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10 Oct - 12 Oct
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Apartments in Chester

Cozy 1-bedroom retreat minutes from West Point!
Fridge, oven, stovetop, cookware/dishes/utensils

Cozy 1-bedroom retreat minutes from West Point!

The price is AED 420
AED 714 total
includes taxes & fees
13 Oct - 14 Oct
Cozy 1-bedroom retreat minutes from West Point!
Close to Trails: Studio w/ Water Views
Apartment (0 Bedroom) | Interior

Close to Trails: Studio w/ Water Views

3.0 star property
The price is AED 496
AED 862 total
includes taxes & fees
5 Oct - 6 Oct
Close to Trails: Studio w/ Water Views
Dream getaway apartment in the foot of Gunks Ridge
Terrace/patio

Dream getaway apartment in the foot of Gunks Ridge

9.6 out of 10, Exceptional, (23)
"Over all the property was clean and staff was very cooperative. Only problems were the beds were very hard which made it hard for us to get a good nights sleep. The larger room had bugs but the owner took care of it right away. We enjoyed our stay."
The price is AED 275
AED 670 total
includes taxes & fees
7 Oct - 8 Oct
Dream getaway apartment in the foot of Gunks Ridge
Condo at Mtn Creek 1 Bdr 1 Bath sleep 4 Mtn view #234
Outdoor pool, a heated pool

Condo at Mtn Creek 1 Bdr 1 Bath sleep 4 Mtn view #234

10.0 out of 10, Exceptional, (5)
"This property was comfortable, quaint and clean. Perfect little weekend getaway. We definitely plan on staying here again. "
The price is AED 459
AED 969 total
includes taxes & fees
13 Oct - 14 Oct
Condo at Mtn Creek 1 Bdr 1 Bath sleep 4 Mtn view #234
Grant - A Tranquil One Bedroom Steps from River
Smart TV

Grant - A Tranquil One Bedroom Steps from River

9.6 out of 10, Exceptional, (33)
"My partner and I came for a gathering of friends and family invthe area. It was the perfect place for us to get away and rest."
The price is AED 397
AED 952 total
includes taxes & fees
5 Oct - 6 Oct
Grant - A Tranquil One Bedroom Steps from River
Lux APT Your home away from home.
Fridge, microwave, oven, stovetop

Lux APT Your home away from home.

10.0 out of 10, Exceptional, (1)
"Very clean and great place to stay. "
The price is AED 551
AED 1,043 total
includes taxes & fees
26 Oct - 27 Oct
Lux APT Your home away from home.
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
Fridge, microwave, oven, stovetop

Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer

10.0 out of 10, Exceptional, (42)
"Great location, so clean and comfortable. "
The price is AED 404
AED 867 total
includes taxes & fees
3 Nov - 4 Nov
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
Romantic spot above restaurant., ideal for the gourmet
Exterior

Romantic spot above restaurant., ideal for the gourmet

10.0 out of 10, Exceptional, (3)
"Hosts communicated well, the room was spacious and clean, and the restaurant downstairs is spectacular. "
The price is AED 551
AED 711 total
includes taxes & fees
5 Oct - 6 Oct
Romantic spot above restaurant., ideal for the gourmet
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Property grounds

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

10.0 out of 10, Exceptional, (66)
"This is a beautiful property. The apartment was very clean and comfortable with everything we could need. The view was spectacular and the host made it so easy to check in and out. This property is top of the list for our next visit."
The price is AED 360
AED 774 total
includes taxes & fees
8 Oct - 9 Oct
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
Dining

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

10.0 out of 10, Exceptional, (29)
"Beautiful space right on Main street in Downtown Warwick. Everything is new and clean. The bed couldn't be any more comfy, and the shower is worth the price of admission ! There's plenty to do in the area & this makes a perfect home base to do it from. The whole transaction was hassle free & we couldn't have been more pleased with our stay. If you book this one, you really won't regret it."
The price is AED 474
AED 993 total
includes taxes & fees
27 Oct - 28 Oct
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
1 bedroom, WiFi, bed sheets

Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen

9.8 out of 10, Exceptional, (40)
"Adorable place to stay in an adorable town! "
The price is AED 404
AED 846 total
includes taxes & fees
3 Nov - 4 Nov
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
Cozy country efficiency in the Hudson Valley
Fridge, microwave, oven, stovetop

Cozy country efficiency in the Hudson Valley

9.8 out of 10, Exceptional, (63)
"We enjoyed staying in this VRBO and all the amenities offered in the space! Super easy check-in and check-out process and Phyllis was always quick to respond to our messages."
The price is AED 496
AED 933 total
includes taxes & fees
12 Oct - 13 Oct
Cozy country efficiency in the Hudson Valley
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (3)
"Very nice property. We have a son at West Point and approximately an hour from New York City. Host was quick to respond to questions and provided excellent information. We will stay here again. "
The price is AED 582
AED 947 total
includes taxes & fees
15 Oct - 16 Oct
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
The Wine House, Sitting atop of Warwick's brand new Wine Bar
Fridge, microwave, oven, stovetop

The Wine House, Sitting atop of Warwick's brand new Wine Bar

10.0 out of 10, Exceptional, (22)
"Perfect little apartment/loft space in the heart of Warwick’s shopping, restaurants and bars. Great couples getaway spot. "
The price is AED 645
AED 941 total
includes taxes & fees
6 Oct - 7 Oct
The Wine House, Sitting atop of Warwick's brand new Wine Bar
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
Exterior

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

8.0 out of 10, Very Good, (1)
The price is AED 477
AED 988 total
includes taxes & fees
15 Oct - 16 Oct
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown
Private kitchen

Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown

10.0 out of 10, Exceptional, (4)
"House was clean and parking was easy! Close to downtown Port Jervis, with some great restaurants. The owners were so kind, and were so helpful!"
The price is AED 444
AED 1,275 total
includes taxes & fees
4 Nov - 5 Nov
Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown
Cozy 2-Bedroom Getaway in Stony Poin
Fridge, oven, stovetop, coffee/tea maker

Cozy 2-Bedroom Getaway in Stony Poin

The price is AED 694
AED 1,622 total
includes taxes & fees
5 Oct - 6 Oct
Cozy 2-Bedroom Getaway in Stony Poin
Cozy Apartment Near Legoland!
Outdoor dining

Cozy Apartment Near Legoland!

The price is AED 761
AED 1,458 total
includes taxes & fees
5 Oct - 6 Oct
Cozy Apartment Near Legoland!
Walk to WP Gate + Free Parking!
Exterior

Walk to WP Gate + Free Parking!

9.8 out of 10, Exceptional, (17)
"Great property and the hosts were very communicative."
The price is AED 721
AED 1,144 total
includes taxes & fees
5 Oct - 6 Oct
Walk to WP Gate + Free Parking!
Spacious 4BR home w/ WiFi, TV, hot tub, huge dining, fire pit & vast garden
Fridge, microwave, oven, stovetop

Spacious 4BR home w/ WiFi, TV, hot tub, huge dining, fire pit & vast garden

The price is AED 1,118
AED 2,159 total
includes taxes & fees
5 Oct - 6 Oct
Spacious 4BR home w/ WiFi, TV, hot tub, huge dining, fire pit & vast garden
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

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

10/10 Excellent
"Close to restaurants, views of the mountains, breweries, and less than 45mins to Hudson river views."
Erik 2-night trip
Posted 7 hours ago
Hampton Inn Harriman Woodbury

Frequently asked questions

What's it like to stay at an apartment in Chester?
You'll find 19 hotels and other accommodations in Chester. 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. Visit top sights in the region such as LEGOLAND® New York and 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: Romantic spot above restaurant., ideal for the gourmet: Situated in Westtown, 13.9 mi/22.3 km from the heart of Chester. Includes free WiFi, private patios, and separate dining areas. Walk to WP Gate + Free Parking!: Located 15.8 mi/25.5 km away in Highland Falls. Modern penthouse suite in a restored grain tower with private roof deck.: It's situated in Warwick, 8.8 mi/14.1 km away. Includes free WiFi and Smart TVs. Villa Verde B&B, Greenwood Lake NY, 1: 9.1 mi/14.6 km away in Monroe. Amenities include separate dining areas. Cozy country efficiency in the Hudson Valley: It's located in Newburgh, 19.6 mi/31.5 km from Chester. Includes free WiFi, private patios, and fireplaces.
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 in the area, you can also visit popular places like LEGOLAND® New York and Woodbury Common Premium Outlets.
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.