stay at this business-friendly hotel in Peekskill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.2/10 Good! (1,001 reviews)
"The staff was great! Very nice but the place is falling apart."

Reviewed on Jun 23, 2026

Inn on the Hudson
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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Frequently Asked Questions About Chester hotels

Where can I find the best last-minute travel deals?

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How many hotels are there in Chester?

With over 1,071 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.