Deals on vacations and trips to Montgomery

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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
$122 nightly
The price is $138 total per night
$138 total
Jul 9 - Jul 10
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Traveling for business? Take advantage of the 24-hour business center, express check-in, and conference space. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.
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
$85 nightly
The price is $96 total per night
$96 total
Jul 5 - Jul 6
Total with taxes and fees
This motel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free buffet breakfast each morning. A safe deposit box is provided and the front desk is staffed around-the-clock.
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
$206 nightly
The price is $233 total per night
$233 total
Jun 25 - Jun 26
Total with taxes and fees
A water park, 5 restaurants, and an outdoor pool are all featured at this smoke-free hotel. There's fun for all ages with a lazy river and a bowling alley, and families will appreciate the onsite laundry facilities. Make the most of the indoor pool and 24-hour gym, and relax with drinks at one of the 2 bars/lounges.
Pool
Restaurant
Resorts World Catskills Casino

Resorts World Catskills Casino

4.5 out of 5
888 Resorts World Drive Monticello NY
$224 nightly
The price is $250 total per night
$250 total
Jun 25 - Jun 26
Total with taxes and fees
This luxury hotel features a casino, a full-service spa, and 6 restaurants. Make the most of the indoor pool and 24-hour gym, and relax with drinks at one of the 6 bars/lounges.
Pool
Spa
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
Free Cancellation
Reserve now, pay when you stay
$107 nightly
The price is $124 total per night
$124 total
Jun 29 - Jun 30
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
Pool
Breakfast included
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
$139 nightly
The price is $171 total per night
$171 total
Jun 25 - Jun 26
Total with taxes and fees
A full-service spa and a restaurant are featured at this smoke-free hotel. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. There's a bar/lounge on site, and concierge services and barbecue grills are also provided.
Pool
Spa
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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

three flower beds at a public park displaying purple and pink tulips in a variety of shades

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

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 55 mi 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 60 mi from the downtown area and is the starting point for many adventures. Alternatively, LaGuardia Airport (LGA) is 55 mi away from central Montgomery and Stewart Intl. Airport (SWF) is 8 mi 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

Hudson Valley Grass Fed Beef Farm Silos
A suspension bridge over a calm river with reflections, surrounded by hills and a clear sky.
Grass Fed Beef Cattle Farm
Autumn foliage in the Mohawk Valley, Montgomery County, New York State, USA.
Montgomery