Book Hotels in Chester, New York

Wander wisely with the Travelocity Price Match Guarantee

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check hotel availability in Chester

Check prices in Chester for tonight, Jun 25 - Jun 26
Tomorrow night
Check prices in Chester for tomorrow night, Jun 26 - Jun 27
Next weekend
Check prices in Chester for next weekend, Jul 1 - Jul 3

Most frequently booked Chester hotels

Don't see what you're looking for?
See all available properties in Chester
View all properties
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.

Top family friendly Chester hotel deals

Holiday Inn Express Hotel & Suites Chester, an IHG Hotel

Seize your some day

Chester Hotel & Travel Guide\n

So you are looking to spend some time in Newburgh? Need to reserve a place to stay in the Chester area? 3 hotels listed on Travelocity are situated within easy driving distance from the city centre.

The Holiday Inn Express Hotel & Suites Chester is the closest to the center of Chester and the sole Travelocity-listed accommodation option less than a short drive away.

You could also try the Minerals Hotel and the Caldwell House Bed & Breakfast. The Minerals Hotel is just 18 miles (29 kilometers) away from downtown Chester. The Caldwell House Bed & Breakfast, can be found just 9 miles (14 kilometers) away. The Peach Grove Inn and also the Hampton Inn Harriman Woodbury are two more Travelocity-listed options around Chester.

If you have time, you could travel to other parts of Hudson Valley. Spend time at Hudson Valley's historic bridges and open-air markets. Those drawn to nature should also make the time to enjoy its rivers, valleys and rolling hills. Popular activities in this pocket of United States of America include rock climbing.

Looking for more activities? You could spend the day enjoying Dia Beacon and Bannerman Castle, in Beacon, 19 miles (30 kilometers) to the northeast of Chester. When you get to Beacon, be sure to check out the The Roundhouse and Quality Inn & Suites. 15 miles (24 kilometers) to the east of Chester, you can also stay at West Point, which boasts the West Point Motel and FairBridge Inn & Suites at West Point. The United States Military Academy and West Point Museum are some more frequented places to visit when in West Point.

Simply because you are having a getaway, who says you can't indulge in your love for sport. Madison Square Garden is 45 miles (70 kilometers) to the south of Chester. Wise travelers that hope to find a hotel near the stadium can choose from the The St. Regis New York or the Mandarin Oriental, New York.

Stewart International Airport is a practical airport for those flying into Chester. It's located 14 miles (22 kilometers) from the heart of the city. For travelers who would find it convenient to find a base nearby, enquire about Four Points by Sheraton Newburgh Stewart Airport or Hudson Valley Hotel and Conference Center by Fairbridge.

Frequently asked questions

Recent Chester hotel reviews by fellow wanderers