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
Mar 11 - Mar 12
Tomorrow
Mar 12 - Mar 13
This weekend
Mar 13 - Mar 15
Next weekend
Mar 20 - Mar 22

Where to stay in Chester?

Front of property
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, (1,000 reviews)
  • cleanliness
    Within a 15-minute drive of LEGOLAND® New York with an inviting indoor pool.
The price is $93
$110 total
includes taxes & fees
Mar 22 - Mar 23
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)
  • cleanliness
    Scenic New York escape minutes from LEGOLAND and premium outlets.
The price is $215
$243 total
includes taxes & fees
Mar 16 - Mar 17
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)
  • cleanliness
    Riverside retreat near Peekskill offers kayaking access and mountain views.
The price is $89
$102 total
includes taxes & fees
Mar 15 - Mar 16
Inn on the Hudson
Exterior
The Abbey Inn & Spa
The Abbey Inn & Spa
4.0 star property
Peekskill
9.2 out of 10, Wonderful, (241 reviews)
  • cleanliness
    Serene Hudson River retreat with spa treatments and seasonal pool access.
The price is $349
$445 total
includes taxes & fees
Mar 15 - Mar 16
The Abbey Inn & Spa
Free daily self-serve breakfast
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG
2.5 star property
Peekskill
9.2 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    Riverside hideaway with indoor pool and free breakfast near Hudson River adventures.
The price is $122
$140 total
includes taxes & fees
Mar 19 - Mar 20
Holiday Inn Express Hotel & 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, (1,081 reviews)
  • cleanliness
    Unwind at this peaceful golf-adjacent hotel with an indoor pool and fitness centers.
The price is $107
$124 total
includes taxes & fees
Mar 29 - Mar 30
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)
  • cleanliness
    Experience tranquil comfort near Fishkill's transport hub and local attractions.
The price is $102
$118 total
includes taxes & fees
Mar 22 - Mar 23
Hampton Inn Fishkill
Free daily continental breakfast
Spark by Hilton Fishkill
Spark by Hilton Fishkill
3.0 star property
Fishkill
7.6 out of 10, Good, (36 reviews)
The price is $91
$106 total
includes taxes & fees
Mar 21 - Mar 22
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, (1,000 reviews)
  • cleanliness
    Enjoy a serene stay just minutes from local attractions and outdoor activities.
The price is $95
$110 total
includes taxes & fees
Mar 12 - Mar 13
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, (752 reviews)
  • cleanliness
    Enjoy a quiet stay in central Fishkill with indoor pool and bistro dining options.
The price is $101
$114 total
includes taxes & fees
Mar 15 - Mar 16
Courtyard by Marriott Fishkill
Reception
Hilton Garden Inn Fishkill
Hilton Garden Inn Fishkill
3.0 star property
Fishkill
8.6 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Comfortable rooms near Hudson Valley attractions with an indoor pool and dining options.
The price is $98
$110 total
includes taxes & fees
Mar 17 - Mar 18
Hilton Garden Inn Fishkill
Exterior
Extended Stay America Suites Fishkill Route 9
Extended Stay America Suites Fishkill Route 9
2.5 star property
Fishkill
6.8 out of 10, (973 reviews)
  • cleanliness
    Peaceful Fishkill retreat near outdoor adventures with free Wi-Fi and breakfast.
The price is $95
$110 total
includes taxes & fees
Mar 12 - Mar 13
Extended Stay America Suites Fishkill Route 9
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)
  • cleanliness
    Modern comfort in a peaceful Fishkill setting with convenient amenities to enjoy.
The price is $129
$149 total
includes taxes & fees
Mar 12 - Mar 13
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, (1,000 reviews)
  • cleanliness
    A sleek stay with indoor pool, hot tub, and 24-hour fitness center in Fishkill.
The price is $110
$127 total
includes taxes & fees
Mar 18 - Mar 19
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
8.4 out of 10, Very Good, (1,000 reviews)
  • cleanliness
    Well-appointed modern accommodations in the heart of Fishkill with complimentary perks.
The price is $105
$121 total
includes taxes & fees
Mar 22 - Mar 23
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, (416 reviews)
  • cleanliness
    Experience Fishkill comfort with convenient amenities and prime location for road trips.
The price is $151
$175 total
includes taxes & fees
Mar 31 - Apr 1
Residence Inn by Marriott Fishkill
Suite, 1 Queen Bed, Jetted Tub | Desk, iron/ironing board, free WiFi, bed sheets
Countryside Motel
Countryside Motel
2.0 star property
Cold Spring
7.2 out of 10, Good, (265 reviews)
  • cleanliness
    Countryside getaway with convenient access to natural attractions and comfortable lodging.
The price is $79
$86 total
includes taxes & fees
Mar 12 - Mar 13
Countryside Motel
Free WiFi, bed sheets
Budget Motor Inn - Stony Point
Budget Motor Inn - Stony Point
1.5 star property
Stony Point
5.0 out of 10, (521 reviews)
  • cleanliness
    Budget-friendly hotel near Bear Mountain State Park with free amenities.
The price is $59
$66 total
includes taxes & fees
Mar 12 - Mar 13
Budget Motor Inn - Stony Point
Lobby
Element Spring Valley
Element Spring Valley
3.0 star property
Spring Valley
8.8 out of 10, Excellent, (460 reviews)
The price is $134
$156 total
includes taxes & fees
Mar 22 - Mar 23
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, (1,000 reviews)
  • cleanliness
    Convenient base near Nanuet train station with indoor pool and complimentary perks.
The price is $98
$114 total
includes taxes & fees
Mar 22 - Mar 23
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 March
Currently viewing crowd sizes and weather for March.
Typical weather for Chester
March
High 8°C / low -1°C. Partly sunny.
View properties in March
8°
weather_partly_sunny
March, no crowd data, average high temperature 8 degrees Celsius, average low temperature -1 degrees Celsius. Partly sunny.
-1°
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°
Monthly weather averages (˚C)

Top landmarks in Chester

The Rock Sports Complex

4.0/5 (10 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 Railroad Green and Orange County Arboretum, both just a short drive away.
See properties

Museum Village

4.5/5 (4 reviews)
Museum Village is 0.9 mi (1.5 km) from central Chester, why not stop by during your stay. If you want to experience more of the culture Chester has to offer, head to The Rock Sports Complex, LEGOLAND® New York, and Goshen Historic Track.
See properties

Learn more about Chester

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

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

10/10 Excellent
"Excellent beds, room, swimming pool, and breakfast. Well worth paying more in comparison to other places."
Gerald 1-night trip
Posted 5 hours ago
Sleep Inn & Suites Middletown - Goshen

Frequently asked questions

What accommodations do travelers recommend in Chester?
Holiday Inn Express Hotel & Suites Chester by IHG is a property that our guests really like.
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 11 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.