Hotels in Chester

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Check prices for these dates

Tonight
Jan 18 - Jan 19
Tomorrow
Jan 19 - Jan 20
Next weekend
Jan 23 - Jan 25
In two weeks
Jan 30 - Feb 1

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, (1,000 reviews)
  • cleanliness
    Within a 15-minute drive of LEGOLAND® New York with an inviting indoor pool.
The price is $88
$104 total
includes taxes & fees
Jan 29 - Jan 30
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
Jan 20 - Jan 21
The Dominion House Bed & Breakfast
Room, 1 King Bed, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board
Sleep Inn & Suites Monroe - Woodbury
Sleep Inn & Suites Monroe - Woodbury
2.5 star property
Monroe
9.4 out of 10, Exceptional, (1,011 reviews)
  • cleanliness
    Cozy hotel near Woodbury Common Premium Outlets with free breakfast and WiFi.
The price is $81
$91 total
includes taxes & fees
Feb 12 - Feb 13
Sleep Inn & Suites Monroe - Woodbury
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
$114 total
includes taxes & fees
Jan 25 - Jan 26
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, (155 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
Jan 20 - Jan 21
The Orange Inn Boutique Hotel
Apartment | 1 bedroom
Natural Getaway at Orchard Farm Lakeside Retreat
Natural Getaway at Orchard Farm Lakeside Retreat
2.0 star property
Monroe
The price is $77
$215 total
includes taxes & fees
Jan 19 - Jan 20
Natural Getaway at Orchard Farm Lakeside Retreat
Lobby
Hampton Inn by Hilton Middletown
Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,004 reviews)
  • cleanliness
    Stay by the LEGOLAND® New York theme park and enjoy a refreshing outdoor pool.
The price is $82
$96 total
includes taxes & fees
Jan 29 - Jan 30
Hampton Inn by Hilton Middletown
Property amenity
Courtyard by Marriott Middletown Goshen
Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.6 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Warm indoor pool and 24-hour fitness center just minutes from LEGOLAND® New York.
The price is $110
$130 total
includes taxes & fees
Jan 22 - Jan 23
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, (699 reviews)
  • cleanliness
    Experience a comfortable stay near LEGOLAND® New York with an indoor pool.
The price is $104
$123 total
includes taxes & fees
Jan 25 - Jan 26
Holiday Inn Express & Suites Middletown - Goshen by IHG
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, (1,000 reviews)
  • cleanliness
    Modern and affordable lodging near outlet mall, with free WiFi and parking.
The price is $76
$94 total
includes taxes & fees
Jan 19 - Jan 20
Americas Best Value Inn at Central Valley-Woodbury
Free daily English breakfast
Tru by Hilton Middletown
Tru by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (966 reviews)
  • cleanliness
    Convenient stay near LEGOLAND® with free amenities for families and business trips.
The price is $86
$102 total
includes taxes & fees
Jan 25 - Jan 26
Tru by Hilton Middletown
Exterior
Candlewood Suites Middletown Goshen by IHG
Candlewood Suites Middletown Goshen by IHG
2.5 star property
Middletown
9.0 out of 10, Wonderful, (38 reviews)
  • cleanliness
    Cozy extended stay hotel near LEGOLAND® New York with kitchenettes and comfort.
The price is $107
$126 total
includes taxes & fees
Jan 25 - Jan 26
Candlewood 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, (1,000 reviews)
  • cleanliness
    Convenient lodging near LEGOLAND® New York with free breakfast to fuel family fun.
The price is $96
$113 total
includes taxes & fees
Feb 2 - Feb 3
Microtel Inn & Suites by Wyndham Middletown
Free daily self-serve breakfast
Comfort Suites Central Valley - Woodbury
Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
10.0 out of 10, Exceptional, (2 reviews)
The price is $93
$114 total
includes taxes & fees
Feb 16 - Feb 17
Comfort Suites 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, (677 reviews)
  • cleanliness
    Convenient drive to LEGOLAND® New York with free breakfast and seasonal pool.
The price is $84
$99 total
includes taxes & fees
Jan 20 - Jan 21
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, (958 reviews)
  • cleanliness
    Unwind in this tranquil hotel near Legoland, with pool and fitness amenities.
The price is $101
$120 total
includes taxes & fees
Feb 1 - Feb 2
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Lobby
Hampton Inn Harriman Woodbury
Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1,042 reviews)
  • cleanliness
    Just minutes from Woodbury Common Premium Outlets with pool and free breakfast.
The price is $98
$120 total
includes taxes & fees
Jan 25 - Jan 26
Hampton Inn Harriman Woodbury
Reception
The Hamlet Inn at Warwick
The Hamlet Inn at Warwick
2.5 star property
Warwick
7.4 out of 10, Good, (153 reviews)
  • cleanliness
    Modern accommodation in Warwick with free WiFi, parking, and 24-hour service.
The price is $95
$107 total
includes taxes & fees
Jan 19 - Jan 20
The Hamlet Inn at Warwick
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, (1,005 reviews)
  • cleanliness
    Comfortable rooms 15 minutes from LEGOLAND® New York with a relaxing indoor pool.
The price is $94
$111 total
includes taxes & fees
Feb 15 - Feb 16
Sleep Inn & Suites Middletown - Goshen
Room, 1 King Bed, Accessible, Bathtub | In-room safe, desk, laptop workspace, blackout drapes
Super 8 by Wyndham Middletown
Super 8 by Wyndham Middletown
2.5 star property
Middletown
6.0 out of 10, (1,002 reviews)
  • cleanliness
    Quiet retreat with nearby dining options and easy access to LEGOLAND New York.
The price is $71
$83 total
includes taxes & fees
Jan 19 - Jan 20
Super 8 by Wyndham Middletown
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 January
Currently viewing crowd sizes and weather for January.
Typical weather for Chester
January
High 1°C / low -6°C. Snow likely.
View properties in January
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January, no crowd data, average high temperature 1 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
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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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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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May, no crowd data, average high temperature 21 degrees Celsius, average low temperature 10 degrees Celsius. Sunny most days.
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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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August, no crowd data, average high temperature 28 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
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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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October, no crowd data, average high temperature 17 degrees Celsius, average low temperature 8 degrees Celsius. Sunny most days.
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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°
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December, no crowd data, average high temperature 5 degrees Celsius, average low temperature -2 degrees Celsius. Snow likely.
-2°
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 Orange County Arboretum, both just a short drive away.
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Goosepond Mountain State Park

4.0/5 (3 reviews)
Goosepond Mountain State Park is 2.1 mi (3.4 km) from central Chester, why not stop by during your stay.
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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 Goosepond Mountain State Park and Museum Village.

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

Check out reviews of Chester hotels guests love

Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet

10/10 Excellent
"Clean, quiet, comfy bed. Great value "
Judith 1-night trip
Posted 20 hours ago
Sonesta Simply Suites Nanuet

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.