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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Chester apartments

A modern hotel room with a large bed, a desk, a chair, a TV, and a view of the outside.

1. Columbus Suites

Columbus Suites
3.0 star property
Middletown
6.4 out of 10, (21 reviews)
"It was a great place "
United States
Jose
The price is SAR 330
SAR 650 total
includes taxes & fees
19 Oct - 20 Oct
Columbus Suites
Interior

2. Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!

Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
Warwick
10.0 out of 10, Exceptional, (53 reviews)
"Great location in the heart of Warwick, NY. Easy to walk around town and visit the local restaurants!"
United States
Francis
The price is SAR 394
SAR 892 total
includes taxes & fees
1 Nov - 2 Nov
Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
A kitchen with dark cabinets, a stainless steel refrigerator, a microwave, and a coffee maker.

3. The Columbus Suites | The Landing Studio | 89-201

The Columbus Suites | The Landing Studio | 89-201
Middletown
The price is SAR 334
SAR 747 total
includes taxes & fees
19 Oct - 20 Oct
The Columbus Suites | The Landing Studio | 89-201
A dark blue door with a glass panel, flanked by two potted topiary trees, a welcome mat, and a wall-mounted light fixture.

4. Charming 2-bedroom apartment in the Village of Warwick

Charming 2-bedroom apartment in the Village of Warwick
Warwick
9.4 out of 10, Exceptional, (3 reviews)
"Clean, family friendly, close to everything."
United States
Milena P.
Charming 2-bedroom apartment in the Village of Warwick
A modern hotel room with a large bed, a seating area with leather chairs, and a view of the outdoors through large windows.

5. Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen

Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
Warwick
10.0 out of 10, Exceptional, (47 reviews)
"Always a pleasure staying here."
United States
Natalie M.
The price is SAR 382
SAR 916 total
includes taxes & fees
28 Oct - 29 Oct
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
A modern kitchen with wooden flooring, a dining area with a table and chairs, and a kitchen counter with appliances.

6. The Wine House

The Wine House
Warwick
10.0 out of 10, Exceptional, (39 reviews)
"Amazing place - we will definitely be back ."
United States
Robin
The price is SAR 659
SAR 1,089 total
includes taxes & fees
28 Oct - 29 Oct
The Wine House
A modern kitchen with stainless steel appliances, wooden cabinets, and a marble countertop.

7. Modern Hudson Valley Apt 202 - King/Queen/Twin

Modern Hudson Valley Apt 202 - King/Queen/Twin
Montgomery
9.8 out of 10, Exceptional, (20 reviews)
"Great hosts and great location!"
United States
Shelby A.
The price is SAR 590
SAR 1,151 total
includes taxes & fees
18 Oct - 19 Oct
Modern Hudson Valley Apt 202 - King/Queen/Twin
A modern kitchen with white cabinets, a wooden countertop, and a refrigerator.

8. Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Highland Falls
9.2 out of 10, Wonderful, (25 reviews)
"Exactly what we needed for two people prior to an early morning touring West Point. "
United States
Andrew L.
The price is SAR 424
SAR 1,144 total
includes taxes & fees
5 Nov - 6 Nov
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
A stone pathway leading to a stone wall with a potted plant.

9. Villa Verde B&B, Greenwood Lake NY, 1

Villa Verde B&B, Greenwood Lake NY, 1
Monroe
10.0 out of 10, Exceptional, (31 reviews)
"Great host. Home is very clean and well appointed. Would definitely stay here again."
United States
Thomas
The price is SAR 751
SAR 1,197 total
includes taxes & fees
15 Nov - 16 Nov
Villa Verde B&B, Greenwood Lake NY, 1
A modern hotel room with a four-poster bed, a wooden accent wall, a bedside table with a lamp, and a view of the adjacent dining area.

10. The Columbus Hotel - The Sunny Studio - 52-302

The Columbus Hotel - The Sunny Studio - 52-302
Middletown
The price is SAR 334
SAR 747 total
includes taxes & fees
19 Oct - 20 Oct
The Columbus Hotel - The Sunny Studio - 52-302
A modern kitchen with a stainless steel refrigerator, a microwave, and a coffee maker.

11. The Columbus Hotel - The Market Suite - 52-202

The Columbus Hotel - The Market Suite - 52-202
Middletown
The price is SAR 334
SAR 765 total
includes taxes & fees
19 Oct - 20 Oct
The Columbus Hotel - The Market Suite - 52-202
A two-story building with a porch, surrounded by greenery and a visible rainbow in the sky.

12. Modern penthouse suite in a restored grain tower with private roof deck.

Modern penthouse suite in a restored grain tower with private roof deck.
Warwick
10.0 out of 10, Exceptional, (30 reviews)
"Wonderful stay!"
United States
Lisi M.
The price is SAR 1,267
SAR 2,015 total
includes taxes & fees
28 Oct - 29 Oct
Modern penthouse suite in a restored grain tower with private roof deck.
A living room with a fireplace, a painting, shelves with decorative items, and a television.

13. Grant - A Tranquil One Bedroom Steps from River

Grant - A Tranquil One Bedroom Steps from River
Newburgh
9.6 out of 10, Exceptional, (50 reviews)
"We enjoyed our stay, property was as described. It's convenient to many of the Hudson Valley small towns, including West Point."
United States
Mike W.
The price is SAR 507
SAR 1,112 total
includes taxes & fees
19 Oct - 20 Oct
Grant - A Tranquil One Bedroom Steps from River
A brick building with a sign reading 'Lobby' in front.

14. 2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Fishkill
9.2 out of 10, Wonderful, (21 reviews)
"great place tostay"
United States
Anonymous traveler
The price is SAR 326
SAR 377 total
includes taxes & fees
1 Nov - 2 Nov
2 Full Beds | Non-Smoking, Kitchen
A hallway with a door labeled '302' and a keypad lock.

15. The Columbus Hotel - The Reimagined Suite - 52-304

The Columbus Hotel - The Reimagined Suite - 52-304
Middletown
The price is SAR 334
SAR 747 total
includes taxes & fees
19 Oct - 20 Oct
The Columbus Hotel - The Reimagined Suite - 52-304
A hotel lobby with a reception desk, seating area, and a fire extinguisher on the wall.

16. 1 King Bed | Non-Smoking, Kitchen, Shower

1 King Bed | Non-Smoking, Kitchen, Shower
Fishkill
9.6 out of 10, Exceptional, (19 reviews)
"Great rooms and service,"
United States
Anonymous traveler
The price is SAR 297
SAR 336 total
includes taxes & fees
26 Oct - 27 Oct
1 King Bed | Non-Smoking, Kitchen, Shower
A dining area with a wooden table and chairs, a painting on the wall, and a kitchen with white cabinets.

17. Montgomery Village Center King Bed Ground Floor

Montgomery Village Center King Bed Ground Floor
Montgomery
The price is SAR 1,077
SAR 1,607 total
includes taxes & fees
22 Oct - 23 Oct
Montgomery Village Center King Bed Ground Floor
Living area

18. Cozy 1-bedroom retreat minutes from West Point!

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
8.4 out of 10, Very good, (5 reviews)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is SAR 430
SAR 818 total
includes taxes & fees
21 Oct - 22 Oct
Cozy 1-bedroom retreat minutes from West Point!
A bedroom with a bed, a desk, a chair, a potted plant, and a window.

19. Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.

Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
Wurtsboro
9.0 out of 10, Wonderful, (2 reviews)
The price is SAR 488
SAR 1,025 total
includes taxes & fees
1 Nov - 2 Nov
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
A courtyard with stone seating, a pool, and a view of a multi-story building with balconies.

20. Renovated 1 Bedroom Valley View

Renovated 1 Bedroom Valley View
Vernon Township
10.0 out of 10, Exceptional, (7 reviews)
"Room & Facilities are great."
United States
Elvis
The price is SAR 418
SAR 914 total
includes taxes & fees
16 Nov - 17 Nov
Renovated 1 Bedroom Valley View
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

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

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

10/10 Excellent
"Thanks!"
Michael 1-night trip
Posted 5 hours ago
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Frequently asked questions

What's it like to stay at an apartment in Chester?
You'll find plenty of places to stay in Chester with 21 hotels and other lodging accommodations. Though there aren't many apartments, we can help you locate accommodations that are similar. When you search for a place to stay on Expedia, you can filter by amenities you might find in an apartment like a kitchen. You can also filter by similar properties such as condos, vacation homes, or cottages. You might want to visit the area's shops and enjoy its restaurants. While in the region, visit favorite sights like Woodbury Common Premium Outlets.
How do you know if an apartment is the best choice for you?
An apartment features a kitchen for convenient meals, and often has more space than a traditional hotel room. Apartments are a good option for couples who want a more local feel, but also for families who want the conveniences of home.
What's a favorite apartment I should consider for a stay in Chester?
Listed below are some of the favorite apartments in the area: 1 Queen Bed | Non-Smoking, Kitchen: Situated in Fishkill, 22.8 mi/36.7 km from the heart of Chester. Includes free WiFi and Smart TVs. Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill: Located 22.8 mi/36.7 km away in Fishkill. Free WiFi and Smart TVs are included. 2 Full Beds | Non-Smoking, Kitchen: It's situated in Fishkill, 22.8 mi/36.7 km away. Includes free WiFi and Smart TVs. Studio 6 Fishkill|King bed|Hearing Access|Kitchen: 22.8 mi/36.7 km away in Fishkill. Free WiFi and Smart TVs are included. 2-bedroom apartment in excellent Newburgh with AC and charm: It's situated in Newburgh, 16.9 mi/27.2 km from Chester.
What will the weather be like in Chester?
Weather is only one factor, but it can really affect your travel plans, especially if you are planning a longer stay 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.
What should I see and do in Chester?
Chester is known for its restaurants and shops. Cultural attractions include Museum Village and Sugar Loaf Performing Arts Center, whereas The Rock Sports Complex is one spot to enjoy nature. While here, Castle Fun Center and Goosepond Mountain State Park are other places worth a visit.
What's the best way to get to and around Chester?
Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Stewart Intl. Airport (SWF), which is located 13.5 mi (21.7 km) away from the city center. Otherwise, look for flights into Caldwell, NJ (CDW-Essex County), which is 33.6 mi (54.1 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.