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

Middletown Bar Hotel

  • 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 Bar Hotel

Tonight
6 Oct - 7 Oct
Tomorrow
7 Oct - 8 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

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
HK$794
HK$938 total
includes taxes & fees
28 Oct - 29 Oct
Courtyard by Marriott Middletown Goshen
An outdoor patio with a dining table and chairs, a barbecue grill, and a fire pit.
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.
A spacious living area with a stone wall, a flat-screen TV, comfortable seating, and a modern chandelier.

2. Residence Inn by Marriott Middletown Goshen

Residence Inn by Marriott Middletown Goshen
Middletown
United States
jubert cruz
HK$1,475
HK$1,743 total
includes taxes & fees
1 Nov - 2 Nov
Residence Inn by Marriott Middletown Goshen
A modern bedroom with a four-poster bed, a desk, and a chair.
A staircase with a black handrail and a fire alarm on the wall.
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.

3. Columbus Hotel

Columbus Hotel
Middletown
United States
Joseph
HK$902
HK$1,598 total
includes taxes & fees
13 Oct - 14 Oct
Columbus Hotel
A swimming pool with colorful umbrellas and lounge chairs.
A hotel room with a large bed, a bookshelf, a mural, and a window with curtains.
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.

4. LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York
Goshen
United States
Kylaia
HK$849
HK$2,031 total
includes taxes & fees
1 Nov - 2 Nov
LEGOLAND Hotel NEW York
A brick exterior with outdoor seating, tables covered with white tablecloths, and brick walls.
A lobby with green and blue upholstered chairs, a Christmas tree, and a bar area with red bar stools.
A cozy lounge area with green and blue upholstered chairs, marble tables, and a fireplace.
A hotel room with a large bed, a desk, a chair, and a TV.

5. The Orange Inn Boutique Hotel

The Orange Inn Boutique Hotel
Goshen
United States
DENISE
HK$1,813
HK$2,232 total
includes taxes & fees
26 Oct - 27 Oct
The Orange Inn Boutique Hotel
A spacious dining area with multiple tables and chairs, a stone wall with a mounted deer head, and a fireplace.
A large, multi-story stone building with a prominent arched entrance and multiple windows.
A table set for a formal event with candles, flowers, and glassware.
A wooden reception desk with a man standing behind it, a staircase, and a wooden interior.

6. Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
Bear Mountain
United States
randall
HK$683
HK$841 total
includes taxes & fees
3 Nov - 4 Nov
Overlook Lodge at Bear Mountain
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.
An indoor swimming pool with clear water, tiled floor, and a few lounge chairs.
A modern restaurant interior with round tables and booths, pendant lighting, and a view of the street through large windows.

7. Resorts World Catskills Casino

Resorts World Catskills Casino
Monticello
United States
David
HK$1,171
HK$1,520 total
includes taxes & fees
28 Oct - 29 Oct
Resorts World Catskills Casino
A room with a large, ornate chandelier and a glass partition with intricate metalwork.
A large, multi-story building with a red roof and a central tower.
A hotel room with a bed, a dresser, a television, and a window with curtains.
A cozy living room with a brown sofa, a wooden dresser, and a flat-screen TV.

8. Aspiratinns Hotel & Wellness Center

Aspiratinns Hotel & Wellness Center
Slate Hill
United States
Michele
HK$1,766
HK$2,086 total
includes taxes & fees
8 Oct - 9 Oct
Aspiratinns Hotel & Wellness Center
A hotel room with two beds, a desk, a lamp, and a painting on the wall.
A motel entrance with a blue awning, a metal staircase, and hanging flower baskets.
Room
A reception area with patterned wallpaper, a wooden counter, a display of magazines, and a door with a view of the outside.

9. Rodeway Inn Milford - I-84

Rodeway Inn Milford - I-84
Milford
United States
Jacqueline
HK$700
HK$763 total
includes taxes & fees
4 Nov - 5 Nov
Rodeway Inn Milford - I-84
A Courtyard Marriott hotel with a covered entrance, outdoor seating area, and multiple balconies.
A modern hotel room with a flat-screen TV, a desk with drawers, a comfortable sofa, a bed, and a large window with curtains.
An outdoor patio area with wicker furniture and a stone wall.
A modern living room with a sectional sofa, two armchairs, a coffee table, and a TV.

10. Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport
Newburgh
United States
Trevor
HK$1,094
HK$1,292 total
includes taxes & fees
1 Nov - 2 Nov
Courtyard by Marriott Newburgh Stewart Airport
View all properties

Top Middletown Hotel Reviews

The Thayer Hotel at West Point

The Thayer Hotel at West Point

8/10 Good
"The amenity fees were very high, and didn’t include much. I only had coffee, and don’t understand why they called it “complimentary” since it was part of the “amenities”."
Francine 2-night trip
Posted 6 hours ago
The Thayer Hotel at West Point
Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

10/10 Excellent
"Very accommodating staff, they were able to move me to a room that didn't require stairs because I had a rolling cart with gear I needed to bring inside each night. I had to add a night to my reservation, so I bought another night there on Hotels.com, and they simply kept me in my same room so I didn't need to move anything. It was great! Good coffee available in the morning, easy location to get in and out of. They were actively renovating the property while I was there, so I don't count that towards the cleanliness of the property; everything was very clean, even while under renovation. Will stay again when needed!"
Brian 1-night trip
Posted 12 hours ago
Ramada by Wyndham Newburgh/West Point
Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford

10/10 Excellent
"We very much enjoyed our stay at this location. The staff was efficient and professional, our room was very clean and fresh smelling, the bed was comfortable and our room was quiet. The breakfast options were great and the host kept everything refilled as necessary. It's also in a good location. We would definitely stay there again."
Stan 1-night trip
Posted 1 day ago
Best Western Hunt's Landing Hotel Matamoras/Milford

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 unwind with a late-night cocktail. While you're in the area, consider visiting Woodbury Common Premium Outlets.
What are the best hotels with bars in Middletown?
Here's some 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 cosy 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 when the weather is good. These temperatures and rainfall averages can help you determine the best time for bar-hopping. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Middletown are January, February, March and April, with each month seeing an average of 16 cm 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 Newburgh, NY (SWF-Stewart Intl.), which is located 17.8 mi (28.7 km) from the heart of the city. If you'd like to explore around the area, you may want a rental car for your journey.

Explore a world of travel with Expedia