Hotels in Chester

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight
Apr 18 - Apr 19
Tomorrow
Apr 19 - Apr 20
Next weekend
Apr 24 - Apr 26
In two weeks
May 1 - May 3

Where to stay in Chester?

Exterior
Holiday Inn Express Hotel & Suites Chester by IHG
Holiday Inn Express Hotel & Suites Chester by IHG
2.5 star property
Chester
8.6 out of 10, Excellent, (1,001 reviews)
This conveniently located Chester hotel offers free perks including WiFi, parking, and weekday breakfast. Splash in the indoor pool after exploring nearby Woodbury Common Premium Outlets. Guests consistently praise the helpful staff and clean rooms.
The price is $129
$152 total
includes taxes & fees
Apr 19 - Apr 20
Holiday Inn Express Hotel & Suites Chester by IHG
Exterior
The Dominion House Bed & Breakfast
The Dominion House Bed & Breakfast
2.0 star property
Chester
9.2 out of 10, Wonderful, (233 reviews)
Unwind at this charming B&B with a refreshing outdoor pool, lush garden, and peaceful terrace. After complimentary breakfast, explore nearby hiking trails or head to LEGOLAND and Woodbury Common Premium Outlets, both within 15 minutes.
The price is $215
$243 total
includes taxes & fees
Apr 20 - Apr 21
The Dominion House Bed & Breakfast
View from property
Inn on the Hudson
Inn on the Hudson
2.0 star property
Peekskill
7.0 out of 10, Good, (1,000 reviews)
Perched along the Hudson, this inn provides free breakfast, WiFi and parking. Explore nearby Bear Mountain State Park or stroll to Peekskill Landing Park. Rooms include refrigerators and microwaves for added convenience.
The price is $94
$108 total
includes taxes & fees
May 3 - May 4
Inn on the Hudson
Exterior
The Abbey Inn & Spa
The Abbey Inn & Spa
4.0 star property
Peekskill
9.2 out of 10, Wonderful, (244 reviews)
This Peekskill hotel features Apropos Restaurant, a rejuvenating full-service spa, and a seasonal outdoor pool. Located near Bear Mountain State Park, guests can explore local attractions or work out in the fitness center. Staff earn high praise for their exceptional service.
The price is $349
$445 total
includes taxes & fees
Apr 23 - Apr 24
The Abbey Inn & Spa
Free daily self-serve breakfast
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
2.5 star property
Peekskill
9.2 out of 10, Wonderful, (1,000 reviews)
Wake up to a complimentary breakfast at this Peekskill hotel before exploring Bear Mountain State Park nearby. The indoor pool offers year-round swimming, while free WiFi and parking add convenience. Located near the train station for easy Hudson Valley excursions.
The price is $139
$159 total
includes taxes & fees
Apr 19 - Apr 20
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
Indoor pool, open 8:30 AM to 9:30 PM, sun loungers
DoubleTree by Hilton Hotel Nanuet
DoubleTree by Hilton Hotel Nanuet
4.0 star property
Nanuet
9.0 out of 10, Wonderful, (1,096 reviews)
Steps from Rockland Bakery and The Shops at Nanuet, this tranquil hotel offers an indoor pool and Windsor Grille for dinner. With a bar, 24-hour fitness center, and free WiFi and parking, enjoy a quiet, relaxing stay near Mahwah Station.
The price is $114
$133 total
includes taxes & fees
May 10 - May 11
DoubleTree by Hilton Hotel Nanuet
Exterior
Hampton Inn Fishkill
Hampton Inn Fishkill
2.5 star property
Fishkill
8.6 out of 10, Excellent, (1,000 reviews)
Stay at this serene hotel with an indoor pool near Van Wyck Homestead Museum and Fishkill Golf Course. Just 17 minutes from Stewart Airport, guests praise the helpful staff and peaceful atmosphere. Enjoy free breakfast, WiFi, and parking during your visit.
The price is $106
$122 total
includes taxes & fees
May 10 - May 11
Hampton Inn Fishkill
Free daily continental breakfast
Spark by Hilton Fishkill
Spark by Hilton Fishkill
3.0 star property
Fishkill
8.0 out of 10, Very Good, (66 reviews)
The price is $93
$107 total
includes taxes & fees
Apr 26 - Apr 27
Spark by Hilton Fishkill
Exterior
Best Western Fishkill Inn & Suites
Best Western Fishkill Inn & Suites
3.5 star property
Fishkill
8.8 out of 10, Excellent, (1,001 reviews)
Experience Fishkill's peaceful atmosphere at this well-reviewed hotel with free breakfast, WiFi, and parking. Take a refreshing dip in the seasonal outdoor pool or stay fit at the gym. The clean rooms include microwaves and refrigerators for added convenience.
The price is $116
$134 total
includes taxes & fees
May 10 - May 11
Best Western Fishkill Inn & Suites
View from property
Courtyard by Marriott Fishkill
Courtyard by Marriott Fishkill
3.0 star property
Fishkill
8.8 out of 10, Excellent, (763 reviews)
Relax at this tranquil retreat just minutes from the Van Wyck Homestead Museum. Take a refreshing dip in the indoor pool, grab dinner at The Bistro, or maintain your routine at the fitness center. Free WiFi and parking enhance your convenient stay.
The price is $117
$132 total
includes taxes & fees
May 10 - May 11
Courtyard by Marriott Fishkill
Reception
Hilton Garden Inn Fishkill
Hilton Garden Inn Fishkill
3.0 star property
Fishkill
8.6 out of 10, Excellent, (1,000 reviews)
Unwind at this Hudson Valley hotel with an indoor pool, convenient dining at Great American Grille, and a 24-hour fitness center. Each room includes a refrigerator and microwave, while free parking and WiFi add value for exploring nearby museums and golf courses.
The price is $119
$137 total
includes taxes & fees
Apr 29 - Apr 30
Hilton Garden Inn Fishkill
Exterior
Studio 6 Extended Stay Fishkill Route 9 NY
Studio 6 Extended Stay Fishkill Route 9 NY
2.5 star property
Fishkill
6.8 out of 10, (986 reviews)
Escape to a quiet haven in Fishkill where hiking trails and mountain biking await. This hotel offers convenient free perks including Wi-Fi, parking, and daily on-the-go breakfast. Located near Van Wyck Homestead Museum, it's a tranquil base for outdoor enthusiasts.
The price is $66
$76 total
includes taxes & fees
Apr 21 - Apr 22
Studio 6 Extended Stay Fishkill Route 9 NY
BBQ/picnic area
SpringHill Suites by Marriott Fishkill
SpringHill Suites by Marriott Fishkill
3.0 star property
Fishkill
9.6 out of 10, Exceptional, (1,000 reviews)
Quiet retreat with a 24-hour fitness center and onsite dining options where you can relax with a drink at the bar. Free perks include breakfast, WiFi, and parking. Near Van Wyck Homestead Museum and praised for helpful staff.
The price is $159
$184 total
includes taxes & fees
Apr 19 - Apr 20
SpringHill Suites by Marriott Fishkill
Premium bedding, pillowtop beds, desk, laptop workspace
HYATT house Fishkill/Poughkeepsie
HYATT house Fishkill/Poughkeepsie
3.0 star property
Fishkill
8.8 out of 10, Excellent, (1,002 reviews)
Warm ambiance meets convenience at this Fishkill hotel near Van Wyck Homestead Museum. Enjoy the indoor pool and hot tub after exploring, then grab a drink at the bar. Clean rooms with microwaves and refrigerators add comfort to your stay.
The price is $127
$147 total
includes taxes & fees
Apr 26 - Apr 27
HYATT house Fishkill/Poughkeepsie
Terrace/patio
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
2.5 star property
Fishkill
8.6 out of 10, Excellent, (1,002 reviews)
Wake up refreshed at this welcoming Fishkill hotel offering free breakfast, WiFi and parking. Unwind in the indoor pool and hot tub after exploring nearby Van Wyck Homestead Museum. Clean rooms with microwaves and refrigerators enhance your Hudson Valley stay.
The price is $112
$130 total
includes taxes & fees
Apr 19 - Apr 20
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
Property amenity
Residence Inn by Marriott Fishkill
Residence Inn by Marriott Fishkill
3.0 star property
Fishkill
9.4 out of 10, Exceptional, (419 reviews)
This extended-stay hotel offers an indoor pool and 24-hour fitness center near Van Wyck Homestead Museum. Enjoy free breakfast, WiFi, and parking, plus in-room refrigerators and microwaves. Staff earn praise from travelers and Stewart Airport is just 22 minutes away.
The price is $157
$181 total
includes taxes & fees
Apr 26 - Apr 27
Residence Inn by Marriott Fishkill
Apartment, 2 Double Beds (Ground Floor) | Living area | Flat-screen TV
Countryside Motel
Countryside Motel
2.0 star property
Cold Spring
7.2 out of 10, Good, (265 reviews)
Minutes from Fishkill Ridge hiking trails, this cozy Cold Spring motel offers free WiFi and parking. Enjoy daily housekeeping and easy access to nearby Fishkill Golf Course for a relaxing Hudson Valley escape.
The price is $79
$86 total
includes taxes & fees
Apr 19 - Apr 20
Countryside Motel
Free WiFi, bed sheets
Budget Motor Inn - Stony Point
Budget Motor Inn - Stony Point
1.5 star property
Stony Point
5.2 out of 10, (542 reviews)
This simple hotel in Stony Point offers free WiFi and parking, plus 24-hour front desk service. Just a 10-minute drive from Bear Mountain State Park and close to Penguin Rep Theatre, it's an affordable base for exploring nearby attractions.
The price is $59
$66 total
includes taxes & fees
Apr 19 - Apr 20
Budget Motor Inn - Stony Point
Lobby
Element Spring Valley
Element Spring Valley
3.0 star property
Spring Valley
8.8 out of 10, Excellent, (472 reviews)
The price is $134
$156 total
includes taxes & fees
Apr 26 - Apr 27
Element Spring Valley
Premium bedding, pillowtop beds, in-room safe, desk
Hampton Inn Nanuet
Hampton Inn Nanuet
2.5 star property
Nanuet
7.8 out of 10, Good, (1,001 reviews)
Wake up to free breakfast at this welcoming Nanuet hotel near The Shops at Nanuet. Enjoy morning laps in the indoor pool or hit the fitness center. With free WiFi, parking, and helpful staff, this spot makes exploring Rockland County hassle-free.
The price is $102
$118 total
includes taxes & fees
May 10 - May 11
Hampton Inn Nanuet
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.
View all properties

When is the best time to visit Chester?

Our prices for hotels in Chester are cheapest in December
Price trends for hotels in Chester
Pricing is based on two traveler single night rates
View properties in April
Currently viewing crowd sizes and weather for April.
Typical weather for Chester
April
High 14°C / low 5°C. Sunny most days.
View properties in April
14°
weather_sun
April, no crowd data, average high temperature 14 degrees Celsius, average low temperature 5 degrees Celsius. Sunny most days.
5°
21°
weather_sun
May, no crowd data, average high temperature 21 degrees Celsius, average low temperature 10 degrees Celsius. Sunny most days.
10°
25°
weather_sun
June, no crowd data, average high temperature 25 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
15°
29°
weather_sun
July, no crowd data, average high temperature 29 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
18°
28°
weather_sun
August, no crowd data, average high temperature 28 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
18°
24°
weather_sun
September, no crowd data, average high temperature 24 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
14°
17°
weather_sun
October, no crowd data, average high temperature 17 degrees Celsius, average low temperature 8 degrees Celsius. Sunny most days.
8°
10°
weather_partly_sunny
November, no crowd data, average high temperature 10 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
2°
5°
ac_unit
December, no crowd data, average high temperature 5 degrees Celsius, average low temperature -2 degrees Celsius. Snow likely.
-2°
1°
ac_unit
January, no crowd data, average high temperature 1 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
-6°
3°
ac_unit
February, no crowd data, average high temperature 3 degrees Celsius, average low temperature -5 degrees Celsius. Snow likely.
-5°
8°
weather_partly_sunny
March, no crowd data, average high temperature 8 degrees Celsius, average low temperature -1 degrees Celsius. Partly sunny.
-1°
Monthly weather averages (˚C)

Top landmarks in Chester

The Rock Sports Complex

4.0/5 (18 reviews)
The Rock Sports Complex is 1.2 mi (2 km) from central Chester, why not stop by during your stay. If you like The Rock Sports Complex, you'll love Orange County Arboretum and Arrow Park Lake and Lodge, both just a short drive away.
See properties

Goosepond Mountain State Park

4.0/5 (5 reviews)
Goosepond Mountain State Park is 2.1 mi (3.4 km) from central Chester, why not stop by during your stay.
See properties

Learn more about Chester

Chester is well-known for its attractions such as Castle Fun Center and The Rock Sports Complex. Visitors to this family-friendly city speak highly of the restaurants whereas sights include Museum Village and Goosepond Mountain State Park.

See all hotels in Chester
Black dirt region farm Chester New York

Check out reviews of Chester hotels guests love

Spark by Hilton Fishkill

Spark by Hilton Fishkill

8/10 Good
"I am not a breakfast eater."
Jean 1-night trip
Posted 12 hours ago
Spark by Hilton Fishkill

Frequently asked questions

What accommodations do travelers recommend in Chester?
Guests like Holiday Inn Express Hotel & Suites Chester by IHG, Sleep Inn & Suites Middletown - Goshen and Courtyard by Marriott Middletown Goshen.
Can I book refundable hotels in Chester?
If you're looking for the flexibility to change your plans to Chester, most accommodations offer refundable* rates you can book. You can see these properties by searching our site and using the "fully refundable" filter to narrow down the results.
Where should I consider staying in Chester if I'm looking for a budget-friendly accommodation?
An inexpensive option worth considering is Holiday Inn Express Hotel & Suites Chester by IHG.
Where can I stay in Chester if I want a vacation rental instead of a hotel?
Browse 9 vacation homes on our site.
What will the weather in Chester be like during my vacation?
July and August are typically the warmest months in Chester when the average temp is 70°F. January and February are the coldest months when the average temperature is 32°F. July and October are the months with the most rain.
Why should I book my Chester hotel with Hotels.com?
There are lots of reasons to book your Chester trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.