Montgomery Vacations from ￥206,812

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    Save up to ￥45,448 when you book a flight and hotel together*
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The Latest Montgomery Vacation Packages

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
Oct 29 - Nov 4
found 11 hours ago
Roundtrip non-stop flight included
Osaka (OSA) to Newburgh (SWF)
7.4/10 Good! (502 reviews)
Comfortable place to stay

Reviewed on Aug 7, 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
Oct 29 - Nov 4
found 11 hours ago
Roundtrip non-stop flight included
Osaka (OSA) 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 Aug 9, 2025

Find the Best Montgomery Vacation Packages

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 ￥16,399 per night from Aug 28 to Aug 29
￥16,399
￥19,068 total
Aug 28 - Aug 29
includes taxes & fees
8.6/10 Excellent! (747 reviews)
"Easy check in, clean room. Coffee area needed cleaning."

Reviewed on Aug 8, 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 ￥11,804 per night from Sep 7 to Sep 8
￥11,804
￥13,355 total
Sep 7 - Sep 8
includes taxes & fees
6.2/10 (1,001 reviews)
"Well done all around. Good value"

Reviewed on Aug 8, 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 ￥30,637 per night from Aug 20 to Aug 21
￥30,637
￥44,033 total
Aug 20 - Aug 21
includes taxes & fees
8/10 Very Good! (1,621 reviews)
"We like everything, our stay and our experience was great. Will definitely be back."

Reviewed on Aug 8, 2025

The Kartrite Resort & Indoor Waterpark
See all 1,206 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.

Frequently asked questions

How much does a Montgomery vacation package cost?
You can grab a vacation package to this popular destination from ￥206,812 on Expedia. But how much your vacation 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 vacation packages. Choosing to travel in less busy periods means you can typically find better prices on flights and accommodations.
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 vacation 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 vacation as a package?
You can enjoy significant savings on your Montgomery retreat by booking a customized vacation 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 vacation 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 vacation 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 vacation. Pull together a draft plan and allocate enough time to cover everything you want to see.
  4. Combine your airfare and accommodations: Once you've settled on your travel dates and duration, book the right Montgomery vacation package for you.

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