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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sep - 27 Sep
In four months
23 Oct - 25 Oct

Our top choices for Chester apartments

Exterior

Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill

Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
Fishkill
10.0 out of 10, Exceptional, (17 reviews)
"Great place to stay,"
United States
Anonymous traveler
The price is AED 331
AED 383 total
includes taxes & fees
3 Aug - 4 Aug
Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
Lobby

1 King Bed | Non-Smoking, Kitchen, Shower

1 King Bed | Non-Smoking, Kitchen, Shower
Fishkill
10.0 out of 10, Exceptional, (16 reviews)
"Great rooms and service,"
United States
Anonymous traveler
The price is AED 330
AED 374 total
includes taxes & fees
28 Jul - 29 Jul
1 King Bed | Non-Smoking, Kitchen, Shower
TV

Cozy 1-bedroom retreat minutes from West Point!

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
10.0 out of 10, Exceptional, (3 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 AED 514
AED 910 total
includes taxes & fees
7 Jul - 8 Jul
Cozy 1-bedroom retreat minutes from West Point!
TV

Walk to WP Gate + Free Parking!

Walk to WP Gate + Free Parking!
Highland Falls
9.8 out of 10, Exceptional, (24 reviews)
"Would definitely stay here again! It was a great experience!"
United States
Jodi P.
The price is AED 856
AED 1,401 total
includes taxes & fees
23 Jul - 24 Jul
Walk to WP Gate + Free Parking!
Fridge, microwave, oven, stovetop

Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Highland Falls
10.0 out of 10, Exceptional, (7 reviews)
"Location was perfect for West Point visit. The space was clean and recently updated, the beds very comfortable, and perfect layout and spacious for 3-4 people. The host was welcoming and responsive."
United States
Maria L.
The price is AED 930
AED 1,499 total
includes taxes & fees
7 Jul - 8 Jul
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
3 bedrooms, desk, iron/ironing board, travel crib

Local Artist Inspired | Walk to WestPoint + King Bed

Local Artist Inspired | Walk to WestPoint + King Bed
Highland Falls
9.4 out of 10, Exceptional, (17 reviews)
"Sweet abode. Cozy, clean and amazing location. The cute coffee bar was a nice bonus. Would definitely stay there again. "
United States
Danica J.
The price is AED 529
AED 1,659 total
includes taxes & fees
6 Jul - 7 Jul
Local Artist Inspired | Walk to WestPoint + King Bed
Exterior

1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed | Non-Smoking, Kitchen
Fishkill
10.0 out of 10, Exceptional, (16 reviews)
"Nice place to stay"
United States
Anonymous traveler
The price is AED 332
AED 384 total
includes taxes & fees
3 Aug - 4 Aug
1 Queen Bed | Non-Smoking, Kitchen
Exterior

Studio 6 Fishkill|King bed|Hearing Access|Kitchen

Studio 6 Fishkill|King bed|Hearing Access|Kitchen
Fishkill
10.0 out of 10, Exceptional, (18 reviews)
"great place to stay"
United States
Anonymous traveler
The price is AED 343
AED 396 total
includes taxes & fees
3 Aug - 4 Aug
Studio 6 Fishkill|King bed|Hearing Access|Kitchen
Exterior

2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Fishkill
9.4 out of 10, Exceptional, (20 reviews)
"great place tostay"
United States
Anonymous traveler
The price is AED 369
AED 426 total
includes taxes & fees
3 Aug - 4 Aug
2 Full Beds | Non-Smoking, Kitchen
Exterior

Studio6 Fishkill 2 Full Beds, Mobil Tub, Nsmk Kitchen

Studio6 Fishkill 2 Full Beds, Mobil Tub, Nsmk Kitchen
Fishkill
10.0 out of 10, Exceptional, (17 reviews)
"Beautiful room"
United States
Anonymous traveler
The price is AED 369
AED 426 total
includes taxes & fees
3 Aug - 4 Aug
Studio6 Fishkill 2 Full Beds, Mobil Tub, Nsmk Kitchen
Terrace/patio

River Views & Deck | River Suite on Washington

River Views & Deck | River Suite on Washington
Newburgh
The price is AED 512
AED 1,489 total
includes taxes & fees
8 Jul - 9 Jul
River Views & Deck | River Suite on Washington
Smart TV

Grant - A Tranquil One Bedroom Steps from River

Grant - A Tranquil One Bedroom Steps from River
Newburgh
9.6 out of 10, Exceptional, (46 reviews)
"Great lil tranquil home. Had all the things you'd need with some bonus touches and Stan was very quick and easy to communicate with. "
United States
Jen G.
The price is AED 529
AED 1,126 total
includes taxes & fees
14 Jul - 15 Jul
Grant - A Tranquil One Bedroom Steps from River
Private kitchen

2-bedroom apartment in excellent Newburgh with AC and charm

2-bedroom apartment in excellent Newburgh with AC and charm
Newburgh
10.0 out of 10, Exceptional, (2 reviews)
"We have stayed here once before overnight while in the area for an event. It is close to where we needed to be and a great value for the price"
United States
Nick L.
The price is AED 694
AED 889 total
includes taxes & fees
12 Jul - 13 Jul
2-bedroom apartment in excellent Newburgh with AC and charm
1 bedroom, iron/ironing board, free WiFi, bed sheets

Cozy country efficiency in the Hudson Valley

Cozy country efficiency in the Hudson Valley
Newburgh
9.8 out of 10, Exceptional, (70 reviews)
"Comfy cozy weekend retreat"
United States
Michael M.
The price is AED 606
AED 1,163 total
includes taxes & fees
5 Jul - 6 Jul
Cozy country efficiency in the Hudson Valley
Property grounds

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 882
AED 1,359 total
includes taxes & fees
4 Jul - 5 Jul
Villa Verde B&B, Greenwood Lake NY, 1
Property grounds

Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!

Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Wallkill
10.0 out of 10, Exceptional, (85 reviews)
"Clean place very responsive and helpful hosts!!"
United States
Larissa N.
The price is AED 420
AED 866 total
includes taxes & fees
5 Jul - 6 Jul
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Microwave, oven, stovetop, dishwasher

Modern Hudson Valley Apt 202 - King/Queen/Twin

Modern Hudson Valley Apt 202 - King/Queen/Twin
Montgomery
9.8 out of 10, Exceptional, (19 reviews)
"Was a great stay and fabulous communication! Highly recommend "
United States
Michael C.
The price is AED 562
AED 1,001 total
includes taxes & fees
5 Jul - 6 Jul
Modern Hudson Valley Apt 202 - King/Queen/Twin
Interior

Dream getaway apartment in the foot of Gunks Ridge

Dream getaway apartment in the foot of Gunks Ridge
Wallkill
9.6 out of 10, Exceptional, (29 reviews)
"Clean and quiet."
United States
Ted
The price is AED 273
AED 631 total
includes taxes & fees
7 Jul - 8 Jul
Dream getaway apartment in the foot of Gunks Ridge
Exterior detail

Charming 2-bedroom apartment in the Village of Warwick

Charming 2-bedroom apartment in the Village of Warwick
Warwick
The price is AED 591
AED 1,234 total
includes taxes & fees
20 Jul - 21 Jul
Charming 2-bedroom apartment in the Village of Warwick
Interior

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, (49 reviews)
"The property is very cute and located in a great location. "
United States
Olivia R.
The price is AED 411
AED 902 total
includes taxes & fees
29 Jul - 30 Jul
Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
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

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

10/10 Excellent
"Amazing hotel. It’s quiet and very clean."
Kuan-Liang 1-night trip
Posted 1 hour ago
Sleep Inn & Suites Monroe - Woodbury

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 22 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 LEGOLAND® New York.
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: Lower level unit in Spectacular Log Home Estate: Located in Marlboro, 22.1 mi/35.5 km from the heart of Chester. Includes free WiFi, sofa beds, and Smart TVs. Access to onsite laundry facilities is available on site. Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!: Located in Wallkill, 17.9 mi/28.7 km away. Includes free WiFi, private balconies, and Smart TVs. Access to onsite laundry facilities is available on site. 2 Full Beds | Non-Smoking, Kitchen: It's located in Fishkill, 22.8 mi/36.7 km from Chester. Includes free WiFi and Smart TVs.
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. Family-friendly attractions include Castle Fun Center, whereas The Rock Sports Complex is a spot to enjoy the outdoors. While here, Museum Village 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.