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Check availability on Chester Winery Hotels

Our top choices for Chester hotels with winery

Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG
2.5 star property
Montgomery
8.8 out of 10, Excellent, (795)
"Good stay"
United States
Fatima
The price is 2.372.130 ₫
2.683.472 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express & Suites Montgomery by IHG

Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport
2.5 star property
Newburgh
9.2 out of 10, Wonderful, (977)
"Clean great staff great breakfast pool area warm "
United States
LaRhonda
The price is 2.720.042 ₫
3.213.050 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn Fishkill

Hampton Inn Fishkill
2.5 star property
Fishkill
8.6 out of 10, Excellent, (1000)
"Clean, friendly, nice pool!"
United States
Kate
The price is 2.361.587 ₫
2.671.544 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn Fishkill

Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill
3.0 star property
Fishkill
8.6 out of 10, Excellent, (1006)
"Brayden was great"
United States
Will
The price is 2.415.092 ₫
2.732.071 ₫ total
includes taxes & fees
25 Dec - 26 Dec
Hilton Garden Inn Fishkill

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (144)
"Had a great stay at the the Borland House Inn a historical setting in a cute town with wonderful staff and a delicious breakfast"
United States
Deborah
Borland House Inn

Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet
2.5 star property
Nanuet
8.2 out of 10, Very good, (1012)
"Great hotel"
United States
Adesegun
The price is 2.912.448 ₫
3.389.362 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Sonesta Simply Suites Nanuet

Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport
3.0 star property
Newburgh
8.2 out of 10, Very good, (694)
"Property clean rooms clean front desk the Best "
United States
Dirwin
The price is 2.662.057 ₫
3.144.555 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Courtyard by Marriott Newburgh Stewart Airport

The Orange Inn Boutique Hotel

The Orange Inn Boutique Hotel
2.0 star property
Goshen
9.8 out of 10, Exceptional, (152)
"Great room and layout. It was perfect for my stay with my friend! "
United States
Wendy
The price is 5.271.400 ₫
6.490.411 ₫ total
includes taxes & fees
17 Dec - 18 Dec
The Orange Inn Boutique Hotel
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.

Top Chester Hotel Reviews