Montgomery County Vacations & Trips from $709
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Your Montgomery County Vacation
Make organizing your next big adventure a piece of cake with a Montgomery County vacation package. Whether it's nature, history or something else entirely that lures you to this destination, our package deals will help you discover it all. A trip to Montgomery County offers so much to see and do. Not sure where to kick off your itinerary? Winona is one of the most popular cities to stay here. Stop dreaming and start packing, because your Montgomery County vacation is only a few clicks away with Expedia.
The Latest Montgomery County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
My Home at Columbus
Price was $731, price is now $709 per person
$709
per person
Mar 19 - Mar 22
found 1 day ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Columbus (GTR)
5.8/10 (118 reviews)
The lady at the front desk was wonderful. However no one brought my tissue to the room when asked for it.
Reviewed on Oct 2, 2025
Hyatt Place Columbus
Price was $852, price is now $816 per person
$816
per person
Mar 19 - Mar 22
found 1 day ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Columbus (GTR)
8.8/10 Excellent! (876 reviews)
No, the tv channels were mostly out. The room smelled bad. Toilet was really slow to flush and only a stand up shower in king rooms
Reviewed on Feb 2, 2026
Find the Best Montgomery County Vacation Packages
Montgomery County Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Memphis Intl. Airport (MEM) |
Montgomery County Hotel Deals
Holiday Inn Express and Suites Winona North by IHG
413 SE Frontage Road Winona MS
Fully refundable
$120 nightly
The price is $131 total per night from Mar 1 to Mar 2
$131 total
Mar 1 - Mar 2
Total with taxes and fees
8.2/10 Very Good! (687 reviews)
Front desk gal was super nice. Room was great!
Reviewed on Jan 16, 2026
Americas Best Value Inn Winona
301 SE Frontage Road Winona MS
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $108 total per night from Feb 8 to Feb 9
$108 total
Feb 8 - Feb 9
Total with taxes and fees
7.8/10 Good! (463 reviews)
Room was clean and the beds were great
Reviewed on Dec 3, 2025
Relax Inn & Suites
328 US-82 Winona MS
5.8/10 (53 reviews)
Cheap place to stay. We had to check in after hours. We had a hard time getting someone to show up at the front desk. When speaking to the woman there was a communication problem; English is not her first language. There were no visible bed bugs, no roaches. We always check! The remote they gave ...
Reviewed on Dec 3, 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
