Montgomery Vacations from $551

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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 $633, price is now $551 per person
$551
per person
Apr 5 - Apr 12
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (OAJ) to Evansville (EVV)
4.4/10 (96 reviews)
Staff was nice and friendly

Reviewed on Nov 12, 2025

Residence Inn by Marriott Evansville East

Residence Inn by Marriott Evansville East

3 out of 5
Price was $896, price is now $744 per person
$744
per person
Apr 5 - Apr 12
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (OAJ) to Evansville (EVV)
8.6/10 Excellent! (508 reviews)
Our preferred choice to stay when traveling to Evansville. Pleasant stay with great customer service. Nice updated renovations!

Reviewed on Jan 5, 2026

Holiday Inn Express & Suites Evansville North by IHG

Holiday Inn Express & Suites Evansville North by IHG

2.5 out of 5
Price was $906, price is now $766 per person
$766
per person
Apr 5 - Apr 12
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (OAJ) to Evansville (EVV)
8.6/10 Excellent! (576 reviews)
Clean room, good staff, decent breakfast, easy parking

Reviewed on Jan 4, 2026

New Harmony Inn Resort and Conference Center

New Harmony Inn Resort and Conference Center

3 out of 5
Price was $938, price is now $798 per person
$798
per person
Apr 5 - Apr 12
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (OAJ) to Evansville (EVV)
9/10 Wonderful! (491 reviews)
Not included in cost

Reviewed on Dec 21, 2025

Holiday Inn Express Princeton by IHG

Holiday Inn Express Princeton by IHG

2.5 out of 5
Price was $942, price is now $804 per person
$804
per person
Apr 5 - Apr 12
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (OAJ) to Evansville (EVV)
8/10 Very Good! (335 reviews)
Just a pleasant stay. We had everything we needed.

Reviewed on Jan 12, 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
$94 nightly
The price is $110 total per night from Jan 18 to Jan 19
$110 total
Jan 18 - Jan 19
Total with taxes and fees
8/10 Very Good! (663 reviews)
The hotel was clean, but you can definitely tell it’s an older facility. The staff was very nice and helpful. The breakfast was average. It’s a typical hotel breakfast but the breakfast space was very clean and the service to the breakfast station was very attentive. I mean overall for the small ...

Reviewed on Jan 6, 2026

Baymont by Wyndham Washington
Hampton Inn Jasper

Hampton Inn Jasper

2.5 out of 5
355 3rd Ave Jasper IN
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $110 total per night from Feb 13 to Feb 14
$110 total
Feb 13 - Feb 14
Total with taxes and fees
9.6/10 Exceptional! (273 reviews)
Room was cleaned, cozy, comfy and relaxing.

Reviewed on Dec 22, 2025

Hampton Inn Jasper
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 25 to Jan 26
$80 total
Jan 25 - Jan 26
Total with taxes and fees
8.8/10 Excellent! (201 reviews)
Staff was very friendly. The hotel was clean and comfortable. We would definitely stay here again.

Reviewed on Dec 7, 2025

Clarion Pointe
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 $551 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.