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Find Hotels with Bar in Montgomery, NY from CA $155

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Check availability on Montgomery Hotels with Bar

Tonight
Sep 9 - Sep 10
Tomorrow
Sep 10 - Sep 11
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

Our top choices for Montgomery hotels with a bar

A Courtyard Marriott hotel with a covered entrance, outdoor seating area, and multiple balconies.
An outdoor patio area with wicker furniture and a stone wall.
A hotel lobby with a seating area, a bar, and a view of the city.
A modern hotel room with a flat-screen TV, a desk with drawers, a comfortable sofa, a bed, and a large window with curtains.

1. Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport
Newburgh
United States
John
CA $151
CA $179 total
includes taxes & fees
Oct 4 - Oct 5
Courtyard by Marriott Newburgh Stewart Airport
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 Courtyard by Marriott hotel with a sign, parking, and landscaped flower beds.
A modern hotel lobby with a seating area, large windows, and a television screen.

2. Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
Middletown
United States
Jason
CA $139
CA $165 total
includes taxes & fees
Sep 13 - Sep 14
Courtyard by Marriott Middletown Goshen
An outdoor patio with a dining table and chairs, a barbecue grill, and a fire pit.
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.
A spacious living area with a stone wall, a flat-screen TV, comfortable seating, and a modern chandelier.

3. Residence Inn by Marriott Middletown Goshen

Residence Inn by Marriott Middletown Goshen
Middletown
United States
jubert cruz
CA $272
CA $321 total
includes taxes & fees
Sep 20 - Sep 21
Residence Inn by Marriott Middletown Goshen
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 multi-story hotel with balconies, outdoor seating, and a well-lit facade.

4. The Orange Inn Boutique Hotel

The Orange Inn Boutique Hotel
Goshen
United States
DENISE
CA $265
CA $326 total
includes taxes & fees
Oct 8 - Oct 9
The Orange Inn Boutique Hotel
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 kitchen with a stainless steel sink, a coffee maker, a bottle of hand soap, a paper towel dispenser, and a microwave.

5. Columbus Hotel

Columbus Hotel
Middletown
United States
Magdi
CA $151
CA $273 total
includes taxes & fees
Sep 13 - Sep 14
Columbus Hotel
A modern hotel with a prominent 'Hyatt Place' sign, outdoor seating area, and a covered entrance.
A modern bar area with round tables and chairs, a bar counter with a variety of bottles, and a large screen mounted on the wall.
A modern hotel room with a wooden desk, a flat-screen TV, and a large abstract painting. There is a sofa and a coffee table in the living area.
A modern bar area with round tables and patterned chairs, a bar counter with a TV, and shelves with bottles.

6. Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
Crown Heights
United States
Katlin
CA $134
CA $155 total
includes taxes & fees
Sep 22 - Sep 23
Hyatt Place Poughkeepsie / Hudson Valley
A spacious dining area with multiple tables and chairs, a stone wall with a mounted deer head, and a fireplace.
A wooden reception desk with a man standing behind it, a staircase, and a wooden interior.
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.

7. Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
Bear Mountain
United States
randall
CA $139
CA $171 total
includes taxes & fees
Oct 4 - Oct 5
Overlook Lodge at Bear Mountain
A swimming pool with colorful umbrellas and lounge chairs.
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.
A hotel room with a large bed, a bookshelf, a mural, and a window with curtains.

8. LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York
Goshen
United States
Dana
CA $304
CA $539 total
includes taxes & fees
Sep 10 - Sep 11
LEGOLAND Hotel NEW York
A spacious lobby with a high ceiling, large potted plants, and a central reception area.
A spacious hotel lobby with multiple seating areas, large windows offering views of the outdoors, and a modern interior design.
A spacious lobby with a fireplace, seating area, and large windows.
An indoor swimming pool with clear water, tiled floor, and a 'No Diving' sign.

9. Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill
Fishkill
United States
Joel
CA $171
CA $197 total
includes taxes & fees
Sep 15 - Sep 16
Hilton Garden Inn Fishkill
A modern bar area with a long counter, multiple bar stools, and a variety of liquor bottles.
An outdoor patio with wicker furniture, a fire pit, and a view of a brick building and trees.
A modern restaurant with a long counter, multiple seating areas, and a visible kitchen in the background.
A well-organized snack and beverage area with refrigerated sections and shelves stocked with various snacks and drinks.

10. Holiday Inn Poughkeepsie by IHG

Holiday Inn Poughkeepsie by IHG
Poughkeepsie
United States
Annitta
CA $152
CA $176 total
includes taxes & fees
Sep 27 - Sep 28
Holiday Inn Poughkeepsie by IHG
View all properties

Top Montgomery Hotel Reviews

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

8/10 Good
"Room was nice and clean no issues and ample space."
Rodolfo 1-night trip
Posted 15 hours ago
Holiday Inn Express Hotel & Suites Chester by IHG
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

10/10 Excellent
"The room was clean at the cottage. The common area was useful."
David 2-night trip
Posted 17 hours ago
Overlook Lodge at Bear Mountain
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

10/10 Excellent
"This Red Roof Inn is very clean and the staff is friendly. Minor complain is that the floors feels like there is a film on it that feels a bit slippery, probably from build up of cleaning agent, but room is clean. I enjoyed my stay."
Adrienne 1-night trip
Posted 19 hours ago
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

10/10 Excellent
"Very very nice hotel in, from what locals told me, a rough part of town. The warm cookie at check-in was delicious 😄"
Theresa 1-night trip
Posted 1 day ago
DoubleTree by Hilton Poughkeepsie Convention Center

Frequently asked questions

Searching for hotels with bars in Montgomery?
Montgomery features 26 properties 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 Montgomery?
Below are some of top hotels with bars in and around Montgomery: Holiday Inn Express & Suites Montgomery by IHG: Hotel with 5 restaurants. Enjoy the 2 bars, water park, and breakfast. Super 8 by Wyndham Montgomery Maybrook: Hotel with 6 restaurants. Enjoy the 6 bars, full-service spa, and casino. The Kartrite Resort & Indoor Waterpark: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. Sleep Inn & Suites Middletown - Goshen: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi. Resorts World Catskills Casino: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking.
What is there to do in Montgomery?
In the area, you can visit Woodbury Common Premium Outlets, Angry Orchard, and Highland Lakes State Park, then find a cozy spot for a nightcap. Other places to see include City Winery Hudson Valley and Thomas Bull Memorial Park. Montgomery is appreciated for its restaurants.
When is the best time to visit Montgomery?
Visiting local bars in Montgomery is more fun when you know what the weather holds. These temperatures and rainfall averages can help you decide the best time for bar hopping. The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Montgomery are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.
How can I get to Montgomery and around the area?
You might want to make the most of these transportation choices in and around Montgomery: Fly into Stewart Intl. Airport (SWF), which is located 8 mi (12.9 km) away 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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