Find hotels in Chester, NY from ₩87,745

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Compare 972 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

The Hamlet Inn at Warwick
Deluxe Double Room | 1 bedroom, Select Comfort beds, desk, soundproofing

The Hamlet Inn at Warwick

2.5 star property
7.4 out of 10, Good, (125)
"Great price rooms clean"
The price is ₩132,398
₩149,777 total
includes taxes & fees
Sep 16 - Sep 17
The Hamlet Inn at Warwick
Villa Verde BB Greenwood Lake NY
Exterior

Villa Verde BB Greenwood Lake NY

4.0 star property
10.0 out of 10, Exceptional, (7)
"Eva was a gracious host. The breakfast was very good. "
The price is ₩282,969
₩347,982 total
includes taxes & fees
Sep 16 - Sep 17
Villa Verde BB Greenwood Lake NY
Columbus Hotel
Economy Studio | Individually decorated, individually furnished, desk, iron/ironing board

Columbus Hotel

3.0 star property
6.0 out of 10, (6)
"21 minutes ago on Google It's a family owned and operated hotel. Norman was kind, communicative and thorough. Keyless entry made checking in super easy. We had a business suite, which is basically a studio apartment. Kitchen , bathroom, bed/living space was clean and neat having a really nice modern clean aesthetic. There was even a candle left for us to enjoy. Overall was a very pleasant stay! Very grateful. "
The price is ₩174,347
₩331,238 total
includes taxes & fees
Sep 16 - Sep 17
Columbus Hotel
The Dominion House Bed & Breakfast
Superior Double Room, Ensuite (Primrose) | Miscellaneous

The Dominion House Bed & Breakfast

2.0 star property
9.2 out of 10, Wonderful, (229)
"Amazing hospitality,"
The price is ₩299,637
₩338,966 total
includes taxes & fees
Sep 18 - Sep 19
The Dominion House Bed & Breakfast
Holiday Inn Express Hotel & Suites Chester by IHG
Exterior

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 star property
8.4 out of 10, Very Good, (1004)
"Great staff and rooms "
The price is ₩153,303
₩181,089 total
includes taxes & fees
Sep 18 - Sep 19
Holiday Inn Express Hotel & Suites Chester by IHG
Hike & Fish: Outdoor Retreat Near Trails
House (1 Bedroom) | Interior

Hike & Fish: Outdoor Retreat Near Trails

3.0 star property
The price is ₩255,040
₩420,955 total
includes taxes & fees
Sep 16 - Sep 17
Hike & Fish: Outdoor Retreat Near Trails
LEGOLAND Hotel NEW York
Outdoor pool

LEGOLAND Hotel NEW York

3.0 star property
8.0 out of 10, Very Good, (3)
The price is ₩319,148
₩434,612 total
includes taxes & fees
Sep 19 - Sep 20
LEGOLAND Hotel NEW York
Countryside Motel
Apartment, 2 Double Beds (Ground Floor) | Living area | Flat-screen TV

Countryside Motel

2.0 star property
7.2 out of 10, Good, (250)
"Reasonably priced "
The price is ₩132,398
₩143,492 total
includes taxes & fees
Sep 16 - Sep 17
Countryside Motel
Cromwell Manor Inn
Exterior

Cromwell Manor Inn

3.5 star property
9.6 out of 10, Exceptional, (79)
"Lovely spot and wonderful innkeeper hosts."
The price is ₩283,875
₩335,328 total
includes taxes & fees
Sep 16 - Sep 17
Cromwell Manor Inn
Cadet Motel
Exterior

Cadet Motel

2.0 star property
6.4 out of 10, (296)
"It was a great little motel for a 2 day business trip. Affordable, clean, and safe. "
The price is ₩110,099
₩130,056 total
includes taxes & fees
Sep 16 - Sep 17
Cadet Motel
The Orange Inn Boutique Hotel
Restaurant

The Orange Inn Boutique Hotel

2.0 star property
9.6 out of 10, Exceptional, (145)
"Everyone both at front desk and at the restaurant were very welcoming. Very nice rooms. The restaurant Limoncello was wonderful."
The price is ₩313,573
₩386,088 total
includes taxes & fees
Sep 16 - Sep 17
The Orange Inn Boutique Hotel
TAPA HOTEL
Deluxe Studio | Pillowtop beds, desk, laptop workspace, blackout drapes

TAPA HOTEL

2.5 star property
9.0 out of 10, Wonderful, (343)
"Nice, clean property. Staff was very nice."
The price is ₩165,846
₩190,102 total
includes taxes & fees
Sep 25 - Sep 26
TAPA HOTEL
Beacon Hotel
Deluxe Double Room, Private Bathroom | Shared kitchen

Beacon Hotel

2.0 star property
7.0 out of 10, Good, (61)
"This was such a unique stay! I had never been to Beacon before, but I loved it and would recommend this hotel to anyone looking to go! The hotel can be a little hard to find at first, but I felt safe staying!"
The price is ₩167,239
₩297,058 total
includes taxes & fees
Sep 16 - Sep 17
Beacon Hotel
Budget Motor Inn - Stony Point
Exterior

Budget Motor Inn - Stony Point

1.5 star property
4.8 out of 10, (460)
"The homeless shelter theme. I should have slept in the car."
The price is ₩87,745
₩97,738 total
includes taxes & fees
Sep 16 - Sep 17
Budget Motor Inn - Stony Point
Cozy Easy Access to the Best of the Hudson Valley
House | 4 bedrooms

Cozy Easy Access to the Best of the Hudson Valley

2.0 star property
10.0 out of 10, Exceptional, (1)
"The property was perfect for the five of us! We enjoyed the TV and the cleanliness of the home. We also had quick and great communication. There is several dining options as well as a grocery store that is about a 3 minute walk fro the home. We would definitely stay there again."
The price is ₩404,017
₩699,490 total
includes taxes & fees
Sep 16 - Sep 17
Cozy Easy Access to the Best of the Hudson Valley
Candlewood Suites Middletown Goshen by IHG
Exterior

Candlewood Suites Middletown Goshen by IHG

2.5 star property
8.4 out of 10, Very Good, (23)
"The hotel was amazing keep up the good work "
The price is ₩161,804
₩191,131 total
includes taxes & fees
Sep 21 - Sep 22
Candlewood Suites Middletown Goshen by IHG
Cold Spring Hotel
Porch

Cold Spring Hotel

3.0 star property
8.8 out of 10, Excellent, (152)
"We’ve been staying at Cold Spring Hotel for the last 5 years. Jimmy, the owner, makes us feel at home every time. He is friendly and very professional. We recommend Cold Spring Hotel 100%."
The price is ₩282,982
₩327,586 total
includes taxes & fees
Sep 16 - Sep 17
Cold Spring Hotel
Overlook Lodge at Bear Mountain
Restaurant

Overlook Lodge at Bear Mountain

2.5 star property
8.4 out of 10, Very Good, (1004)
"Quiet cabin/room and lovely grounds around the lake; easy hiking in the area. "
The price is ₩235,529
₩266,440 total
includes taxes & fees
Sep 16 - Sep 17
Overlook Lodge at Bear Mountain
Tin Brook Bed & Breakfast
Exterior

Tin Brook Bed & Breakfast

3.0 star property
9.4 out of 10, Exceptional, (117)
"Very nice accommodations & staff."
The price is ₩191,628
₩216,797 total
includes taxes & fees
Sep 17 - Sep 18
Tin Brook Bed & Breakfast
Cottage Suites
Deluxe Studio Suite | Private kitchen | Fridge, microwave

Cottage Suites

2.0 star property
5.0 out of 10, (4)
"NOT AS ADVERTISED!"
The price is ₩178,737
₩202,197 total
includes taxes & fees
Oct 1 - Oct 2
Cottage Suites
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

Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG

10/10 Excellent
"Super clean "
Jean R 1-night trip
Posted 6 days ago
Crowne Plaza Suffern - Mahwah by IHG

More cheap stays in Chester

More cheap stays in Chester

Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet

20 Overlook Blvd, Nanuet, NY
The price is ₩144,523 per night from Oct 6 to Oct 7
₩144,523
₩168,189 total
Oct 6 - Oct 7
includes taxes & fees
8.2/10 Very Good! (1,005 reviews)

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

What's the best place to stay in Chester?

The Dominion House Bed & Breakfast is ranked highly by Expedia customers. This B&B offers free breakfast and an outdoor pool. Holiday Inn Express Hotel & Suites Chester by IHG is another top choice for your trip based on traveler reviews. See all available top hotels, or vacation rentals in Chester.

If I need to cancel my hotel reservation in Chester, will I receive a refund?

Yes, you'll find most hotel bookings are refundable if you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you booked a non-refundable reservation, you might be able to still cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Chester.

Where can I learn more about changing or cancelling my trip to Chester?

For more details about updating your trip to Chester or cancelling it, click here.

What is the favorite LGBTQ-friendly place to stay in Chester?

Holiday Inn Express Hotel & Suites Chester by IHG is a top LGBTQ-friendly hotel that features free breakfast and free WiFi. The Dominion House Bed & Breakfast is another good option for your trip. See all available hotels listed as LGBTQ-friendly in Chester.

Where is the best hotel to stay with easy access to The Rock Sports Complex?

Holiday Inn Express Hotel & Suites Chester, an IHG Hotel is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and an indoor pool. It's located just a short 0.8 mi (1.3 km) from The Rock Sports Complex. Other good options within 5 miles include Fairfield Inn & Suites by Marriott Goshen Middletown and NATURE'S NIRVANA FOR FAMILY AND FRIEND.

What about the best place to stay near Castle Fun Center?

One of the top choices for your stay is Holiday Inn Express Hotel & Suites Chester, an IHG Hotel, located a short 0.4 mi (0.6 km) from Castle Fun Center, and this hotel offers free breakfast and an indoor pool. Fairfield Inn & Suites by Marriott Goshen Middletown and Stagecoach Inn are two other good options within a few miles.

What are some accommodations with pools in Chester?

Holiday Inn Express Hotel & Suites Chester by IHG is a top hotel with a pool, free on-the-go breakfast, and free WiFi. View all hotels with pools in Chester.

What is the best hotel near Stewart International Airport (SWF)?

Howard Johnson by Wyndham Newburgh is a popular hotel, featuring free breakfast and free WiFi. It's located a short 0.8 mi (1.2 km) from Stewart Intl. Airport. Other options within close proximity to the airport include Days Inn by Wyndham Newburgh WestPoint/Stewart Intl Airport and Super 8 by Wyndham Newburgh/West Point Near Stewart Airport.

What is staying in Chester like?

Visitors to Chester are sure to enjoy the shopping and restaurants. Tourists can also enjoy the city's ski areas and coffeehouses. Top sights around the area include LEGOLAND® New York and Woodbury Common Premium Outlets. In Chester, there are 19 hotels and other accommodations to choose from. Find out more about Chester.

What are the top places to visit in Chester?

Favorite places to visit include Castle Fun Center, The Rock Sports Complex, and Museum Village. Additionally, you'll find LEGOLAND® New York and Woodbury Common Premium Outlets in the area. Check out what more to see and do in Expedia's Chester guide.

What's the seasonal weather like in Chester?

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.