Lodging Image

Search Apartments in Chester

  • 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

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

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. Cottage Suites

Cottage Suites
3.0 star property
Middletown
6.6 out of 10, (19 reviews)
"It was a great place "
United States
Jose
The price is AED 275
AED 582 total
includes taxes & fees
13 Oct - 14 Oct
Cottage Suites
A modern hotel room with a large bed, a seating area with leather chairs, and a view of the outdoors through large windows.

2. 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)
"In the area for my nephew’s graduation. Loved walking around Warwick and checking out shops.Beautiful accommodations. Very clean, easy check in, comfortable bed. Appreciated the options for coffee and tea. Overall, a great stay."
United States
Gwenda M.
The price is AED 364
AED 889 total
includes taxes & fees
12 Oct - 13 Oct
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
A hallway with a door labeled '302' and a keypad lock.

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

The Columbus Hotel - The Reimagined Suite - 52-304
Middletown
The price is AED 356
AED 773 total
includes taxes & fees
13 Oct - 14 Oct
The Columbus Hotel - The Reimagined Suite - 52-304
A stone pathway leading to a stone wall with a potted plant.

4. 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 AED 735
AED 1,172 total
includes taxes & fees
1 Nov - 2 Nov
Villa Verde B&B, Greenwood Lake NY, 1
A dark blue door with a glass panel, flanked by two potted topiary trees, a welcome mat, and a wall-mounted light fixture.

5. 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.
The price is AED 551
AED 1,180 total
includes taxes & fees
14 Oct - 15 Oct
Charming 2-bedroom apartment in the Village of Warwick
Interior

6. 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, (52 reviews)
"One of the cleanest VRBOs I ever stayed in - it smelled so good. Very cozy and had everything we needed. The location is great!"
United States
Tara K.
The price is AED 386
AED 898 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 a refrigerator, microwave, and dark cabinets.

7. The Columbus Hotel - The Residence Studio - 89-206

The Columbus Hotel - The Residence Studio - 89-206
Middletown
The price is AED 334
AED 744 total
includes taxes & fees
13 Oct - 14 Oct
The Columbus Hotel - The Residence Studio - 89-206
A modern kitchen with wooden flooring, a dining area with a table and chairs, and a kitchen counter with appliances.

8. The Wine House

The Wine House
Warwick
10.0 out of 10, Exceptional, (38 reviews)
"Amazing place - we will definitely be back ."
United States
Robin
The price is AED 645
AED 1,066 total
includes taxes & fees
8 Oct - 9 Oct
The Wine House
A modern kitchen with stainless steel appliances, wooden cabinets, and a marble countertop.

9. 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 AED 578
AED 1,126 total
includes taxes & fees
12 Oct - 13 Oct
Modern Hudson Valley Apt 202 - King/Queen/Twin
A modern kitchen with white cabinets, a wooden countertop, and a refrigerator.

10. 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 AED 422
AED 1,114 total
includes taxes & fees
14 Oct - 15 Oct
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
A living room with a fireplace, a painting, shelves with decorative items, and a television.

11. 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 AED 496
AED 1,080 total
includes taxes & fees
19 Oct - 20 Oct
Grant - A Tranquil One Bedroom Steps from River
A kitchen with dark cabinets, a stainless steel refrigerator, a microwave, and a coffee maker.

12. The Columbus Hotel - The City Suite - 89-201

The Columbus Hotel - The City Suite - 89-201
Middletown
The price is AED 397
AED 823 total
includes taxes & fees
13 Oct - 14 Oct
The Columbus Hotel - The City Suite - 89-201
A compact kitchen with a built-in microwave, a coffee maker, and a stainless steel sink.

13. The Columbus Hotel - The Galley Studio - 89-203

The Columbus Hotel - The Galley Studio - 89-203
Middletown
The price is AED 474
AED 922 total
includes taxes & fees
27 Oct - 28 Oct
The Columbus Hotel - The Galley Studio - 89-203
A two-story building with a garage and a small attached structure.

14. The Columbus Hotel - The Sunrise Suite - 89-306

The Columbus Hotel - The Sunrise Suite - 89-306
Middletown
The Columbus Hotel - The Sunrise Suite - 89-306
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.

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

The Columbus Hotel - The Sunny Studio - 52-302
Middletown
The price is AED 415
AED 848 total
includes taxes & fees
13 Oct - 14 Oct
The Columbus Hotel - The Sunny Studio - 52-302
Room

16. The Columbus Hotel - Four-Poster Suite - 52-203

The Columbus Hotel - Four-Poster Suite - 52-203
Middletown
The price is AED 360
AED 777 total
includes taxes & fees
13 Oct - 14 Oct
The Columbus Hotel - Four-Poster Suite - 52-203
A modern bedroom with a four-poster bed, a wooden accent wall, a bedside table with a lamp, and a view into the adjacent dining area.

17. The Columbus Hotel - The Upper Studio - 52-402

The Columbus Hotel - The Upper Studio - 52-402
Middletown
The price is AED 415
AED 848 total
includes taxes & fees
13 Oct - 14 Oct
The Columbus Hotel - The Upper Studio - 52-402
A hotel room with a bed, a desk, a chair, a TV, and a window with a view of a bridge.

18. The Columbus Hotel - The Revival Suite - 89-304

The Columbus Hotel - The Revival Suite - 89-304
Middletown
The price is AED 415
AED 848 total
includes taxes & fees
13 Oct - 14 Oct
The Columbus Hotel - The Revival Suite - 89-304
A bedroom with a bed, a desk, a chair, a window with a view, and a wall-mounted TV.

19. The Columbus Hotel - The District Studio - 89-204

The Columbus Hotel - The District Studio - 89-204
Middletown
The price is AED 404
AED 831 total
includes taxes & fees
13 Oct - 14 Oct
The Columbus Hotel - The District Studio - 89-204
A staircase with a fire alarm and a row of lockers.

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

The Columbus Hotel - The Market Suite - 52-202
Middletown
The price is AED 430
AED 877 total
includes taxes & fees
13 Oct - 14 Oct
The Columbus Hotel - The Market Suite - 52-202
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

Top Chester Hotel Reviews

The Thayer Hotel at West Point

The Thayer Hotel at West Point

10/10 Excellent
"非常棒的一个古老的酒店，如果你想逛西点军校，那就太方便了。酒店就在Hudson 河边，景色秀美，酒店入住客人素质很高，非常安静整洁。去奥特莱斯买买买也非常方便，下次还来住。"
Wenhong 1-night trip
Posted 17 hours ago
The Thayer Hotel at 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.