Montgomery Vacation Packages 2026 from $625

Montgomery flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Sleep Inn & Suites Monroe - Woodbury

$625

per person

May 11 - May 18

found 15 hours ago

Roundtrip flight included

Atlanta (ATL) to Newburgh (SWF)

This hotel doesn't skimp on freebies - guests receive free breakfast, free WiFi, and free self parking. Traveling for business? Take advantage of the 24-hour business center, laundry service, and conference space. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.

Top Montgomery hotels deals

Holiday Inn Express & Suites Montgomery by IHG

2105 Route 208 Montgomery NY

Free Cancellation

$100 nightly

$113 total

Apr 26 - Apr 27

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

207 Montgomery Rd Montgomery NY

Free Cancellation

Reserve now, pay when you stay

$78 nightly

$89 total

Apr 12 - Apr 13

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

Borland House Inn

130 Clinton Street Montgomery NY

$195 nightly

$221 total

Apr 12 - Apr 13

Total with taxes and fees

This bed & breakfast doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the express check-in, express check-out, and airport shuttle. A restaurant, concierge services, and a virtual front desk are also provided.

Breakfast included

Spa

The Kartrite Resort & Indoor Waterpark

555 Resorts World Drive Monticello NY

$260 nightly

$294 total

Apr 30 - May 1

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

888 Resorts World Drive Monticello NY

Free Cancellation

Reserve now, pay when you stay

$194 nightly

$216 total

Apr 14 - Apr 15

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

Sleep Inn & Suites Middletown - Goshen

3491 Route 6 Middletown NY

Free Cancellation

$105 nightly

$123 total

Apr 19 - Apr 20

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

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

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.

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.

Thomas Bull Memorial Park

1/5(1 review)

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

Frequently asked questions

How much are vacation packages to Montgomery?

$625 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.