Montgomery Vacations from $327

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The Latest Montgomery vacation packages

Price found within the past 48 hours. Click for updated prices.
Spark by Hilton Evansville East, IN

Spark by Hilton Evansville East, IN

2.5 out of 5
per person
Aug 30 - Sep 1
found 6 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Evansville (EVV)
9/10 Wonderful! (163 reviews)
Nice stop. It would nice to have something hot for breakfast. Clean property.

Reviewed on Jun 30, 2025

Residence Inn by Marriott Evansville East

Residence Inn by Marriott Evansville East

3 out of 5
per person
Aug 30 - Sep 1
found 6 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Evansville (EVV)
8.6/10 Excellent! (471 reviews)
Very pleased with the stay, excellent conditions! Definitely would book another stay

Reviewed on Jun 30, 2025

New Harmony Inn Resort and Conference Center

New Harmony Inn Resort and Conference Center

3 out of 5
per person
Aug 30 - Sep 1
found 6 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Evansville (EVV)
9.2/10 Wonderful! (430 reviews)
i love that they provide k cups from their local coffee shop. best hotel beds and pillows i’ve ever laid on.

Reviewed on Jun 28, 2025

Envi Boutique Hotel

Envi Boutique Hotel

4 out of 5
per person
Aug 30 - Sep 1
found 6 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Evansville (EVV)
8/10 Very Good! (243 reviews)
The room smelled like stale cigarette smoke even though it was supposed to be a non smoking room. Everything else was ok.

Reviewed on Jun 21, 2025

Hyatt Place Evansville

Hyatt Place Evansville

3 out of 5
Downtown Evansville
per person
Aug 30 - Sep 1
found 6 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Evansville (EVV)
9.4/10 Exceptional! (980 reviews)
Wonderful stay for a concert at the Victory Theatre! No issues, no concerns.

Reviewed on Jun 29, 2025

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Montgomery Hotel Deals

Fairfield Inn & Suites Jasper
Fairfield Inn & Suites Jasper
2.5 out of 5
333 River Centre Landing, Jasper, IN
Fully refundableReserve now, pay when you stay
$161 nightly
The price is $180 total per night from Jul 20 to Jul 21
$180 total
Jul 20 - Jul 21
Total includes taxes and fees
9.2/10 Wonderful! (349 reviews)
"Parking was convenient as well"

Reviewed on Jun 28, 2025

Fairfield Inn & Suites Jasper
Super 8 by Wyndham Jasper
Super 8 by Wyndham Jasper
2 out of 5
75 Indiana St, Jasper, IN
Fully refundableReserve now, pay when you stay
$97 nightly
The price is $109 total per night from Jul 7 to Jul 8
$109 total
Jul 7 - Jul 8
Total includes taxes and fees
7/10 Good! (573 reviews)
"Was good for the price and is very quick to check in."

Reviewed on Jun 29, 2025

Super 8 by Wyndham Jasper
Comfort Inn
Comfort Inn
2.5 out of 5
1970 Hospitality Drive, Jasper, IN
Fully refundableReserve now, pay when you stay
$120 nightly
The price is $134 total per night from Jul 27 to Jul 28
$134 total
Jul 27 - Jul 28
Total includes taxes and fees
9.2/10 Wonderful! (466 reviews)
"It was fine. The room was nice and spacious"

Reviewed on Jun 29, 2025

Comfort Inn
See all 39 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.

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 $327 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.