Beautiful Autumn View in Bear Mountain State Park

Find 2 Star Hotels in Middletown, NY from $81

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Middletown 2 Star Hotels

Next weekend
Aug 7 - Aug 9
In two weeks
Aug 14 - Aug 16

Our top choices for Middletown 2-star hotels

Free continental breakfast on weekdays

1. Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.8 out of 10, Excellent, (1,102 reviews)
"The hotel was very clean and staff were super nice. The complimentary breakfast was excellent. Will love to stay here during my next visit. "
United States
Qasim
$115 nightly
The price is $136
Sep 1 - Sep 2
Total with taxes and fees
Sleep Inn & Suites Middletown - Goshen
Lobby

2. Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point
2.0 star property
Newburgh
4.8 out of 10, (1,003 reviews)
"The staff were great especially on a booked evening"
United States
Shivona
$71 nightly
The price is $84
Aug 2 - Aug 3
Total with taxes and fees
Ramada by Wyndham Newburgh/West Point
Restaurant

3. Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1,003 reviews)
"Probably one of the best spots to stay in the Hudson Valley."
United States
Ben
$142 nightly
The price is $175
Aug 2 - Aug 3
Total with taxes and fees
Overlook Lodge at Bear Mountain
Exterior

4. 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, (1,013 reviews)
"Great staff and cleanliness."
United States
Donald
$115 nightly
The price is $142
Aug 30 - Aug 31
Total with taxes and fees
Holiday Inn Express Hotel & Suites Chester by IHG
Room, 1 King Bed, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board

5. Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury
2.5 star property
Monroe
9.4 out of 10, Exceptional, (1,097 reviews)
"So cozy and clean will be staying there again !"
United States
Crysta
$111 nightly
The price is $125
Aug 30 - Aug 31
Total with taxes and fees
Sleep Inn & Suites Monroe - Woodbury
Indoor pool

6. 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, (1,000 reviews)
"Great stay"
United States
Guilande
$99 nightly
The price is $117
Aug 2 - Aug 3
Total with taxes and fees
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Lobby

7. Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1,123 reviews)
"The property is new, clean room, nice staff, good breakfast, easy parking."
United States
Danen
$119 nightly
The price is $146
Sep 1 - Sep 2
Total with taxes and fees
Hampton Inn Harriman Woodbury
Lobby

8. Best Western Monticello

Best Western Monticello
2.5 star property
Monticello
8.2 out of 10, Very Good, (1,005 reviews)
"Just a great place to be"
United States
Maxwell
$154 nightly
The price is $174
Aug 10 - Aug 11
Total with taxes and fees
Best Western Monticello
Lobby

9. Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
8.4 out of 10, Very Good, (95 reviews)
"Such a large room and I can’t say enough about the friendly staff and cleanliness!! Will stay again!"
United States
Sarah
$99 nightly
The price is $121
Aug 31 - Sep 1
Total with taxes and fees
Comfort Suites Central Valley - Woodbury
Double Room, 2 Double Beds | Desk, iron/ironing board (on request), cribs (free)

10. 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
5.6 out of 10, (1,002 reviews)
"Staff at front desk was very kind thoughtful and helpful at check-in"
United States
Steven
$71 nightly
The price is $83
Sep 1 - Sep 2
Total with taxes and fees
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
Free daily English breakfast

11. Tru by Hilton Middletown

Tru by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,004 reviews)
"Great stay, friendly staff and clean property. would definitely recommend."
United States
Anurag
$103 nightly
The price is $121
Aug 9 - Aug 10
Total with taxes and fees
Tru by Hilton Middletown
In-room safe, desk, iron/ironing board (on request), cribs (free)

12. Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook
2.5 star property
Montgomery
6.4 out of 10, (1,002 reviews)
"Hotel is outdated, needs repair, but staff is great "
United States
Natalya
$68 nightly
The price is $81
Sep 1 - Sep 2
Total with taxes and fees
Super 8 by Wyndham Montgomery Maybrook
Indoor pool

13. The Alder at Resorts World Catskills

The Alder at Resorts World Catskills
2.0 star property
Monticello
8.2 out of 10, Very Good, (247 reviews)
"For an overnight stay, it was great. Modern, clean rooms, staff was pleasant, there was a bar in the lobby area, and casino a few steps away."
United States
Angela
$170 nightly
The price is $193
Aug 3 - Aug 4
Total with taxes and fees
The Alder at Resorts World Catskills
Lobby

14. Howard Johnson by Wyndham Newburgh/West Point

Howard Johnson by Wyndham Newburgh/West Point
2.0 star property
Newburgh
6.2 out of 10, (1,000 reviews)
"Clean room and friendly staff"
United States
Layda
$83 nightly
The price is $98
Sep 1 - Sep 2
Total with taxes and fees
Howard Johnson by Wyndham Newburgh/West Point
Lobby

15. Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.4 out of 10, Very Good, (1,002 reviews)
"We were only here for a quick one night stop but the breakfast was excellent, rooms spacious and clean"
United States
Garon
$98 nightly
The price is $115
Aug 24 - Aug 25
Total with taxes and fees
Hampton Inn by Hilton Middletown
Lobby

16. Hampton Inn Matamoras/Milford

Hampton Inn Matamoras/Milford
2.5 star property
Matamoras
8.6 out of 10, Excellent, (1,001 reviews)
"Safe, clean, convenient place overall."
United States
Denis
$105 nightly
The price is $115
Aug 23 - Aug 24
Total with taxes and fees
Hampton Inn Matamoras/Milford
Exterior

17. Holiday Inn Express West Point by IHG

Holiday Inn Express West Point by IHG
2.5 star property
Fort Montgomery
9.0 out of 10, Wonderful, (282 reviews)
"Wonderful stay"
United States
Man
$106 nightly
The price is $125
Aug 31 - Sep 1
Total with taxes and fees
Holiday Inn Express West Point by IHG
Exterior

18. Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG
2.5 star property
Montgomery
8.6 out of 10, Excellent, (897 reviews)
"Our stay for a day was great."
United States
Chime
$99 nightly
The price is $112
Aug 30 - Aug 31
Total with taxes and fees
Holiday Inn Express & Suites Montgomery by IHG
Exterior

19. Holiday Inn Express & Suites Middletown - Goshen by IHG

Holiday Inn Express & Suites Middletown - Goshen by IHG
2.5 star property
Middletown
8.8 out of 10, Excellent, (748 reviews)
"Great stay for families"
United States
Jade
$116 nightly
The price is $137
Aug 23 - Aug 24
Total with taxes and fees
Holiday Inn Express & Suites Middletown - Goshen by IHG
Lobby

20. Quality Inn near Mountain Creek

Quality Inn near Mountain Creek
2.5 star property
Vernon
7.6 out of 10, Good, (1,001 reviews)
"Hotel was clean and the staff was pleasant. Included breakfast was a pretty good variety, although the dining room was small. This is the probably nicest motel/hotel in the area other than the resort and was a good value. I would definitely stay there again."
United States
Ellen
Quality Inn near Mountain Creek
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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
$133 nightly
The price is $145 total per night from Aug 9 to Aug 10
$145 total
Aug 9 - Aug 10
Total with taxes and fees
8.6/10 Excellent! (1,002 reviews)
Still don't see what you're looking for?
See all properties in Middletown.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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
Beautiful Autumn View in Bear Mountain State Park

Top Middletown Hotel Reviews

Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

10/10 Excellent
"The staff were great especially on a booked evening"
Shivona 1-night trip
Posted 4 days 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 $81 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.

Explore a world of travel with Expedia