Montgomery County Vacation Packages 2026 from $670

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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.

Top destinations in Montgomery County

A brick building with the inscription "WINONA" and an arched window.

The Latest Montgomery County Vacation Packages

Price found within the past 48 hours. Click for updated prices.

The Grand Motel

$670

per person

Nov 20 - Nov 22

found 1 day ago

Roundtrip non-stop flight included

Washington (DCA) to Columbus (GTR)

6/10 (81 reviews)

The property was dirty, there was a dead roach in the bathroom, the air conditioner didn’t work, the room smelled, there was no bulbs in the lamp in the room, the toilet seat was ready to fall off … NEVER again will we stay there

Reviewed on Sep 1, 2026

Bulldog Academy 2bd 2ba Townhome Near MSU

$1,907

per person

Nov 20 - Nov 22

found 1 day ago

Roundtrip non-stop flight included

Washington (DCA) to Columbus (GTR)

10/10 Exceptional! (1 review)

We had a blast. It was very clean, cozy, felt like home. Beds were comfortable, it was quite

Reviewed on Nov 26, 2025

Hampton Inn & Suites West Point

$901

per person

Nov 20 - Nov 22

found 1 day ago

Roundtrip non-stop flight included

Washington (DCA) to Columbus (GTR)

8.8/10 Excellent! (522 reviews)

My Home at Columbus

$680

per person

Nov 20 - Nov 22

found 1 day ago

Roundtrip non-stop flight included

Washington (DCA) to Columbus (GTR)

5.4/10 (185 reviews)

Filthy never stay here unless your desperate

Reviewed on Sep 7, 2026

Hyatt Place Columbus

$860

per person

Nov 20 - Nov 22

found 1 day ago

Roundtrip non-stop flight included

Washington (DCA) to Columbus (GTR)

8.8/10 Excellent! (999 reviews)

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

$126 nightly

$137 total

Oct 29 - Oct 30

Total with taxes and fees

Americas Best Value Inn Winona

301 SE Frontage Road Winona MS

Fully refundableReserve now, pay when you stay

$84 nightly

$92 total

Sep 30 - Oct 1

Total with taxes and fees

8/10 Very Good! (521 reviews)

"There was a roach coming out of my sink when I first got in the room, pubic hair in the tub and the beds are hard. Other than that, it was a decent stay."

Reviewed on Sep 28, 2026

Relax Inn & Suites

328 US-82 Winona MS

$57 nightly

$63 total

Sep 30 - Oct 1

Total with taxes and fees

See all 82 properties in Montgomery County

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.