Photo by Vincent Ramundo

Find 2 Star Hotels in Middletown, NY from $66

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Check availability on Middletown 2 Star Hotels

Compare Middletown 2 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Lobby
Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1007)
"Staff were friendly and very helpful and the hotel was well cared after. "
United States
Jason
$95 nightly
The price is $117
Dec 11 - Dec 12
Total with taxes and fees
Hampton Inn Harriman Woodbury
BBQ/picnic area
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 star property
Middletown
8.6 out of 10, Excellent, (1000)
"Friendly staff, clean room and great breakfast "
United States
Janet
$101 nightly
The price is $119
Dec 21 - Dec 22
Total with taxes and fees
Sleep Inn & Suites Middletown - Goshen
Indoor pool
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

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

2.0 star property
New Windsor
8.4 out of 10, Very Good, (1008)
"Fast check in, great parking area. "
United States
Helene
$104 nightly
The price is $118
Dec 1 - Dec 2
Total with taxes and fees
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Restaurant
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1012)
"Parking was very easy, beautiful area, very nice staff"
United States
Elizabeth
$102 nightly
The price is $116
Nov 30 - Dec 1
Total with taxes and fees
Overlook Lodge at Bear Mountain
Room, 1 King Bed, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board
Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

2.5 star property
Monroe
9.4 out of 10, Exceptional, (1002)
"The best hotel in town"
United States
Yehuda
$98 nightly
The price is $111
Dec 14 - Dec 15
Total with taxes and fees
Sleep Inn & Suites Monroe - Woodbury
Exterior
Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 star property
Chester
8.6 out of 10, Excellent, (1002)
"Great for a quick stay 👍"
United States
Jerry
$78 nightly
The price is $93
Nov 30 - Dec 1
Total with taxes and fees
Holiday Inn Express Hotel & Suites Chester by IHG
Room, 2 Queen Beds, Non Smoking | In-room safe, desk, iron/ironing board, free cribs/infant beds
Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro

2.0 star property
Wurtsboro
7.6 out of 10, Good, (583)
"Perfect for our stay "
United States
Ines
$76 nightly
The price is $85
Nov 24 - Nov 25
Total with taxes and fees
Days Inn by Wyndham Wurtsboro
Reception
Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport

2.5 star property
Newburgh
9.2 out of 10, Wonderful, (971)
"Clean great staff great breakfast pool area warm "
United States
LaRhonda
$107 nightly
The price is $127
Dec 21 - Dec 22
Total with taxes and fees
Hampton Inn & Suites Newburgh Stewart Airport
Room, 1 King Bed, Accessible, Bathtub | In-room safe, desk, laptop workspace, blackout drapes
Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown

2.5 star property
Middletown
6.2 out of 10, (1004)
"Great location, a little aged but ok for the price."
United States
Rickey
$71 nightly
The price is $83
Nov 30 - Dec 1
Total with taxes and fees
Super 8 by Wyndham Middletown
Lobby
Hampton Inn Matamoras/Milford

Hampton Inn Matamoras/Milford

2.5 star property
Matamoras
8.8 out of 10, Excellent, (1006)
"Love staying here"
United States
Jo-Ann
$87 nightly
The price is $95
Dec 7 - Dec 8
Total with taxes and fees
Hampton Inn Matamoras/Milford
Exterior
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

2.5 star property
Middletown
8.6 out of 10, Excellent, (1002)
"Nice quiet place The workout center and breakfast were both lovely and the location was easy to find "
United States
Rachael
$80 nightly
The price is $94
Dec 2 - Dec 3
Total with taxes and fees
Hampton Inn by Hilton Middletown
Lobby
Howard Johnson by Wyndham Newburgh/West Point

Howard Johnson by Wyndham Newburgh/West Point

2.0 star property
Newburgh
6.0 out of 10, (1005)
"Room was very clean, Friendly staff, easy ck in and out. "
United States
Shirlia
$56 nightly
The price is $66
Dec 1 - Dec 2
Total with taxes and fees
Howard Johnson by Wyndham Newburgh/West Point
Desk, iron/ironing board, free cribs/infant beds, free rollaway beds
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

2.0 star property
Newburgh
5.4 out of 10, (1004)
"Clean rooms & beds, friendly staff, easy parking"
United States
Krystal
$76 nightly
The price is $89
Nov 23 - Nov 24
Total with taxes and fees
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
In-room safe, desk, iron/ironing board, free cribs/infant beds
Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook

2.5 star property
Montgomery
6.4 out of 10, (1004)
"Nice place"
United States
Jason
$64 nightly
The price is $72
Dec 7 - Dec 8
Total with taxes and fees
Super 8 by Wyndham Montgomery Maybrook
Breakfast area
Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

2.0 star property
Newburgh
5.0 out of 10, (1002)
"Parking, easy checking in "
United States
Ian
$93 nightly
The price is $109
Nov 24 - Nov 25
Total with taxes and fees
Ramada by Wyndham Newburgh/West Point
Free daily full breakfast
Holiday Inn Express West Point by IHG

Holiday Inn Express West Point by IHG

2.5 star property
Fort Montgomery
9.2 out of 10, Wonderful, (204)
"Wonderful stay…excellent staff!"
United States
John
$107 nightly
The price is $121
Dec 18 - Dec 19
Total with taxes and fees
Holiday Inn Express West Point by IHG
Room, 2 Double Beds, Non Smoking | Desk, blackout drapes, iron/ironing board, free WiFi
Americas Best Value Inn at Central Valley-Woodbury

Americas Best Value Inn at Central Valley-Woodbury

2.0 star property
Central Valley
7.2 out of 10, Good, (1006)
"Room was perfect, motel in good location, excellent value"
United States
Paul
$85 nightly
The price is $105
Nov 23 - Nov 24
Total with taxes and fees
Americas Best Value Inn at Central Valley-Woodbury
View from property
Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown

2.5 star property
Goshen
8.8 out of 10, Excellent, (1001)
"This place is fantastic from the staff to the rooms. Very clean. Will definitely stay here again."
United States
Linda
$97 nightly
The price is $119
Dec 3 - Dec 4
Total with taxes and fees
Fairfield Inn & Suites by Marriott Goshen Middletown
Exterior
Hampton Inn Monticello

Hampton Inn Monticello

2.5 star property
Monticello
9.4 out of 10, Exceptional, (608)
"Good location. "
United States
Shu Mei
$150 nightly
The price is $169
Nov 30 - Dec 1
Total with taxes and fees
Hampton Inn Monticello
Premium Double Room | In-room dining
FairBridge Inn & Suites at West Point

FairBridge Inn & Suites at West Point

2.0 star property
Highland Falls
6.2 out of 10, (787)
"Staff was great, quiet area, super close to West Point."
United States
Katherine
$101 nightly
The price is $114
Nov 23 - Nov 24
Total with taxes and fees
FairBridge Inn & Suites at 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.
The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

5 Lakeside Rd Newburgh NY
$109 nightly
The price is $129 total per night from Nov 23 to Nov 24
$129 total
Nov 23 - Nov 24
Total with taxes and fees
7/10 Good! (684 reviews)
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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
Route 17 in ny is a great road to view the fall foliage
Photo by Vincent Ramundo
Open Photo by Vincent Ramundo

Top Middletown Hotel Reviews

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

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

10/10 Excellent
"Fast check in, great parking area. "
Helene 1-night trip
Posted 6 days ago
Red Roof Inn & Suites Newburgh – Stewart Airport/ 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 $66 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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