Montgomery Vacations from $477

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The Latest Montgomery vacation packages

Price found within the past 48 hours. Click for updated prices.
Envi Boutique Hotel Henderson-Evansville South

Envi Boutique Hotel Henderson-Evansville South

3 out of 5
Price was $506, price is now $477 per person
$477
per person
Feb 21 - Feb 23
found 18 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Evansville (EVV)
8/10 Very Good! (280 reviews)
Needs proper upgrades to bathtub area. They have renovated some areas of motel like solar panels, one EV plug.Spent money on kiost to check in and out with,instead of spending more on upgrades to rooms.

Reviewed on Nov 24, 2025

Residence Inn by Marriott Evansville East

Residence Inn by Marriott Evansville East

3 out of 5
Price was $516, price is now $480 per person
$480
per person
Feb 21 - Feb 23
found 18 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Evansville (EVV)
8.6/10 Excellent! (508 reviews)
Staff was excellent.we like staying here when we come to town for family .

Reviewed on Nov 8, 2025

New Harmony Inn Resort and Conference Center

New Harmony Inn Resort and Conference Center

3 out of 5
Price was $540, price is now $508 per person
$508
per person
Feb 21 - Feb 23
found 18 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Evansville (EVV)
9/10 Wonderful! (491 reviews)
Loved the lavender sachets.

Reviewed on Dec 12, 2025

Comfort Inn Henderson - Evansville South

Comfort Inn Henderson - Evansville South

2.5 out of 5
Price was $508, price is now $479 per person
$479
per person
Feb 21 - Feb 23
found 18 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Evansville (EVV)
8.2/10 Very Good! (311 reviews)
Didn't like that the Coffee maker is in the Bathroom

Reviewed on Sep 7, 2025

Comfort Inn & Suites Evansville Airport

Comfort Inn & Suites Evansville Airport

2.5 out of 5
Price was $511, price is now $482 per person
$482
per person
Feb 21 - Feb 23
found 18 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Evansville (EVV)
8/10 Very Good! (1,000 reviews)
Everything was good

Reviewed on Dec 19, 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 21 to Dec 22
$110 total
Dec 21 - Dec 22
Total with taxes and fees
8/10 Very Good! (658 reviews)
clean room, staff was very helpful. pool and hot tub were clean. breakfast was good. we would come back and tell our friends.

Reviewed on Dec 17, 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 8 to Jan 9
$80 total
Jan 8 - Jan 9, 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
Hampton Inn Jasper

Hampton Inn Jasper

2.5 out of 5
355 3rd Ave Jasper IN
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $115 total per night from Jan 2 to Jan 3
$115 total
Jan 2 - Jan 3, 2026
Total with taxes and fees
9.6/10 Exceptional! (269 reviews)
Great service, room comfortable

Reviewed on Dec 18, 2025

Hampton Inn 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 $477 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.