Search Hotels in Chester, New York

Search over 1 million properties and 550 airlines worldwide

Search over 1 million flights, hotels, packages, and more

No Expedia cancellation fee to change or cancel almost any hotel reservation

Check Chester hotel prices

Check prices in Chester for tonight, 23 Feb - 24 Feb23 Feb - 24 Feb
Check prices in Chester for tomorrow night, 24 Feb - 25 Feb24 Feb - 25 Feb
Check prices in Chester for next weekend, 28 Feb - 1 Mar28 Feb - 1 Mar
Chester, New York, United States of America

Top 10 Hotels in Chester

Luxury NEW Sugar Loaf Apt Near Legoland-15 Minutes/7.5 Miles
5/5Exceptional! (13 reviews)
Spacious master!

"Angelo met us as we arrived, helping for a smooth check-in! The kitchen is modern, bright and attractive! We appreciated the keurig coffeemaker along with coffee pods, creamers and stirrers! The master bedroom was very spacious! We loved the higher sink and the shower was awesome! The beds were comfortable ..."…"

Reviewed on 24 Sep 2019

Luxury NEW Sugar Loaf Apt Near Legoland-15 Minutes/7.5 Miles
Inn on the Hudson
2 out of 5
634 Main Street, Peekskill, NY
Free cancellationReserve now, pay when you stay
£59
per night
Mar 1 - Mar 2
3.5/5Good! (744 reviews)

"Inn on the Hudson is homey and a nice quiet place if you want to decompress. It’s kept spotless, the rooms are newly decorated and freshly painted and I really like the private feel instead of a chain. It has a great view, right near the main road and a pool."…"

Reviewed on 12 Feb 2020

Inn on the Hudson
Hawthorn Suites by Wyndham Fishkill/Poughkeepsie Area
3 out of 5
14 Schuyler Blvd, Fishkill, NY
Free cancellationReserve now, pay when you stay
£65
per night
Mar 1 - Mar 2
3.7/5Good! (969 reviews)

"Room just needed extra trash bins and bags. It only had one."…"

Reviewed on 19 Jan 2020

Hawthorn Suites by Wyndham Fishkill/Poughkeepsie Area
The Dominion House Bed & Breakfast
3.5 out of 5
50 Old Dominion Road, Chester, NY
Free cancellationReserve now, pay when you stay
£131
per night
Feb 27 - Feb 28
4.8/5Exceptional! (34 reviews)

"Lovely period home. Owners were friendly, courteous and informative. Breakfast was delicious. Overall stay was very enjoyable and would stay again."…"

Reviewed on 26 Nov 2019

The Dominion House Bed & Breakfast
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
2 out of 5
1287 Route 300, Newburgh, NY
Free cancellationReserve now, pay when you stay
£54
per night
Mar 1 - Mar 2
3.4/5 (1,555 reviews)

"Only stood overnight. The staff was friendly and the price for stay was affordable"…"

Reviewed on 12 Feb 2020

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
HYATT house Fishkill/Poughkeepsie
3 out of 5
100 Westage Business Center Dr., Fishkill, NY
Free cancellationReserve now, pay when you stay
£81
per night
Feb 25 - Feb 26
4.4/5Wonderful! (1,409 reviews)

"Hotel is right across from Walmart and Dunkin’ Dounuts"…"

Reviewed on 19 Feb 2020

HYATT house Fishkill/Poughkeepsie
Minerals Hotel
4 out of 5
1 Stonehill Dr, Vernon, NJ
Free cancellationReserve now, pay when you stay
£207
per night
Mar 15 - Mar 16
4/5Very Good! (191 reviews)

"The staff and service at Minerals exceed your expectations. Genuinely friendly and helpful, everyone does their utmost to help you have th best stay possible. I am a spirts club member and live locally however I was pleasantly surprised to find out I was upgraded to the Presidential Suite upon my ..."…"

Reviewed on 21 Jan 2020

Minerals Hotel
Magnuson Hotel Fishkill
2.5 out of 5
20 Schuyler Blvd, Fishkill, NY
Free cancellationReserve now, pay when you stay
£49
per night
Feb 24 - Feb 25
3.6/5Good! (947 reviews)

"Friendly and professional staff, clean room, easy parking. Great hotel."…"

Reviewed on 25 Jan 2020

Magnuson Hotel Fishkill
Mountain Creek
3 out of 5
200 Route 94, Vernon, NJ
£150
per night
Feb 24 - Feb 25
4.2/5Very Good! (244 reviews)

"Amazing rooms and very comfortable we like the decor"…"

Reviewed on 21 Feb 2020

Mountain Creek
DoubleTree by Hilton Hotel Nanuet
3.5 out of 5
425 E Route 59, Nanuet, NY
Free cancellationReserve now, pay when you stay
£93
per night
Mar 3 - Mar 4
4.2/5Excellent! (768 reviews)

"The staff was very friendly and helpful. We had everything we needed in the room, spacious rooms. Breakfast was good."…"

Reviewed on 15 Feb 2020

DoubleTree by Hilton Hotel Nanuet
Can'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.

Visiting Chester

Visitors to Chester are sure to enjoy the shopping and restaurants. Tourists can also enjoy the city's ski areas and coffee shops. Around the area, top sights include Woodbury Common Premium Outlets, Bear Mountain State Park and Mountain Creek Ski Resort.

  • You'll find 111 Expedia hotels and other accommodation options in the larger area of Newburgh
  • The closest major airport is in Newburgh, NY (SWF-Stewart Intl.), 13.8 mi (22.2 km) from the city centre
  • The next closest is in Caldwell, NJ (CDW-Essex County), 32.6 mi (52.5 km) away

Sightseeing and Staying in Chester

Favourite places to visit in the city include Castle Fun Center, Museum Village and Goosepond Mountain State Park. Additionally, you might want to add The Rock Sports Complex to your agenda.

Below is a top accommodation option based on our user reviews:

  • Holiday Inn Express Hotel & Suites Chester - With a stay at this 2.5-star hotel, guests can enjoy access to free breakfast and an indoor pool, along with free WiFi. It's a favourite with Expedia travellers for its pool and convenient parking.

Popular places to visit around the area include Woodbury Common Premium Outlets, located 7.1 mi (11.4 km) from the city centre, and Bear Mountain State Park, which is 14.2 mi (22.9 km) away.

Dressing for Chester

  • Between January and March, daytime temperatures average 12°C, whilst night-time temperatures stay around -9°C
  • From April to June, the average is 28°C during the day and 0°C at night
  • July to September sees average temperatures of 29°C during the day and 6°C at night
  • Between October and December, you can expect 20°C as the daytime average and -8°C as the night-time average
  • About 1134 millimetres of rain falls on Chester each year
  • July and August are usually the hottest months averaging 28°C, while January and February are usually the coldest with an average temperature of -8°C

Frequently asked questions

Chester Hotel Reviews

More trip options