Find hotels in Chester, NY from 1.733.490 ₫

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
21 Jan - 22 Jan
Tomorrow
22 Jan - 23 Jan
This weekend
23 Jan - 25 Jan
Next weekend
30 Jan - 1 Feb

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Chester hotels

Exterior

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, (1,000 reviews)
"timely & courteous check-in; clean rooms; quiet environment; perfect location for our needs "
United States
Orlando
The price is 2.179.995 ₫
2.575.119 ₫ total
includes taxes & fees
29 Jan - 30 Jan
Holiday Inn Express Hotel & Suites Chester by IHG
Exterior

The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.2 out of 10, Wonderful, (233 reviews)
"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 5.646.975 ₫
6.388.173 ₫ total
includes taxes & fees
26 Jan - 27 Jan
The Dominion House Bed & Breakfast
Lobby

Quality Inn near Mountain Creek

Quality Inn near Mountain Creek
2.5 star property
Vernon
7.6 out of 10, Good, (992 reviews)
"Good breakfast, and everything was clean in a great room. "
United States
Steven
The price is 2.231.474 ₫
2.557.827 ₫ total
includes taxes & fees
4 Feb - 5 Feb
Quality Inn near Mountain Creek
Lobby

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,000 reviews)
"Clean Rooms, clean hotel overall. Plenty of parking."
United States
KenNETH
The price is 2.120.899 ₫
2.505.312 ₫ total
includes taxes & fees
28 Jan - 29 Jan
Hampton Inn by Hilton Middletown
Exterior

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, (817 reviews)
"The staff was great! The room was clean and the breakfast was excellent."
Canada
Joey
The price is 2.153.730 ₫
2.436.407 ₫ total
includes taxes & fees
1 Feb - 2 Feb
Holiday Inn Express & Suites Montgomery by IHG
Indoor pool, open 8:30 AM to 9:30 PM, pool loungers

DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet
4.0 star property
Nanuet
9.0 out of 10, Wonderful, (1,044 reviews)
"Nice clean hotel with friendly staff. "
United States
michelle
The price is 2.433.715 ₫
2.832.237 ₫ total
includes taxes & fees
1 Feb - 2 Feb
DoubleTree by Hilton Hotel Nanuet
Room, 1 King Bed, Non Smoking | Desk, laptop workspace, blackout curtains, iron/ironing board

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury
2.5 star property
Monroe
9.4 out of 10, Exceptional, (1,014 reviews)
"Room always comfortable and convenient location "
United States
laura
The price is 2.104.089 ₫
2.380.252 ₫ total
includes taxes & fees
19 Feb - 20 Feb
Sleep Inn & Suites Monroe - Woodbury
Exterior

Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet
2.5 star property
Nanuet
8.4 out of 10, Very good, (1,038 reviews)
"Staff was nice, bed comfortable. "
United States
Misty
The price is 2.052.814 ₫
2.388.963 ₫ total
includes taxes & fees
2 Feb - 3 Feb
Sonesta Simply Suites Nanuet
Free daily English breakfast

Tru by Hilton Middletown

Tru by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (968 reviews)
"Was a nice stay for a week"
United States
Laura
The price is 2.261.417 ₫
2.671.299 ₫ total
includes taxes & fees
27 Jan - 28 Jan
Tru by Hilton Middletown
Restaurant

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1,001 reviews)
"The stone lodges are cute and cozy and the staff were quick and helpful if you needed anything. Great for a short stay at a reasonable price."
United States
Judith
The price is 3.125.535 ₫
3.535.794 ₫ total
includes taxes & fees
25 Jan - 26 Jan
Overlook Lodge at Bear Mountain
Free daily continental breakfast

Spark by Hilton Fishkill

Spark by Hilton Fishkill
3.0 star property
Fishkill
7.4 out of 10, Good, (22 reviews)
"Nice clean rooms. Updated by Hilton. Well priced, good value "
United States
Lewis
The price is 2.296.460 ₫
2.655.280 ₫ total
includes taxes & fees
14 Feb - 15 Feb
Spark by Hilton Fishkill
Indoor pool

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, (1,011 reviews)
"Superb place to stay."
United States
Denessy
The price is 2.599.972 ₫
2.941.217 ₫ total
includes taxes & fees
25 Jan - 26 Jan
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Desk, iron/ironing board, free cots/infant beds, rollaway beds

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, (1,002 reviews)
"Good low-cost hotel with decent continental breakfast."
United States
Nancy
The price is 2.344.151 ₫
2.710.425 ₫ total
includes taxes & fees
28 Jan - 29 Jan
Quality Inn & Suites Fishkill South near I-84
Comfort Room, 2 Double Beds | Iron/ironing board, free WiFi

High Point Motel

High Point Motel
2.0 star property
Sussex
9.0 out of 10, Wonderful, (109 reviews)
"Great place to stay"
United States
Bob
The price is 2.311.320 ₫
2.580.011 ₫ total
includes taxes & fees
25 Jan - 26 Jan
High Point Motel
Lobby

Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
10.0 out of 10, Exceptional, (3 reviews)
"Close to town, restaurants, gas, etc… Very clean, comfy bed, decent breakfast"
United States
Michael
The price is 2.576.597 ₫
3.172.436 ₫ total
includes taxes & fees
27 Jan - 28 Jan
Comfort Suites Central Valley - Woodbury
Reception

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, (1,002 reviews)
"Clean room, breakfast was plentiful and front desk were great."
United States
Robert
The price is 2.442.645 ₫
3.007.506 ₫ total
includes taxes & fees
29 Jan - 30 Jan
Fairfield Inn & Suites by Marriott Goshen Middletown
Free continental breakfast on weekdays

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,001 reviews)
"Easy check in, clean and smoke free, friendly staff, nice rooms, hot breakfast; would stay again!!!! "
United States
carla
The price is 2.462.606 ₫
2.908.954 ₫ total
includes taxes & fees
19 Feb - 20 Feb
Sleep Inn & Suites Middletown - Goshen
Comfort Room, 2 Double Beds, Non Smoking, Refrigerator & Microwave | Free WiFi, bed sheets

Sussex Motel

Sussex Motel
2.5 star property
Sussex
8.8 out of 10, Excellent, (380 reviews)
"The room was clean, staff is kind."
United States
PAVLO
The price is 2.127.465 ₫
2.374.881 ₫ total
includes taxes & fees
27 Jan - 28 Jan
Sussex Motel
Exterior

Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG
3.5 star property
Suffern
8.8 out of 10, Excellent, (1,003 reviews)
"Great staff and clean room. "
United States
Jordon
The price is 2.810.355 ₫
3.270.551 ₫ total
includes taxes & fees
30 Jan - 31 Jan
Crowne Plaza Suffern - Mahwah by IHG
Exterior detail

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (147 reviews)
"Breakfast was hot and tasty. Staff were all pleasant and accommodating. "
United States
wendy
Borland House Inn
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Stay near popular Chester attractions

The Rock Sports Complex

4.0/5 (10 reviews)
This dedicated sports venue hosts baseball and softball tournaments on well-maintained turf fields. Bring portable chairs and sun protection to enjoy the games in comfort at this local athletic hub.
See properties

Goosepond Mountain State Park

4.0/5 (3 reviews)
This 1,558-acre undeveloped park offers a tranquil escape with diverse trails through woods, fields, and wetlands. Bring binoculars to spot songbirds from the boardwalk that crosses marshy areas.
See properties

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 Centre for go-karts, mini-golf, and arcade games.

See all hotels in Chester
Black dirt region farm Chester New York

Top Chester Hotel Reviews

More cheap stays in Chester

Super 8 by Wyndham Mahwah

Super 8 by Wyndham Mahwah

160 State Route 17 South Mahwah NJ
The price is 1.986.947 ₫ per night from 25 Jan to 26 Jan
1.986.947 ₫
2.277.438 ₫ total
25 Jan - 26 Jan
includes taxes & fees
7.2/10 Good! (1,002 reviews)

Hotels in Chester with star rating

Frequently asked questions

What's the seasonal weather like in Chester?
The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Chester are January, February, March and April, with each month seeing an average of 16 cm of snowfall.