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Check prices for these dates

Next weekend
9 Jan - 11 Jan
In two weeks
16 Jan - 18 Jan
In one month
30 Jan - 1 Feb
In two months
27 Feb - 1 Mar
No exact matches found, but these alternatives could be just right

Recommended hotels in Chester

Exterior
Holiday Inn Express Hotel & Suites Chester by IHG

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, (1008)
"timely & courteous check-in; clean rooms; quiet environment; perfect location for our needs "
United States
Orlando
The price is AED 345
AED 408 total
includes taxes & fees
8 Jan - 9 January 2026
Holiday Inn Express Hotel & Suites Chester by IHG
Superior Double Room, Ensuite (Primrose) | Miscellaneous
The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.2 out of 10, Wonderful, (233)
"Breakfast was delicious Suzy and Eric were wonderful hosts and the property is absolutely stunning highly recommend your bed and breakfast for those visiting upstate NY."
United States
Erek
The price is AED 790
AED 893 total
includes taxes & fees
6 Jan - 7 January 2026
The Dominion House Bed & Breakfast
Exterior
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1006)
"Room was clean and staff was great!"
United States
Annemarie
The price is AED 287
AED 339 total
includes taxes & fees
4 Jan - 5 January 2026
Hampton Inn by Hilton Middletown
Lobby
Quality Inn near Mountain Creek

Quality Inn near Mountain Creek

Quality Inn near Mountain Creek
2.5 star property
Vernon
7.6 out of 10, Good, (982)
"Good breakfast, and everything was clean in a great room. "
United States
Steven
The price is AED 314
AED 360 total
includes taxes & fees
12 Jan - 13 January 2026
Quality Inn near Mountain Creek
Room, 2 Queen Beds, Non Smoking | In-room safe, desk, iron/ironing board, free cribs/infant beds
Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
Wurtsboro
7.6 out of 10, Good, (599)
"Very clean and quiet "
United States
Jeanette
The price is AED 364
AED 411 total
includes taxes & fees
3 Jan - 4 January 2026
Days Inn by Wyndham Wurtsboro
Seasonal outdoor pool, pool umbrellas, sun loungers
LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York
3.0 star property
Goshen
8.8 out of 10, Excellent, (33)
"We are having a great time at the hotel!!!"
United States
Ziwei
The price is AED 699
AED 1,272 total
includes taxes & fees
2 Jan - 3 January 2026
LEGOLAND Hotel NEW York
Room, 1 King Bed, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board
Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury
2.5 star property
Monroe
9.4 out of 10, Exceptional, (1007)
"The room was very clean, comfortable bed, good service and at a reasonable price."
Canada
DIMITRIOS
The price is AED 300
AED 339 total
includes taxes & fees
25 Jan - 26 January 2026
Sleep Inn & Suites Monroe - Woodbury
Indoor pool
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
2.0 star property
New Windsor
8.4 out of 10, Very Good, (1005)
"Love it, everytime we come this is the place to stay"
United States
William
The price is AED 371
AED 420 total
includes taxes & fees
12 Jan - 13 January 2026
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Exterior
Holiday Inn Express & Suites Montgomery by IHG

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, (801)
"Clean quiet and nice reception "
United States
Nick
The price is AED 316
AED 357 total
includes taxes & fees
11 Jan - 12 January 2026
Holiday Inn Express & Suites Montgomery by IHG
View from property
Fairfield Inn & Suites by Marriott Goshen Middletown

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, (1001)
"Rooms were clean and as expected. Bed was a bit soft for our taste, but acceptable. Breakfast options were routine, scrambled eggs, bacon or sausage on alternating days, oatmeal, waffles, bagel, toast, English muffins... Pleasant and helpful staff, smooth check-in and check-out. Overall a pleasant place."
United States
Joon
The price is AED 371
AED 457 total
includes taxes & fees
14 Jan - 15 January 2026
Fairfield Inn & Suites by Marriott Goshen Middletown
Restaurant
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1004)
"Staff was incredibly kind and the room was super cozy. The inn is beautiful and there is enough to do around. "
United States
Ryan
The price is AED 393
AED 445 total
includes taxes & fees
4 Jan - 5 January 2026
Overlook Lodge at Bear Mountain
Free daily buffet breakfast
Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84
2.5 star property
Fishkill
9.2 out of 10, Wonderful, (1004)
"Yes stay was pleasant "
United States
henry
The price is AED 343
AED 388 total
includes taxes & fees
5 Jan - 6 January 2026
Comfort Suites Fishkill near Interstate 84
Lobby
Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1023)
"Easy check in, clean room, very good breakfast."
United States
Robert
The price is AED 358
AED 441 total
includes taxes & fees
11 Jan - 12 January 2026
Hampton Inn Harriman Woodbury
Free daily continental breakfast
Quality Inn & Suites Fishkill South near I-84

Quality Inn & Suites Fishkill South near I-84

Quality Inn & Suites Fishkill South near I-84
2.5 star property
Fishkill
9.0 out of 10, Wonderful, (1006)
"Always stay here on my way through NY."
United States
Kathleen
The price is AED 328
AED 371 total
includes taxes & fees
5 Jan - 6 January 2026
Quality Inn & Suites Fishkill South near I-84
Lobby
DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet
4.0 star property
Nanuet
9.0 out of 10, Wonderful, (1013)
"Clean room, friendly staff, good breakfast"
United States
Zuriber
The price is AED 376
AED 438 total
includes taxes & fees
11 Jan - 12 January 2026
DoubleTree by Hilton Hotel Nanuet
View from property
Inn on the Hudson

Inn on the Hudson

Inn on the Hudson
2.0 star property
Peekskill
7.0 out of 10, Good, (1005)
"yes but the beds were not comfortable"
United States
Gene
The price is AED 327
AED 374 total
includes taxes & fees
4 Jan - 5 January 2026
Inn on the Hudson
Free self parking
Appalachian Motel

Appalachian Motel

Appalachian Motel
2.0 star property
Vernon
7.6 out of 10, Good, (516)
"I would stay here again"
United States
Lyanlex
The price is AED 231
AED 265 total
includes taxes & fees
1 Jan - 2 January 2026
Appalachian Motel
Reception
Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport
2.5 star property
Newburgh
9.2 out of 10, Wonderful, (982)
"Excellent stay and I will be back! "
United States
Jawara
The price is AED 389
AED 459 total
includes taxes & fees
25 Jan - 26 January 2026
Hampton Inn & Suites Newburgh Stewart Airport
Buffet
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
2.5 star property
Fishkill
8.4 out of 10, Very Good, (1009)
"Great customer service and breakfast was excellent "
United States
Dennis
The price is AED 353
AED 399 total
includes taxes & fees
24 Jan - 25 January 2026
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
Comfort Room, 2 Double Beds, Non Smoking, Refrigerator & Microwave | Free WiFi, bed sheets
Sussex Motel

Sussex Motel

Sussex Motel
2.5 star property
Sussex
8.8 out of 10, Excellent, (372)
"Perfect for the price. Nice personel."
United States
Adam
The price is AED 331
AED 369 total
includes taxes & fees
11 Jan - 12 January 2026
Sussex Motel
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 Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

10/10 Excellent
"Super"
Pedro 4-night trip
Posted 3 days ago
Sleep Inn & Suites Middletown - Goshen