Montgomery Holidays from AU$2,621

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Your Montgomery Holiday

Our holiday packages to Montgomery allow you to create your own adventure. Tailor your getaway to your interests and style and make the most of your time in this interesting city. A trip to Montgomery is a great opportunity to sightsee. Be sure to look around popular attractions like Angry Orchard, Thomas Bull Memorial Park and Orange County Arboretum. Check out Expedia's wide range of travel options and begin planning your dream holiday to Montgomery now.

The Latest Montgomery Holiday Deals

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

The Crossroads Hotel, Newburgh

3 out of 5
per person
23 Oct - 30 Oct
found 9 hours ago
Return flight included
Melbourne (MEL) to Newburgh (SWF)
7.4/10 Good! (502 reviews)
Comfortable place to stay

Reviewed on 7 Aug. 2025

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

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

2 out of 5
per person
23 Oct - 30 Oct
found 9 hours ago
Return flight included
Melbourne (MEL) to Newburgh (SWF)
8.4/10 Very Good! (1,006 reviews)
I stay at the Red roof Inn often and this is my favorite local hotel. I highly recommend anyone coming to the area to check the rates and come to the Red roof Inn because I promise you you will not be disappointed. 💙

Reviewed on 9 Aug. 2025

Montgomery Holiday

Montgomery Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Stewart Intl. Airport (SWF)
Population
4,600
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Angry Orchard, Brotherhood Winery and Paramount Theatre

Our pick of the best Montgomery Hotel 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
Fully refundable
The price is AU$198 per night from 28 Aug to 29 Aug
AU$198
28 Aug - 29 Aug
includes taxes & fees
8.6/10 Excellent! (746 reviews)
Nice hotel
"Nice place and have stayed here before. This was an overnight to attend a friends retirement party. The hotel is close to highway but is still quiet"

Reviewed on 5 Aug. 2025

Holiday Inn Express & Suites Montgomery by IHG
Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook

2.5 out of 5
207 Montgomery Rd, Montgomery, NY
Fully refundableReserve now, pay when you stay
The price is AU$136 per night from 10 Aug to 11 Aug
AU$136
10 Aug - 11 Aug
includes taxes & fees
6.2/10 (1,002 reviews)
"Well done all around. Good value"

Reviewed on 8 Aug. 2025

Super 8 by Wyndham Montgomery Maybrook
The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

4 out of 5
555 Resorts World Drive, Monticello, NY
Fully refundableReserve now, pay when you stay
The price is AU$361 per night from 7 Sept to 8 Sept
AU$361
7 Sept - 8 Sept
includes taxes & fees
8/10 Very Good! (1,618 reviews)
"My Kids and I Needed This mini Vacation it was a wonderful experience"

Reviewed on 5 Aug. 2025

The Kartrite Resort & Indoor Waterpark
See all 1,205 properties in Montgomery
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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Montgomery holiday package cost?
You can grab a holiday package to this popular destination from AU$2,621 on Expedia. But how much your holiday to Montgomery costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Montgomery?
January, February and March are the best times to search for cheap Montgomery holiday packages. Choosing to travel in less busy periods means you can typically find better prices on flights and accommodation.
How many days is enough for Montgomery?
With a well-planned itinerary, you can easily visit the top Montgomery attractions in a handful of days. But if you prefer to discover hidden gems or take day trips, consider booking your Montgomery holiday for longer.
How to find the best Montgomery package deals?
Begin your search for a Montgomery package deal by entering your preferred travel dates and destination under our "Packages" tab. Then add some filters, like "Property type" and "Popular locations," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Montgomery package deal right away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Montgomery escape off to a flying start.
Is it cheaper to book a Montgomery holiday as a package?
You can enjoy significant savings on your Montgomery retreat by booking a customised holiday package. Click on the "Package" heading, then select your destination and travel dates to browse the best flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Montgomery?
If you're considering a spontaneous Montgomery adventure, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find terrific deals on your hotels and flights by booking well in advance.
How to plan a trip to Montgomery?

  1. Choose when to get away: Check your diary and pack your bags. Your preferred time of year and the activities on offer will also help you decide when to holiday in Montgomery.
  2. Plan your budget wisely: As well as the cost of your hotel, you should factor in other expenses. These include food, flights and transportation. Also, put aside a little extra for unexpected costs that could crop up during your trip to Montgomery.
  3. Decide how long to go for: Now that you're up to speed on Montgomery, you can figure out the ideal length of your holiday. Pull together a draft plan and allocate enough time to cover everything you want to see.
  4. Combine your airfare and accommodation: Once you've settled on your travel dates and duration, book the right Montgomery holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.