Title: Chester Apartment Rentals from CA $236 | Expedia.ca

  

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## Check prices for these dates

Next weekend

[Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2025-10-31&endDate=2025-11-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2025-11-21&endDate=2025-11-23&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6046665&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select Chester Apartments

![Fridge, oven, stovetop, cookware/dishes/utensils](https://images.trvl-media.com/lodging/121000000/120250000/120244100/120244044/b3f07f33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120250000/120244100/120244044/f90023ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/121000000/120250000/120244100/120244044/a00f1db1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/121000000/120250000/120244100/120244044/7f3a22c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 1-bedroom retreat minutes from West Point!

Highland Falls

10/10

Exceptional

(1)

"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Zack C.

CA $131

CA $236 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Highland-Falls-Hotels-Cozy-1-Bedroom-Retreat-Minutes-From-West-Point.h120244044.Hotel-Information)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/70000000/69550000/69544900/69544886/5710350e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69550000/69544900/69544886/7ac74429.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/70000000/69550000/69544900/69544886/d10065ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/70000000/69550000/69544900/69544886/d695e82e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen

Beacon

10/10

Exceptional

(31)

"Great place! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Carol M.

CA $154

CA $341 total

includes taxes & fees

Nov 12 - Nov 13

[](https://www.expedia.ca/Beacon-Hotels-Luxe-Studio-2-On-Main-Street-Luxury-Steam-Shower.h69544886.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83430000/83426500/83426410/b3c97637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/84000000/83430000/83426500/83426410/fd01a6d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/84000000/83430000/83426500/83426410/475d7ee5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/84000000/83430000/83426500/83426410/24798174.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dream getaway apartment in the foot of Gunks Ridge

Wallkill

9.6/10

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."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Harriet

CA $113

CA $268 total

includes taxes & fees

Oct 29 - Oct 30

[](https://www.expedia.ca/Wallkill-Hotels-Dream-Getaway-Apartment-In-The-Foot-Of-Gunks-Ridge.h83426410.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717464/08ae7458.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717464/f0360276.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717464/dd930402.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717464/1cd6d553.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Highland Falls

10/10

Exceptional

(12)

"Great Unit."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rudy R.

CA $159

CA $423 total

includes taxes & fees

Nov 5 - Nov 6

[](https://www.expedia.ca/Highland-Falls-Hotels-Quiet-Apt-With-Coffee-Bar.h94717464.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/72000000/71730000/71726400/71726382/6e4e3d03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71730000/71726400/71726382/bf42ae23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/72000000/71730000/71726400/71726382/91fd81e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/72000000/71730000/71726400/71726382/3fcd4644.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Grant - A Tranquil One Bedroom Steps from River

Newburgh

9.6/10

Exceptional

(35)

"Stan is really nice and helpful. The apartment is really well designed, spacious and clean, very well equipped with a nice porch. Stan is really thoughtful. Recommended!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Zohar

CA $151

CA $367 total

includes taxes & fees

Oct 28 - Oct 29

[](https://www.expedia.ca/Newburgh-Hotels-Grant-A-Tranquil-One-Bedroom-Steps-From-River.h71726382.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104380000/104376700/104376650/w2999h1999x1y1-e3ffc6f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104380000/104376700/104376650/w2999h1999x1y1-f4c49bf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/105000000/104380000/104376700/104376650/w2999h1999x1y1-4a1add61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/105000000/104380000/104376700/104376650/w2999h1999x1y1-1f742be5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lux APT Your home away from home.

Beacon

10/10

Exceptional

(1)

"Very clean and great place to stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Charlene D.

CA $210

CA $399 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Beacon-Hotels-Lux-APT-Your-Home-Away-From-Home.h104376650.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/78000000/77870000/77868400/77868343/01e6d3d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/78000000/77870000/77868400/77868343/1f28d2e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/78000000/77870000/77868400/77868343/472affae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/78000000/77870000/77868400/77868343/0ac1e961.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Warwick

10/10

Exceptional

(30)

"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."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Christopher

CA $157

CA $364 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/Warwick-Hotels-Luxe-Penthouse-Loft-On-Main-St-Steam-Shower.h77868343.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/46000000/45750000/45742900/45742802/b9b3bdac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/46000000/45750000/45742900/45742802/03710a7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/46000000/45750000/45742900/45742802/41dec043.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/46000000/45750000/45742900/45742802/969d614c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy country efficiency in the Hudson Valley

Newburgh

9.8/10

Exceptional

(63)

"Such a cute place to stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Melissa

CA $189

CA $369 total

includes taxes & fees

Oct 28 - Oct 29

[](https://www.expedia.ca/Newburgh-Hotels-Cozy-Country-Efficiency-In-The-Hudson-Valley.h45742802.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/70000000/69540000/69532700/69532688/fef382d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/70000000/69540000/69532700/69532688/6b59c530.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/70000000/69540000/69532700/69532688/1dc5d583.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, offices](https://images.trvl-media.com/lodging/70000000/69540000/69532700/69532688/0b1d636e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

 

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

Wallkill

10/10

Exceptional

(68)

"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."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Judy F.

CA $172

CA $342 total

includes taxes & fees

Nov 5 - Nov 6

[](https://www.expedia.ca/Wallkill-Hotels-Waterfront-Modern-1bd-10-Min-To-Mtns-Wineries.h69532688.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/97000000/96110000/96102100/96102062/a47d38a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/97000000/96110000/96102100/96102062/c77ad2d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96110000/96102100/96102062/c51ae514.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/97000000/96110000/96102100/96102062/c5b0a41b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Port Jervis

10/10

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!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jen C.

CA $151

CA $462 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Port-Jervis-Hotels-Treeview-Cozy-2-BR-Apartment-Fast-WiFi-1-Hr-From-NYC-5-Mins-To-Downtown.h96102062.Hotel-Information)

![Apartment (0 Bedroom) | Interior](https://images.trvl-media.com/lodging/115000000/114370000/114369800/114369761/55be6efe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (0 Bedroom) | Interior](https://images.trvl-media.com/lodging/115000000/114370000/114369800/114369761/725d33a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (0 Bedroom) | Interior](https://images.trvl-media.com/lodging/115000000/114370000/114369800/114369761/d01ab563.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (0 Bedroom) | Interior](https://images.trvl-media.com/lodging/115000000/114370000/114369800/114369761/655d51ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Close to Trails: Studio w/ Water Views

Westbrookville

CA $189

CA $328 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Basher-Kill-Studio-W-Water-Views-Close-To-Trails.h114369761.Hotel-Information)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/105000000/104270000/104260900/104260808/127e9816.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/105000000/104270000/104260900/104260808/58de169a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video library](https://images.trvl-media.com/lodging/105000000/104270000/104260900/104260808/ac2ddafa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/105000000/104270000/104260900/104260808/78f4c900.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.

Montgomery

10/10

Exceptional

(2)

"Location was fantastic - short short walk (100-300’) to a handful of very good restaurants. The apartment is brand new, extraordinarily clean, well provisioned and has everything you could possibly need. It’s clear that the owners take pride in their property and take care of it accordingly. They are also super responsive and helpful. I accidentally locked myself out of the apartment one morning and "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ryan B.

CA $189

CA $331 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Montgomery-Hotels-Luxury-New-1BR-950-Sq-Ft-Apartment-Sleeps-4-Stocked-Kitchen.h104260808.Hotel-Information)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/74000000/73260000/73255300/73255284/5f333905.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/74000000/73260000/73255300/73255284/e13aeb0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73260000/73255300/73255284/352a713a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/74000000/73260000/73255300/73255284/35e462da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Beacon

9.8/10

Exceptional

(41)

"Adorable place to stay in an adorable town! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mary L.

CA $154

CA $327 total

includes taxes & fees

Nov 5 - Nov 6

[](https://www.expedia.ca/Beacon-Hotels-Luxe-Studio-3-On-Main-Street-Amazing-Steam-Shower-WasherDryer.h73255284.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/113000000/112540000/112536400/112536376/f8867197.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112540000/112536400/112536376/513e1d68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/113000000/112540000/112536400/112536376/95f7bf7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/113000000/112540000/112536400/112536376/ed7acc7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Wurtsboro

8.0/10

Very good

(1)

CA $182

CA $385 total

includes taxes & fees

Oct 29 - Oct 30

[](https://www.expedia.ca/Wurtsboro-Hotels-Charming-1-Bedroom-Apartment-In-Pleasant-Wurtsboro-With-AC.h112536376.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378710/09ad081b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378710/9548d1f2_edited_b721.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378710/5e21b666.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378710/8fa39589.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Highland Falls

10/10

Exceptional

(4)

"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. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mark V.

CA $200

CA $339 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Highland-Falls-Hotels-Beautiful-First-Flr.h114378710.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103740000/103740000/103739995/93cccc17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103740000/103740000/103739995/79ae96ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103740000/103740000/103739995/ff78d392.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103740000/103740000/103739995/0d80f8f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Warwick

10/10

Exceptional

(23)

"Great place! It was our 2nd stay. Highly recommended. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lauren G.

CA $246

CA $358 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Warwick-Hotels-The-Wine-House.h103739995.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717468/9fa76c16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717468/7fbb18e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717468/8a733476.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717468/120892ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Local Artist Inspired | Walk to WestPoint + King Bed

Highland Falls

9.2/10

Wonderful

(9)

"Stayed for the Easter w/e to visit our cadet son at West Point. % mins from maon street and 10 mins from West Point and the golf course. Clean, spacious and well laid out for 2 adults and 2 teenage kids. Will be looking to stay there again on future visits instead of trying to find hotels that are 25-40 mins drive away."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Iain M.

CA $232

CA $672 total

includes taxes & fees

Nov 6 - Nov 7

[](https://www.expedia.ca/Highland-Falls-Hotels-Local-Artist-Inspired-Walk-To-WestPoint-King-Bed.h94717468.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/106000000/105180000/105178000/105177927/3431f756.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/106000000/105180000/105178000/105177927/11156b33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105180000/105178000/105177927/f1a7dfb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105180000/105178000/105177927/4c1bc22c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Walk to WP Gate + Free Parking!

Highland Falls

9.8/10

Exceptional

(19)

"This place was awesome for the location to Thayer gate, close to restaurants, and a parking spot next to the building. We will return to this place!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Pamela

CA $200

CA $336 total

includes taxes & fees

Oct 29 - Oct 30

[](https://www.expedia.ca/Highland-Falls-Hotels-Walk-To-WP-Gate-Free-Parking.h105177927.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70576700/70576621/6de29667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/71000000/70580000/70576700/70576621/c719cddc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/71000000/70580000/70576700/70576621/2954f439.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/71000000/70580000/70576700/70576621/9d8cc87c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa Verde B&B, Greenwood Lake NY, 1

Monroe

9.8/10

Exceptional

(29)

"Great host. Home is very clean and well appointed. Would definitely stay here again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Thomas

CA $262

CA $429 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Monroe-Hotels-House.h70576621.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/116000000/115420000/115413900/115413879/a664f699.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/116000000/115420000/115413900/115413879/c842c5ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/116000000/115420000/115413900/115413879/w1329h900x21y0-1abdf57f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, WiFi](https://images.trvl-media.com/lodging/116000000/115420000/115413900/115413879/2dfcb531.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Apartment Near Legoland!

New Hampton

CA $290

CA $565 total

includes taxes & fees

Oct 29 - Oct 30

[](https://www.expedia.ca/New-Hampton-Hotels-Cozy-Apartment-Near-Legoland.h115413879.Hotel-Information)

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](https://expedia.ca/Hotel-Search?startDate=2025-11-06&endDate=2025-11-07&regionId=6046665&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Top Chester Hotel Reviews

![DoubleTree by Hilton Mahwah](//images.trvl-media.com/lodging/1000000/30000/21000/20986/2c7b4ca0_y.jpg)

### DoubleTree by Hilton Mahwah

10/10 Excellent

"We didn’t do breakfast. Staff is very nice and efficient. Some construction going on in the lobby, but didn’t disturb anyone. Nice stay we would recommend. "

[](https://expedia.ca/Mahwah-Hotels-DoubleTree-By-Hilton-Mahwah.h20986.Hotel-Information)

![TAPA HOTEL ](//images.trvl-media.com/lodging/102000000/101760000/101751700/101751621/7a31b033_y.jpg)

### TAPA HOTEL

10/10 Excellent

"This has got to be one of the cleanest, most comfortable hotels I have stayed at in a while. Will definitely stay again when we are up this way!"

[](https://expedia.ca/Mahwah-Hotels-TAPA-HOTEL.h101751621.Hotel-Information)

![The Crossroads Hotel, Newburgh](//images.trvl-media.com/lodging/1000000/20000/14500/14410/5440914b_y.jpg)

### The Crossroads Hotel, Newburgh

10/10 Excellent

"The perfect place for what we were asking. My brother and I stayed for one night as a stop on our travels further North. The staff was very pleasant, the room was clean, and parking was a breeze. We were able to grab dinner at the diner next door and we even went ice skating for an hour at the IceTime Sports Complex (a one minute drive) after dinner. We didn’t know what we’d be walking in to but it was an all around pleasant experience. "

[](https://expedia.ca/Newburgh-Hotels-The-Crossroads-Hotel.h14410.Hotel-Information)

![Overlook Lodge at Bear Mountain](//images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/670b74a6_y.jpg)

### Overlook Lodge at Bear Mountain

10/10 Excellent

"Yes"

[](https://expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information)

![Best Western The Inn At Ramsey](//images.trvl-media.com/lodging/1000000/480000/473500/473490/d11440c9_y.jpg)

### Best Western The Inn At Ramsey

10/10 Excellent

"When the manager saw how much luggage we had he moved our room closer for our convience. So thoughtful!"

[](https://expedia.ca/Ramsey-Hotels-Best-Western-The-Inn-At-Ramsey.h473490.Hotel-Information)

![Holiday Inn Express Ramsey-Mahwah by IHG](//images.trvl-media.com/lodging/1000000/10000/4700/4613/97efb314_y.jpg)

### Holiday Inn Express Ramsey-Mahwah by IHG

10/10 Excellent

"Good and tasty "

[](https://expedia.ca/Ramsey-Hotels-Holiday-Inn-Express-Ramsey-Mahwah.h4613.Hotel-Information)

![Crowne Plaza Suffern - Mahwah by IHG](//images.trvl-media.com/lodging/1000000/10000/2400/2358/e31233cf_y.jpg)

### Crowne Plaza Suffern - Mahwah by IHG

10/10 Excellent

"Clean beautiful room and properties "

[](https://expedia.ca/Nyack-Hotels-Crowne-Plaza-Suffern-Mahwah.h2358.Hotel-Information)

![Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point](//images.trvl-media.com/lodging/1000000/880000/875700/875625/e8f6eb1b_y.jpg)

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

10/10 Excellent

"The young man was so nice and helpful. Had a great stay. "

[](https://expedia.ca/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.Hotel-Information)

![Quality Inn & Suites Fishkill South near I-84](//images.trvl-media.com/lodging/2000000/1770000/1766700/1766609/12805cb0_y.jpg)

### Quality Inn & Suites Fishkill South near I-84

10/10 Excellent

"Great staff"

[](https://expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Suites-Fishkill-South-Near-I-84.h1766609.Hotel-Information)

## Find out more about Chester

## Chester Apartments information

| Number of reviews | 385 |
| --- | --- |
| Accommodation | 121 Apartments |
| Lowest Price | CA $236 |
| Highest Price | CA $672 |

## 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?

> Below is a top apartment in the area to consider: [< 1 Mi to Mountain Creek Resort: Condo w/ Balcony](https://www.expedia.ca/Vernon-Hotels-1-Mi-To-Mountain-Creek-Resort-Condo-W-Balcony.h112663662.Hotel-Information): Located in Vernon, 16.9 mi/27.1 km from Chester. Includes private balconies and fireplaces. Free parking and an outdoor pool are on site.

### 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.

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-   [Walton Park Hotels](https://www.expedia.ca/Walton-Park-Hotels.d553248634999235341.Travel-Guide-Hotels)
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-   [Spa Hotels in Washingtonville](https://www.expedia.ca/Washingtonville-Hotels-Spa-Hotel.0-0-d6171701-tSpaHotel.Travel-Guide-Filter-Hotels)
-   [Washingtonville Hotels](https://www.expedia.ca/Washingtonville-Hotels.d6171701.Travel-Guide-Hotels)
-   [Hotels near Woodbury Common Premium Outlets](https://www.expedia.ca/Woodbury-Common-Premium-Outlets-Hotels.0-l6127054-0.Travel-Guide-Filter-Hotels)

-   [Flights to Harriman](https://www.expedia.ca/Cheap-Flights-To-Harriman.d183682.Travel-Guide-Flights)
-   [Flights to Monroe](https://www.expedia.ca/Cheap-Flights-To-Monroe.d6171715.Travel-Guide-Flights)
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-   [Flights from Toronto (YYZ) to New York (NYC)](https://www.expedia.ca/lp/flights/yyz/nyc/toronto-to-new-york)

-   [Visit Kiryas Joel](https://www.expedia.ca/Kiryas-Joel.dx553248634999087205)
-   [Legoland® New York](https://www.expedia.ca/LEGOLAND-New-York-Goshen.d553248635997928006.Vacation-Attraction)
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-   [Car rental Goshen](https://www.expedia.ca/Car-Rentals-In-Goshen.d8005.Car-Rental-Guide)
-   [Car rentals near Harriman Plaza Shopping Center](https://www.expedia.ca/Car-Rentals-In-Harriman-Plaza-Shopping-Center.d553248621558038866.Car-Rental-Guide)
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-   [Car rentals near LEGOLAND® New York](https://www.expedia.ca/Car-Rentals-In-LEGOLAND-New-York.d553248635997928006.Car-Rental-Guide)
-   [Car rental Monroe](https://www.expedia.ca/Car-Rentals-In-Monroe.d6171715.Car-Rental-Guide)
-   [Car rentals near Orange County](https://www.expedia.ca/Destinations-In-Orange-County.d553248635083901431.Car-Rental-Destinations)
-   [Hertz Rental Cars in Campbell Hall](https://www.expedia.ca/Hertz-Car-Rentals-In-Campbell-Hall.d6338665-c40.Car-Rental-Guide-Suppliers)

-   [Things to do in Goshen](https://www.expedia.ca/Things-To-Do-In-Goshen.d8005.Travel-Guide-Activities)
-   [Things to do in Monroe](https://www.expedia.ca/Things-To-Do-In-Monroe.d6171715.Travel-Guide-Activities)

-   [Book Apartments in Chester on Expedia.com](https://www.expedia.com/Chester-Apartments.d6046665-aaApartments.Travel-Guide-Accommodation)