Hotels in Chester

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Check prices for these dates

Tonight
Feb 10 - Feb 11
Tomorrow
Feb 11 - Feb 12
This weekend
Feb 13 - Feb 15
Next weekend
Feb 20 - Feb 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, (1,005 reviews)
  • cleanliness
    Within a 15-minute drive of LEGOLAND® New York with an inviting indoor pool.
The price is $101
$119 total
includes taxes & fees
Feb 12 - Feb 13
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
Feb 12 - Feb 13
The Dominion House Bed & Breakfast
Reception
Fairfield Inn & Suites by Marriott Goshen Middletown
Fairfield Inn & Suites by Marriott Goshen Middletown
2.5 star property
Goshen
8.8 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Relaxing stay near LEGOLAND® New York with seasonal pool and complimentary perks.
The price is $93
$115 total
includes taxes & fees
Feb 19 - Feb 20
Fairfield Inn & Suites by Marriott Goshen Middletown
Restaurant
The Orange Inn Boutique Hotel
The Orange Inn Boutique Hotel
2.0 star property
Goshen
9.8 out of 10, Exceptional, (157 reviews)
  • cleanliness
    A short drive from LEGOLAND® New York, this inn delivers comfort in historic Goshen.
The price is $200
$246 total
includes taxes & fees
Feb 11 - Feb 12
The Orange Inn Boutique Hotel
Exterior
Sleep Inn & Suites Monroe - Woodbury
Sleep Inn & Suites Monroe - Woodbury
2.5 star property
Monroe
9.4 out of 10, Exceptional, (1,030 reviews)
  • cleanliness
    Cozy hotel near Woodbury Common Premium Outlets with free breakfast and WiFi.
The price is $88
$99 total
includes taxes & fees
Feb 26 - Feb 27
Sleep Inn & Suites Monroe - Woodbury
Restaurant
Stagecoach Inn
Stagecoach Inn
3.5 star property
Goshen
9.6 out of 10, Exceptional, (79 reviews)
  • cleanliness
    Explore charming Goshen with easy access to LEGOLAND® just 5 minutes away.
The price is $235
$289 total
includes taxes & fees
Feb 12 - Feb 13
Stagecoach Inn
Apartment | 1 bedroom
Studio Lakeside Retreat Fast Wifi Great WFH
Studio Lakeside Retreat Fast Wifi Great WFH
2.0 star property
Monroe
The price is $83
$214 total
includes taxes & fees
Feb 11 - Feb 12
Studio Lakeside Retreat Fast Wifi Great WFH
Property amenity
Courtyard by Marriott Middletown Goshen
Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.6 out of 10, Excellent, (1,003 reviews)
  • cleanliness
    Warm indoor pool and 24-hour fitness center just minutes from LEGOLAND® New York.
The price is $93
$109 total
includes taxes & fees
Feb 15 - Feb 16
Courtyard by Marriott Middletown Goshen
Exterior
Holiday Inn Express & Suites Middletown - Goshen by IHG
Holiday Inn Express & Suites Middletown - Goshen by IHG
2.5 star property
Middletown
8.8 out of 10, Excellent, (703 reviews)
  • cleanliness
    Experience a comfortable stay near LEGOLAND® New York with an indoor pool.
The price is $108
$128 total
includes taxes & fees
Feb 15 - Feb 16
Holiday Inn Express & Suites Middletown - Goshen by IHG
Exterior
Microtel Inn & Suites by Wyndham Middletown
Microtel Inn & Suites by Wyndham Middletown
2.0 star property
Middletown
7.0 out of 10, Good, (999 reviews)
  • cleanliness
    Convenient lodging near LEGOLAND® New York with free breakfast to fuel family fun.
The price is $91
$107 total
includes taxes & fees
Mar 2 - Mar 3
Microtel Inn & Suites by Wyndham Middletown
Lobby
Hampton Inn Harriman Woodbury
Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1,055 reviews)
  • cleanliness
    Just minutes from Woodbury Common Premium Outlets with pool and free breakfast.
The price is $106
$130 total
includes taxes & fees
Feb 16 - Feb 17
Hampton Inn Harriman Woodbury
Exterior
Candlewood Suites Middletown Goshen by IHG
Candlewood Suites Middletown Goshen by IHG
2.5 star property
Middletown
9.2 out of 10, Wonderful, (41 reviews)
  • cleanliness
    Cozy extended stay hotel near LEGOLAND® New York with kitchenettes and comfort.
The price is $101
$119 total
includes taxes & fees
Mar 1 - Mar 2
Candlewood Suites Middletown Goshen by IHG
Free daily English breakfast
Tru by Hilton Middletown
Tru by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (972 reviews)
  • cleanliness
    Convenient stay near LEGOLAND® with free amenities for families and business trips.
The price is $89
$106 total
includes taxes & fees
Feb 16 - Feb 17
Tru by Hilton Middletown
Business center
Americas Best Value Inn at Central Valley-Woodbury
Americas Best Value Inn at Central Valley-Woodbury
2.0 star property
Central Valley
7.2 out of 10, Good, (1,002 reviews)
  • cleanliness
    Modern and affordable lodging near outlet mall, with free WiFi and parking.
The price is $76
$94 total
includes taxes & fees
Feb 11 - Feb 12
Americas Best Value Inn at Central Valley-Woodbury
Seasonal outdoor pool
Days Inn by Wyndham Middletown
Days Inn by Wyndham Middletown
2.0 star property
New Hampton
6.4 out of 10, (679 reviews)
  • cleanliness
    Convenient drive to LEGOLAND® New York with free breakfast and seasonal pool.
The price is $84
$99 total
includes taxes & fees
Feb 12 - Feb 13
Days Inn by Wyndham Middletown
Exterior
La Quinta Inn & Suites by Wyndham Middletown-Goshen
La Quinta Inn & Suites by Wyndham Middletown-Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (970 reviews)
  • cleanliness
    Unwind in this tranquil hotel near Legoland, with pool and fitness amenities.
The price is $102
$120 total
includes taxes & fees
Feb 16 - Feb 17
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Lobby
Comfort Suites Central Valley - Woodbury
Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
9.6 out of 10, Exceptional, (5 reviews)
The price is $93
$114 total
includes taxes & fees
Mar 11 - Mar 12
Comfort Suites Central Valley - Woodbury
Courtyard
Home2 Suites by Hilton Middletown
Home2 Suites by Hilton Middletown
3.0 star property
Middletown
9.0 out of 10, Wonderful, (750 reviews)
  • cleanliness
    Stylish extended-stay accommodation with a convenient fitness center and pool.
The price is $146
$176 total
includes taxes & fees
Feb 12 - Feb 13
Home2 Suites by Hilton Middletown
Free continental breakfast on weekdays
Sleep Inn & Suites Middletown - Goshen
Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,003 reviews)
  • cleanliness
    Comfortable rooms 15 minutes from LEGOLAND® New York with a relaxing indoor pool.
The price is $93
$109 total
includes taxes & fees
Mar 2 - Mar 3
Sleep Inn & Suites Middletown - Goshen
View from property
Residence Inn by Marriott Middletown Goshen
Residence Inn by Marriott Middletown Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (319 reviews)
  • cleanliness
    Experience vibrant Middletown with easy access to LEGOLAND® New York and local attractions.
The price is $161
$190 total
includes taxes & fees
Feb 17 - Feb 18
Residence Inn by Marriott Middletown Goshen
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.
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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 February
Currently viewing crowd sizes and weather for February.
Typical weather for Chester
February
High 3°C / low -5°C. Snow likely.
View properties in February
3°
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February, no crowd data, average high temperature 3 degrees Celsius, average low temperature -5 degrees Celsius. Snow likely.
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8°
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March, no crowd data, average high temperature 8 degrees Celsius, average low temperature -1 degrees Celsius. Partly sunny.
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14°
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April, no crowd data, average high temperature 14 degrees Celsius, average low temperature 5 degrees Celsius. Sunny most days.
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21°
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May, no crowd data, average high temperature 21 degrees Celsius, average low temperature 10 degrees Celsius. Sunny most days.
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25°
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June, no crowd data, average high temperature 25 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
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29°
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July, no crowd data, average high temperature 29 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
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28°
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August, no crowd data, average high temperature 28 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
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24°
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September, no crowd data, average high temperature 24 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
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17°
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October, no crowd data, average high temperature 17 degrees Celsius, average low temperature 8 degrees Celsius. Sunny most days.
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10°
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November, no crowd data, average high temperature 10 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
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5°
ac_unit
December, no crowd data, average high temperature 5 degrees Celsius, average low temperature -2 degrees Celsius. Snow likely.
-2°
1°
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January, no crowd data, average high temperature 1 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
-6°
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 Arrow Park Lake and Lodge and Warwick Township Veterans Memorial Park, both just a short drive away.
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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, Castle Fun Center, and LEGOLAND® New York.
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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

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

10/10 Excellent
"The assistant manager was amazing. She was so easy to talk to and really accommodated me and my family."
alison 2-night trip
Posted 1 day ago
Sleep Inn & Suites Monroe - Woodbury

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 10 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.