Search for Cheap Deals on
Hotels in Chester

Choose from 1029 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)
Yanki was very helpful , attentive and friendly. The breakfast was lousy ! It was the same thing every day . They had coffee and tea available. Parking was easy . Clean room .

Reviewed on Jan 9, 2026

Holiday Inn Express Hotel & Suites Chester by IHG
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. ...
8.8/10 Excellent! (1,028 reviews)
Nice Staff and breakfast

Reviewed on Jan 16, 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
  • 45 min drive from The Rock Sports Complex
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! (1,003 reviews)
Great staff and clean room.

Reviewed on Jan 13, 2026

Crowne Plaza Suffern - Mahwah by IHG
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! (1,027 reviews)
Friendly staff great amenities very clean room

Reviewed on Jan 16, 2026

Sonesta Simply Suites Nanuet
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 ...
9.2/10 Wonderful! (1,034 reviews)
An amazing experience - the staff was excellent

Reviewed on Jan 14, 2026

Hampton Inn Harriman Woodbury
Mountain Creek

Mountain Creek

3 out of 5
200 Route 94 Vernon NJ
  • 43 min drive from The Rock Sports Complex
Book a stay at this ski hotel in Vernon. Enjoy free WiFi, free parking, and water park access (surcharge). Popular attractions Mountain Creek Ski Resort and ...
8/10 Very Good! (667 reviews)
easy check-in/check-out

Reviewed on Jan 12, 2026

Mountain Creek
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive 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 ...
8.4/10 Very Good! (1,000 reviews)
Cozy and quiet. Rooms need size. Surroundings idellic. Nature abounds.

Reviewed on Jan 10, 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
  • 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 ...
8.6/10 Excellent! (1,001 reviews)
Staff couldn’t be bothered, did end up helping

Reviewed on Jan 14, 2026

Sleep Inn & Suites Middletown - Goshen
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! (1,445 reviews)
Clean room, spacious bathroom, super friendly staff

Reviewed on Jan 13, 2026

Hampton Inn & Suites Mahwah
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3 out of 5
551 Route 211 E Middletown NY
  • 24 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 helpful staff and the clean ...
9.2/10 Wonderful! (957 reviews)
Hot breakfast was a little too late. I missed it the day I needed it before a flight. I waited 20 minutes but had to give up and leave. Coffee was fresh and hot daily and there were a couple of fresh fruit options.

Reviewed on Jan 15, 2026

La Quinta Inn & Suites by Wyndham Middletown-Goshen
Extended Stay America Suites Ramsey Upper Saddle River

Extended Stay America Suites Ramsey Upper Saddle River

2.5 out of 5
112 State Hwy. 17 Ramsey NJ
  • 56 min drive from The Rock Sports Complex
Book a stay at this business-friendly hotel in Ramsey. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
6.6/10 (1,012 reviews)
N/A

Reviewed on Jan 5, 2026

Extended Stay America Suites Ramsey Upper Saddle River
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

2.5 out of 5
20 Crystal Run Crossing Middletown NY
  • 21 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 helpful staff and the clean ...
8.4/10 Very Good! (1,004 reviews)
new facility up to date clean

Reviewed on Jan 11, 2026

Hampton Inn by Hilton Middletown
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

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Chester hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Chester.

Choosing the right hotel in New York has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Chester’s 1,029 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $95. 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.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Chester. No matter your reason for visiting Chester, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Chester hotels

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

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can unlock great deals on your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Chester for as low as $95.

How many hotels are there in Chester?

With over 1,029 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 $95.

How to find cheap car rentals in Chester?

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.