
Montgomery Vacations from $540
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The Latest Montgomery vacation packages
Price found within the past 48 hours. Click for updated prices.

Super 8 by Wyndham Grayville
Price was $599, price is now $540 per person
$540
per person
Dec 25 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Evansville (EVV)
8.2/10 Very Good! (460 reviews)
Unit 320 was average cleanliness; under headboard by wall filthy. Keycard did not work, had to be let in by staff each night. Asked for extra coat hangers, staff couldn't help. Asked again next day to another staff member, he found two. Parking lot, front entrance avg, to less than deisrable in tidiness and attractiveness.
Reviewed on Oct 20, 2025

Residence Inn by Marriott Evansville East
Price was $773, price is now $687 per person
$687
per person
Dec 25 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Evansville (EVV)
8.6/10 Excellent! (504 reviews)
Our room and restroom was very clean. It was a quite room. Staff was nice. Love the pond and walk paths across the road. The pool was out of order. But was supposed to be fixing the next day. Free breakfast was great!
Reviewed on Oct 7, 2025

Envi Boutique Hotel Henderson-Evansville South
Price was $677, price is now $630 per person
$630
per person
Dec 25 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Evansville (EVV)
8/10 Very Good! (274 reviews)
Well the outside looked rough, maybe they were remodeling. So I was pretty concerned. The room itself was updated and clean but there were some issues.
1) the hot tub was not the one in the picture and it had a slow leak into the floor. Like water seeped out of the hot tub into the floor around the hot tub and accumulated to 1/8" deep at least
2) no microwave in the room despite the online saying there was
3) no staff really. Check in was with someone in India who speaks to you through a kiosk. I guess that's ok, but pretty impersonal and didn't leave you feeling great.
4) and this was a huge issue. The door between our room and the next was a regular for with a turn lock. We were able to walk right into the next room and if they had the key on the other side they could do the same. Scary! Even more so if we had been in the next room with NO way to lock the door to keep the people in the next room out. There was no lock on that side!!!!
Reviewed on Oct 7, 2025

New Harmony Inn Resort and Conference Center
Price was $787, price is now $738 per person
$738
per person
Dec 25 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Evansville (EVV)
9.2/10 Wonderful! (477 reviews)
The room was very nice, quiet and clean. The sauna room was cozy, the pool was nice and outback of the property was gorgeous and nice for photography.
Reviewed on Oct 18, 2025

Howard Johnson by Wyndham Evansville East
Price was $622, price is now $588 per person
$588
per person
Dec 25 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Evansville (EVV)
8.2/10 Very Good! (1,011 reviews)
I enjoyed my stay there. The staff was great. The rooms were clean. The property was clean. It was a very quiet I think I was the loudest one there. Lol
Peter was very nice. I’ll definitely stay again.
Reviewed on Oct 3, 2025
Montgomery Hotel Deals

Comfort Inn
1970 Hospitality Drive, Jasper, IN
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $100 total per night from Nov 24 to Nov 25
$100 total
Nov 24 - Nov 25
Total with taxes and fees
9/10 Wonderful! (524 reviews)
Room was clean as well as the property. Plenty of parking.
Reviewed on Oct 9, 2025

Clarion Pointe
272 Brucke Strasse, Jasper, IN
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $85 total per night from Nov 10 to Nov 11
$85 total
Nov 10 - Nov 11
Total with taxes and fees
8.8/10 Excellent! (174 reviews)
Friendly staff
Reviewed on Oct 19, 2025

Holiday Inn Express Hotel & Suites Jasper by IHG
2000 Hospitality Dr, Jasper, IN
Fully refundable
$78 nightly
The price is $87 total per night from Nov 23 to Nov 24
$87 total
Nov 23 - Nov 24
Total with taxes and fees
8.4/10 Very Good! (493 reviews)
Pool was nice whole place was nice
Reviewed on Oct 10, 2025
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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