Montgomery Vacations from $742
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Montgomery vacation packages
Price found within the past 48 hours. Click for updated prices.
New Harmony Inn Resort and Conference Center
$847
per person
Nov 1 - Nov 5
found 1 day ago
Roundtrip non-stop flight included
Wichita (ICT) to Evansville (EVV)
9/10 Wonderful! (563 reviews)
The bed in our room was extremely squeaky, to the extent that I was genuinely afraid it would collapse. Also, the coffeemaker in our room was inoperable due to the fact that it needed descaling (the light was on.)
Reviewed on Sep 8, 2026
Baymont by Wyndham Evansville North/Haubstadt
$768
per person
Nov 1 - Nov 5
found 1 day ago
Roundtrip non-stop flight included
Wichita (ICT) to Evansville (EVV)
7.6/10 Good! (1,002 reviews)
Room was super clean and not dated. Beds were extremely comfortable, breakfast was good. 10 out of 10 staff, super friendly and accommodating.
Reviewed on Sep 8, 2026
Montgomery Hotel Deals
Jasper Inn
951 Wernsing Road Jasper IN
Fully refundableReserve now, pay when you stay
$89 nightly
$100 total
Sep 13 - Sep 14
Total with taxes and fees
8/10 Very Good! (838 reviews)
"Handicap accessible room was not Handicap accessible! ( Bathroom,shower chair,limited grab bars ). If the room was not prepaid we would have left and went to another establishment. Front desk staff was never there-you had to ring for them Breakfast was not friendly in selection, taste , and ..."
Reviewed on Sep 8, 2026
Comfort Inn Jasper South
1970 Hospitality Drive Jasper IN
Fully refundable
$107 nightly
$120 total
Oct 8 - Oct 9
Total with taxes and fees
9.2/10 Wonderful! (637 reviews)
"Our rooms smelled awful, staff had no fix. Really bad experience."
Reviewed on Sep 10, 2026
Baymont by Wyndham Washington
7 Cumberland Dr Washington IN
Fully refundableReserve now, pay when you stay
$112 nightly
$130 total
Oct 2 - Oct 3
Total with taxes and fees
8/10 Very Good! (733 reviews)
"Upon arriving, receptionist could've been a little more welcoming. After a long day on the road, arriving later than we had hoped for, would've appreciated a more gracious welcome. Otherwise, stay was fine...room was clean & quiet, breakfast options were fine."
Reviewed on Sep 8, 2026
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.
Find the Best Montgomery Vacation Packages
Montgomery Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 340 |
Max Temp Winter | 40ºF |
Max Temp Summer | 85ºF |
More vacations you might like
Frequently asked questions
How much does a Montgomery vacation package cost?
Offering excellent value package deals from $742 on Expedia, you'll be pleasantly surprised at how much a vacation to Montgomery costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Montgomery?
November, December and January are the best times to look for cheap Montgomery vacation packages. Traveling in quieter periods means you can usually find better prices on accommodations and flights.
How many days is enough for Montgomery?
With a well-organized itinerary, you can easily tick off the most popular Montgomery attractions in a few days. But if you'd like to discover hidden spots or take day trips, consider booking your Montgomery vacation for longer.
How to find the best Montgomery package deals?
Use Expedia's filters to help you find some great Montgomery package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or search for Montgomery package deals in the off-peak season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Montgomery vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking flights and stays individually. Better still, you can personalize your Montgomery escape to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Montgomery?
If you have your Montgomery vacation dates locked in, book as early as you can to grab some fantastic deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are ideal for impromptu escapes.
Does Expedia offer Book Now, Pay Later Montgomery vacation packages?
If you're like us, you love discovering new places but don't love the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the cost of your Montgomery trip across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
