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

Find Hotels with Bars in Middletown, NY

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Middletown Hotels with Bars

Tonight
Oct 1 - Oct 2
Tomorrow
Oct 2 - Oct 3
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Middletown hotels with a bar

A landscaped outdoor area with a fire feature, seating, and a pathway.
A modern hotel lobby with a fireplace, comfortable seating, and a television.
A modern bar area with a curved counter, bar stools, and a television screen.
A Courtyard by Marriott hotel with a sign, parking, and landscaped flower beds.

1. Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
Middletown
United States
john
NT$3,222
NT$3,806 total
includes taxes & fees
Oct 28 - Oct 29
Courtyard by Marriott Middletown Goshen
An outdoor patio with a dining table and chairs, a barbecue grill, and a fire pit.
A spacious living area with a stone wall, a flat-screen TV, comfortable seating, and a modern chandelier.
An indoor swimming pool with clear water, surrounded by grey tiled flooring and walls, large windows offering views of the outside, and a lifeguard station with a ladder.
A modern bar area with a stone accent wall, a long wooden bar counter, and a flat-screen TV mounted above the bar.

2. Residence Inn by Marriott Middletown Goshen

Residence Inn by Marriott Middletown Goshen
Middletown
United States
jubert cruz
NT$5,989
NT$7,074 total
includes taxes & fees
Nov 1 - Nov 2
Residence Inn by Marriott Middletown Goshen
A modern bedroom with a four-poster bed, a desk, and a chair.
A room with a grey armchair, a small round table with a black top and gold legs, and a white pedestal lamp.
A multi-story brick building with storefronts on the ground floor.
A staircase with a black handrail and a fire alarm on the wall.

3. Columbus Hotel

Columbus Hotel
Middletown
United States
Joseph
NT$3,701
NT$6,533 total
includes taxes & fees
Oct 20 - Oct 21
Columbus Hotel
A brick exterior with outdoor seating, tables covered with white tablecloths, and brick walls.
A multi-story hotel with balconies, outdoor seating, and a well-lit facade.
A hotel room with a large bed, a desk, a chair, and a TV.
A cozy lounge area with green and blue upholstered chairs, marble tables, and a fireplace.

4. The Orange Inn Boutique Hotel

The Orange Inn Boutique Hotel
Goshen
United States
DENISE
NT$7,359
NT$9,060 total
includes taxes & fees
Oct 5 - Oct 6
The Orange Inn Boutique Hotel
A room with a large, ornate chandelier and a glass partition with intricate metalwork.
A hotel room with a bed, a dresser, a television, and a window with curtains.
A spacious hotel lobby with a high ceiling, chandeliers, and a polished wooden floor.
A cozy living room with a brown sofa, a wooden dresser, and a flat-screen TV.

5. Aspiratinns Hotel & Wellness Center

Aspiratinns Hotel & Wellness Center
Slate Hill
NT$7,168
NT$8,467 total
includes taxes & fees
Oct 4 - Oct 5
Aspiratinns Hotel & Wellness Center
A swimming pool with colorful umbrellas and lounge chairs.
A colorful play area with a check-in counter and a mascot.
A bar area with a long counter, multiple hanging lights, and a variety of bottles.
A restaurant with multiple dining tables and chairs, a central counter with a chef figure, and colorful hanging lights.

6. LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York
Goshen
United States
Kylaia
NT$5,073
NT$10,164 total
includes taxes & fees
Oct 4 - Oct 5
LEGOLAND Hotel NEW York
A Courtyard Marriott hotel with a covered entrance, outdoor seating area, and multiple balconies.
An outdoor patio area with wicker furniture and a stone wall.
A modern hotel room with a flat-screen TV, a desk with drawers, a comfortable sofa, a bed, and a large window with curtains.
A modern living room with a sectional sofa, two armchairs, a coffee table, and a TV.

7. Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport
Newburgh
United States
John
NT$3,764
NT$4,446 total
includes taxes & fees
Nov 1 - Nov 2
Courtyard by Marriott Newburgh Stewart Airport
A modern hotel with a prominent glass facade and a distinctive logo on the building.
A modern bar area with a central island, bar stools, and overhead lighting.
A modern restaurant interior with round tables and booths, pendant lighting, and a view of the street through large windows.
An outdoor seating area with red chairs and tables, a fire pit, and a bar visible through the window.

8. Resorts World Catskills Casino

Resorts World Catskills Casino
Monticello
United States
David
NT$4,755
NT$6,169 total
includes taxes & fees
Oct 12 - Oct 13
Resorts World Catskills Casino
A hotel room with two beds, a desk, a lamp, and a painting on the wall.
Room
A reception area with patterned wallpaper, a wooden counter, a display of magazines, and a door with a view of the outside.
A two-story building with a 'Vacancy' sign and an 'Office' sign, featuring a front porch with steps and potted plants.

9. Rodeway Inn Milford - I-84

Rodeway Inn Milford - I-84
Milford
United States
Jacqueline
NT$2,843
NT$3,099 total
includes taxes & fees
Nov 1 - Nov 2
Rodeway Inn Milford - I-84
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.
An outdoor bar area with a stainless steel counter, bar stools, and a variety of bottles.

10. The Alder at Resorts World Catskills

The Alder at Resorts World Catskills
Monticello
United States
John
NT$4,387
NT$5,754 total
includes taxes & fees
Nov 1 - Nov 2
The Alder at Resorts World Catskills
View all properties

Top Middletown Hotel Reviews

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

10/10 Excellent
"Friendly staff, quick check in, easy parking. Room was clean and comfortable. Easy access to Bear Mountain. Nice restaurant. No elevator in Overlook Lodge so a few trips required to bring luggage upstairs."
Mary 1-night trip
Posted 18 hours ago
Overlook Lodge at Bear Mountain
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 3 days ago
Ramada by Wyndham Newburgh/West Point
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

10/10 Excellent
"Excellent customer service"
john 1-night trip
Posted 5 days ago
Courtyard by Marriott Middletown Goshen
Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown

10/10 Excellent
"Stayed here for our recent Legoland trip. Great location. Clean rooms and helpful polite staff. Overall great experience."
Madeline 2-night trip
Posted 3 weeks ago
Home2 Suites by Hilton Middletown

Frequently asked questions

Searching for hotels with bars in Middletown?
Middletown features 63 hotels and other lodging options to choose from, and likely many will have a bar where you can enjoy a beer after a day out and about exploring. While you're in the area, consider visiting Woodbury Common Premium Outlets.
What are the best hotels with bars in Middletown?
Here are a few of the top Middletown hotels with bars: Courtyard by Marriott Middletown Goshen: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. Residence Inn by Marriott Middletown Goshen: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi. Columbus Hotel: B&B with restaurant. Enjoy the bar, free WiFi, and free parking.
What is there to do in Middletown?
Consider a visit to Woodbury Common Premium Outlets, Paramount Theatre, and Orange County Fair Speedway, and then find a cozy spot for a nightcap. Other places to see include Orange County Fairgrounds and Galleria at Crystal Run. Middletown is popular for its top-notch restaurants.
When is the best time to visit Middletown?
Visiting local bars in Middletown is more fun in good weather. These temperatures and rainfall averages can help you choose the best time for bar hopping. The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Middletown are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.
How can I get to Middletown and around the area?
You might want to make the most of these transportation choices in and around Middletown: Fly into Stewart Intl. Airport (SWF), which is located 17.8 mi (28.7 km) from the city center. If you'd like to explore around the area, consider renting a car to take in more sights.

Explore a world of travel with Expedia