Montgomery Vacations from $329

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The Latest Montgomery vacation packages

Price found within the past 48 hours. Click for updated prices.
PT6 INN

PT6 INN

2.5 out of 5
Price was $394, price is now $329 per person
$329
per person
Dec 23 - Dec 28
found 19 hours ago
Roundtrip flight included
Dallas (DAL) to Evansville (EVV)
8.8/10 Excellent! (96 reviews)
Staff was nice and friendly

Reviewed on Nov 12, 2025

Hyatt Place Evansville

Hyatt Place Evansville

3 out of 5
Downtown Evansville
Price was $611, price is now $467 per person
$467
per person
Dec 23 - Dec 28
found 19 hours ago
Roundtrip flight included
Dallas (DAL) to Evansville (EVV)
18.8/10 Exceptional! (1,002 reviews)
Get rid of the cheap ass toilet paper. At almost 200 a night, i should get better butt treatment than sand paper. And when known construction is going on, put people on the opposite side of the building! Room was very clean and cozy and the staff was great

Reviewed on Nov 13, 2025

Wingate by Wyndham Owensboro

Wingate by Wyndham Owensboro

2.5 out of 5
Price was $491, price is now $376 per person
$376
per person
Dec 23 - Dec 28
found 19 hours ago
Roundtrip flight included
Dallas (DAL) to Evansville (EVV)
14.8/10 Exceptional! (763 reviews)
clean rooms, Staff is amazing

Reviewed on Nov 5, 2025

Residence Inn by Marriott Evansville East

Residence Inn by Marriott Evansville East

3 out of 5
Price was $571, price is now $462 per person
$462
per person
Dec 23 - Dec 28
found 19 hours ago
Roundtrip flight included
Dallas (DAL) to Evansville (EVV)
17.2/10 Exceptional! (508 reviews)
Staff was excellent.we like staying here when we come to town for family .

Reviewed on Nov 8, 2025

Envi Boutique Hotel Henderson-Evansville South

Envi Boutique Hotel Henderson-Evansville South

3 out of 5
Price was $519, price is now $429 per person
$429
per person
Dec 23 - Dec 28
found 19 hours ago
Roundtrip flight included
Dallas (DAL) to Evansville (EVV)
16/10 Exceptional! (280 reviews)
No one at front desk. A monitor with a zoom connection. I couldnt understand the person on the other end very well. Issues were difficult to resolve. Other guests seemed sketchy someone dumped trash in the back of my pickup during my stay. Room was clean. Everything worked.

Reviewed on Nov 10, 2025

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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 $329 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.