Two large silos, a barn, and a green field under a blue sky.

Find Hotels with Bar in Montgomery, NY from CA $149

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Check availability on Montgomery Hotels with Bar

Our top choices for Montgomery hotels with a bar

Exterior

Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport
3.0 star property
Newburgh
8.2 out of 10, Very good, (784 reviews)
"Great hotel and even better staff. Updated rooms, large lobby and great outdoor sitting area. Bathrooms could possibly use some updating but nothing major or concerning."
United States
David
The price is CA $190
CA $224 total
includes taxes & fees
Aug 2 - Aug 3
Courtyard by Marriott Newburgh Stewart Airport
View from property

Residence Inn by Marriott Middletown Goshen

Residence Inn by Marriott Middletown Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (338 reviews)
"Great quick stay!"
United States
Lady
The price is CA $284
CA $335 total
includes taxes & fees
Jul 29 - Jul 30
Residence Inn by Marriott Middletown Goshen
Property amenity

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.4 out of 10, Very good, (1,000 reviews)
"I spoiled myself and had a room with a little balcony that overlooked very well landscaped garden/outdoor seating areas. This was definitely an escape from home restful stay!"
United States
Diane
The price is CA $154
CA $182 total
includes taxes & fees
Jul 26 - Jul 27
Courtyard by Marriott Middletown Goshen
Seasonal outdoor pool, pool umbrellas, sun loungers

LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York
3.0 star property
Goshen
8.6 out of 10, Excellent, (76 reviews)
"Hotel is clean, friendly , activities at night time"
United States
vinh
The price is CA $696
CA $992 total
includes taxes & fees
Aug 5 - Aug 6
LEGOLAND Hotel NEW York
Restaurant

The Orange Inn Boutique Hotel

The Orange Inn Boutique Hotel
2.0 star property
Goshen
9.8 out of 10, Exceptional, (164 reviews)
"Great place to stay."
United States
Michael
The price is CA $347
CA $427 total
includes taxes & fees
Jul 22 - Jul 23
The Orange Inn Boutique Hotel
Exterior

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1,002 reviews)
"Easy, nice place to stay"
United States
Charlie
The price is CA $154
CA $179 total
includes taxes & fees
Aug 17 - Aug 18
Hyatt Place Poughkeepsie / Hudson Valley
Restaurant

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 CA $411
CA $506 total
includes taxes & fees
Jul 23 - Jul 24
Stagecoach Inn
BBQ/picnic area

SpringHill Suites by Marriott Fishkill

SpringHill Suites by Marriott Fishkill
3.0 star property
Fishkill
9.6 out of 10, Exceptional, (1,001 reviews)
"This is one of the best places I have stayed at coming to visit my sons at West Point. Clean, the breakfast is excellent and staff are so welcoming. Highly recommend this hotel."
United States
Wilson
The price is CA $201
CA $233 total
includes taxes & fees
Jul 26 - Jul 27
SpringHill Suites by Marriott Fishkill
Restaurant

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1,008 reviews)
"Friendly atmosphere and staff. Lots to see and do! A bit outdated so must be ok with a outdoorsy/rustic feel."
United States
Sandra
The price is CA $218
CA $268 total
includes taxes & fees
Aug 12 - Aug 13
Overlook Lodge at Bear Mountain
Suite, 2 Bedrooms

HYATT house Fishkill/Poughkeepsie

HYATT house Fishkill/Poughkeepsie
3.0 star property
Fishkill
8.8 out of 10, Excellent, (1,002 reviews)
"Convenient location with lots of food and shopping nearby. Friendly staff great selection for the continental breakfast."
United States
Anthony
The price is CA $178
CA $206 total
includes taxes & fees
Jul 26 - Jul 27
HYATT house Fishkill/Poughkeepsie
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.
View all properties

Top Montgomery Hotel Reviews

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

10/10 Excellent
"Rooms were cleans . Staff were nice . 1915 restaurant was beautiful and the food was good. Only complaint is that the pool Is open to the public as well ."
Kayla 1-night trip
Posted 3 hours ago
Overlook Lodge at Bear Mountain

Frequently asked questions

Searching for hotels with bars in Montgomery?
Montgomery features 27 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, you can check out LEGOLAND® New York and 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: Super 8 by Wyndham Montgomery Maybrook: Hotel with 5 restaurants. Enjoy the 2 bars, water park, and breakfast. Holiday Inn Express & Suites Montgomery by IHG: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi. The Kartrite Resort & Indoor Waterpark: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. Spark by Hilton Fishkill: Hotel with 6 restaurants. Enjoy the 6 bars, full-service spa, and casino. Sleep Inn & Suites Middletown - Goshen: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking.
What is there to do in Montgomery?
In the area, you can visit LEGOLAND® New York, Woodbury Common Premium Outlets, and Orange County Arboretum, 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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