Montgomery Vacations from $820
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The Latest Montgomery vacation packages
Price found within the past 48 hours. Click for updated prices.
Residence Inn by Marriott Evansville East
$820
per person
Oct 24 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Evansville (EVV)
8.6/10 Excellent! (553 reviews)
Very convenient. Staff were hospitable and the room very clean. Would definitely be my first choice if I find myself in Evansville again.
Reviewed on Aug 16, 2026
Envi Boutique Hotel Henderson-Evansville South
$1,055
per person
Oct 1 - Oct 4
found 15 hours ago
Roundtrip non-stop flight included
Montrose (MTJ) to Evansville (EVV)
7.8/10 Good! (321 reviews)
When we pulled up it looked like a dump! The check in was very in personable it’s through a machine. The room was ok but was advertised as two queen beds but it was double beds. The tv would only connect if you had an android phone I asked for assistance but received none. The towels and washcloths were crappy. This is NOT a hotel in fact it is a motel I would never stay here again!!
Reviewed on Aug 10, 2026
Montgomery Hotel Deals
Jasper Inn
951 Wernsing Road Jasper IN
Fully refundableReserve now, pay when you stay
$82 nightly
$92 total
Aug 24 - Aug 25
Total with taxes and fees
8/10 Very Good! (819 reviews)
"parking was okay, breakfast had few choices and was a little disappointing. Room door dead bolt did not work so there was no lock just a chain."
Reviewed on Aug 19, 2026
Comfort Inn Jasper South
1970 Hospitality Drive Jasper IN
Fully refundable
$97 nightly
$108 total
Sep 17 - Sep 18
Total with taxes and fees
9.2/10 Wonderful! (622 reviews)
"Fantastic, was very clean."
Reviewed on Aug 19, 2026
Holiday Inn Express Hotel & Suites Jasper by IHG
2000 Hospitality Dr Jasper IN
Fully refundable
$114 nightly
$128 total
Sep 10 - Sep 11
Total with taxes and fees
8.4/10 Very Good! (557 reviews)
"The house keepers didn’t speak English and couldn’t help us. We asked for more towels cuz we only had 3, and stayed 4 nights. The asked us if we really needed more and why we don’t reuse the ones we had. Breakfast was great but don’t get a room close to lobby because it’s loud and u can’t sleep. ..."
Reviewed on Aug 12, 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 |
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Frequently asked questions
How much does a Montgomery vacation package cost?
Offering excellent value package deals from $820 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.
