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
9 Oct - 10 Oct
Tomorrow
10 Oct - 11 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 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
Kim
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 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 kitchen with a stainless steel sink, a coffee maker, a bottle of hand soap, a paper towel dispenser, and a microwave.

3. Columbus Hotel

Columbus Hotel
Middletown
United States
Joseph
HK$903
HK$1,598 total
includes taxes & fees
13 Oct - 14 Oct
Columbus Hotel
A swimming pool with colorful umbrellas and lounge chairs.
A restaurant with multiple dining tables and chairs, a central counter with a chef figure, and colorful hanging lights.
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.

4. LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York
Goshen
United States
Kylaia
HK$999
HK$2,208 total
includes taxes & fees
12 Oct - 13 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
12 Oct - 13 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
michael
HK$1,228
HK$1,584 total
includes taxes & fees
9 Nov - 10 Nov
Resorts World Catskills Casino
A room with a large, ornate chandelier and a glass partition with intricate metalwork.
Lift
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.

7. Aspiratinns Hotel & Wellness Center

Aspiratinns Hotel & Wellness Center
Slate Hill
United States
Michele
HK$1,971
HK$2,328 total
includes taxes & fees
19 Oct - 20 Oct
Aspiratinns Hotel & Wellness Center
A dining area with brick flooring, large arched windows, and outdoor seating visible through the windows.
A dining area with a fireplace, white tablecloths, and a variety of decorative plates on the walls.
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.

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 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 wooden reception desk with a man standing behind it, a staircase, and a wooden interior.
A large outdoor swimming pool surrounded by trees and a covered pavilion.

9. Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
Bear Mountain
United States
randall
HK$911
HK$1,076 total
includes taxes & fees
3 Nov - 4 Nov
Overlook Lodge at Bear Mountain
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 two-story building with a 'Vacancy' sign and an 'Office' sign, featuring a front porch with steps and potted plants.

10. Rodeway Inn Milford - I-84

Rodeway Inn Milford - I-84
Milford
United States
Jacqueline
HK$700
HK$763 total
includes taxes & fees
8 Nov - 9 Nov
Rodeway Inn Milford - I-84
View all properties

Top Middletown Hotel Reviews

The Thayer Hotel at West Point

The Thayer Hotel at West Point

10/10 Excellent
"Incredible staff. Great location. Attention to guests superlative.West Point tours were fantastic. Only complaint was that it is extremely pricey. Which is understandable considering where we stayed. We ate there for 2 dinners, one lunch, and 1 breakfast. Meals are expensive but were great except for a breakfast that was stone-cold for $24 each."
Cameron 3-night trip
Posted 11 hours ago
The Thayer Hotel at West Point
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

10/10 Excellent
"A+"
Kanwarpreet 2-night trip
Posted 2 days ago
Overlook Lodge at Bear Mountain

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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