Montgomery County Vacations & Trips from $823
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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 $983, price is now $823 per person
$823
per person
Nov 21 - Nov 30
found 2 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Columbus (GTR)
6.2/10 (92 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
Days Inn by Wyndham Columbus
Price was $1,046, price is now $938 per person
$938
per person
Nov 21 - Nov 30
found 2 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Columbus (GTR)
7.2/10 Good! (446 reviews)
Check in was easy. Staff was very friendly & helpful. Room was spacious & comfortable with a fridge & microwave & couch. The bed was so comfortable! The pool was wonderful!
Reviewed on Sep 21, 2025
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
$123 nightly
The price is $134 total per night from Oct 6 to Oct 7
$134 total
Oct 6 - Oct 7
Total with taxes and fees
8.2/10 Very Good! (655 reviews)
"Breakfast, location, clean"
Reviewed on Sep 3, 2025
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 Oct 3 to Oct 4
$108 total
Oct 3 - Oct 4
Total with taxes and fees
8/10 Very Good! (440 reviews)
"felt very safe the owner dixit patel checked us out personally we felt very at home with our stay here very clean and nice rooms handicap accessible was legitimate would definitely stay here again appreciated the hospitality"
Reviewed on Sep 26, 2025
Relax Inn & Suites
328 US-82, Winona, MS
$70 nightly
The price is $76 total per night from Oct 3 to Oct 4
$76 total
Oct 3 - Oct 4
Total with taxes and fees
5.6/10 (44 reviews)
"Met all of our needs: clean, quiet, frig, microwave, AC. Bed had unexpectedly luxurious and soft sheets."
Reviewed on Jul 23, 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.