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2 Stars Hotels in Chester, New York from CA $121

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Check availability on Chester 2 Star Hotels

Tonight
Oct 2 - Oct 3
Tomorrow
Oct 3 - Oct 4
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Chester 2-star hotels

A modern dining area with a large fish tank, sofas, and wooden tables and chairs.
A hotel room with a bed, a flat-screen TV, a mini-fridge, a microwave, and a fireplace.
An indoor swimming pool with lounge chairs and a stone wall.
A modern lobby with a brown sofa, yellow armchairs, a patterned carpet, and a decorative plant centerpiece.

1. Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
Middletown
United States
Dawn
CA $154
CA $181 total
includes taxes & fees
Nov 1 - Nov 2
Sleep Inn & Suites Middletown - Goshen
A spacious dining area with multiple tables and chairs, a stone wall with a mounted deer head, and a fireplace.
A large, multi-story stone building with a prominent arched entrance and multiple windows.
A large outdoor swimming pool surrounded by trees and a covered pavilion.
A wooden reception desk with a man standing behind it, a staircase, and a wooden interior.

2. Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
Bear Mountain
United States
randall
CA $127
CA $156 total
includes taxes & fees
Nov 2 - Nov 3
Overlook Lodge at Bear Mountain
A hotel lobby with a red sofa, beige sofa, a wooden coffee table, and a gray sofa.
A gym with treadmills, ellipticals, and a rowing machine.
A hotel dining area with a herringbone patterned floor, wooden tables and chairs, a bar area with a modern design, and a patterned wall.
A hotel lobby with a reception desk, a large mirror, and a Pepsi logo.

3. Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point
Newburgh
United States
david
CA $102
CA $121 total
includes taxes & fees
Oct 5 - Oct 6
Ramada by Wyndham Newburgh/West Point
A Red Roof Inn & Suites building with a two-story structure, a balcony, and an American flag.
A hotel room with a bed, bedside tables, a desk with a television, and a window with curtains.
A hotel room with a bed, a television, a small table, a chair, and a coat rack with hanging items.
A conference room with rows of chairs, a long table, and a large window.

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

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
New Windsor
United States
Guilande
CA $127
CA $150 total
includes taxes & fees
Oct 18 - Oct 19
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
A hotel with a central entrance pavilion, a flag, and a landscaped garden.
A hotel room with a bed, a sofa, a TV, a desk, and a wall with a geometric pattern.
A boat ride with passengers holding binoculars, surrounded by water and themed structures.
A modern hotel lobby with a large map mural, seating areas, and a reception desk.

5. Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG
Chester
United States
Sheila
CA $179
CA $221 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Express Hotel & Suites Chester by IHG
A spacious lobby with a high ceiling, a reception desk, a seating area with blue sofas and armchairs, and a visible Pepsi refrigerator.
A modern breakfast bar with a wooden wall, a coffee machine, and a juice dispenser.
A hotel room with a sofa, ottoman, a bed with a red blanket, a chair, and framed pictures on the wall.
An indoor swimming pool with a stone wall, blue chairs, and a lifeguard chair.

6. Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84
Fishkill
United States
Daniel
CA $139
CA $161 total
includes taxes & fees
Nov 2 - Nov 3
Comfort Suites Fishkill near Interstate 84
A hotel room with a large bed, a desk, a chair, a bathroom with a sink and mirror, and a window.
A breakfast station with a flat-screen TV displaying a breakfast menu, a pancake-making machine, and various breakfast items on display.
A coffee station with two espresso machines, a coffee grinder, and various coffee-related items.
A Holiday Inn Express building with a modern facade, a parking lot, and a white car parked in front.

7. Holiday Inn Express Ramsey-Mahwah by IHG

Holiday Inn Express Ramsey-Mahwah by IHG
Ramsey
United States
Karen
CA $165
CA $189 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Express Ramsey-Mahwah by IHG
Lobby
Breakfast area
A hotel with a brick facade, a covered entrance, and a sign indicating it is a Comfort Suites hotel.
A modern hotel room with a kitchenette, a bed with white bedding, a seating area with a yellow ottoman, and a large window with curtains.

8. Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
Central Valley
United States
Vu andyvu
CA $159
CA $196 total
includes taxes & fees
Nov 2 - Nov 3
Comfort Suites Central Valley - Woodbury
A hotel entrance with a sign reading "SONESTA Simply Suites".
A hotel room with a bed, a desk, a chair, a TV, and a lamp.
A modern living room with a dark wood floor, a large round table, and a sofa. There is a kitchen area with dark cabinetry and a refrigerator.
A covered outdoor area with a wooden deck, metal chairs, a round table, and hanging flower baskets.

9. Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet
Nanuet
United States
Theresa
CA $161
CA $188 total
includes taxes & fees
Oct 12 - Oct 13
Sonesta Simply Suites Nanuet
A hotel room with a large bed, a desk, a chair, a desk lamp, a wall-mounted TV, and a window with curtains.
A hotel entrance with stone pillars, a covered walkway, and a bench.
A modern hotel room with a flat-screen TV, a fireplace, a desk with a computer, and comfortable seating.
A covered outdoor area with a fire pit, wooden chairs, and a view of a building with multiple windows.

10. Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury
Monroe
United States
John
CA $154
CA $175 total
includes taxes & fees
Nov 2 - Nov 3
Sleep Inn & Suites Monroe - Woodbury
A hotel room with two beds, a nightstand with a lamp, and a framed picture on the wall.
A backyard with a swimming pool, lounge chairs, and a small shed.
A Quality Inn entrance sign, a stop sign, and a road leading to a building.
A large, multi-story hotel with a central entrance and a parking lot.

11. Quality Inn Spring Valley - Nanuet

Quality Inn Spring Valley - Nanuet
Spring Valley
United States
Philip
CA $147
CA $171 total
includes taxes & fees
Nov 1 - Nov 2
Quality Inn Spring Valley - Nanuet
A spacious conference room with a long table, multiple chairs, and a sofa area.
A hotel room with a kitchenette, a large mirror, a sofa, and a window with curtains.
An indoor swimming pool with clear water, surrounded by lounge chairs and a red tiled floor.
A hotel with a modern facade, a prominent entrance, and an American flag.

12. Hampton Inn & Suites Mahwah

Hampton Inn & Suites Mahwah
Mahwah
United States
Howard
CA $144
CA $165 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn & Suites Mahwah
A snow-covered outdoor area with a stone wall, a metal fence, and a lamp post.
A hotel room with two beds, a large window with curtains, a door, and a small table with a lamp.
A view from a covered porch overlooking a lake, with a white fence and trees in the foreground.
A two-story building with a white exterior, a balcony on the second floor, and a stone foundation.

13. Inn on the Hudson

Inn on the Hudson
Peekskill
United States
Lloyd
CA $148
CA $169 total
includes taxes & fees
Nov 1 - Nov 2
Inn on the Hudson
A hotel room with a wooden desk, a green chair, a gray sofa, a kitchenette, and a door with a sign.
A hotel reception area with a wooden floor, a reception desk, and a large window with a view of the parking lot.
A hotel room with a bed, a desk, a chair, a TV, and a painting on the wall.
A modern hotel lobby with a long communal table, seating area, and a kitchenette.

14. Hampton Inn Nanuet

Hampton Inn Nanuet
Nanuet
United States
Ildar
CA $162
CA $189 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn Nanuet
A lobby with a fireplace, seating area, and a reception desk.
A hotel room with a large bed, a sofa, a desk, and a bathroom.
An outdoor patio with brick flooring, round tables, and blue umbrellas.
A hotel lobby with a sofa, table, chairs, and a large window offering a view of greenery.

15. Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
Central Valley
United States
John
CA $162
CA $200 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn Harriman Woodbury
A hotel room with a green sofa, a small table, a bed with a headboard, a desk with a lamp, and a framed picture on the wall.
A restaurant with multiple tables and chairs, a kitchen area, and a microwave.
A hotel with a covered entrance, multiple windows, and a sign that reads "Gold Award Winner."
A spacious living area with sofas, a fireplace, and artwork on the walls.

16. Quality Inn & Suites Fishkill South near I-84

Quality Inn & Suites Fishkill South near I-84
Fishkill
United States
Israel
CA $151
CA $174 total
includes taxes & fees
Nov 1 - Nov 2
Quality Inn & Suites Fishkill South near I-84
A hotel room with two beds, a desk, and a painting on the wall.
A compact kitchen with a sink, microwave, and stove, a small dining area with a chair, and a TV in the background.
Reception
Exterior

17. Studio 6 Extended Stay Fishkill Westage Center NY

Studio 6 Extended Stay Fishkill Westage Center NY
Fishkill
United States
Ashley
CA $109
CA $126 total
includes taxes & fees
Nov 1 - Nov 2
Studio 6 Extended Stay Fishkill Westage Center NY
A hotel room with two beds, a desk, a chair, a lamp, and a window with a view of greenery.
A hotel reception desk with a Super 8 logo on the carpet, a framed picture on the wall, and a warning sign about government regulations.
A hotel with a covered entrance, outdoor seating, and a Super 8 logo.
A dining area with a ceiling fan, wooden chairs, a table, and a window with curtains.

18. Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
Newburgh
United States
Robert
CA $108
CA $127 total
includes taxes & fees
Oct 4 - Oct 5
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
A hotel room with a large bed, a sitting area with a chair, a bathroom with a bathtub, and a television on the wall.
A Days Inn reception area with a counter, bar stools, and a clock on the wall.
A bathroom with a white bathtub, a shower, and a yellow wall.
A hotel room with a large bed, a sitting area with a chair, a television, a microwave, and a bathtub.

19. Days Inn by Wyndham Nanuet / Spring Valley

Days Inn by Wyndham Nanuet / Spring Valley
Nanuet
United States
Aida
CA $144
CA $167 total
includes taxes & fees
Oct 18 - Oct 19
Days Inn by Wyndham Nanuet / Spring Valley
A breakfast area with a counter displaying hard-boiled eggs, a bowl of green apples, and various pastries.
A modern hotel with a prominent 'tru by Hilton' sign, a covered entrance, and a well-lit facade.
A modern reception area with a curved wooden counter, seating area with colorful cushions, and pendant lighting.
A modern lounge area with seating, tables, and hanging chairs.

20. Tru by Hilton Middletown

Tru by Hilton Middletown
Middletown
United States
Steve
CA $115
CA $136 total
includes taxes & fees
Nov 1 - Nov 2
Tru by Hilton Middletown
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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.
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

551 Route 211 E Middletown NY
CA $173
CA $204 total
Nov 1 - Nov 2
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG

3 Executive Blvd Suffern NY
CA $174
CA $202 total
Oct 5 - Oct 6
includes taxes & fees
9/10 Wonderful! (1,048 reviews)
Crowne Plaza Suffern - Mahwah by IHG
The Thayer Hotel at West Point

The Thayer Hotel at West Point

674 Thayer Road West Point NY
CA $284
CA $372 total
Oct 26 - Oct 27
includes taxes & fees
The Thayer Hotel at West Point
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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 Centre for go-karts, mini-golf, and arcade games.

See all hotels in Chester
A bridge with a plaque reading "City of Chester Queens Park Bridge 1923".

Top Chester Hotel Reviews

Inn on the Hudson

Inn on the Hudson

8/10 Good
"It’s got a great view -but the property is getting old and need some attention!"
Sean 1-night trip
Posted 18 hours ago
Inn on the Hudson

Find out more about Chester

Want to get out of town on the cheap? Thanks to the low rates and great discounts at the top 2 Stars hotels in Chester, Chester you can sneak away on the trip of your dreams with plenty of cash to spare. In addition to the friendly staff and well-maintained surroundings, you’ll find comfortable rooms, complimentary bath products, and quiet sleeping areas, so you can kick back with all the basic conveniences after a long day. Plus, these properties are perfect, if you need a jumping-off point for exploring the local attractions.

Several of the best hotels with 2 Stars in Chester are situated just a stone’s throw from both public transportation and the city’s main freeways. Use the travel tools at Expedia.ca to search for options near your favorite neighborhood, find a cheap deal, and book your room. You won’t believe how inexpensive your next vacation can be when you settle in at a top two star hotel in Chester.

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