Montgomery Vacations from $644

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The Latest Montgomery vacation packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Hotel & Suites Tell City by IHG

Holiday Inn Express Hotel & Suites Tell City by IHG

2.5 out of 5
Price was $744, price is now $644 per person
$644
per person
Feb 1 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) to Evansville (EVV)
8/10 Very Good! (511 reviews)
They never vacuumed the floors in our room. There were indoor cobwebs all along the windowsill and dead bugs. Right under the blinds. There were cobwebs in the end table, and the tile in the bathroom had not been mopped because there was dirt on the floor.

Reviewed on Sep 27, 2025

Holiday Inn Express Princeton by IHG

Holiday Inn Express Princeton by IHG

2.5 out of 5
Price was $875, price is now $732 per person
$732
per person
Mar 9 - Mar 14
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Evansville (EVV)
8/10 Very Good! (335 reviews)
Breakfast was ok. Hot food was hot and fresh. Breakfast area nice and clean. Staff friendly Room was clean. Common areas and elevator could use deep clean.

Reviewed on Dec 7, 2025

New Harmony Inn Resort and Conference Center

New Harmony Inn Resort and Conference Center

3 out of 5
Price was $874, price is now $752 per person
$752
per person
Mar 9 - Mar 14
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Evansville (EVV)
9/10 Wonderful! (491 reviews)
Loved the lavender sachets.

Reviewed on Dec 12, 2025

Hampton Inn Princeton

Hampton Inn Princeton

2.5 out of 5
Price was $993, price is now $862 per person
$862
per person
Mar 9 - Mar 14
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Evansville (EVV)
9.2/10 Wonderful! (501 reviews)
Very friendly and clean

Reviewed on Dec 5, 2025

Holiday Inn Express Evansville Downtown by IHG

Holiday Inn Express Evansville Downtown by IHG

2.5 out of 5
Downtown Evansville
Price was $1,109, price is now $964 per person
$964
per person
Mar 9 - Mar 14
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Evansville (EVV)
8.6/10 Excellent! (251 reviews)
The room overlooking the river is amazing!

Reviewed on Dec 13, 2025

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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
$94 nightly
The price is $110 total per night from Dec 16 to Dec 17
$110 total
Dec 16 - Dec 17
Total with taxes and fees
8/10 Very Good! (657 reviews)
yes, we got a large room with extra beds and it was great

Reviewed on Dec 3, 2025

Baymont by Wyndham Washington
Clarion Pointe

Clarion Pointe

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 Jan 1 to Jan 2
$80 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
8.8/10 Excellent! (197 reviews)
Staff was very friendly. The hotel was clean and comfortable. We would definitely stay here again.

Reviewed on Dec 7, 2025

Clarion Pointe
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
$139 nightly
The price is $156 total per night from Dec 17 to Dec 18
$156 total
Dec 17 - Dec 18
Total with taxes and fees
9.2/10 Wonderful! (384 reviews)
Love this hotel and the staff, always return here

Reviewed on Dec 10, 2025

Fairfield Inn & Suites Jasper
See all 44 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 $644 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.