Montgomery Vacations from $576

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The Latest Montgomery vacation packages

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

Best Budget Inn

2.5 out of 5
Price was $635, price is now $576 per person
$576
per person
Apr 15 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Fayetteville (FAY) to Evansville (EVV)
5.2/10 (244 reviews)
The room was okay in and of itself. People that run it were very nice. Three major problems. First the main heating unit didn't work They had a very small heater that sucked. I had to go out and buy one. Secondly, the power kept going out. I couldn't use two heaters and watch TV at the same time. Power went out five times. I had to settle for not being able to watch TV or freeze my butt off. Third problem was that the toilet became stopped up and I couldn't get it unclogged with the plunger that was in the room. Bottom line is that they should have offered me another room. There were more empty rooms available but they didn't mention moving me to one that at least had heat. Before I would stay there again I would make sure that the room was properly heated and that I could watch TV and not have to worry about the power going out

Reviewed on Jan 9, 2026

Hilltop Country Home with Hot Tub 2049

Hilltop Country Home with Hot Tub 2049

2 out of 5
Price was $1,157, price is now $1,042 per person
$1,042
per person
Apr 15 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Fayetteville (FAY) to Evansville (EVV)
No reviews
Envi Boutique Hotel Henderson-Evansville South

Envi Boutique Hotel Henderson-Evansville South

3 out of 5
Price was $677, price is now $616 per person
$616
per person
Apr 15 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Fayetteville (FAY) to Evansville (EVV)
8/10 Very Good! (291 reviews)
Room was good but the check in is by internet with a person from another country and it was difficult to understand them.

Reviewed on Feb 22, 2026

Holiday Inn Express Princeton by IHG

Holiday Inn Express Princeton by IHG

2.5 out of 5
Price was $769, price is now $711 per person
$711
per person
Apr 15 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Fayetteville (FAY) to Evansville (EVV)
8/10 Very Good! (348 reviews)
Just a pleasant stay. We had everything we needed.

Reviewed on Jan 12, 2026

Oakland Courtyard

Oakland Courtyard

2 out of 5
Price was $779, price is now $723 per person
$723
per person
Apr 15 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Fayetteville (FAY) to Evansville (EVV)
8.4/10 Very Good! (10 reviews)
Room very clean and spacious. Bed was comfortable.

Reviewed on Feb 7, 2026

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Montgomery Hotel Deals

Clarion Pointe Jasper

Clarion Pointe Jasper

2.5 out of 5
272 Brucke Strasse Jasper IN
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $80 total per night from Mar 22 to Mar 23
$80 total
Mar 22 - Mar 23
Total with taxes and fees
9/10 Wonderful! (212 reviews)
Quiet place, it’s clean and they clean the room daily during the week, internet is fast enough to play online games. Staff is really nice too.

Reviewed on Mar 7, 2026

Clarion Pointe Jasper
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
$116 nightly
The price is $130 total per night from Mar 27 to Mar 28
$130 total
Mar 27 - Mar 28
Total with taxes and fees
Fairfield Inn & Suites Jasper
Hampton Inn Jasper

Hampton Inn Jasper

2.5 out of 5
355 3rd Ave Jasper IN
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $122 total per night from Mar 27 to Mar 28
$122 total
Mar 27 - Mar 28
Total with taxes and fees
9.6/10 Exceptional! (279 reviews)
Staff was fantastic, rooms were clean, property was clean, everyone was friendly- best hotel I have stayed at in a long time!

Reviewed on Feb 23, 2026

Hampton Inn Jasper
See all 45 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 $576 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.