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Check prices for these dates

Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1
In one month
Nov 13 - Nov 15
In two months
Dec 11 - Dec 13
No exact matches found, but these alternatives could be just right

Recommended hotels in Chester

A hotel with a central entrance pavilion, a flag, and a landscaped garden.

1. 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, (1,008 reviews)
"Good place to stay."
United States
Stephanie
$107 nightly
The price is $132
Nov 15 - Nov 16
Total with taxes and fees
Holiday Inn Express Hotel & Suites Chester by IHG
A large, two-story white house with a wrap-around porch and a small front garden.

2. The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.2 out of 10, Wonderful, (238 reviews)
"The owners were so kind and attentive, and the grounds are absolutely beautiful! Delicious food, gorgeous mountain air, and the horses were adorable. Thank you for having us!"
United States
Sinead
$108 nightly
The price is $122
Nov 9 - Nov 10
Total with taxes and fees
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.

3. Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury
2.5 star property
Monroe
9.4 out of 10, Exceptional, (1,110 reviews)
"Newer property, well kept and very clean."
United States
Maureen
$113 nightly
The price is $127
Nov 1 - Nov 2
Total with taxes and fees
Sleep Inn & Suites Monroe - Woodbury
A swimming pool with colorful umbrellas and lounge chairs.

4. LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York
3.0 star property
Goshen
8.2 out of 10, Very good, (129 reviews)
"We’re coming back. We loved our stay here it was perfect."
United States
Kylaia
$188 nightly
The price is $221
Oct 18 - Oct 19
Total with taxes and fees
LEGOLAND Hotel NEW York
A breakfast area with a counter displaying hard-boiled eggs, a bowl of green apples, and various pastries.

5. Tru by Hilton Middletown

Tru by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,001 reviews)
"Everything was amazing! We really enjoyed our stay!"
United States
Rebecca
$81 nightly
The price is $96
Nov 1 - Nov 2
Total with taxes and fees
Tru by Hilton Middletown
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.

6. Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
3.0 star property
Goshen
9.0 out of 10, Wonderful, (1,000 reviews)
"Clean rooms, nice staff, and convenience to Lego Land"
United States
Aeron
$129 nightly
The price is $159
Nov 1 - Nov 2
Total with taxes and fees
Fairfield Inn & Suites by Marriott Goshen Middletown
A spacious hotel lobby with wooden beams, a central bar area, and seating arrangements.

7. Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.4 out of 10, Very good, (1,000 reviews)
"Room was clean, bed was comfortable."
United States
Amanda
$84 nightly
The price is $99
Nov 9 - Nov 10
Total with taxes and fees
Hampton Inn by Hilton Middletown
A landscaped outdoor area with a fire feature, seating, and a pathway.

8. Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.4 out of 10, Very good, (1,006 reviews)
"Great place"
United States
marc
$101 nightly
The price is $119
Nov 1 - Nov 2
Total with taxes and fees
Courtyard by Marriott Middletown Goshen
A modern hotel with a prominent 'La Quinta' sign, large windows, and a covered entrance area.

9. 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, (1,001 reviews)
"The room was clean staff was nice."
United States
Marvin
$109 nightly
The price is $129
Nov 8 - Nov 9
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Middletown-Goshen
A modern hotel with a two-story structure, a covered entrance, and a parking lot with marked spaces.

10. 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, (785 reviews)
"Super helpful staff. Great breakfast"
United States
Mignonne
$114 nightly
The price is $135
Nov 15 - Nov 16
Total with taxes and fees
Holiday Inn Express & Suites Middletown - Goshen by IHG
A multi-story hotel with a central courtyard, large windows, and a parking lot.

11. Microtel Inn & Suites by Wyndham Middletown

Microtel Inn & Suites by Wyndham Middletown
2.0 star property
Middletown
6.8 out of 10, (1,001 reviews)
"Na"
United States
Eromaris
$94 nightly
The price is $111
Nov 8 - Nov 9
Total with taxes and fees
Microtel Inn & Suites by Wyndham Middletown
Lobby

12. Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
8.4 out of 10, Very good, (189 reviews)
"Our stay was great !"
United States
Vu andyvu
$112 nightly
The price is $138
Nov 15 - Nov 16
Total with taxes and fees
Comfort Suites Central Valley - Woodbury
A modern dining area with a large fish tank, sofas, and wooden tables and chairs.

13. Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.8 out of 10, Excellent, (1,234 reviews)
$101 nightly
The price is $119
Nov 8 - Nov 9
Total with taxes and fees
Sleep Inn & Suites Middletown - Goshen
A hotel sign for Candlewood Suites, an IHG hotel, with a parking lot and cars in front.

14. Candlewood Suites Middletown Goshen by IHG

Candlewood Suites Middletown Goshen by IHG
2.5 star property
Middletown
9.4 out of 10, Exceptional, (87 reviews)
"Great hotel to stay very clean and friendly"
United States
Antonio
$110 nightly
The price is $130
Oct 26 - Oct 27
Total with taxes and fees
Candlewood Suites Middletown Goshen by IHG
A hotel lobby with two sofas, a coffee machine, and a view of the parking lot.

15. 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)
"Great place, clean quiet, helpful staff"
United States
Marlon
$99 nightly
The price is $122
Oct 26 - Oct 27
Total with taxes and fees
Americas Best Value Inn at Central Valley-Woodbury
A brick exterior with outdoor seating, tables covered with white tablecloths, and brick walls.

16. The Orange Inn Boutique Hotel

The Orange Inn Boutique Hotel
2.0 star property
Goshen
9.8 out of 10, Exceptional, (180 reviews)
"Perfect place to stay for a weekend getaway."
United States
DENISE
$234 nightly
The price is $288
Nov 16 - Nov 17
Total with taxes and fees
The Orange Inn Boutique Hotel
A lobby with a fireplace, seating area, and a reception desk.

17. Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1,146 reviews)
"Great hotel, very convenient before getting to NYC. Clean and good breakfast."
Canada
Oleg
$118 nightly
The price is $145
Nov 1 - Nov 2
Total with taxes and fees
Hampton Inn Harriman Woodbury
A hotel room with a bed, two bedside tables with lamps, a wall-mounted telephone, and a large black and white windmill painting.

18. Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown
2.5 star property
Middletown
6.0 out of 10, (1,001 reviews)
"Very friendly and you are close to all the main attractions."
United States
Katelynn
$71 nightly
The price is $83
Nov 1 - Nov 2
Total with taxes and fees
Super 8 by Wyndham Middletown
A modern room with a marble table and four purple chairs, a large window with blinds, and a framed picture on the wall.

19. The Hamlet Inn at Warwick

The Hamlet Inn at Warwick
2.5 star property
Warwick
7.6 out of 10, Good, (207 reviews)
"Not fancy, but a perfectly reasonable simple place to stay."
United States
Micah
$86 nightly
The price is $97
Oct 18 - Oct 19
Total with taxes and fees
The Hamlet Inn at Warwick
A black electric vehicle charging station with cables connected to it, set against a wooden fence and greenery.

20. Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown
3.0 star property
Middletown
9.0 out of 10, Wonderful, (795 reviews)
"My stay with my family here was fantastic."
United States
Carl
$161 nightly
The price is $193
Oct 26 - Oct 27
Total with taxes and fees
Home2 Suites by Hilton 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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Top Chester Hotel Reviews

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

10/10 Excellent
"The place is like new, I highly recommend"
KURT 1-night trip
Posted 11 hours ago
Sleep Inn & Suites Monroe - Woodbury

Find out more about Chester

Chester Guest Houses information

Number of reviews
9,521
Accommodation
3 Guest Houses
Lowest Price
$83
Highest Price
$288

Frequently asked questions

What is the nightly rate for a guest house in Chester?
Rates for Chester guest houses vary, but travelers can find great-value prices from $83 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Chester guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
What's the difference between a Chester guest house and a B&B?
A guest house in Chester is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.

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