Montgomery Vacations

Book a Hotel + Flight or Car together to unlock savings

Montgomery Hotel Deals

Comfort Inn

Comfort Inn

2.5 out of 5
1970 Hospitality Drive, Jasper, IN
Fully refundableReserve now, pay when you stay
$96 nightly
The price is $108 total per night from Sep 11 to Sep 12
$108 total
Sep 11 - Sep 12
Total with taxes and fees
9/10 Wonderful! (503 reviews)
"We stayed at this hotel during a summer weekend at Holiday World. The staff was wonderful, and the indoor pool was a great addition to keep the kids content. The bed was very comfortable, and the water was hot. Good/hot breakfast served daily."

Reviewed on Aug 15, 2025

Comfort Inn
Clarion Pointe

Clarion Pointe

2.5 out of 5
272 Brucke Strasse, Jasper, IN
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $86 total per night from Sep 14 to Sep 15
$86 total
Sep 14 - Sep 15
Total with taxes and fees
8.8/10 Excellent! (145 reviews)
"Clean and service was good and friendly"

Reviewed on Aug 18, 2025

Clarion Pointe
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
$121 nightly
The price is $140 total per night from Aug 31 to Sep 1
$140 total
Aug 31 - Sep 1
Total with taxes and fees
8/10 Very Good! (625 reviews)
"Very easy check in… Very nice people for a small town hotel with great amenities. Breakfast room was awesome. They even had a pool. I was just traveling for business through here. And this was a very nice hotel to stay in. I Will definitely come back when in town"

Reviewed on Aug 19, 2025

Baymont by Wyndham Washington
See all 38 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.

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Montgomery vacation package cost?
Offering excellent value package deals 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.