Montgomery Vacations from $455

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The Latest Montgomery vacation packages

Price found within the past 48 hours. Click for updated prices.
Carlisle Inn

Carlisle Inn

2 out of 5
Price was $469, price is now $455 per person
$455
per person
Jun 25 - Jun 27
found 18 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Evansville (EVV)
No reviews
Super 8 by Wyndham Mt. Carmel IL

Super 8 by Wyndham Mt. Carmel IL

2 out of 5
Price was $510, price is now $483 per person
$483
per person
Jun 25 - Jun 27
found 18 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Evansville (EVV)
8.6/10 Excellent! (224 reviews)
Clean. Friendly. Good parking.

Reviewed on May 21, 2026

Super 8 by Wyndham Vincennes

Super 8 by Wyndham Vincennes

2 out of 5
Price was $506, price is now $481 per person
$481
per person
Jun 25 - Jun 27
found 18 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Evansville (EVV)
7/10 Good! (381 reviews)
Everything was great. Lots of stuff to see in the area. Check out the Red Skeleton museum. I stay for work and will definitely stay again.

Reviewed on Apr 27, 2026

Simply Home Inn & Suites

Simply Home Inn & Suites

2.5 out of 5
Price was $502, price is now $485 per person
$485
per person
Jun 25 - Jun 27
found 18 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Evansville (EVV)
No reviews
Oakland Courtyard

Oakland Courtyard

2 out of 5
Price was $512, price is now $495 per person
$495
per person
Jun 25 - Jun 27
found 18 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Evansville (EVV)
8.6/10 Excellent! (11 reviews)
Room very clean and spacious. Bed was comfortable.

Reviewed on Feb 7, 2026

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Montgomery Hotel Deals

Baymont by Wyndham Washington

Baymont by Wyndham Washington

2.5 out of 5
7 Cumberland Dr Washington IN
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $137 total per night from Jun 14 to Jun 15
$137 total
Jun 14 - Jun 15
Total with taxes and fees
8.2/10 Very Good! (700 reviews)
"Old food still in fridge from some other person stay. Sink wouldn’t drain, breakfast was out of everything & over 1 1/2!hour left on time"

Reviewed on May 18, 2026

Baymont by Wyndham Washington
Fairfield Inn & Suites Jasper

Fairfield Inn & Suites Jasper

3 out of 5
333 River Centre Landing Jasper IN
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $160 total per night from May 31 to Jun 1
$160 total
May 31 - Jun 1
Total with taxes and fees
9.2/10 Wonderful! (407 reviews)
"Clean Helpful staff"

Reviewed on May 21, 2026

Fairfield Inn & Suites Jasper
Jasper Inn

Jasper Inn

2.5 out of 5
951 Wernsing Road Jasper IN
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $95 total per night from May 26 to May 27
$95 total
May 26 - May 27
Total with taxes and fees
8/10 Very Good! (720 reviews)
"Bathroom sink was very slow to drain. Bed was not comfortable for sleeping. Pillows were not confortable."

Reviewed on May 23, 2026

Jasper Inn
See all 47 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 $455 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.