Book Exclusive Montgomery Vacation Packages

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Montgomery flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

3 out of 5
Price was CA $670, price is now CA $598 per person
CA $598
per person
Sep 26 - Sep 29
found 1 hour ago
Roundtrip non-stop flight included
Ottawa (YOW) to Newburgh (SWF)
Stay at this 3-star business-friendly hotel in Newburgh. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Ice Time Sports Complex and Resorts World Hudson Valley are located nearby.
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3 out of 5
Price was CA $957, price is now CA $843 per person
CA $843
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Newburgh (SWF)
Stay at this 3-star business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Galleria at Crystal Run and Orange County Fairgrounds are located nearby.

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 $145 per night
CA $145
CA $169 total
Sep 21 - Sep 22
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 $109 per night
CA $109
CA $124 total
Aug 27 - Aug 28
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 $220 per night
CA $220
CA $337 total
Sep 7 - Sep 8
includes taxes & fees
Stay at this 4-star 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 Concord Monster Golf Course are located nearby.
Pool
Restaurant
Resorts World Catskills Casino

Resorts World Catskills Casino

4.5 out of 5
888 Resorts World Drive, Monticello, NY
Free cancellation
Reserve now, pay when you stay
Get rates
Stay at this 4.5-star luxury hotel in Monticello. Enjoy a full-service spa, 6 restaurants, and a casino. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Resorts World Catskills and Concord Monster Golf Course are located nearby.
Pool
Spa
The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

3 out of 5
5 Lakeside Rd, Newburgh, NY
The price is CA $128 per night
CA $128
CA $151 total
Sep 3 - Sep 4
includes taxes & fees
Stay at this 3-star business-friendly hotel in Newburgh. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Ice Time Sports Complex and Resorts World Hudson Valley are located nearby.
Parking included
Free WiFi
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3 out of 5
551 Route 211 E, Middletown, NY
Free cancellation
Reserve now, pay when you stay
The price is CA $163 per night
CA $163
CA $193 total
Sep 1 - Sep 2
includes taxes & fees
Stay at this 3-star business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Galleria at Crystal Run and Orange County Fairgrounds 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.

Popular places to visit

Orange County Arboretum

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.

Orange County Arboretum

City Winery Hudson Valley

You can enjoy a tasting or tour at City Winery Hudson Valley during your travels to Montgomery. While in this family-friendly area, you can enjoy the restaurants.

City Winery Hudson Valley

Thomas Bull Memorial Park

Explore the great outdoors at Thomas Bull Memorial Park, a lovely green space in Montgomery. Take in the festivals in this family-friendly area.

Thomas Bull Memorial Park

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?
CA $598 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

Photo by ViajandoconAna Rustrian
Photo by ViajandoconAna Rustrian
Photo by ViajandoconAna Rustrian
Photo by ViajandoconAna Rustrian