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Find Hotels with Bars in Montgomery, NY

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Check availability on Montgomery Hotels with Bars

Top Montgomery Hotels with Bars

Borland House Inn
Exterior detail

Borland House Inn

3.0 star property
9.2 out of 10, Wonderful, (125)
"We loved our stay here! It was cozy, quiet, and the breakfast was amazing. The staff was wonderful at getting accomodations ready for our child before we arrived. Highly recommend for anyone who wants to enjoy a quiet and relaxing getaway within walking distance to shops and restaurants."
Borland House Inn
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.

Top Montgomery Hotel Reviews

The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

10/10 Excellent
"Very cute hotel. Lobby is beautiful. Room was clean and bed was very comfortable. Bathroom was clean too. A little small though. I'd definitely stay again. "
Kelly 1-night trip
Posted 2 days ago
The Crossroads Hotel, Newburgh

Frequently asked questions

Searching for hotels with bars in Montgomery?
Montgomery features 22 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: 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. The Crossroads Hotel, Newburgh: Resort with restaurant. Enjoy the 3 bars, free WiFi, and free parking. 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 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.