Montgomery Vacation Packages

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Flight and hotel packages to Montgomery

Price found within the past 48 hours. Click for updated prices.
Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

2 out of 5
per person
Jul 26 - Jul 31
Roundtrip flight included
Dallas (DFW) to Newburgh (SWF)
A nightclub and a gym are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking, a lobby fireplace, and a computer station are also offered.
Howard Johnson by Wyndham Newburgh/West Point

Howard Johnson by Wyndham Newburgh/West Point

2 out of 5
per person
Jun 12 - Jun 17
Roundtrip flight included
Denver (DEN) to Newburgh (SWF)
This hotel 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 laundry service. The front desk is staffed around-the-clock and laundry facilities are on offer.
La Quinta Inn & Suites by Wyndham Middletown

La Quinta Inn & Suites by Wyndham Middletown

2.5 out of 5
per person
Jun 18 - Jun 21
Roundtrip flight included
Dallas (DFW) to Newburgh (SWF)
This hotel features an outdoor pool and an indoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and free perks like continental breakfast and free self parking.

Top Montgomery hotel deals

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 $88 per night
$88
per night
May 29 - May 30
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
Holiday Inn Express & Suites Montgomery, an IHG Hotel

Holiday Inn Express & Suites Montgomery, an IHG Hotel

2.5 out of 5
2105 Route 208, Montgomery, NY
Free Cancellation
The price is $134 per night
$134
per night
May 26 - May 27
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.
The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

4 out of 5
555 Resorts World Drive, Monticello, NY
The price is $172 per night
$172
per night
May 12 - May 13
Free water park access, 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.
Breakfast available
Pool
Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

2.5 out of 5
536 Haight Ave, Building A, Poughkeepsie, NY
Free Cancellation
Reserve now, pay when you stay
The price is $107 per night
$107
per night
May 12 - May 13
This hotel features an indoor pool and a 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.
Breakfast included
Pool
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
The price is $199 per night
$199
per night
May 13 - May 14
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.
Breakfast available
Spa
HYATT house Fishkill/Poughkeepsie

HYATT house Fishkill/Poughkeepsie

3 out of 5
100 Westage Business Center Dr., Fishkill, NY
Free Cancellation
The price is $130 per night
$130
per night
May 12 - May 13
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the spa tub and free perks like buffet breakfast and free self parking.
Hot Tub
Pet friendly
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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 in Montgomery

Image for Orange County Arboretum

Orange County Arboretum

Find out about the history of Montgomery with a stop at Orange County Arboretum. Take in the festivals in this family-friendly area.

Orange County Arboretum
Image for Thomas Bull Memorial Park

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.

Thomas Bull Memorial Park
Image for City Winery Hudson Valley

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

Frequently asked questions

How much are vacation packages to Montgomery?
Travelocity has package deals to Montgomery, as well as flights and hotels, starting from an impressive $427. With all that extra money, you could throw in some cool tours or maybe even add a few extra nights to your adventure.
How long should my Montgomery vacation be?
If you need some guidance, most travelers spend around 2 nights vacationing in Montgomery. But to discover the true essence of this place, stay a little longer. That way you can cross off more attractions and really experience the local vibe.
Where can I get the best vacation package deals for Montgomery?
With as many as 400 partner airlines and 1,000,000 properties around the world, it’s hard to beat Travelocity. Scroll through our comprehensive range and create the perfect Montgomery vacation package. Isn’t it great when organizing a trip is that easy?
Why should I book my Montgomery vacation package via Travelocity?
By booking your flights, hotel, car rental and activities all in the one place, you’ll save time and money. We have an expert team of customer service specialists available 24/7, and you’ll know that you’re always getting the best deal in town with our Price Match Guarantee. So, what are you waiting for? Book that dream vacation today and start packing!
Will I save money on my Montgomery car rental if I combine it with a hotel or flight?
With a Montgomery vacation package, you can combine your flight, car and hotel bookings and save tons. When you’re ready to discover the best of this fantastic location, why not start with Times Square? This top sight is 55 mi from Montgomery. With your own set of wheels, you’ll be there soon enough.
What is the best time of year to go to Montgomery?
If a tight budget is what’s driving your itinerary, you’ll pay the lowest prices in . is typically the most expensive month. Most tourists venture to this destination around July, October and November. If you’d prefer to avoid the crowds, you’ll find it quieter around January, August and December.
Which airport is best for Montgomery?
Liberty Intl. Airport (EWR), located around 60 mi south of central Montgomery, is probably where you’ll fly into. Your other options are LaGuardia Airport (LGA) (55 mi away from central Montgomery) and Westchester County Airport (HPN) (40 mi away from central Montgomery).
What is there to do in Montgomery?
There is a certain kind of magic as you roam the streets of Montgomery. Orange County Arboretum and Thomas Bull Memorial Park are just a couple of attractions that make this city so popular, so put them on your must-see list.
Where should I stay when visiting Montgomery?
If you’re searching for a place to lay your head, check out the Super 8 by Wyndham Montgomery Maybrook. It’s the top choice for many travelers.