Deals on vacations and trips to Montgomery

Save when you book Montgomery package deals

Choose two or more items and save on your trip:

Montgomery flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

2 out of 5
Price was $219, price is now $185 per person
$185
per person
Mar 21 - Mar 24
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to Newburgh (SWF)
This motel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. A safe deposit box is provided and the front desk is staffed around-the-clock.
YO1 Longevity & Health Resorts, Catskills

YO1 Longevity & Health Resorts, Catskills

4 out of 5
Save 100% on your flight
Price was $1,190, price is now $772 per person
$772
per person
Apr 23 - Apr 28
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) to Newburgh (SWF)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the indoor pool and perks like free self parking.
Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

2.5 out of 5
Save 100% on your flight
Price was $310, price is now $249 per person
$249
per person
Mar 21 - Mar 24
found 4 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.
Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport

3 out of 5
Price was $369, price is now $325 per person
$325
per person
Apr 6 - Apr 9
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) to Newburgh (SWF)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Enjoy the 24-hour gym and perks like free self parking.
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

2 out of 5
Price was $223, price is now $223 per person
$223
per person
May 1 - May 3
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Newburgh (SWF)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Free self parking, a computer station, and luggage storage are also offered.

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
$88 nightly
The price is $100 total per night
$100 total
Feb 22 - Feb 23
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
$70 nightly
The price is $79 total per night
$79 total
Feb 17 - Feb 18
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
$225 nightly
The price is $254 total per night
$254 total
Feb 22 - Feb 23
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
Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

3 out of 5
2641 South Road/Route 9 Poughkeepsie NY
Free Cancellation
Reserve now, pay when you stay
$105 nightly
The price is $119 total per night
$119 total
Mar 4 - Mar 5
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a coffee shop, and a terrace are also offered.
Pet friendly
Free WiFi
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
$194 nightly
The price is $216 total per night
$216 total
Feb 17 - Feb 18
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
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
$111 nightly
The price is $131 total per night
$131 total
Mar 5 - Mar 6
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
Don't see what you're looking for?
See all available properties in Montgomery
View all properties
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?
$185 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
Hudson Valley Grass Fed Beef Farm Silos
Grass Fed Beef Cattle Farm
Autumn foliage in the Mohawk Valley, Montgomery County, New York State, USA.
Montgomery is a town in Orange County, New York, United States. The population was 22,606 at the 2010 census. It was named in honor of Richard Montgomery, an American Revolutionary War general killed in 1775 at the Battle of Quebec. The Town of Montgomery is in the northern part of the county at the county line shared by Ulster County. Montgomery is immediately west of the Town of Newburgh. It contains three villages, one also called Montgomery, as well as Walden and most of Maybrook.