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

Middletown Bar Hotel

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Check availability on Middletown Bar Hotel

Tonight
19 Oct - 20 Oct
Tomorrow
20 Oct - 21 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

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 hotel lobby with a seating area, large windows, and a television screen.
A modern bar area with a curved counter, bar stools, and a television screen.

1. Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
Middletown
United States
marc
HK$794
HK$938 total
includes taxes & fees
1 Nov - 2 Nov
Courtyard by Marriott Middletown Goshen
An outdoor patio with a dining table and chairs, a barbecue grill, and a fire pit.
A modern bar area with a stone accent wall, a long wooden bar counter, and a flat-screen TV mounted above the bar.
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 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
8 Nov - 9 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 kitchen with a stainless steel sink, a coffee maker, a bottle of hand soap, a paper towel dispenser, and a microwave.
A multi-story brick building with storefronts on the ground floor.

3. Columbus Hotel

Columbus Hotel
Middletown
United States
Donald
HK$769
HK$1,447 total
includes taxes & fees
20 Oct - 21 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 restaurant with multiple dining tables and chairs, a central counter with a chef figure, and colorful hanging lights.

4. LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York
Goshen
United States
Kylaia
HK$999
HK$2,208 total
includes taxes & fees
25 Oct - 26 Oct
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 hotel room with a large bed, a desk, a chair, and a TV.
A multi-story hotel with balconies, outdoor seating, and a well-lit facade.

5. The Orange Inn Boutique Hotel

The Orange Inn Boutique Hotel
Goshen
United States
DENISE
HK$1,899
HK$2,338 total
includes taxes & fees
29 Oct - 30 Oct
The Orange Inn Boutique Hotel
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 outdoor seating area with red chairs and tables, a fire pit, and a bar visible through the window.
An indoor swimming pool with clear water, tiled floor, and a few lounge chairs.

6. Resorts World Catskills Casino

Resorts World Catskills Casino
Monticello
United States
Lagarian
HK$1,397
HK$1,775 total
includes taxes & fees
21 Oct - 22 Oct
Resorts World Catskills Casino
A hotel room with two beds, a desk, a lamp, and a painting on the wall.
A reception area with patterned wallpaper, a wooden counter, a display of magazines, and a door with a view of the outside.
A motel entrance with a blue awning, a metal staircase, and hanging flower baskets.
Room

7. Rodeway Inn Milford - I-84

Rodeway Inn Milford - I-84
Milford
United States
Jacqueline
HK$700
HK$763 total
includes taxes & fees
17 Nov - 18 Nov
Rodeway Inn Milford - I-84
A dining area with brick flooring, large arched windows, and outdoor seating visible through the windows.
A spacious hallway with wooden flooring, a chandelier, and a large window with a view of greenery.
A large, two-story house with a covered patio area and a well-maintained lawn.
A dining area with a fireplace, white tablecloths, and a variety of decorative plates on the walls.

8. Stagecoach Inn

Stagecoach Inn
Goshen
United States
Kathryn
HK$2,392
HK$2,945 total
includes taxes & fees
5 Nov - 6 Nov
Stagecoach Inn
A spacious lobby with a grand chandelier, a double door entrance, and a seating area with sofas and a coffee table.
A cozy living room with a brown sofa, a wooden dresser, and a flat-screen TV.
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.

9. Aspiratinns Hotel & Wellness Center

Aspiratinns Hotel & Wellness Center
Slate Hill
United States
Eric
HK$1,971
HK$2,328 total
includes taxes & fees
20 Oct - 21 Oct
Aspiratinns Hotel & Wellness Center
A bar area with a curved counter, multiple hanging pendant lights, and a variety of bottles and glasses on shelves.
A two-story building with a red and white exterior, a central staircase, and a small garden area with benches.
A room with a wooden floor, a white armchair, a wooden cabinet, a television mounted on the wall, and a window with curtains.
A cozy hotel room with a wooden floor, a striped sofa, a wooden coffee table, a chair, a lamp, and a painting on the wall.

10. Tom Quick Inn

Tom Quick Inn
Milford
United States
GERALDINE
HK$831
HK$922 total
includes taxes & fees
1 Nov - 2 Nov
Tom Quick Inn
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Top Middletown Hotel Reviews

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

10/10 Excellent
"Room was very clean 👌 wonderful staff highly recommended!!! Will be staying there again in the future. Pool & whirlpool A++"
Adam 1-night trip
Posted 2 hours ago
Courtyard by Marriott Middletown Goshen
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

10/10 Excellent
"It was a very scenic area and the hotel was really clean and comfortable. Lots a things to do in the area."
Danielle 1-night trip
Posted 20 hours ago
Overlook Lodge at Bear Mountain
Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford

10/10 Excellent
"Only got to stay there for a night because of my sons football game, but we did enjoy a great night's sleep on comfortable beds, a nice swim in there pool, and a delicious breakfast in the morning. Kinda wish we had more time to enjoy it more. Only thing is it was expensive. If it was a tad cheaper we woulda stayed another night."
Michael 1-night trip
Posted 23 hours ago
Best Western Hunt's Landing Hotel Matamoras/Milford
The Thayer Hotel at West Point

The Thayer Hotel at West Point

10/10 Excellent
"It is a true honor to stay at such a magnificent hotel with such a rich history. It would be fascinating to learn the unique story behind each room."
Jane 1-night trip
Posted 1 day ago
The Thayer Hotel at West Point
Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

8/10 Good
"Fine basic motel. Lots of parking, easy access to highway, lots of places to eat nearby. Bed was very comfortable."
Justin Robert 2-night trip
Posted 1 day ago
Ramada by Wyndham Newburgh/West Point

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.

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