Title: The Best 2 Star Hotels in Chester, NY from $102 | 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)

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

## Check availability on Chester 2 Star Hotels

Tonight

[Mar 8 - Mar 9](https://www.expedia.com/Hotel-Search?regionId=6046665&startDate=2026-03-08&endDate=2026-03-09&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Mar 9 - Mar 10](https://www.expedia.com/Hotel-Search?regionId=6046665&startDate=2026-03-09&endDate=2026-03-10&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=6046665&startDate=2026-03-13&endDate=2026-03-15&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=6046665&startDate=2026-03-20&endDate=2026-03-22&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)

![Hypo-allergenic bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/1000000/700000/694300/694250/213a567d.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

(1,117 reviews)

"Staff was nice, bed comfortable. "

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

Misty

$97 nightly

$113 total

Mar 15 - Mar 16

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)

![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

8.6/10

Excellent

(1,011 reviews)

"Easy check in, clean and smoke free, friendly staff, nice rooms, hot breakfast; would stay again!!!! "

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

carla

$109 nightly

$128 total

Mar 15 - Mar 16

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)

![Studio, 1 King Bed, Accessible, Non Smoking | Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555820/496420ea.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

(1,475 reviews)

"Great place to stay. "

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

Omar

$107 nightly

$123 total

Mar 16 - Mar 17

Total with taxes and fees

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

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

![Indoor pool](https://images.trvl-media.com/lodging/2000000/1690000/1680400/1680342/38e2c556.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

(1,007 reviews)

"Great customer service and breakfast was excellent "

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

Dennis

$101 nightly

$117 total

Mar 15 - Mar 16

Total with taxes and fees

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

![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/870000/867400/867313/c0f1add0.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)

![Lobby](https://images.trvl-media.com/lodging/1000000/870000/867400/867313/99577371.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

(1,005 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

$101 nightly

$116 total

Mar 9 - Mar 10

Total with taxes and fees

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

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

(1,069 reviews)

"Easy check in, clean room, very good breakfast."

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

Robert

$106 nightly

$130 total

Mar 15 - Mar 16

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)

![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/c2b6fd57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4700/4613/339067b4.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

(1,004 reviews)

"Very nice and friendly staff"

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

Sergii

$117 nightly

$134 total

Mar 11 - Mar 12

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)

![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)

![Lobby](https://images.trvl-media.com/lodging/2000000/1560000/1551400/1551336/af6569cb.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

(1,014 reviews)

"Great hotel, nice and clean "

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

Andrea

$98 nightly

$114 total

Mar 22 - Mar 23

Total with taxes and fees

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

![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)

![Premium bedding, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/2000000/1200000/1194400/1194365/1a5890e9.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)

### 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

(1,005 reviews)

"great stay. had everything needed. "

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

Dana

$93 nightly

$110 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)

![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

(1,009 reviews)

"Superb place to stay."

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

Denessy

$99 nightly

$112 total

Mar 9 - Mar 10

Total with taxes and fees

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

![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)

![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

(1,003 reviews)

"Good breakfast, and everything was clean in a great room. "

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

Steven

$90 nightly

$103 total

Mar 23 - Mar 24

Total with taxes and fees

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

![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)

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

(1,003 reviews)

"The stone lodges are cute and cozy and the staff were quick and helpful if you needed anything. Great for a short stay at a reasonable price."

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

Judith

$102 nightly

$116 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.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/7000000/6550000/6541500/6541495/150c0508.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/7000000/6550000/6541500/6541495/ab21b3e2.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)

### Holiday Inn Express Hotel & 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

(1,002 reviews)

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

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

Dawn

$122 nightly

$140 total

Mar 19 - Mar 20

Total with taxes and fees

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

![Reception](https://images.trvl-media.com/lodging/37000000/36250000/36247800/36247736/935c6486.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)

![Exterior](https://images.trvl-media.com/lodging/37000000/36250000/36247800/36247736/673693a3.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

(983 reviews)

"Yes I enjoyed my stay"

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

Vivette

$106 nightly

$125 total

Mar 16 - Mar 17

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/f3b7bb7c.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)

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

(831 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

$92 nightly

$104 total

Mar 15 - Mar 16

Total with taxes and fees

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

![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)

![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/21000000/20600000/20597600/20597588/1e19e7e7.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

(1,039 reviews)

"Good location and friendly staff, would stay here again."

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

Declan

$107 nightly

$121 total

Mar 15 - Mar 16

Total with taxes and fees

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

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/23000000/22940000/22934500/22934426/87df7718.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/23000000/22940000/22934500/22934426/202f6398.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

(1,001 reviews)

"Yes stay was pleasant "

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

henry

$98 nightly

$113 total

Mar 15 - Mar 16

Total with taxes and fees

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

![Premium bedding, pillowtop beds, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/290000/282000/281932/a6849a6e.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)

![Fitness facility](https://images.trvl-media.com/lodging/1000000/290000/282000/281932/d055a3f0.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

(1,004 reviews)

"Room clean, staff friendly"

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

KATHRYN

$86 nightly

$102 total

Mar 16 - Mar 17

Total with taxes and fees

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

![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)

![Standard Room, 1 King Bed, Non Smoking | Desk, iron/ironing board, free cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/2000000/1770000/1766700/1766609/25827dfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1770000/1766700/1766609/f206c276.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

(1,007 reviews)

"Room was cleaned and staff was friendly. "

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

Giovanni

$94 nightly

$109 total

Mar 20 - Mar 21

Total with taxes and fees

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

![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)

![View from property](https://images.trvl-media.com/lodging/2000000/1150000/1148900/1148858/8e38c0ea.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 15 - Mar 16

Total with taxes and fees

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

![Crowne Plaza Suffern - Mahwah by IHG](https://images.trvl-media.com/lodging/1000000/10000/2400/2358/ae4d02f3_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Crowne Plaza Suffern - Mahwah by IHG

3 Executive Blvd Suffern NY

$114 nightly

$133 total

Mar 12 - Mar 13

Total with taxes and fees

8.8/10 Excellent! (1,004 reviews)

[](https://expedia.com/Nyack-Hotels-Crowne-Plaza-Suffern-Mahwah.h2358.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 11 - Mar 12

Total with taxes and fees

8.8/10 Excellent! (752 reviews)

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

![Courtyard by Marriott Montvale](https://images.trvl-media.com/lodging/1000000/30000/21800/21786/a8c8d4dc_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Courtyard by Marriott Montvale

100 Chestnut Ridge Road Montvale NJ

$134 nightly

$154 total

Mar 15 - Mar 16

Total with taxes and fees

8.6/10 Excellent! (681 reviews)

[](https://expedia.com/Montvale-Hotels-Courtyard-By-Marriott-Montvale.h21786.Hotel-Information)

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

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[Pool](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F9%2F2026&endDate=3%2F10%2F2026&regionId=6046665&star=20&star=20&amenities=POOL)[Spa](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F9%2F2026&endDate=3%2F10%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%2F9%2F2026&endDate=3%2F10%2F2026&regionId=6046665&star=20&star=20&amenities=HOT_TUB)[Breakfast included](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F9%2F2026&endDate=3%2F10%2F2026&regionId=6046665&star=20&star=20&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F9%2F2026&endDate=3%2F10%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=2026-03-22&endDate=2026-03-23&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

## 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.

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