Book Exclusive Montgomery Vacation Packages

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Top Montgomery hotels deals

Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG

2.5 out of 5
2105 Route 208 Montgomery NY
Free cancellation
The price is CA $161 per night
CA $161
CA $190 total
Oct 26 - Oct 27
includes taxes & fees
Book a stay at this business-friendly hotel in Montgomery. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions City Winery Hudson Valley and Orange County Farmers Museum are located nearby.
Breakfast included
Parking included
Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook

2.5 out of 5
207 Montgomery Rd Montgomery NY
Free cancellation
Reserve now, pay when you stay
The price is CA $126 per night
CA $126
CA $148 total
Sep 29 - Sep 30
includes taxes & fees
Book a stay at this business-friendly motel in Montgomery. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions City Winery Hudson Valley and Orange County Farmers Museum are located nearby.
Breakfast included
Parking included
The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

4 out of 5
555 Resorts World Drive Monticello NY
Free cancellation
Reserve now, pay when you stay
The price is CA $229 per night
CA $229
CA $359 total
Oct 1 - Oct 2
includes taxes & fees
Book a stay at this family-friendly hotel in Monticello. Enjoy 5 restaurants, 2 bars/lounges, and water park access (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Resorts World Catskills and The Kartrite Resort & Indoor Waterpark are located nearby.
Pool
Restaurant
Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

2.5 out of 5
536 Haight Ave, Building A Poughkeepsie NY
Free cancellation
The price is CA $137 per night
CA $137
CA $159 total
Oct 21 - Oct 22
includes taxes & fees
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Frances Lehman Loeb Art Center and Vassar Golf Course are located nearby.
Pool
Breakfast included
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
Free cancellation
Reserve now, pay when you stay
The price is CA $144 per night
CA $144
CA $177 total
Sep 30 - Oct 1
includes taxes & fees
Book a stay at this spa hotel in Bear Mountain. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Bear Mountain State Park and Monteverde at Oldstone are located nearby.
Pool
Spa
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6 Middletown NY
Free cancellation
The price is CA $156 per night
CA $156
CA $184 total
Oct 19 - Oct 20
includes taxes & fees
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Orange County Community College and Paramount Theatre are located nearby.
Pool
Breakfast included
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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.

Stay near popular Montgomery attractions

Orange County Arboretum

8.0/10 (6 reviews)
Take the family on an outing to Orange County Arboretum during your trip to Montgomery. Take in the festivals while you're in the area.
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Montgomery Vacations

A little bit of planning can mean the difference between a run-of-the-mill vacation and an exceptional one! Wander wisely in Montgomery by familiarizing yourself with the essential facts about it before you go.

From the center of Newburgh, you'll need to travel west for 12 miles (19 kilometers) to get to this neighborhood.

Newburgh is home to some 29,000 locals.

Hotels in Montgomery

Roam around the sights of Montgomery during the day and then spend your nights in one of the 3 properties just a short drive away. Unfortunately, this neighborhood doesn't offer the easiest access to accommodations, so act quickly to get the room you want.

The Borland House Inn (130 Clinton Street) and the Holiday Inn Express & Suites Montgomery (2105 Route 208) are wonderful bases for exploring everything this neighborhood has to offer.

Places to visit in Montgomery

Up for some snowboarding? It's among the most popular things to do in the wider region and a terrific excuse to get outdoors. If you'd really like to head home with some unforgettable vacation memories, throw skiing on your agenda too.

Where do you fly into for Montgomery?

Fasten your seatbelt and get ready to hit the tarmac at LaGuardia Airport (LGA). This is the closest terminal and it's about 55 miles (89 kilometers) south from the middle of Montgomery. Collect your bags and let the fun begin!

Frequently asked questions

How much are vacation packages to Montgomery?
is all you'll need for an exciting break in Montgomery. Bundle your hotel and flights into a Travelocity package and see the savings start to add up. With prices this good, traveling has never been so accessible.
How long should my Montgomery vacation be?
About 2 nights is what many visitors book for their Montgomery vacation. That's a good starting point, but there's loads more to explore if you allow yourself a little longer.
Where can I get the best vacation package deals for Montgomery?
You'll come across an excellent range of Montgomery package deals on Travelocity. With no less than 400 airlines and 1,000,000 properties around the globe, crafting a dream getaway will be easy.
Why should I book my Montgomery vacation package with Travelocity?
You'll not only save lots, but you can also access our round-the-clock support, top-notch service and a Price Match Guarantee. Explore every nook-and-cranny across the globe, uncover hidden gems and forge unforgettable memories — we'll take care of the little details.
Can I save on my Montgomery car rental if I bundle it with hotels and flights?
Combining your car, hotel and flight into a Montgomery vacation package is an easy way to score an incredible deal. Plus, having your own set of wheels gives you freedom to make your way to all those big sights you want to check out. Sitting 88 kilometers away from Montgomery, Times Square is one place that should be on your agenda. Load up the car and make a day trip of it.
Which airport is best for Montgomery?
Liberty Intl. Airport (EWR) is 97 kilometers from the downtown area and is the starting point for many adventures. Alternatively, LaGuardia Airport (LGA) is 88 kilometers away from central Montgomery and Stewart Intl. Airport (SWF) is 13 kilometers away from central Montgomery.
What is there to do in Montgomery?
Orange County Arboretum deserves to be on your to-do list. After you've crossed off this top attraction, simply wander the streets of Montgomery and find out what makes this wonderful place tick.
Where should I stay when visiting Montgomery?
If you're searching for a place to base yourself, check out the Super 8 by Wyndham Montgomery Maybrook. It's the top choice for many visitors.

Photos of local treasures

Browse Montgomery vacation photos for more inspiration

Two large silos, a barn, and a green field under a blue sky.
A suspension bridge over a calm river with reflections, surrounded by hills and a clear sky.
A rural landscape with a road, a wooden fence, and a herd of cattle grazing in a field.
A hilly landscape with autumn-colored trees and a cloudy sky.
A river with a red bridge, lush greenery, and a house in the background.