Title: Chester, NY Guest Houses from $84 | Expedia.com

[Chester Travel Guide](https://expedia.com/Chester.dx6046665)[Hotels in Chester](https://expedia.com/Chester-Hotels.d6046665.Travel-Guide-Hotels)[Vacation Rentals in Chester](https://expedia.com/Chester-Vacation-Rentals.d6046665.Travel-Guide-VacationRentals)[Flights to Chester](https://expedia.com/Cheap-Flights-To-Chester.d6046665.Travel-Guide-Flights)[Car Rentals in Chester](https://expedia.com/Car-Rentals-In-Chester.d6046665.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.com/Chester.d6046665.Destination-Travel-Guides)

![Lodging Image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

Next weekend

[Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=6046665&startDate=2026-04-10&endDate=2026-04-12&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=6046665&startDate=2026-04-17&endDate=2026-04-19&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=6046665&startDate=2026-05-01&endDate=2026-05-03&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=6046665&startDate=2026-05-29&endDate=2026-05-31&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

No exact matches found, but these alternatives could be just right

## Recommended hotels in Chester

![Exterior](https://images.trvl-media.com/lodging/2000000/1200000/1194400/1194365/02f3df9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1200000/1194400/1194365/2d8c93f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/2000000/1200000/1194400/1194365/309e00bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/2000000/1200000/1194400/1194365/308be1ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express Hotel & Suites Chester by IHG

[](https://www.expedia.com/Newburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Chester.h1194365.Hotel-Information)

Chester

8.6/10

Excellent

(1,000 reviews)

"We have been several times during the past few years the hotel is in very good condition and the coffee is really good available 24 hours a day the breakfast has several choices that are good the rooms are clean the A/C and heat work great overall great place to stay we come sometimes for a quick weekend getaway from New York City will continue to come back. Great local diner and restaurants."

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

Kenneth

$119 nightly

$141 total

Apr 4 - Apr 5

Total with taxes and fees

[](https://www.expedia.com/Newburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Chester.h1194365.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/20000000/19450000/19441300/19441254/117bcdbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/20000000/19450000/19441300/19441254/98e48046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/20000000/19450000/19441300/19441254/f9a6b92c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/20000000/19450000/19441300/19441254/3cff05ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Dominion House Bed & Breakfast

[](https://www.expedia.com/Newburgh-Hotels-The-Dominion-House-Bed-Breakfast.h19441254.Hotel-Information)

Chester

9.2/10

Wonderful

(233 reviews)

"Breakfast was delicious Suzy and Eric were wonderful hosts and the property is absolutely stunning highly recommend your bed and breakfast for those visiting upstate NY."

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

Erek

$215 nightly

$243 total

Apr 6 - Apr 7

Total with taxes and fees

[](https://www.expedia.com/Newburgh-Hotels-The-Dominion-House-Bed-Breakfast.h19441254.Hotel-Information)

![Comfort Room, 2 Double Beds | Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/108000000/107260000/107254000/107253932/366b5630.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/108000000/107260000/107254000/107253932/77332016.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107260000/107254000/107253932/dad3e76a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/108000000/107260000/107254000/107253932/9bba8a41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### High Point Motel

[](https://www.expedia.com/Sussex-Hotels-High-Point-Motel.h107253932.Hotel-Information)

Sussex

9.2/10

Wonderful

(122 reviews)

"Amazing easy check in/out and very kind staff. Had a wonderful stay, thank you! "

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

Amanda

$75 nightly

$84 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/Sussex-Hotels-High-Point-Motel.h107253932.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/111000000/110300000/110297600/110297545/7ce1352f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/111000000/110300000/110297600/110297545/61a8edaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, Multiple Beds, Non Smoking | Desk, blackout drapes, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/111000000/110300000/110297600/110297545/a69379da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/111000000/110300000/110297600/110297545/c1748f32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfort Suites Central Valley - Woodbury

[](https://www.expedia.com/Central-Valley-Hotels-Comfort-Suites-Central-Valley-Woodbury.h110297545.Hotel-Information)

Central Valley

8.4/10

Very Good

(28 reviews)

"The hotel is new and clean"

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

FENGMING

$107 nightly

$132 total

Apr 19 - Apr 20

Total with taxes and fees

[](https://www.expedia.com/Central-Valley-Hotels-Comfort-Suites-Central-Valley-Woodbury.h110297545.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/50000/42700/42651/e850dcfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/50000/42700/42651/84f664f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business center](https://images.trvl-media.com/lodging/1000000/50000/42700/42651/5922b597.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/50000/42700/42651/dbf205dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quality Inn near Mountain Creek

[](https://www.expedia.com/Vernon-Hotels-Quality-Inn-Near-Mountain-Creek.h42651.Hotel-Information)

Vernon

7.6/10

Good

(1,000 reviews)

"A lot to do over there, good for a whole weekend, or even more. Had great time. "

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

illay

$93 nightly

$106 total

May 3 - May 4

Total with taxes and fees

[](https://www.expedia.com/Vernon-Hotels-Quality-Inn-Near-Mountain-Creek.h42651.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/670b74a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/679bdd4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/13890846.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/7384700a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Overlook Lodge at Bear Mountain

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

Bear Mountain

8.4/10

Very Good

(1,002 reviews)

"Amazing stay with great amenities!"

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

Audrey

$98 nightly

$121 total

Apr 14 - Apr 15

Total with taxes and fees

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

![Property amenity](https://images.trvl-media.com/lodging/1000000/930000/921500/921424/5a64b5a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/930000/921500/921424/ba2c672f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/930000/921500/921424/046baaca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/930000/921500/921424/w5746h3937x0y5-10021cc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Courtyard by Marriott Middletown Goshen

[](https://www.expedia.com/Newburgh-Hotels-Courtyard-By-Marriott-Middletown-Goshen.h921424.Hotel-Information)

Middletown

8.6/10

Excellent

(1,003 reviews)

"Great stay!!! "

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

diana

$101 nightly

$119 total

Apr 8 - Apr 9

Total with taxes and fees

[](https://www.expedia.com/Newburgh-Hotels-Courtyard-By-Marriott-Middletown-Goshen.h921424.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/290000/282000/281932/88d2ecc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/1000000/290000/282000/281932/d055a3f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/290000/282000/281932/8c9a3fbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/290000/282000/281932/7eb11b85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn by Hilton Middletown

[](https://www.expedia.com/Newburgh-Hotels-Hampton-Inn-By-Hilton-Middletown.h281932.Hotel-Information)

Middletown

8.6/10

Excellent

(1,001 reviews)

"It was a beautiful experience. Clean and 5 star service. The staff so friendly and helpful. Peaceful fun experience. "

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

Amanda

$87 nightly

$103 total

Apr 9 - Apr 10

Total with taxes and fees

[](https://www.expedia.com/Newburgh-Hotels-Hampton-Inn-By-Hilton-Middletown.h281932.Hotel-Information)

![Free continental breakfast on weekdays](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/aeade474.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/1cbd6222.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Efficiency, Suite, 1 King Bed, Non Smoking | Premium bedding, desk, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/6eb13bf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/747581be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sleep Inn & Suites Middletown - Goshen

[](https://www.expedia.com/Newburgh-Hotels-Sleep-Inn-Suites-Middletown-Goshen.h16700177.Hotel-Information)

Middletown

8.8/10

Excellent

(1,002 reviews)

"Best Hotel in area so far 😁 "

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

Debi

$106 nightly

$125 total

Apr 14 - Apr 15

Total with taxes and fees

[](https://www.expedia.com/Newburgh-Hotels-Sleep-Inn-Suites-Middletown-Goshen.h16700177.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/8000000/7820000/7814700/7814618/98944f60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/8000000/7820000/7814700/7814618/605b2de6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/8000000/7820000/7814700/7814618/abf8ab38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/8000000/7820000/7814700/7814618/4856168e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express & Suites Montgomery by IHG

[](https://www.expedia.com/Newburgh-Hotels-Holiday-Inn-Express-Suites-Montgomery.h7814618.Hotel-Information)

Montgomery

8.8/10

Excellent

(837 reviews)

"The staff was great! The room was clean and the breakfast was excellent."

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Joey

$95 nightly

$107 total

Apr 13 - Apr 14

Total with taxes and fees

[](https://www.expedia.com/Newburgh-Hotels-Holiday-Inn-Express-Suites-Montgomery.h7814618.Hotel-Information)

![Reception](https://images.trvl-media.com/lodging/2000000/1220000/1214400/1214332/c4928040.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1220000/1214400/1214332/w4000h2662x0y0-aa463bc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/2000000/1220000/1214400/1214332/53a095c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed with Sofa bed | Premium bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/2000000/1220000/1214400/1214332/d71c1690.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fairfield Inn & Suites by Marriott Goshen Middletown

[](https://www.expedia.com/Newburgh-Hotels-Fairfield-Inn-Suites-By-Marriott-Goshen-Middletown.h1214332.Hotel-Information)

Goshen

8.8/10

Excellent

(1,000 reviews)

"Amazing staff Great breakfast Clean quiet rooms"

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

R

$110 nightly

$135 total

Apr 12 - Apr 13

Total with taxes and fees

[](https://www.expedia.com/Newburgh-Hotels-Fairfield-Inn-Suites-By-Marriott-Goshen-Middletown.h1214332.Hotel-Information)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/10000/2700/2642/b112328f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2700/2642/117bdbd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed | Desk, laptop workspace, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/2700/2642/0d0877d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2700/2642/32024169.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spark by Hilton Fishkill

[](https://www.expedia.com/Fishkill-Hotels-Spark-By-Hilton-Fishkill.h2642.Hotel-Information)

Fishkill

7.8/10

Good

(50 reviews)

"The place was spotless and the staff were very friendly. The bed was so comfortable lovely stay "

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

sharon

$97 nightly

$113 total

Apr 11 - Apr 12

Total with taxes and fees

[](https://www.expedia.com/Fishkill-Hotels-Spark-By-Hilton-Fishkill.h2642.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/38c7288e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed, Accessible, Non Smoking | Desk, iron/ironing board, free cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/38401260.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 2 Queen Beds, Non Smoking, Lake View | Desk, iron/ironing board, free cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/ae84ea2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/6b6d035b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

New Windsor

8.4/10

Very Good

(1,009 reviews)

"Good place, reasonable price "

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

Andrew

$106 nightly

$120 total

Apr 5 - Apr 6

Total with taxes and fees

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

![Reception](https://images.trvl-media.com/lodging/18000000/17270000/17262200/17262186/3df08b3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/18000000/17270000/17262200/17262186/e34f60f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/18000000/17270000/17262200/17262186/275854de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/18000000/17270000/17262200/17262186/000bcb84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn & Suites Newburgh Stewart Airport

[](https://www.expedia.com/Newburgh-Hotels-Hampton-Inn-Suites-Newburgh-Stewart-Airport.h17262186.Hotel-Information)

Newburgh

9.2/10

Wonderful

(1,000 reviews)

"Wonderful accommodations!!"

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

Roxanne

$114 nightly

$135 total

Apr 12 - Apr 13

Total with taxes and fees

[](https://www.expedia.com/Newburgh-Hotels-Hampton-Inn-Suites-Newburgh-Stewart-Airport.h17262186.Hotel-Information)

![Suite, 1 King Bed, Non Smoking | Desk, iron/ironing board, free cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/2000000/1770000/1766700/1766609/058ac7ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1770000/1766700/1766609/122d16ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1770000/1766700/1766609/a6ffa5e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1770000/1766700/1766609/5daef0cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Fishkill

9.0/10

Wonderful

(1,002 reviews)

"Great overall stay, nice restaurant beside hotel"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Dale

$106 nightly

$122 total

May 3 - May 4

Total with taxes and fees

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

![View from room](https://images.trvl-media.com/lodging/10000000/9670000/9665700/9665655/dcfab2cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast area](https://images.trvl-media.com/lodging/10000000/9670000/9665700/9665655/6a619585.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/10000000/9670000/9665700/9665655/11731bca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free self parking](https://images.trvl-media.com/lodging/10000000/9670000/9665700/9665655/5191c840.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Appalachian Motel

[](https://www.expedia.com/Vernon-Hotels-Appalachian-Motel.h9665655.Hotel-Information)

Vernon

7.6/10

Good

(528 reviews)

"Room was clean everything was good "

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

Daniel

$75 nightly

$86 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/Vernon-Hotels-Appalachian-Motel.h9665655.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/e0fcb0f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/709ff346.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![One King Bed Studio | Living area | 55-inch LCD TV with cable channels, TV, pay movies](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/7a9acd26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/903ceccc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Harriman Woodbury

[](https://www.expedia.com/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information)

Central Valley

9.2/10

Wonderful

(1,084 reviews)

"Hotel was very clean and well maintained "

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

Stephen

$114 nightly

$140 total

Apr 9 - Apr 10

Total with taxes and fees

[](https://www.expedia.com/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information)

![Suite, 1 King Bed, Non Smoking (1 Bedroom) | In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/40000/34300/34237/2ebdd972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/40000/34300/34237/5efb2487.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/40000/34300/34237/c6f7ce7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/40000/34300/34237/97f00815.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Days Inn by Wyndham Wurtsboro

[](https://www.expedia.com/Monticello-Hotels-Days-Inn-By-Wyndham-Wurtsboro.h34237.Hotel-Information)

Wurtsboro

7.6/10

Good

(615 reviews)

"Everything was clean. "

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

John

$106 nightly

$120 total

May 3 - May 4

Total with taxes and fees

[](https://www.expedia.com/Monticello-Hotels-Days-Inn-By-Wyndham-Wurtsboro.h34237.Hotel-Information)

![Room, 1 King Bed, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/21000000/20600000/20597600/20597588/0db56af9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business center](https://images.trvl-media.com/lodging/21000000/20600000/20597600/20597588/8d141322.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/21000000/20600000/20597600/20597588/de7f38a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/21000000/20600000/20597600/20597588/fe678a50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sleep Inn & Suites Monroe - Woodbury

[](https://www.expedia.com/Newburgh-Hotels-Sleep-Inn-Suites-Monroe-Woodbury.h20597588.Hotel-Information)

Monroe

9.4/10

Exceptional

(1,047 reviews)

"Wonderful staff, clean and perfect for family, business or leisure stay. And budget friendly."

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

Jawanda

$101 nightly

$114 total

Apr 12 - Apr 13

Total with taxes and fees

[](https://www.expedia.com/Newburgh-Hotels-Sleep-Inn-Suites-Monroe-Woodbury.h20597588.Hotel-Information)

![Interior entrance](https://images.trvl-media.com/lodging/3000000/2260000/2256600/2256592/d987aba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/3000000/2260000/2256600/2256592/6fe6def0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free buffet breakfast](https://images.trvl-media.com/lodging/3000000/2260000/2256600/2256592/1b13bfe2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/3000000/2260000/2256600/2256592/ecf083e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express Haskell - Wayne Area by IHG

[](https://www.expedia.com/Wanaque-Hotels-Holiday-Inn-Express-Haskell-Wayne-Area.h2256592.Hotel-Information)

Wanaque

9.0/10

Wonderful

(1,001 reviews)

"Clean room . Highly recommend great staff "

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

Jerry

$131 nightly

$150 total

Apr 7 - Apr 8

Total with taxes and fees

[](https://www.expedia.com/Wanaque-Hotels-Holiday-Inn-Express-Haskell-Wayne-Area.h2256592.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.

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## Top Chester Hotel Reviews

![The Thayer Hotel at West Point](https://images.trvl-media.com/lodging/6000000/5800000/5792300/5792279/74c2079f_y.jpg)

### The Thayer Hotel at West Point

10/10 Excellent

"The hotel is a memorable experience with beautiful settings, history and amenities. It can be a busy place with events and weddings but our room was quiet and cozy!"

[](https://expedia.com/Newburgh-Hotels-Thayer-Hotel.h5792279.Hotel-Information)

![Holiday Inn Express Fishkill-Mid Hudson Valley by IHG](https://images.trvl-media.com/lodging/2000000/1690000/1680400/1680342/5b94363e_y.jpg)

### Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

10/10 Excellent

"The staff was very friendly and courteous. The room was Great! They provide "Dove" soaps and lotions. The bathroom floor was super slippery after you shower. The breakfast was nice. There was a nice variety. The juice machine wasnt working during our stay, but they had bottles of yummy chocolate milk. I was hoping for bacon as shown in one of the photos, its my favorite, but there was sausage, which was good too. The pool was nice. The jets in the hot tub were barely working. Overall, I'd deff stay there again."

[](https://expedia.com/Poughkeepsie-Hotels-Holiday-Inn-Express-Fishkill-Mid-Hudson-Valley.h1680342.Hotel-Information)

![Sonesta Simply Suites Nanuet](https://images.trvl-media.com/lodging/1000000/700000/694300/694250/46d5cbe9_y.jpg)

### Sonesta Simply Suites Nanuet

8/10 Good

"nice quiet location"

[](https://expedia.com/Nyack-Hotels-Sonesta-Simply-Suites-Nanuet.h694250.Hotel-Information)

![Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/38c7288e_y.jpg)

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

8/10 Good

"Parking was great. Rooms were clean. "

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

![Courtyard by Marriott Newburgh Stewart Airport](https://images.trvl-media.com/lodging/1000000/50000/42700/42673/7494afa4_y.jpg)

### Courtyard by Marriott Newburgh Stewart Airport

2/10 Terrible

"Only one pool Available and the rooms Wjere freezing "

[](https://expedia.com/Newburgh-Hotels-Courtyard-By-Marriott-Newburgh-Stewart-Airport.h42673.Hotel-Information)

![Hampton Inn Harriman Woodbury](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/e0fcb0f3_y.jpg)

### Hampton Inn Harriman Woodbury

8/10 Good

"Staff was awesome! Loved the shuttle to Woodbury Common."

[](https://expedia.com/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information)

![Hilton Garden Inn Nanuet](https://images.trvl-media.com/lodging/1000000/990000/986000/985904/5d69e9ca_y.jpg)

### Hilton Garden Inn Nanuet

10/10 Excellent

"Clean room, a little dated"

[](https://expedia.com/Nyack-Hotels-Hilton-Garden-Inn-Nanuet.h985904.Hotel-Information)

![Hampton Inn & Suites Mahwah](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555820/c56a5aff_y.jpg)

### Hampton Inn & Suites Mahwah

2/10 Terrible

"Hotel was under renovation. We were informed prior that the pool was under renovation but not the entire hotel. Most of the 3rd floor was under construction. There were rooms on the second floor under construction. The carpets were dirty and WiFi was intermittent. Front desk was helpful and allowed us to cancel our reservation and provided a full refund. Perhaps it will be better in the future. "

[](https://expedia.com/Mahwah-Hotels-Hampton-Inn-Suites-Mahwah.h3555820.Hotel-Information)

![Overlook Lodge at Bear Mountain](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/679bdd4c_y.jpg)

### Overlook Lodge at Bear Mountain

4/10 Poor

"Bathroom toilet was not cleaned nor flushed. Someone had used it, not flushed. My 5 year old daughter went in as soon as we walked in the room and told us about it. I was offered to change rooms which meant I would have had to drive another mile back to the main lobby to get new card. I decided to clean the toilet and flush it myself. VERY bad, yet a simple thing that should not occur."

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

## Find out more about Chester

## Chester Guest Houses information

| Number of reviews | 15,564         |
| ----------------- | -------------- |
| Accommodation     | 6 Guest Houses |
| Lowest Price      | $84            |
| Highest Price     | $243           |

## Frequently asked questions

### What is the nightly rate for a guest house in Chester?

### What's the difference between a Chester guest house and a B&B?

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- [Museum Village ](https://www.expedia.com/Museum-Village-Chester.d553248621559142200.Vacation-Attraction)
- [The Rock Sports Complex ](https://www.expedia.com/The-Rock-Sports-Complex-Chester.d553248624556330411.Vacation-Attraction)
- [Goosepond Mountain State Park ](https://www.expedia.com/Goosepond-Mountain-State-Park-Chester.d553248635974861777.Vacation-Attraction)
- [Legoland® New York ](https://www.expedia.com/LEGOLAND-New-York-Goshen.d553248635997928006.Vacation-Attraction)
- [Visit Sugar Loaf ](https://www.expedia.com/Sugar-Loaf.dx6171726)
- [Goshen Historic Track ](https://www.expedia.com/Goshen-Historic-Track-Goshen.d553248621558786490.Vacation-Attraction)
- [Orange County Genealogical Society ](https://www.expedia.com/Orange-County-Genealogical-Society-Goshen.d6209275.Vacation-Attraction)
- [Harness Racing Museum and Hall of Fame ](https://www.expedia.com/Harness-Racing-Museum-And-Hall-Of-Fame-Goshen.d6225670.Vacation-Attraction)
- [Visit Goshen ](https://www.expedia.com/Goshen.dx8005)
- [Goshen Vacations ](https://www.expedia.com/Goshen.d8005.Destination-Travel-Guides)
- [Visit Monroe ](https://www.expedia.com/Monroe.dx6171715)

- [Car rentals near LEGOLAND® New York ](https://www.expedia.com/Car-Rentals-In-LEGOLAND-New-York.d553248635997928006.Car-Rental-Guide)
- [Car rentals near Sugar Loaf ](https://www.expedia.com/Car-Rentals-In-Sugar-Loaf.d6171726.Car-Rental-Guide)
- [Car rentals near Goshen ](https://www.expedia.com/Car-Rentals-In-Goshen.d8005.Car-Rental-Guide)
- [Thrifty Car Rental Rental Cars in Goshen ](https://www.expedia.com/Thrifty-Car-Rental-Car-Rentals-In-Goshen.d8005-c45.Car-Rental-Guide-Suppliers)
- [Van Car Rentals in Goshen ](https://www.expedia.com/Van-Car-Rentals-In-Goshen.d8005-tVan.Car-Rental-Guide-Class)
- [Enterprise Rental Cars in Goshen ](https://www.expedia.com/Enterprise-Car-Rentals-In-Goshen.d8005-c15.Car-Rental-Guide-Suppliers)
- [Luxury Car Rentals in Goshen ](https://www.expedia.com/Luxury-Car-Rentals-In-Goshen.d8005-tLuxury.Car-Rental-Guide-Class)
- [Budget Rental Cars in Goshen ](https://www.expedia.com/Budget-Car-Rentals-In-Goshen.d8005-c39.Car-Rental-Guide-Suppliers)
- [Car rentals near Walton Park ](https://www.expedia.com/Car-Rentals-In-Walton-Park.d553248634999235341.Car-Rental-Guide)
- [Car rentals near Monroe ](https://www.expedia.com/Car-Rentals-In-Monroe.d6171715.Car-Rental-Guide)

- [Sugar Loaf Vacation Rentals ](https://www.expedia.com/Sugar-Loaf-Vacation-Rentals.d6171726.Travel-Guide-VacationRentals)
- [Goshen Vacation Rentals ](https://www.expedia.com/Goshen-Vacation-Rentals.d8005.Travel-Guide-VacationRentals)
- [Monroe Vacation Rentals ](https://www.expedia.com/Monroe-Vacation-Rentals.d6171715.Travel-Guide-VacationRentals)

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