Hotels in Chester

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Check prices for these dates

Tonight
Aug 30 - Aug 31
Tomorrow
Aug 31 - Sep 1
Next weekend
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13

Where to stay in Chester?

A boat ride with passengers holding binoculars, surrounded by water and themed structures.
A modern hotel lobby with a large map mural, seating areas, and a reception desk.
A Holiday Inn Express hotel with a covered entrance, stone facade, and a clear sky.
An indoor swimming pool with a 9-foot depth warning.

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG
Chester
$122
$150 total
includes taxes & fees
Sep 8 - Sep 9
Holiday Inn Express Hotel & Suites Chester by IHG
A large, two-story white house with a wrap-around porch and a small front garden.
A traditional living room with a chandelier, vintage furniture, and a fireplace.
A garden with a stone fountain, a wooden gazebo, and various shrubs and flowers.
A swimming pool with a deck, surrounded by potted plants and outdoor furniture.

The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
Chester
$215
$243 total
includes taxes & fees
Sep 7 - Sep 8
The Dominion House Bed & Breakfast
A hotel room with a large bed, a desk, a chair, a desk lamp, a wall-mounted TV, and a window with curtains.
A hotel entrance with stone pillars, a covered walkway, and a bench.
A modern hotel lobby with seating areas, a bar, and a television screen.
A covered outdoor area with a fire pit, wooden chairs, and a view of a building with multiple windows.

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury
Monroe
$114
$128 total
includes taxes & fees
Sep 21 - Sep 22
Sleep Inn & Suites Monroe - Woodbury
A modern living room with a stone accent wall, a flat-screen TV, and a fireplace. There are multiple seating options including a sofa, chairs, and a table.
A spacious lobby with a stone accent wall, a flat-screen TV, and a seating area with sofas and a coffee table.
A modern restaurant with a long counter, wooden chairs, and pendant lighting.
An outdoor patio with round tables and chairs, covered by large umbrellas, and a pergola structure.

Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
Goshen
$129
$159 total
includes taxes & fees
Sep 13 - Sep 14
Fairfield Inn & Suites by Marriott Goshen Middletown
A landscaped outdoor area with a fire feature, seating, and a pathway.
A Courtyard by Marriott hotel with a sign, parking, and landscaped flower beds.
A modern bar area with a curved counter, bar stools, and a television screen.
A modern hotel lobby with a fireplace, comfortable seating, and a television.

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
Middletown
$101
$119 total
includes taxes & fees
Sep 7 - Sep 8
Courtyard by Marriott Middletown Goshen
A spacious hotel lobby with wooden beams, a central bar area, and seating arrangements.
A gym with exercise equipment, treadmills, and weight machines.
A modern living room with a fireplace, two armchairs, a coffee table, and a TV mounted on the wall.
A hotel room with a sofa, a television on a wooden stand, a bed, and a view of the hallway.

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
Middletown
$98
$115 total
includes taxes & fees
Sep 8 - Sep 9
Hampton Inn by Hilton Middletown
A modern hotel with a prominent 'La Quinta' sign, large windows, and a covered entrance area.
A hotel room with two beds, a desk, a TV, and a chair.
A vending machine area with two beverage dispensers and a snack shelf stocked with various products.
A gym with treadmills, a weight bench, and various exercise equipment.

La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen
Middletown
$133
$157 total
includes taxes & fees
Aug 31 - Sep 1
La Quinta Inn & Suites by Wyndham Middletown-Goshen
A swimming pool with colorful umbrellas and lounge chairs.
A restaurant with multiple dining tables and chairs, a central counter with a chef figure, and colorful hanging lights.
A bar area with a long counter, multiple hanging lights, and a variety of bottles.
A colorful play area with a check-in counter and a mascot.

LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York
Goshen
$202
$369 total
includes taxes & fees
Sep 7 - Sep 8
LEGOLAND Hotel NEW York
A hotel with a brick facade, a covered entrance, and a sign indicating it is a Comfort Suites hotel.
A spacious living area with a blue sofa, yellow armchair, and a coffee table. There is a TV mounted on a wooden shelf, and a kitchen area is visible in the background.

Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
Central Valley
$116
$143 total
includes taxes & fees
Aug 31 - Sep 1
Comfort Suites Central Valley - Woodbury
A breakfast area with a counter displaying hard-boiled eggs, a bowl of green apples, and various pastries.
A modern reception area with a curved wooden counter, seating area with colorful cushions, and pendant lighting.
A modern lounge area with seating, tables, and hanging chairs.
An outdoor seating area with a blue sofa, round table, and chairs, under a canopy with string lights.

Tru by Hilton Middletown

Tru by Hilton Middletown
Middletown
$103
$121 total
includes taxes & fees
Sep 27 - Sep 28
Tru by Hilton Middletown
A hotel with a modern facade, multiple floors, and a covered entrance area.
An indoor swimming pool with a lifeguard chair, poolside chairs, and a clear view of the outside through large windows.
A lobby area with a reception desk, seating arrangements, and large windows.
A hotel room with two beds, a nightstand, a lamp, and a window.

Holiday Inn Express & Suites Middletown - Goshen by IHG

Holiday Inn Express & Suites Middletown - Goshen by IHG
Middletown
$130
$154 total
includes taxes & fees
Sep 30 - Oct 1
Holiday Inn Express & Suites Middletown - Goshen by IHG
A multi-story hotel with a central courtyard, large windows, and a parking lot.
A hotel room with a bed, a desk, a chair, a wardrobe, and a bathroom mirror.
A modern hotel lobby with a reception desk, seating area, and a fireplace.
A lobby with a stone fireplace, seating area, and a reception desk.

Microtel Inn & Suites by Wyndham Middletown

Microtel Inn & Suites by Wyndham Middletown
Middletown
$110
$130 total
includes taxes & fees
Sep 1 - Sep 2
Microtel Inn & Suites by Wyndham Middletown
A modern dining area with a large fish tank, sofas, and wooden tables and chairs.
A Sleep Inn & Suites hotel with a stone facade, multiple balconies, and a covered entrance.
A hotel room with a bed, a flat-screen TV, a mini-fridge, a microwave, and a fireplace.
An indoor swimming pool with lounge chairs and a stone wall.

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
Middletown
$110
$130 total
includes taxes & fees
Sep 27 - Sep 28
Sleep Inn & Suites Middletown - Goshen
A modern room with a marble table and four purple chairs, a large window with blinds, and a framed picture on the wall.
A modern kitchen with a marble countertop and a dining area with a white table and purple chairs.
A building with a beige exterior, large windows, and a black door.
A modern hotel lobby with a marble reception desk, framed pictures on the walls, and a large window with blinds.

The Hamlet Inn at Warwick

The Hamlet Inn at Warwick
Warwick
$86
$97 total
includes taxes & fees
Aug 31 - Sep 1
The Hamlet Inn at Warwick
A hotel lobby with two sofas, a coffee machine, and a view of the parking lot.
A lobby with a reception desk, a sofa, a coffee table, and a dining area with chairs and a table.
A sign for Amerias Best Value Inn with a 'Welcome' sign above it.
A hotel room with two beds, a nightstand, a lamp, and artwork on the walls.

Americas Best Value Inn at Central Valley-Woodbury

Americas Best Value Inn at Central Valley-Woodbury
Central Valley
$99
$122 total
includes taxes & fees
Aug 31 - Sep 1
Americas Best Value Inn at Central Valley-Woodbury
A lobby with a fireplace, seating area, and a reception desk.
An outdoor patio with brick flooring, round tables, and blue umbrellas.
A hotel lobby with a sofa, table, chairs, and a large window offering a view of greenery.
A hotel room with a large bed, a sofa, a desk, and a bathroom.

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
Central Valley
$122
$150 total
includes taxes & fees
Sep 20 - Sep 21
Hampton Inn Harriman Woodbury
A hotel sign for Candlewood Suites, an IHG hotel, with a parking lot and cars in front.
A circular outdoor seating area with a fire pit in the center, surrounded by wicker chairs and a small table.
A modern kitchen area with a coffee machine, a refrigerator stocked with beverages, and a coffee station with various coffee products.
A swimming pool with four lounge chairs and a metal ladder.

Candlewood Suites Middletown Goshen by IHG

Candlewood Suites Middletown Goshen by IHG
Middletown
$127
$150 total
includes taxes & fees
Sep 30 - Oct 1
Candlewood Suites Middletown Goshen by IHG
A brick exterior with outdoor seating, tables covered with white tablecloths, and brick walls.
A hotel room with a large bed, a desk, a chair, and a TV.
A cozy lounge area with green and blue upholstered chairs, marble tables, and a fireplace.
A multi-story hotel with balconies, outdoor seating, and a well-lit facade.

The Orange Inn Boutique Hotel

The Orange Inn Boutique Hotel
Goshen
$275
$339 total
includes taxes & fees
Sep 1 - Sep 2
The Orange Inn Boutique Hotel
A two-story house with a porch, a front door, and a small garden area with potted plants.
A hallway with a wooden floor, a dining table with chairs, a lamp, and a framed picture on a side table.
A grand hallway with a wooden staircase, a patterned carpet, and a dining area with chairs and a table.
A cozy living room with a sofa, armchair, and a table with a vase. A chandelier hangs from the ceiling, and there are framed pictures on the walls.

Borland House Inn

Borland House Inn
Montgomery
$121
$141 total
includes taxes & fees
Aug 31 - Sep 1
Borland House Inn
A neatly made bed with white linens, flanked by two bedside tables with lamps, and two framed paintings on the wall above.
A hotel lobby with a brown leather sofa, a small table with a lamp, a reception desk, and a television on the wall.
A hotel lobby with a reception desk, an ATM, a mirror, a lamp, and a brown leather chair.
A kitchen with a coffee machine, a trash bin, and a sign for 'Florida's Growers' Pride'.

Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook
Montgomery
$84
$99 total
includes taxes & fees
Aug 31 - Sep 1
Super 8 by Wyndham Montgomery Maybrook
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Our prices for hotels in Chester are cheapest in March
Price trends for hotels in Chester
Pricing is based on two traveler single night rates
View properties in August
Typical weather for Chester
August
High 28°C / low 18°C. Sunny most days.
View properties in August
28°
18°
24°
14°
17°
8°
10°
2°
5°
-2°
1°
-6°
3°
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8°
-1°
14°
5°
21°
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29°
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Monthly weather averages (˚C)

Top landmarks in Chester

The Rock Sports Complex

8.0/10 (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 Arrow Park Lake and Lodge and Warwick Township Veterans Memorial Park, both just a short drive away.
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Museum Village

9.0/10 (8 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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Goosepond Mountain State Park

8.0/10 (5 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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Sugar Loaf Performing Arts Center

If you're looking for things to do when staying in Sugar Loaf, go to Sugar Loaf Performing Arts Center. If you want to experience more of the culture Sugar Loaf 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 applauded for its cultural attractions such as Museum Village and Sugar Loaf Performing Arts Center. Visitors to this family-friendly city speak highly of the restaurants whereas sights include Castle Fun Center and The Rock Sports Complex.

See all hotels in Chester
A bridge with a plaque reading "City of Chester Queens Park Bridge 1923".

Check out reviews of Chester hotels guests love

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

10/10 Excellent
"We always enjoy our stay. The rooms are very clean and the staff is very pleasant and attentive to our needs."
Sherry A. 1-night trip
Posted 9 hours ago
Sleep Inn & Suites Middletown - Goshen
DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

10/10 Excellent
"nice place to stay overnight .. friendly people."
Linda 1-night trip
Posted 11 hours ago
DoubleTree by Hilton Hotel Nanuet
Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG

10/10 Excellent
"Na"
M 3-night trip
Posted 11 hours ago
Crowne Plaza Suffern - Mahwah by IHG
Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

10/10 Excellent
"The hotel was excellent! The bed and pillows were super comfortable, and the sheets smelled so fresh and wonderful. The breakfast was served nice and hot, and every day there was something different to enjoy. We truly enjoyed our stay and would definitely come back!"
Rudi 6-night trip
Posted 13 hours ago
Sleep Inn & Suites Monroe - Woodbury
Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

8/10 Good
"Great continental breakfast"
NIMA LAMA 1-night trip
Posted 23 hours ago
Holiday Inn Express Hotel & Suites Chester by IHG
Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown

8/10 Good
"Really pleasant stay. Thank you"
graham 3-night trip
Posted 2 days ago
Fairfield Inn & Suites by Marriott Goshen Middletown
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

10/10 Excellent
"Excellent stay from start to finish. It’s near nearby restaurants Chili’s, outback steakhouse and there’s an old-fashioned diner that was superb. This was one of the best things IExcellent stay from start to finish. It’s near nearby restaurants Chili’s, outback steakhouse and there’s a old-fashioned diner that was superb. This was one of the best days I had in the courtyard Marriott"
Tamara 3-night trip
Posted 2 days ago
Courtyard by Marriott Middletown Goshen
Inn on the Hudson

Inn on the Hudson

8/10 Good
"I enjoyed it very much."
Michael 1-night trip
Posted 4 days ago
Inn on the Hudson
Studio 6 Extended Stay Fishkill Westage Center NY

Studio 6 Extended Stay Fishkill Westage Center NY

8/10 Good
"It was ok for the price."
Gregory 2-night trip
Posted 8 days ago
Studio 6 Extended Stay Fishkill Westage Center NY

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 La Quinta Inn & Suites by Wyndham 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 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.

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