Search Guest Houses in Chester

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Recommended hotels in Chester

1. Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG
2.5 star property
Chester
8.8 out of 10, Excellent, (1,004 reviews)
"Good place to stay."
United States
Stephanie
$97 nightly
The price is $119
Nov 15 - Nov 16
Total with taxes and fees
Holiday Inn Express Hotel & Suites Chester by IHG

2. The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.6 out of 10, Exceptional, (241 reviews)
"Amazing! The historic home sits on 40 acres of beautiful land inviting all guests to sit back and unwind. The beautiful home is decorated exquisitely and the hosts are warm and welcoming. If you are visiting West Point this place is a short drive away. It is nestled in a beautiful area making it an excellent option for a weekend get away-whether you are going to watch an Army football game or just want to get away, you will not be disappointed."
United States
Sally
$215 nightly
The price is $243
Nov 16 - Nov 17
Total with taxes and fees
The Dominion House Bed & Breakfast

3. Historic Sugar Loaf Farmhouse | 5BR | Sleeps 8

Historic Sugar Loaf Farmhouse | 5BR | Sleeps 8
Chester
9.0 out of 10, Wonderful, (2 reviews)
"Host was very nice and accommodating. The house was clean and comfortable. There is a beautiful tub in the master bath but I was wishing there was a shower there. Master bed was very comfortable but also very tall for a shorter person like myself. Overall very nice."
United States
jolene j.
$619 nightly
The price is $731
Nov 11 - Nov 12
Total with taxes and fees
Historic Sugar Loaf Farmhouse | 5BR | Sleeps 8

4. Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury
2.5 star property
Monroe
9.4 out of 10, Exceptional, (1,130 reviews)
"Great stay, thanks"
United States
Gina
$113 nightly
The price is $128
Nov 24 - Nov 25
Total with taxes and fees
Sleep Inn & Suites Monroe - Woodbury

5. Alpine Lodge

Alpine Lodge
2.0 star property
Vernon
8.4 out of 10, Very good, (5 reviews)
"Place was clean and staff were nice. Breakfast was a surprise"
United States
Michael
$73 nightly
The price is $83
Nov 15 - Nov 16
Total with taxes and fees
Alpine Lodge

6. Tru by Hilton Middletown

Tru by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,007 reviews)
"Great stay, great play area for the family in the lobby"
United States
Jarrod
$85 nightly
The price is $100
Nov 29 - Nov 30
Total with taxes and fees
Tru by Hilton Middletown

7. 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, (1,007 reviews)
"Nice, laid back hotel with great staff."
United States
William
$113 nightly
The price is $134
Dec 6 - Dec 7
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Middletown-Goshen

8. 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, (1,005 reviews)
"Clean rooms, nice staff, and convenience to Lego Land"
United States
Aeron
$129 nightly
The price is $159
Nov 11 - Nov 12
Total with taxes and fees
Fairfield Inn & Suites by Marriott Goshen Middletown

9. LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York
3.0 star property
Goshen
8.2 out of 10, Very good, (139 reviews)
"Love this place and so does my kids. The food is not good so make sure you eat off the resort and out of the park"
United States
danielle
$201 nightly
The price is $236
Nov 13 - Nov 14
Total with taxes and fees
LEGOLAND Hotel NEW York

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, (795 reviews)
"My favorite to be staying in there"
United States
Md
$96 nightly
The price is $113
Dec 6 - Dec 7
Total with taxes and fees
Holiday Inn Express & Suites Middletown - Goshen by IHG

11. The Orange Inn Boutique Hotel

The Orange Inn Boutique Hotel
2.0 star property
Goshen
9.8 out of 10, Exceptional, (184 reviews)
"Lovely hotel. Wonderful location, excellent restaurant"
United States
Judy
$253 nightly
The price is $312
Nov 18 - Nov 19
Total with taxes and fees
The Orange Inn Boutique Hotel

12. Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1,157 reviews)
"Close to restaurants and shopping, grocery store close as well."
United States
Timothy
$111 nightly
The price is $137
Dec 1 - Dec 2
Total with taxes and fees
Hampton Inn Harriman Woodbury

13. Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.4 out of 10, Very good, (1,010 reviews)
"We love taking our daughter here to swim, pool is nice & the rooms are always clean!"
United States
Jailene
$105 nightly
The price is $125
Nov 19 - Nov 20
Total with taxes and fees
Courtyard by Marriott Middletown Goshen

14. Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.8 out of 10, Excellent, (1,256 reviews)
"Great stay"
Canada
Justine
$107 nightly
The price is $126
Dec 10 - Dec 11
Total with taxes and fees
Sleep Inn & Suites Middletown - Goshen

15. Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
8.4 out of 10, Very good, (216 reviews)
"Our stay was great !"
United States
Vu andyvu
$112 nightly
The price is $137
Nov 22 - Nov 23
Total with taxes and fees
Comfort Suites Central Valley - Woodbury

16. Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown
3.0 star property
Middletown
9.0 out of 10, Wonderful, (799 reviews)
"The room with two beds are very spacious and clean. I have stayed here 4 times this year!"
United States
Nyowa
$152 nightly
The price is $183
Nov 16 - Nov 17
Total with taxes and fees
Home2 Suites by Hilton Middletown

17. Candlewood Suites Middletown Goshen by IHG

Candlewood Suites Middletown Goshen by IHG
2.5 star property
Middletown
9.4 out of 10, Exceptional, (93 reviews)
"Great hotel to stay very clean and friendly"
United States
Antonio
$114 nightly
The price is $135
Nov 24 - Nov 25
Total with taxes and fees
Candlewood Suites Middletown Goshen by IHG

18. Residence Inn by Marriott Middletown Goshen

Residence Inn by Marriott Middletown Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (353 reviews)
"Great quick stay!"
United States
Lady
$179 nightly
The price is $211
Nov 29 - Nov 30
Total with taxes and fees
Residence Inn by Marriott Middletown Goshen

19. Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen

Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
Warwick
10.0 out of 10, Exceptional, (48 reviews)
"Always a pleasure staying here."
United States
Natalie M.
$207 nightly
The price is $234
Nov 15 - Nov 16
Total with taxes and fees
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen

20. Holiday Inn Express West Point by IHG

Holiday Inn Express West Point by IHG
2.5 star property
Fort Montgomery
9.0 out of 10, Wonderful, (329 reviews)
"Amazing location to stay"
United States
Jonathan
$110 nightly
The price is $130
Dec 10 - Dec 11
Total with taxes and fees
Holiday Inn Express West Point by IHG
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.

Learn more about Chester

Lace up your hiking boots and hit the trails at Goosepond Mountain State Park for stunning views. After working up an appetite, head to Castle Fun Center for go-karts, mini-golf, and arcade games.

A bridge with a plaque reading "City of Chester Queens Park Bridge 1923".

Top reviews in Chester

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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