Montgomery County Vacation Packages 2026 from $759

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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.

My Home at Columbus

$759

per person

Oct 15 - Oct 18

found 11 hours ago

Roundtrip non-stop flight included

Hartford (BDL) to Columbus (GTR)

5.4/10 (174 reviews)

The staff was friendly and clear

Reviewed on Aug 14, 2026

Bulldog Academy 2bd 2ba Townhome Near MSU

$2,944

per person

Sep 25 - Sep 27

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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

La Quinta Inn & Suites by Wyndham Columbus MS

$821

per person

Oct 15 - Oct 18

found 11 hours ago

Roundtrip non-stop flight included

Hartford (BDL) to Columbus (GTR)

8.2/10 Very Good! (1,001 reviews)

Voyager Inn

$786

per person

Oct 15 - Oct 18

found 11 hours ago

Roundtrip non-stop flight included

Hartford (BDL) to Columbus (GTR)

8/10 Very Good! (90 reviews)

Hyatt Place Columbus

$850

per person

Oct 15 - Oct 18

found 11 hours ago

Roundtrip non-stop flight included

Hartford (BDL) to Columbus (GTR)

8.8/10 Excellent! (977 reviews)

Front desk staff was friendly and helpful.

Reviewed on Aug 14, 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

$122 nightly

$133 total

Aug 31 - Sep 1

Total with taxes and fees

Americas Best Value Inn Winona

301 SE Frontage Road Winona MS

Fully refundableReserve now, pay when you stay

$99 nightly

$108 total

Aug 16 - Aug 17

Total with taxes and fees

Relax Inn & Suites

328 US-82 Winona MS

$70 nightly

$76 total

Aug 16 - Aug 17

Total with taxes and fees

6/10 (64 reviews)

"Great"

Reviewed on Aug 9, 2026

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.