Find Cheap Hotels in Chester, NY

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Check availability on Chester Cheap Hotels

Tonight
Dec 27 - Dec 28
Tomorrow
Dec 28 - Dec 29
Next weekend
Jan 2 - Jan 4
In two weeks
Jan 9 - Jan 11

Our top choices for Chester cheap hotels

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, (1002)
"The breakfast was a hit, the place is clean and I would stay here again."
United States
elizabeth
The price is NT$2,640
NT$3,119 total
includes taxes & fees
Jan 4 - 2026/1/5
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 NT$6,758
NT$7,645 total
includes taxes & fees
Dec 30 - Dec 31
The Dominion House Bed & Breakfast
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, (1007)
"Clean room, friendly staff, good breakfast"
United States
Zuriber
The price is NT$3,222
NT$3,750 total
includes taxes & fees
Jan 11 - 2026/1/12
DoubleTree by Hilton Hotel Nanuet
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, (1017)
"Great stay and room was very nice"
United States
Emmanuel
The price is NT$3,067
NT$3,777 total
includes taxes & fees
Jan 4 - 2026/1/5
Hampton Inn Harriman Woodbury
BBQ/picnic area
SpringHill Suites by Marriott Fishkill

SpringHill Suites by Marriott Fishkill

SpringHill Suites by Marriott Fishkill
3.0 star property
Fishkill
9.6 out of 10, Exceptional, (1002)
"The staff is especially nice and helpful. Room was quiet which i requested in advance andd very clean. It was very comfortable to sleep there. Breakfast is acceptable and average for a 3 star hotel."
United States
Leslie
The price is NT$4,369
NT$4,943 total
includes taxes & fees
Dec 28 - Dec 29
SpringHill Suites by Marriott Fishkill
Panoramic Suite, City View | Iron/ironing board, free WiFi
Parkway House Goshen Bed & Breakfast

Parkway House Goshen Bed & Breakfast

Parkway House Goshen Bed & Breakfast
2.0 star property
Goshen
The price is NT$7,075
NT$8,711 total
includes taxes & fees
Jan 9 - 2026/1/10
Parkway House Goshen Bed & Breakfast
Interior
Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG
3.5 star property
Suffern
8.8 out of 10, Excellent, (1006)
"Good location"
United States
Glenn
The price is NT$3,459
NT$4,025 total
includes taxes & fees
Jan 25 - 2026/1/26
Crowne Plaza Suffern - Mahwah by IHG
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, (1006)
"The room was very clean, comfortable bed, good service and at a reasonable price."
Canada
DIMITRIOS
The price is NT$2,659
NT$3,008 total
includes taxes & fees
Jan 4 - 2026/1/5
Sleep Inn & Suites Monroe - Woodbury
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 NT$2,578
NT$2,916 total
includes taxes & fees
Jan 11 - 2026/1/12
Holiday Inn Express & Suites Montgomery by IHG
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
HYATT house Fishkill/Poughkeepsie

HYATT house Fishkill/Poughkeepsie

HYATT house Fishkill/Poughkeepsie
3.0 star property
Fishkill
8.8 out of 10, Excellent, (1001)
"Centrally located to all Bethel locationswith many dining options nearby. Always felt safe and breakfast was delicious."
United States
Mireyma
The price is NT$3,583
NT$4,054 total
includes taxes & fees
Jan 18 - 2026/1/19
HYATT house Fishkill/Poughkeepsie
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.
View all properties

Top Chester Hotel Reviews

DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

10/10 Excellent
"Yes"
Jonn 2-night trip
Posted 19 hours ago
DoubleTree by Hilton Hotel Nanuet

Frequently asked questions

What is Chester like for travelers on a budget?
Chester has cheap accommodation options and a variety of places to visit, making it a great vacation choice for budget-conscious travelers. You can find ways to save money while getting to know this destination, which is home to attractions like Castle Fun Center, The Rock Sports Complex, and Museum Village.
When is the best time for a budget trip to Chester?
Weather is probably a major factor when you plan your trip to Chester, and keep in mind that cheaper options are usually available when the weather isn't as good. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 32°F. The snowiest months in Chester are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.
What is there to see and do in Chester?
Chester is known for its shopping and dining options, and offers plenty to see and do without spending a fortune. You can budget for the top local attractions on your list, and then fill your itinerary with sights that are easy on the wallet. If you're looking to enjoy the area's natural beauty, you can get outdoors at The Rock Sports Complex, Arrow Park Lake and Lodge, or Sterling Lake.
How can I get to Chester and get around on a budget?
Scoping out the transportation options in Chester is a smart way to keep your trip affordable. The nearest airport is Stewart Intl. Airport (SWF), situated 13.5 mi (21.7 km) away. However, if that doesn't suit your budget, you can arrange flights in and out of Caldwell, NJ (CDW-Essex County), which is 33.6 mi (54.1 km) away. Chester might not have very many public transportation choices so a car rental could be an economical alternative to see the area.

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