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

Middletown Bar Hotel

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Check availability on Middletown Bar Hotel

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Middletown hotels with a bar

A landscaped outdoor area with a fire feature, seating, and a pathway.

1. Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.4 out of 10, Very good, (1,003 reviews)
"Great place"
United States
marc
The price is HK$794
HK$937 total
includes taxes & fees
8 Nov - 9 Nov
Courtyard by Marriott Middletown Goshen
An outdoor patio with a dining table and chairs, a barbecue grill, and a fire pit.

2. Residence Inn by Marriott Middletown Goshen

Residence Inn by Marriott Middletown Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (352 reviews)
"The place is great and staff are above and beyond. Definitely coming back"
United States
jubert cruz
The price is HK$1,475
HK$1,742 total
includes taxes & fees
15 Nov - 16 Nov
Residence Inn by Marriott Middletown Goshen
A modern bedroom with a four-poster bed, a desk, and a chair.

3. Columbus Hotel

Columbus Hotel
3.0 star property
Middletown
5.0 out of 10, (12 reviews)
"Looks nothing like the pictures shown, a completely different room than what they advertise"
United States
Donald
The price is HK$1,067
HK$1,837 total
includes taxes & fees
29 Oct - 30 Oct
Columbus Hotel
A historic building with a prominent tower, a paved courtyard, and a well-lit entrance.

4. Aspiratinns Hotel & Wellness Center

Aspiratinns Hotel & Wellness Center
3.0 star property
Slate Hill
9.0 out of 10, Wonderful, (4 reviews)
"Great place to stay. The owners were gracious and welcoming. I will stay there again."
United States
Lezode
The price is HK$1,970
HK$2,327 total
includes taxes & fees
29 Oct - 30 Oct
Aspiratinns Hotel & Wellness Center
A swimming pool with colorful umbrellas and lounge chairs.

5. LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York
3.0 star property
Goshen
8.2 out of 10, Very good, (135 reviews)
"Love this place and so does my kids. The food is not good so make sure you eat off the resort and out of the park"
United States
danielle
The price is HK$999
HK$2,208 total
includes taxes & fees
1 Nov - 2 Nov
LEGOLAND Hotel NEW York
A multi-story hotel with balconies, outdoor seating, and a well-lit facade.

6. The Orange Inn Boutique Hotel

The Orange Inn Boutique Hotel
2.0 star property
Goshen
9.8 out of 10, Exceptional, (180 reviews)
"Perfect place to stay for a weekend getaway."
United States
DENISE
The price is HK$1,877
HK$2,311 total
includes taxes & fees
16 Nov - 17 Nov
The Orange Inn Boutique Hotel
A modern hotel with a prominent glass facade and a distinctive logo on the building.

7. Resorts World Catskills Casino

Resorts World Catskills Casino
4.5 star property
Monticello
8.8 out of 10, Excellent, (1,290 reviews)
"Great place to stay"
United States
Lagarian
The price is HK$1,334
HK$1,704 total
includes taxes & fees
1 Nov - 2 Nov
Resorts World Catskills Casino
A two-story building with a red and white exterior, a central staircase, and a small garden area with benches.

8. Tom Quick Inn

Tom Quick Inn
3.5 star property
Milford
9.0 out of 10, Wonderful, (197 reviews)
"everything was very good we love going to milford and staying at both of your hotels"
United States
GERALDINE
The price is HK$831
HK$921 total
includes taxes & fees
1 Nov - 2 Nov
Tom Quick Inn
A dining area with brick flooring, large arched windows, and outdoor seating visible through the windows.

9. Stagecoach Inn

Stagecoach Inn
3.5 star property
Goshen
9.6 out of 10, Exceptional, (79 reviews)
"We only stayed one night, but it was very comfortable and the staff was friendly. "
United States
Kathryn
The price is HK$2,391
HK$2,944 total
includes taxes & fees
8 Nov - 9 Nov
Stagecoach Inn
A hotel room with two beds, a desk, a lamp, and a painting on the wall.

10. Rodeway Inn Milford - I-84

Rodeway Inn Milford - I-84
2.0 star property
Milford
7.8 out of 10, Good, (443 reviews)
"Nice stay"
United States
Jacqueline
The price is HK$700
HK$763 total
includes taxes & fees
26 Nov - 27 Nov
Rodeway Inn Milford - I-84
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Middletown Hotel Reviews

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

8/10 Good
"Great place, but was super crowded."
Mike P 1-night trip
Posted 19 hours 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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