Search for Cheap Deals on
Hotels in Chester

Choose from 1070 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
  • 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! (1,001 reviews)
"Cleanliness and professional"

Reviewed on Jun 16, 2026

Holiday Inn Express Hotel & Suites Chester 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! (129 reviews)
"Clean room Nice staff"

Reviewed on Jun 16, 2026

Spark by Hilton Fishkill
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! (783 reviews)
"Worst hotel stay ever … you can skip this one. A few bright notes: evening receptionist was accommodating and a pleasure to work with; external grounds were immaculate with plenty of parking; entrance lobby was clean and inviting. The three rooms I looked at were clean but smelled funky. All had ..."

Reviewed on Jun 14, 2026

The Crossroads Hotel, Newburgh
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! (1,158 reviews)
"Nice and well kept. Comfortable stay. The bathroom shower in the room we stayed was old and hard to operate. Overall an excellent place for staying."

Reviewed on Jun 15, 2026

DoubleTree by Hilton Hotel Nanuet
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! (1,029 reviews)
"A small room but a great location. Bed was comfortable and A/C worked well. A little noisy, since the rooms are close to each other. Can be a bit of a challenge to find the room we were staying in. The staff was incredibly nice and helpful and the room was clean."

Reviewed on Jun 15, 2026

Overlook Lodge at Bear Mountain
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
  • 21 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 helpful staff and the clean ...
9.4/10 Exceptional! (1,024 reviews)
"This was our second time staying here when visiting family in the area. Clean, comfortable, friendly staff. Breakfast was also great. Busy area, close to anything you might need"

Reviewed on Jun 17, 2026

La Quinta Inn & Suites by Wyndham Middletown-Goshen
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 Van Wyck Homestead Museum and Fishkill Golf Course ...
6.4/10 (1,001 reviews)
"We booked a room for one night (6/13/26); we called early evening (745-8pm) that day to inform the hotel that we would be arriving later than expected, likely around 10pm. The person who answered the phone said "No problem. If no one is at the desk when you arrive, just call the hotel number again." ..."

Reviewed on Jun 15, 2026

Studio 6 Extended Stay Fishkill Route 9 NY
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! (1,000 reviews)
"Been in this hotel, many times very friendly staff very comfortable beds. Good water pressure in the shower amazing pillows if you’re in the area that’s the place to be."

Reviewed on Jun 16, 2026

Crowne Plaza Suffern - Mahwah by IHG
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 (1,000 reviews)
"AVOID AT ALL COSTS."

Reviewed on Jun 14, 2026

Ramada by Wyndham Newburgh/West Point
Hampton Inn Nanuet

Hampton Inn Nanuet

2.5 out of 5
260 W Route 59 Nanuet NY
  • 59 min drive from Castle Fun Center
Book a stay at this business-friendly hotel in Nanuet. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8/10 Very Good! (1,000 reviews)
"Pricey for the experience of the stay"

Reviewed on Jun 13, 2026

Hampton Inn Nanuet
Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet

2.5 out of 5
20 Overlook Blvd Nanuet NY
  • 58 min drive from Castle Fun Center
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 ...
8.4/10 Very Good! (1,229 reviews)
"Property was located near many retailers and eateries, hotel was clean, it was under renovations, but other than seeing workers moving materials you would not know it. I can't say for sure, but I believe our room was one of the rooms which had been renovated based on the condition of the furnishings. ..."

Reviewed on Jun 15, 2026

Sonesta Simply Suites Nanuet
Studio 6 Extended Stay Fishkill Westage Center NY

Studio 6 Extended Stay Fishkill Westage Center NY

2.5 out of 5
55 W 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. Our guests praise the helpful staff and the clean rooms in our reviews. ...
6.2/10 (996 reviews)
"Just awful on every level. Rooms, stairwells, property filthy and run down. Check in person rude and dismissive. People smoking cigarettes outside entrance doors. Had I not been staying only one night I would have not even made it through. A horrible experience."

Reviewed on Jun 14, 2026

Studio 6 Extended Stay Fishkill Westage Center NY
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 1,070 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 $83. 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 $83.

How many hotels are there in Chester?

With over 1,070 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 $83.

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.