A lake surrounded by autumn-colored trees reflecting on the water.

2 Stars Hotels in Middletown, New York from CA $120

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Check availability on Middletown 2 Star Hotels

Tonight
Sep 30 - Oct 1
Tomorrow
Oct 1 - Oct 2
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Middletown 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.
A Sleep Inn & Suites hotel with a stone facade, multiple balconies, and a covered entrance.
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 $162
CA $191 total
includes taxes & fees
Oct 26 - Oct 27
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 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.
A table set for a formal event with candles, flowers, and glassware.

2. Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
Bear Mountain
United States
randall
CA $144
CA $177 total
includes taxes & fees
Oct 14 - Oct 15
Overlook Lodge at Bear Mountain
A hotel lobby with a red sofa, beige sofa, a wooden coffee table, and a gray sofa.
A hotel lobby with a reception desk, a large mirror, and a Pepsi logo.
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 Ramada hotel with a red sign, multiple units, and a parking lot.

3. Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point
Newburgh
United States
david
CA $102
CA $120 total
includes taxes & fees
Oct 1 - Oct 2
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 lobby with a sofa, chairs, a coffee table, a desk, and a chandelier.
An indoor pool area with a covered roof, multiple seating arrangements, and a view of the outside.
A hotel room with a flat-screen TV mounted on a cabinet, a desk with a chair, and a small refrigerator.

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 $126
CA $149 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 modern dining area with blue upholstered chairs and a wooden table. There is a kitchen area visible through an open doorway.
A boat ride with passengers holding binoculars, surrounded by water and themed structures.

5. Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG
Chester
United States
Sheila
CA $184
CA $227 total
includes taxes & fees
Oct 28 - Oct 29
Holiday Inn Express Hotel & Suites Chester by IHG
Lobby
A hotel with a brick facade, a covered entrance, and a sign indicating it is a Comfort Suites hotel.
A spacious living area with a blue sofa, yellow armchair, and a coffee table. There is a TV mounted on a wooden shelf, and a kitchen area is visible in the background.
Breakfast area

6. Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
Central Valley
United States
Vu andyvu
CA $167
CA $206 total
includes taxes & fees
Oct 5 - Oct 6
Comfort Suites Central Valley - Woodbury
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 modern hotel lobby with seating areas, a bar, and a television screen.

7. Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury
Monroe
United States
John
CA $149
CA $169 total
includes taxes & fees
Oct 6 - Oct 7
Sleep Inn & Suites Monroe - Woodbury
A lobby with a fireplace, seating area, and a reception desk.
A snack and beverage display in a store with various snacks, drinks, and a 'Welcome to Harriman Woodbury' sign.
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.

8. Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
Central Valley
United States
John
CA $173
CA $212 total
includes taxes & fees
Oct 26 - Oct 27
Hampton Inn Harriman Woodbury
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.

9. 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 $107
CA $127 total
includes taxes & fees
Oct 1 - Oct 2
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
A breakfast area with a counter displaying hard-boiled eggs, a bowl of green apples, and various pastries.
A modern lounge area with seating, tables, and hanging chairs.
A modern reception area with a curved wooden counter, seating area with colorful cushions, and pendant lighting.
An outdoor seating area with a blue sofa, round table, and chairs, under a canopy with string lights.

10. Tru by Hilton Middletown

Tru by Hilton Middletown
Middletown
United States
Steve
CA $138
CA $163 total
includes taxes & fees
Oct 27 - Oct 28
Tru by Hilton Middletown
A hotel lobby with a reception desk, bar area, and a television displaying news.
A Hampton Inn & Suites hotel with a modern facade, large windows, and a well-lit entrance.
A hotel reception desk with a large 'happy.' poster on the wall, a counter with a computer, and a display of brochures.
A hotel room with a kitchenette, a living area with a sofa and a TV, and a large window with curtains.

11. Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport
Newburgh
United States
Michael
CA $197
CA $232 total
includes taxes & fees
Oct 28 - Oct 29
Hampton Inn & Suites Newburgh Stewart Airport
A Holiday Inn Express & Suites building with a covered entrance, stone facade, and a parking area with a bench.
A gym with various exercise equipment, including treadmills, a weight bench, and dumbbells.
A hotel room with a bed, a desk, a sofa, a coffee machine, and a microwave.
A reception area with a modern design, featuring a large abstract wall art, a seating area with a bench, and a potted plant.

12. Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG
Montgomery
United States
Bernadette
CA $173
CA $205 total
includes taxes & fees
Oct 26 - Oct 27
Holiday Inn Express & Suites Montgomery by IHG
A modern living room with two sofas, a glass coffee table, and a painting of a horse.
A hotel with a brick facade, a covered entrance, and a parking lot with cars.
A large indoor swimming pool with a wooden deck and lounge chairs.
A reception area with a marble counter, a wall-mounted artwork, and a ceiling with recessed lighting.

13. Best Western Monticello

Best Western Monticello
Monticello
United States
Sonia
CA $161
CA $182 total
includes taxes & fees
Oct 20 - Oct 21
Best Western Monticello
A modern hotel room with a living area, a sofa, a coffee table, a TV, and a large window with a view.
Room
A breakfast area with six round tables and chairs, a coffee station, and a view of greenery outside.
A multi-story building with a flat roof, multiple balconies, and a covered front porch.

14. Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
Wurtsboro
United States
Donna
CA $153
CA $173 total
includes taxes & fees
Oct 1 - Oct 2
Days Inn by Wyndham Wurtsboro
A hotel lobby with two sofas, a coffee machine, and a view of the parking lot.
A hotel room with two beds, a nightstand, a lamp, and artwork on the walls.
A sign for Amerias Best Value Inn with a 'Welcome' sign above it.
A lobby with a reception desk, a sofa, a coffee table, and a dining area with chairs and a table.

15. Americas Best Value Inn at Central Valley-Woodbury

Americas Best Value Inn at Central Valley-Woodbury
Central Valley
United States
Marlon
CA $140
CA $173 total
includes taxes & fees
Oct 1 - Oct 2
Americas Best Value Inn at Central Valley-Woodbury
A spacious lobby with a stone fireplace, a flat-screen TV, and comfortable seating.
An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled wall.
A lobby with a stone fireplace, two armchairs, a coffee table, and a dining area with tables and chairs.
A spacious bar area with a long counter, multiple seating options, and a stone fireplace.

16. Hampton Inn Matamoras/Milford

Hampton Inn Matamoras/Milford
Matamoras
United States
brian
CA $163
CA $177 total
includes taxes & fees
Oct 6 - Oct 7
Hampton Inn Matamoras/Milford
A spacious hotel lobby with wooden beams, a central bar area, and seating arrangements.
A hotel room with a sofa, a television on a wooden stand, a bed, and a view of the hallway.
A modern living room with a fireplace, two armchairs, a coffee table, and a TV mounted on the wall.
A gym with exercise equipment, treadmills, and weight machines.

17. Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
Middletown
United States
Myung
CA $143
CA $169 total
includes taxes & fees
Oct 28 - Oct 29
Hampton Inn by Hilton Middletown
A hotel room with a bed, two bedside tables with lamps, a wall-mounted telephone, and a large black and white windmill painting.
A lobby with a red sofa, two lamps, a coffee table with flowers, and a wall art piece.
A Super 8 motel sign with a parking lot and a building in the background.
A kitchenette with a microwave, toaster, and coffee maker.

18. Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown
Middletown
United States
Katelynn
CA $115
CA $135 total
includes taxes & fees
Oct 13 - Oct 14
Super 8 by Wyndham Middletown
An indoor swimming pool with a central column, tiled floor, and a skylight above.
A reception area with a wooden reception desk, a chandelier, and a sign that reads "AWANA SPA & WELLNESS".
An outdoor seating area with red chairs and tables, a fire pit, and a bar visible through the window.
A spacious dining area with long tables and chairs, high ceilings with exposed beams, and hanging pendant lights.

19. The Alder at Resorts World Catskills

The Alder at Resorts World Catskills
Monticello
United States
John
CA $209
CA $272 total
includes taxes & fees
Oct 1 - Oct 2
The Alder at Resorts World Catskills
A reception area with a curved wooden reception desk, a glass table, and a chandelier.
A room with a patterned blue carpet, a blue sofa with cushions, a round black table, and a beige armchair.
A hotel room with two beds, a large mirror, a nightstand, and a wall clock.
A modern building with a curved roof, a covered entrance, and a landscaped garden.

20. Howard Johnson by Wyndham Newburgh/West Point

Howard Johnson by Wyndham Newburgh/West Point
Newburgh
United States
Annalee
CA $127
CA $150 total
includes taxes & fees
Oct 1 - Oct 2
Howard Johnson by Wyndham Newburgh/West Point
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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 Middletown.
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

551 Route 211 E Middletown NY
CA $190
CA $225 total
Oct 6 - Oct 7
includes taxes & fees
9.4/10 Exceptional! (1,005 reviews)
La Quinta Inn & Suites by Wyndham Middletown-Goshen
The Thayer Hotel at West Point

The Thayer Hotel at West Point

674 Thayer Road West Point NY
CA $281
CA $369 total
Oct 25 - Oct 26
includes taxes & fees
The Thayer Hotel at West Point
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

24 Crystal Run Xing Middletown NY
CA $143
CA $169 total
Oct 28 - Oct 29
includes taxes & fees
8.4/10 Very good! (1,005 reviews)
Courtyard by Marriott Middletown Goshen
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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 Middletown

Just an hour from NYC, this historic Hudson Valley town offers scenic hikes along the Heritage Trail and apple picking at local orchards. Explore the interactive exhibits at the National Soaring Museum, then catch a performance at the beautifully restored Paramount Theatre built in 1930.

See all hotels in Middletown
A lake surrounded by autumn-colored trees reflecting on the water.

Top Middletown Hotel Reviews

Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

10/10 Excellent
"Was a pleasant overnight stay"
david 1-night trip
Posted 2 days ago
Ramada by Wyndham Newburgh/West Point

Find out more about Middletown

Want to get out of town on the cheap? Thanks to the low rates and great discounts at the top 2 Stars hotels in Middletown, Middletown 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 Middletown 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 Middletown.

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