Montgomery Holidays

Photo by ViajandoconAna Rustrian

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Top Flight + Hotel Deals in Montgomery

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
25 Sept - 28 Sept
found 1 day ago
Return direct flight included
Dublin (DUB) to Newburgh (SWF)
7.4/10 Good! (502 reviews)
Very cute hotel. Lobby is beautiful. Room was clean and bed was very comfortable. Bathroom was clean too. A little small though. I'd definitely stay again.

Reviewed on 15 Aug 2025

Top hotels in Montgomery

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 €111 per night from 15 Sept to 16 Sept
€111
15 Sept - 16 Sept
includes taxes & fees
8.6/10 Excellent! (751 reviews)
"Quite pricey for a Holiday Inn in the suburbs. We saved almost $100 booking through Expedia."

Reviewed on 12 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 €76 per night from 17 Aug to 18 Aug
€76
17 Aug - 18 Aug
includes taxes & fees
6.2/10 (1,004 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 €318 per night from 28 Aug to 29 Aug
€318
28 Aug - 29 Aug
includes taxes & fees
8/10 Very Good! (1,638 reviews)
"limited and expensive food options"

Reviewed on 12 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.

Frequently asked questions

How much does a Montgomery holiday package cost?
You can grab a holiday package to this popular destination from €529 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.