Montgomery Vacations

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    Save up to AEDĀ 5,000 when you book a flight and hotel together*

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Find the Best Montgomery Vacation Packages

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
Fully refundableReserve now, pay when you stay
The price is AEDĀ 270 per night from Jul 19 to Jul 20
AEDĀ 270
AEDĀ 306 total
19 Jul - 20 Jul
includes taxes & fees
6.4/10 (1,000 reviews)
"Good basic place for a traveler. The breakfast offerings are slight but within expectations (cereal, hard-boiled eggs, toast). Staff were very friendly. Air conditioning was confusing (I gave up and turned it off entirely because bumping up the thermostat made no difference). Parking plentiful. Quiet. ..."

Reviewed on 15 July 2026

Super 8 by Wyndham Montgomery Maybrook
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 AEDĀ 336 per night from Jul 26 to Jul 27
AEDĀ 336
AEDĀ 380 total
26 Jul - 27 Jul
includes taxes & fees
8.6/10 Excellent! (887 reviews)
"The room smelled like dog. Our tv didnā€™t work properly. No one made up our room the next day. We had to ask for clean towels. Would not give this place a high rating."

Reviewed on 17 July 2026

Holiday Inn Express & Suites Montgomery by IHG
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 AEDĀ 953 per night from Jul 21 to Jul 22
AEDĀ 953
AEDĀ 1,338 total
21 Jul - 22 Jul
includes taxes & fees
The Kartrite Resort & Indoor Waterpark
See all 1,262 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.

Stay near popular Montgomery attractions

Orange County Arboretum

8.0/10 (6 reviews)
This tranquil 35-acre botanical haven features themed gardens, water features, and a 9/11 Memorial. Stroll through seasonal displays while enjoying the meticulously curated collection of trees and flowering plants.
See properties

Frequently asked questions

How much does a Montgomery vacation package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a vacation to Montgomery costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Montgomery?
If you're hoping to score a cheap Montgomery vacation package, consider traveling in January, February and March. You'll usually find lower rates on hotels and flights during these months ā€” perfect for a budget-friendly getaway.
How to find the best Montgomery package deals?
Finding a cheap Montgomery package deal is easy with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your budget, apply a couple of filters and see what's available. You can customize your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most economical Montgomery package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are usually lower.
Is it cheaper to book a Montgomery vacation as a package?
You can enjoy significant savings on your Montgomery escape by booking a personalized vacation package. Click on the "Package" heading, then select your travel dates and destination to see some great hotel and flight prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Montgomery?
If you're planning an impromptu Montgomery trip, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can find incredible deals on your hotels and flights by booking well in advance.
How to plan a trip to Montgomery?

  1. Choose the ideal time to travel: Your schedule, favorite season and the type of weather you like can all impact your decision on when to visit Montgomery.
  2. Budget wisely: In addition to the price of your accommodations, you'll need to consider other expenses too. These include transportation, flights and food. Also, put aside a little extra for unexpected expenses that could crop up during your trip to Montgomery.
  3. Decide your trip length: Consider how long you want to spend discovering Montgomery. Plan your itinerary so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to find a Montgomery vacation package that brings all your bookings together.