Title: The Best 2 Star Hotels in Chester, NY from $101 | 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)

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## Check availability on Chester 2 Star Hotels

Tonight

[Mar 21 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=6046665&startDate=2026-03-21&endDate=2026-03-22&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Mar 22 - Mar 23](https://www.expedia.com/Hotel-Search?regionId=6046665&startDate=2026-03-22&endDate=2026-03-23&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=6046665&startDate=2026-03-27&endDate=2026-03-29&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=6046665&startDate=2026-04-03&endDate=2026-04-05&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Chester 2-star hotels

![Exterior](https://images.trvl-media.com/lodging/1000000/700000/694300/694250/46d5cbe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![32-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/700000/694300/694250/93d1f26a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/1000000/700000/694300/694250/f8e0b8a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/700000/694300/694250/a9ba8283.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sonesta Simply Suites Nanuet

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

Nanuet

8.4/10

Very Good

(1,137 reviews)

"Price reasonable, staff are friendly, good location."

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

Marilou

$97 nightly

$113 total

Mar 29 - Mar 30

Total with taxes and fees

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

![Lobby](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/747581be.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)

![Indoor pool](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/f7784036.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

8.6/10

Excellent

(1,003 reviews)

"Best Hotel in area so far 😁 "

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

Debi

$103 nightly

$122 total

Mar 31 - Apr 1

Total with taxes and fees

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

![Free daily full breakfast](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555820/c56a5aff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Minibar](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555820/d42d0aec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555820/83881d92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555820/d80f5f9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn & Suites Mahwah

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

Mahwah

8.8/10

Excellent

(1,486 reviews)

"Great place to stay. "

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

Omar

$119 nightly

$137 total

Apr 19 - Apr 20

Total with taxes and fees

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

![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)

![Lobby](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/9631af0b.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)

### Hampton Inn Harriman Woodbury

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

Central Valley

9.2/10

Wonderful

(1,075 reviews)

"Hotel was very clean and well maintained "

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

Stephen

$106 nightly

$130 total

Mar 29 - Mar 30

Total with taxes and fees

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

![Free toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/1000000/10000/4700/4613/d3089562.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4700/4613/c2b6fd57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/10000/4700/4613/bf708146.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4700/4613/982800a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express Ramsey-Mahwah by IHG

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

Ramsey

9.2/10

Wonderful

(1,000 reviews)

"The check in process was quick and easy. Everything was nicely lit and clean. There are restaraunts within walking distance. It is a busy area but worth the stay."

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

Kathryn

$117 nightly

$134 total

Mar 29 - Mar 30

Total with taxes and fees

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

![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/2000000/1560000/1551400/1551336/f02832d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1560000/1551400/1551336/af6569cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/2000000/1560000/1551400/1551336/e52257ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1560000/1551400/1551336/a3d8c842.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Nanuet

[](https://www.expedia.com/Nyack-Hotels-Hampton-Inn-Nanuet.h1551336.Hotel-Information)

Nanuet

7.8/10

Good

(1,003 reviews)

"Room was clean, and comfy. Staff was courteous"

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

Josephine

$98 nightly

$114 total

Mar 29 - Mar 30

Total with taxes and fees

[](https://www.expedia.com/Nyack-Hotels-Hampton-Inn-Nanuet.h1551336.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1690000/1680400/1680342/5b94363e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/2000000/1690000/1680400/1680342/eb75ea57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1690000/1680400/1680342/933a997a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Buffet](https://images.trvl-media.com/lodging/2000000/1690000/1680400/1680342/830db074.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Fishkill

8.4/10

Very Good

(1,002 reviews)

"really nice place to stay"

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

shadaya

$112 nightly

$130 total

Mar 29 - Mar 30

Total with taxes and fees

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

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

![Banquet hall](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/8626bd92.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)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/383ffb6e.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

(1,001 reviews)

"Great staff and clean rooms. Beautiful views."

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

Renee

$101 nightly

$115 total

Apr 2 - Apr 3

Total with taxes and fees

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

![Front of property](https://images.trvl-media.com/lodging/2000000/1200000/1194400/1194365/8648b91b.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)

![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)

![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)

### 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

(1,003 reviews)

"The rooms were amazing and staff was so accommodating.... "

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

James

$94 nightly

$111 total

Mar 22 - Mar 23

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/18000000/17270000/17262200/17262186/3c808906.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)

![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

(1,004 reviews)

"Wonderful accommodations!!"

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

Roxanne

$114 nightly

$135 total

Mar 29 - Mar 30

Total with taxes and fees

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

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

![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/cabaefdf.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)

### 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

(1,000 reviews)

"Superb place to stay."

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

Denessy

$99 nightly

$112 total

Mar 22 - Mar 23

Total with taxes and fees

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

![View from property](https://images.trvl-media.com/lodging/2000000/1150000/1148900/1148858/b1419d47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1150000/1148900/1148858/6d06d46a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room | View from room](https://images.trvl-media.com/lodging/2000000/1150000/1148900/1148858/b5096992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 2 Double Beds | Desk, blackout drapes, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/2000000/1150000/1148900/1148858/b8252450.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Inn on the Hudson

[](https://www.expedia.com/White-Plains-Hotels-Inn-On-The-Hudson.h1148858.Hotel-Information)

Peekskill

7.0/10

Good

(1,004 reviews)

"The staff was really welcoming!"

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

Devis

$89 nightly

$102 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/White-Plains-Hotels-Inn-On-The-Hudson.h1148858.Hotel-Information)

![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/7000000/6550000/6541500/6541495/58071d11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/7000000/6550000/6541500/6541495/w5520h3677x0y0-69f9a2c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/7000000/6550000/6541500/6541495/58c34815.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/7000000/6550000/6541500/6541495/150c0508.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG

[](https://www.expedia.com/White-Plains-Hotels-Holiday-Inn-Express-Hotel-Suites-Peekskill-Hudson-Valley.h6541495.Hotel-Information)

Peekskill

9.2/10

Wonderful

(1,001 reviews)

"Very comfortable beds,clean and breakfast was great."

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

Dawn

$131 nightly

$150 total

Mar 30 - Mar 31

Total with taxes and fees

[](https://www.expedia.com/White-Plains-Hotels-Holiday-Inn-Express-Hotel-Suites-Peekskill-Hudson-Valley.h6541495.Hotel-Information)

![Desk, iron/ironing board, free cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/2000000/1770000/1766700/1766609/ae7fe4ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/2000000/1770000/1766700/1766609/a633421f.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)

![Exterior](https://images.trvl-media.com/lodging/2000000/1770000/1766700/1766609/122d16ef.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

(1,003 reviews)

"Great overall stay, nice restaurant beside hotel"

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

Dale

$99 nightly

$114 total

Mar 31 - Apr 1

Total with taxes and fees

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

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

![Fitness facility](https://images.trvl-media.com/lodging/1000000/50000/42700/42651/e9045f80.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)

### Quality Inn near Mountain Creek

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

Vernon

7.6/10

Good

(1,002 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

$88 nightly

$101 total

Mar 29 - Mar 30

Total with taxes and fees

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

![Free daily English breakfast](https://images.trvl-media.com/lodging/37000000/36250000/36247800/36247736/ea33701a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/37000000/36250000/36247800/36247736/626dc529.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/37000000/36250000/36247800/36247736/935c6486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/37000000/36250000/36247800/36247736/0b1ff612.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tru by Hilton Middletown

[](https://www.expedia.com/Newburgh-Hotels-Tru-By-Hilton-Middletown.h36247736.Hotel-Information)

Middletown

8.6/10

Excellent

(990 reviews)

"Friendly staff and clean rooms"

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

Magaly

$104 nightly

$123 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/Newburgh-Hotels-Tru-By-Hilton-Middletown.h36247736.Hotel-Information)

![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)

![Exterior](https://images.trvl-media.com/lodging/8000000/7820000/7814700/7814618/98944f60.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

(835 reviews)

"clean, warm room. "

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

Michael

$96 nightly

$109 total

Apr 5 - Apr 6

Total with taxes and fees

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

![Lobby](https://images.trvl-media.com/lodging/23000000/22940000/22934500/22934426/bd8a5a7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/23000000/22940000/22934500/22934426/fb2f4151.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed, Non Smoking | Egyptian cotton sheets, premium bedding, desk, laptop workspace](https://images.trvl-media.com/lodging/23000000/22940000/22934500/22934426/c1ec465c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/23000000/22940000/22934500/22934426/98c02dc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfort Suites Fishkill near Interstate 84

[](https://www.expedia.com/Poughkeepsie-Hotels-Comfort-Suites-Fishkill-Near-Interstate-84.h22934426.Hotel-Information)

Fishkill

9.2/10

Wonderful

(1,000 reviews)

"Everything was exactly what I expected from room cleanliness, pool access, and morning breakfast! Thanks for a great stay! "

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

Bryan

$106 nightly

$123 total

Mar 29 - Mar 30

Total with taxes and fees

[](https://www.expedia.com/Poughkeepsie-Hotels-Comfort-Suites-Fishkill-Near-Interstate-84.h22934426.Hotel-Information)

![Studio, 1 Queen Bed, Non Smoking | Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/870000/867400/867313/c21c6c98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/870000/867400/867313/99577371.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio, 1 Queen Bed, Non Smoking | Private kitchen | Full-size fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/1000000/870000/867400/867313/e7da7a44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/870000/867400/867313/450c138b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Extended Stay America Suites Ramsey Upper Saddle River

[](https://www.expedia.com/Ramsey-Hotels-Extended-Stay-America-Suites-Ramsey-Upper-Saddle-River.h867313.Hotel-Information)

Ramsey

6.8/10

(1,000 reviews)

"spotless room and front desk was very sweet! thank you for a great stay this weekend!"

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

Kai

$102 nightly

$116 total

Mar 29 - Mar 30

Total with taxes and fees

[](https://www.expedia.com/Ramsey-Hotels-Extended-Stay-America-Suites-Ramsey-Upper-Saddle-River.h867313.Hotel-Information)

![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)

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

![Suite, 1 King Bed, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/21000000/20600000/20597600/20597588/8cf6bfbf.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

(1,037 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

Mar 29 - Mar 30

Total with taxes and fees

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

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## Explore similar 3-star hotels

Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in Chester.

![Courtyard by Marriott Middletown Goshen](https://images.trvl-media.com/lodging/1000000/930000/921500/921424/5a64b5a6_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Courtyard by Marriott Middletown Goshen

24 Crystal Run Xing Middletown NY

$93 nightly

$109 total

Mar 26 - Mar 27

Total with taxes and fees

8.6/10 Excellent! (1,003 reviews)

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

![Courtyard by Marriott Fishkill](https://images.trvl-media.com/lodging/1000000/20000/17300/17286/3f9cb655_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Courtyard by Marriott Fishkill

17 Westage Drive Fishkill NY

$101 nightly

$114 total

Mar 24 - Mar 25

Total with taxes and fees

8.8/10 Excellent! (757 reviews)

[](https://expedia.com/Poughkeepsie-Hotels-Courtyard-By-Marriott-Fishkill.h17286.Hotel-Information)

![Spark by Hilton Fishkill](https://images.trvl-media.com/lodging/1000000/10000/2700/2642/b112328f_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Spark by Hilton Fishkill

20 Schuyler Blvd Fishkill NY

$96 nightly

$111 total

Apr 2 - Apr 3

Total with taxes and fees

7.8/10 Good! (42 reviews)

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

Still don't see what you're looking for?

[See all properties in Chester.](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&regionId=6046665&star=20)

You can also use these popular filters to refine your search.

[Pool](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&regionId=6046665&star=20&star=20&amenities=POOL)[Spa](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&regionId=6046665&star=20&star=20&amenities=SPA_ON_SITE)[Hot tub](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&regionId=6046665&star=20&star=20&amenities=HOT_TUB)[Breakfast included](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&regionId=6046665&star=20&star=20&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&regionId=6046665&star=20&star=20&amenities=WATER_PARK)

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.

## Learn more about Chester

Lace up your hiking boots and hit the trails at Goosepond Mountain State Park for stunning views. After working up an appetite, head to Castle Fun Center for go-karts, mini-golf, and arcade games.

[See all hotels in Chester](https://www.expedia.com/Hotel-Search?startDate=2026-04-04&endDate=2026-04-05&adults=2&regionId=6046665)

![Black dirt region farm Chester New York](https://images.trvl-media.com/place/6046665/d9882a23-1cf5-416b-8c04-b5101f7be1f4.jpg?impolicy=fcrop&w=900&h=550&p=1&q=high)

## Top Chester Hotel Reviews

![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

10/10 Excellent

"The place is clean every time I come and outstanding customer service"

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

## Find out more about Chester

When you've got to get away to a new or favorite destination without breaking the bank, Chester awaits with convenient 2 Star hotels and a change of scenery. Stay on your feet visiting top attractions that draw of visitors, or settle in for a hot cuppa nearby and relax. You're about to find out why both locals and travelers love this place. 

### The Perfect Accommodation at the Perfect Price

2 Star hotels are in high demand in Chester. You'll find the best deals right here, so book early and save on a great getaway. Thanks to budget-friendly prices and traveler-friendly amenities, you'll find a place to stay that's just right for you. Stay here and be one of the first guests to post a review and share your thoughts. So, savor the comfort of a well-kept room and attentive hospitality. When you book with Expedia, you can stay all over the world, and the jet-setting starts in Chester.

### Reserve a Two-Star 2 Star Hotel Today!

Plan your trip to Chester now with Expedia's easy online travel booking and start relaxing before you even leave the house. If you need a break from the crowds, you may find that this region offers just the reprieve you've been looking for. Take advantage of the 2 Star Hotel availability and easy-going atmosphere.

## Explore a world of travel with Expedia

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- [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)
- [Budget Rental Cars in Goshen ](https://www.expedia.com/Budget-Car-Rentals-In-Goshen.d8005-c39.Car-Rental-Guide-Suppliers)
- [Luxury Car Rentals in Goshen ](https://www.expedia.com/Luxury-Car-Rentals-In-Goshen.d8005-tLuxury.Car-Rental-Guide-Class)
- [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)
- [Budget Rental Cars in Monroe ](https://www.expedia.com/Budget-Car-Rentals-In-Monroe.d6171715-c39.Car-Rental-Guide-Suppliers)

- [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)