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Find Hotels with Bar in Middletown, NY from CA $138

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Check availability on Middletown Hotels with Bar

Tonight
Sep 30 - Oct 1
Tomorrow
Oct 1 - Oct 2
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 bar area with a curved counter, bar stools, and a television screen.
A modern hotel lobby with a seating area, large windows, 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
CA $144
CA $170 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.
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 lobby with modern seating, a stone accent wall, and large windows offering views.
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
CA $292
CA $345 total
includes taxes & fees
Oct 25 - Oct 26
Residence Inn by Marriott Middletown Goshen
A modern bedroom with a four-poster bed, a desk, and a chair.
A multi-story brick building with storefronts on the ground floor.
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.

3. Columbus Hotel

Columbus Hotel
Middletown
United States
Joseph
CA $141
CA $264 total
includes taxes & fees
Oct 1 - Oct 2
Columbus Hotel
A brick exterior with outdoor seating, tables covered with white tablecloths, and brick walls.
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.
A lobby with green and blue upholstered chairs, a Christmas tree, and a bar area with red bar stools.

4. The Orange Inn Boutique Hotel

The Orange Inn Boutique Hotel
Goshen
United States
DENISE
CA $328
CA $404 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 cozy living room with a brown sofa, a wooden dresser, and a flat-screen TV.
A spacious hotel lobby with a high ceiling, chandeliers, and a polished wooden floor.
A large, multi-story building with a red roof and a central tower.

5. Aspiratinns Hotel & Wellness Center

Aspiratinns Hotel & Wellness Center
Slate Hill
CA $319
CA $377 total
includes taxes & fees
Oct 1 - Oct 2
Aspiratinns Hotel & Wellness Center
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 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
CA $226
CA $453 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.
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.
A hotel lobby with a seating area, a bar, and a view of the city.

7. Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport
Newburgh
United States
John
CA $190
CA $225 total
includes taxes & fees
Oct 4 - Oct 5
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.
An outdoor seating area with red chairs and tables, a fire pit, and a bar visible through the window.
A modern restaurant interior with round tables and booths, pendant lighting, and a view of the street through large windows.

8. Resorts World Catskills Casino

Resorts World Catskills Casino
Monticello
United States
David
CA $212
CA $275 total
includes taxes & fees
Oct 1 - Oct 2
Resorts World Catskills Casino
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.
A two-story building with a 'Vacancy' sign and an 'Office' sign, featuring a front porch with steps and potted plants.
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
CA $134
CA $146 total
includes taxes & fees
Oct 7 - Oct 8
Rodeway Inn Milford - I-84
An indoor swimming pool with a central column, tiled floor, and a skylight above.
An outdoor seating area with red chairs and tables, a fire pit, and a bar visible through the window.
A reception area with a wooden reception desk, a chandelier, and a sign that reads "AWANA SPA & WELLNESS".
A spacious dining area with long tables and chairs, high ceilings with exposed beams, and hanging pendant lights.

10. The Alder at Resorts World Catskills

The Alder at Resorts World Catskills
Monticello
United States
John
CA $209
CA $272 total
includes taxes & fees
Oct 1 - Oct 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 6 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 4 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.

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