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

Find 2 Star Hotels in Middletown, NY from $83

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Check availability on Middletown 2 Star Hotels

Tonight
Oct 26 - Oct 27
Tomorrow
Oct 27 - Oct 28
This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Middletown 2-star hotels

A spacious dining area with multiple tables and chairs, a stone wall with a mounted deer head, and a fireplace.
A table set for a formal event with candles, flowers, and glassware.
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.

1. Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
Bear Mountain
United States
Lawrence
$104 nightly
$122 total
Nov 4 - Nov 5
Total with taxes and fees
Overlook Lodge at Bear Mountain
A hotel lobby with a red sofa, beige sofa, a wooden coffee table, and a gray sofa.
A hotel room with a bed, bedside tables, a desk with a chair, a television, and a window with curtains.
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.

2. Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point
Newburgh
United States
david
$89 nightly
$105 total
Oct 27 - Oct 28
Total with taxes and fees
Ramada by Wyndham Newburgh/West Point
A modern dining area with a large fish tank, sofas, and wooden tables and chairs.
A Sleep Inn & Suites hotel with a stone facade, multiple balconies, and a covered entrance.
A hotel room with a bed, a flat-screen TV, a mini-fridge, a microwave, and a fireplace.
A modern lobby with a brown sofa, yellow armchairs, a patterned carpet, and a decorative plant centerpiece.

3. Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
Middletown
Canada
Justine
$101 nightly
$119 total
Nov 18 - Nov 19
Total with taxes and fees
Sleep Inn & Suites Middletown - Goshen
A Red Roof Inn & Suites building with a two-story structure, a balcony, and an American flag.
A hotel lobby with a reception desk, a sofa, a staircase, and a patterned carpet.
A hotel lobby with a sofa, two patterned armchairs, a coffee table, a wall-mounted sign, a staircase, and a patterned carpet.
A hotel room with a sofa, a small table, a TV, a desk with a chair, and a bed.

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

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
New Windsor
United States
Kathie Campbell
$99 nightly
$117 total
Nov 1 - Nov 2
Total with taxes and fees
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
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.

5. Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury
Monroe
United States
Natasha
$106 nightly
$120 total
Nov 22 - Nov 23
Total with taxes and fees
Sleep Inn & Suites Monroe - Woodbury
A hotel room with two beds, a desk, a chair, a lamp, and a window with a view of greenery.
A dining area with a ceiling fan, wooden chairs, a table, and a window with curtains.
A hotel room with a sofa, two side tables with lamps, a mirror, and a curtain.
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.

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

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
Newburgh
United States
LAURA
$77 nightly
$91 total
Nov 1 - Nov 2
Total with taxes and fees
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
A Simon Premium Outlet sign at Woodbury Commons.
A boat ride with passengers holding binoculars, surrounded by water and themed structures.
A hotel room with a bed, a sofa, a TV, a desk, and a wall with a geometric pattern.
A Holiday Inn Express hotel with a covered entrance, a parking lot, and a well-lit facade.

7. Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG
Chester
United States
Stephanie
$114 nightly
$140 total
Nov 22 - Nov 23
Total with taxes and fees
Holiday Inn Express Hotel & Suites Chester by IHG
A modern living room with two sofas, a glass coffee table, and a painting of a horse.
A modern breakfast bar with a variety of food options, including a juice bar and coffee machines.
A large indoor swimming pool with a wooden deck and lounge chairs.
A hotel with a brick facade, a covered entrance, and a parking lot with cars.

8. Best Western Monticello

Best Western Monticello
Monticello
United States
Christine
$114 nightly
$128 total
Nov 2 - Nov 3
Total with taxes and fees
Best Western Monticello
Lobby
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.
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.

9. Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
Central Valley
United States
Vu andyvu
$112 nightly
$137 total
Nov 22 - Nov 23
Total with taxes and fees
Comfort Suites Central Valley - 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.

10. Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
Central Valley
United States
Timothy
$118 nightly
$145 total
Nov 2 - Nov 3
Total with taxes and fees
Hampton Inn Harriman Woodbury
A room with a bed, a window with curtains, and a view of greenery outside.
A kitchen with white cabinets, a dining table with a blue chair, a window with a view of hills, and a framed picture on the wall.
A reception area with a desk, American flag, and various framed pictures on the wall.
A grassy area with a building in the background, surrounded by trees and a hill.

11. Appalachian Motel

Appalachian Motel
Vernon
United States
Mary Ann
$75 nightly
$86 total
Oct 27 - Oct 28
Total with taxes and fees
Appalachian Motel
A modern reception area with a curved wooden counter, seating area with colorful cushions, and pendant lighting.
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 hotel with a prominent 'tru by Hilton' sign, a covered entrance, and a well-lit facade.

12. Tru by Hilton Middletown

Tru by Hilton Middletown
Middletown
United States
Barry
$77 nightly
$91 total
Nov 8 - Nov 9
Total with taxes and fees
Tru by Hilton Middletown
A Holiday Inn Express & Suites building with a covered entrance, stone facade, and a parking area with a bench.
A reception area with a modern design, featuring a large abstract wall art, a seating area with a bench, and a potted plant.
A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.
An indoor swimming pool with clear water, a lifebuoy, and a sign indicating no diving allowed.

13. Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG
Montgomery
United States
Mike
$120 nightly
$142 total
Nov 22 - Nov 23
Total with taxes and fees
Holiday Inn Express & Suites Montgomery by IHG
A modern hotel room with a living area, a sofa, a coffee table, a TV, and a large window with a view.
Room
A multi-story building with a flat roof, multiple balconies, and a covered front porch.
A breakfast area with six round tables and chairs, a coffee station, and a view of greenery outside.

14. Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
Wurtsboro
United States
karen
$109 nightly
$123 total
Nov 1 - Nov 2
Total with taxes and fees
Days Inn by Wyndham Wurtsboro
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 modern building with a curved roof, a covered entrance, and a landscaped garden.
A hotel room with two beds, a large mirror, a nightstand, and a wall clock.

15. Howard Johnson by Wyndham Newburgh/West Point

Howard Johnson by Wyndham Newburgh/West Point
Newburgh
United States
amorn
$87 nightly
$103 total
Nov 1 - Nov 2
Total with taxes and fees
Howard Johnson by Wyndham Newburgh/West Point
A hotel room with a bed, two bedside tables with lamps, a wall-mounted telephone, and a large black and white windmill painting.
A reception area with a counter, a clock, a no cash refunds sign, and a fire alarm.
A lobby with a red sofa, two lamps, a coffee table with flowers, and a wall art piece.
A kitchenette with a microwave, toaster, and coffee maker.

16. Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown
Middletown
United States
Alma
$71 nightly
$83 total
Nov 1 - Nov 2
Total with taxes and fees
Super 8 by Wyndham Middletown
A hotel lobby with a bar area, a television screen displaying news, and decorative metal sculptures.
A store interior with shelves stocked with various snacks and treats, a chalkboard with a message, and a wall with a circular design.
A bar area with a long counter, multiple bar stools, and a variety of bottles.
A hotel room with a kitchenette, a flat-screen TV, a sofa, and a large window with curtains.

17. Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport
Newburgh
United States
Manus
$135 nightly
$160 total
Nov 22 - Nov 23
Total with taxes and fees
Hampton Inn & Suites Newburgh Stewart Airport
A spacious lobby with a stone fireplace, a flat-screen TV, and comfortable seating.
A spacious bar area with a long counter, multiple seating options, and a stone fireplace.
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.

18. Hampton Inn Matamoras/Milford

Hampton Inn Matamoras/Milford
Matamoras
United States
brian
$105 nightly
$114 total
Nov 9 - Nov 10
Total with taxes and fees
Hampton Inn Matamoras/Milford
A neatly made bed with white linens, flanked by two bedside tables with lamps, and two framed paintings on the wall above.
A kitchen with a coffee machine, a trash bin, and a sign for 'Florida's Growers' Pride'.
A hotel lobby with a brown leather sofa, a small table with a lamp, a reception desk, and a television on the wall.
A multi-story hotel with a flat roof, a parking lot, and a covered entrance area.

19. Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook
Montgomery
United States
Ahmed
$74 nightly
$87 total
Nov 16 - Nov 17
Total with taxes and fees
Super 8 by Wyndham Montgomery Maybrook
A large indoor swimming pool with multiple lanes, surrounded by lounge areas with red chairs and umbrellas, and a high ceiling with recessed lighting.
An outdoor bar area with a stainless steel counter, bar stools, and a variety of bottles.
A spacious dining area with long tables and chairs, high ceilings with exposed beams, and hanging pendant lights.
An outdoor seating area with red chairs and tables, a fire pit, and a bar visible through the window.

20. The Alder at Resorts World Catskills

The Alder at Resorts World Catskills
Monticello
United States
John
$156 nightly
$176 total
Nov 26 - Nov 27
Total with taxes and fees
The Alder at Resorts World Catskills
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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.
Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford

120 Rtes 6 & 209 Matamoras PA
$116 nightly
$127 total
Nov 2 - Nov 3
Total with taxes and fees
8.4/10 Very Good! (1,004 reviews)
Best Western Hunt's Landing Hotel Matamoras/Milford
The Thayer Hotel at West Point

The Thayer Hotel at West Point

674 Thayer Road West Point NY
$213 nightly
$252 total
Nov 22 - Nov 23
Total with taxes and fees
9/10 Wonderful! (813 reviews)
The Thayer Hotel at West Point
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

551 Route 211 E Middletown NY
$105 nightly
$125 total
Nov 18 - Nov 19
Total with taxes and fees
9.4/10 Exceptional! (1,002 reviews)
La Quinta Inn & Suites by Wyndham 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

8/10 Good
"The room was clean but hall was less impressive. There was an odor. Staff was cordial but not knowledgeable. Advertisement says, continental breakfast not even hot tea was available."
Philip 1-night trip
Posted 11 hours ago
Ramada by Wyndham Newburgh/West Point

Find out more about Middletown

When you've got to get away to a new or favorite destination without breaking the bank, Middletown awaits with convenient 2 Star hotels and a change of scenery. Scope out a new fave bookstore or park nearby and while away a few hours, or stay on your feet visiting top attractions that draw a handful of devoted visitors to Middletown. You're about to find out why both locals and travelers love this place.

The Right Place at the Ideal Price

2 Star hotels are in high demand in Middletown. 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 suits your vacation style. Stay here and be one of the first guests to 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 journey starts in Middletown.

Book a Two-Star Hotel Today

Book your stay in this popular place today -- Middletown is a destination on the rise. It's no secret that Middletown is a great place to stay, so get the best deals while you can, and get to know exactly what everyone loves about Middletown. Your home away from home is waiting. Book the best deals on 2-star hotels and 2 Star hotels in Middletown now.

Frequently asked questions

How much does it cost to stay in a 2-star hotel in Middletown?
Travelers can find great deals on Middletown 2-star hotels from $83 with Expedia – but remember that prices vary throughout the year. Factors like demand and location can affect hotel prices, and it's often more expensive to stay in Middletown hotels during weekends, holidays and high season. Try searching for 2-star Middletown hotels during midweek to track down the best deals.
What are the most highly rated Middletown 2-star hotels?
La Quinta Inn & Suites by Wyndham Middletown stands out among 2-star hotels, earning an impressive traveler review score of 9.2. Families will appreciate the indoor pool, superb for a fun swim regardless of the weather. Guests often praise the inviting space and attentive service, ensuring a stress-free stay for all visitors.Another great option is the Holiday Inn Express & Suites Middletown - Goshen, which holds a great rating of 8.8. This hotel is particularly appealing for those who love shopping, as it is conveniently located near a vibrant shopping district and outlet centers, making it easy for guests to indulge in retail therapy.For travelers, the Hampton Inn by Hilton Middletown, rated 8.6, offers a comfortable and LGBTQIA-welcoming environment that is superb for couples or business travelers seeking a cozy place to unwind after a busy day. Each of these hotels provides a blend of quality service and convenient amenities, ensuring a pleasant stay for various types of travelers.
Are there 2-star Middletown hotels that offer free breakfast?
In Middletown, the La Quinta Inn & Suites by Wyndham Middletown is a standout option for travelers seeking a cozy and welcoming experience, boasting an outstanding score of 9.2 out of 10 from guests. This delightful hotel offers a complimentary breakfast, allowing you to start your day off right without any extra cost. With its friendly space, it's great for families and those looking for a stress-free stay.Another excellent choice is the Holiday Inn Express & Suites Middletown - Goshen, which has earned a rating of 8.8. This hotel also provides a free continental breakfast, ensuring you have ample fuel for your day's adventures. Its convenient location and attentive service make it a favorite among visitors.Lastly, the Hampton Inn by Hilton Middletown, rated at 8.6, is another option with its complimentary breakfast and a warm, family-friendly ambiance. Each of these hotels combines essential amenities with a touch of comfort, making them ideal for those traveling with children or seeking a quality experience in Middletown.
What 2-star hotels in Middletown have free parking?
In Middletown, the La Quinta Inn & Suites by Wyndham Middletown is a delightful 2-star hotel that promises a comfortable and convenient stay, reflected in its impressive customer review rating of 9.2. This hotel not only offers free self-parking, making it easy for families or travelers with larger vehicles to settle in without hassle, but also provides accessible parking options to ensure everyone feels welcome.Another great choice is the Holiday Inn Express & Suites Middletown - Goshen by IHG, which boasts a review score of 8.8. Guests appreciate its free self-parking amenities and the friendly setting, great for those traveling with children or seeking a laid-back getaway.Lastly, the Hampton Inn by Hilton Middletown, rated at 8.6, also features complimentary self-parking alongside accessible parking options, suiting guests who value ease and convenience during their travels.
Are there family-friendly 2-star hotels in Middletown?
In Middletown, the La Quinta Inn & Suites by Wyndham Middletown is a delightful 2-star hotel that promises a comfortable stay with its friendly space and exceptional customer review rating of 9.2. Families will appreciate the outdoor pool, superb for cooling off after a day of adventure, and the thoughtful provision of free accommodations for children, making it a budget-friendly option for those traveling with kids.Another fantastic choice is the Holiday Inn Express & Suites Middletown - Goshen by IHG, which boasts a great rating of 8.8. This hotel goes the extra mile for families, offering free cribs and connecting rooms, ensuring everyone has ample space to relax. The pool area is thoughtfully designed with child-friendly features, and the nearby theme park adds an exciting option for family outings, enhancing the overall experience.The Hampton Inn by Hilton Middletown also shines with a review score of 8.6. Its family-friendly amenities include free cribs, a sofa bed for added comfort, and connecting rooms to keep everyone together. The inviting pool is a great spot for families to unwind after their adventures.
Are there any 2-star Middletown hotels with a pool?
In Middletown, the La Quinta Inn & Suites by Wyndham Middletown is a fantastic option for travelers seeking a comfortable and enjoyable stay, earning an impressive customer review rating of 9.2 out of 10. This hotel features a lovely indoor pool, superb for a refreshing dip regardless of the weather, and offers easy access for all guests, making it a welcoming choice for families.Another great pick is the Holiday Inn Express & Suites Middletown - Goshen by IHG, which also boasts an indoor pool and has earned an excellent rating of 8.8. With sun loungers available, it's an ideal spot to unwind after a day of exploring the beautiful Hudson Valley.Additionally, the Hampton Inn by Hilton Middletown provides a seasonal outdoor pool, allowing guests to bask in the sun while enjoying a relaxing swim during the warmer months. This hotel holds a review score of 8.6, reflecting its commitment to quality and service.
Can I find pet-friendly 2-star hotels in Middletown?
In Middletown, the La Quinta Inn & Suites by Wyndham Middletown shines as a fantastic option for pet-loving travelers, boasting an impressive customer review rating of 9.2 out of 10. This welcoming hotel not only permits pets, including dogs and cats, but also ensures that you and your furry companions feel right at home. With its comfortable accommodations and attentive service, it's great for families looking to enjoy a laid-back getaway.The Holiday Inn Express & Suites Middletown - Goshen by IHG is another excellent choice for those traveling with pets, featuring a review score of 8.8. This hotel also accommodates pets and provides a friendly atmosphere, making it a great base for exploring the area while enjoying quality time with your loved ones, including your four-legged family members.Lastly, the Hampton Inn by Hilton Middletown, rated 8.6, offers pet-friendly rooms as well, ensuring that your stay is both convenient and comfortable. The welcoming environment is ideal for families, allowing you to relax after a day of adventure in the beautiful surrounding region.
What is the difference between a 2-star Middletown hotel and a 3-star hotel?
With all the home comforts travelers need, 2-star Middletown hotels make a great base for exploring. These hotels are designed for convenience, and usually have comfy rooms, daily housekeeping services, and a 24-hour front desk. Some also have their own restaurant. For travelers who want to take things up a gear, 3-star Middletown hotels might tick all the boxes. These mid-range hotels often have spacious rooms and extra amenities for a relaxing stay, such as a pool, gym, restaurant or bar.

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