Montgomery County Vacation Packages 2025/2026

Top Montgomery County hotels deals

Holiday Inn Express and Suites Winona North by IHG

413 SE Frontage Road, Winona, MS

Free Cancellation

$119 nightly

$130 total

Oct 15 - Oct 16

Total with taxes and fees

This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Pool

Breakfast included

Americas Best Value Inn Winona

301 SE Frontage Road, Winona, MS

Free Cancellation

Reserve now, pay when you stay

$99 nightly

$108 total

Oct 13 - Oct 14

Total with taxes and fees

An outdoor pool is featured at this motel, along with free self parking. Enjoy the free continental breakfast each morning. A garden is provided and the front desk is staffed around-the-clock.

Pool

Breakfast included

Relax Inn & Suites

328 US-82, Winona, MS

$70 nightly

$76 total

Oct 13 - Oct 14

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.

Parking included

Free WiFi

Charming 1-bedroom cabin in Winona. Close 50 minutes to Starkville for games.

$170 nightly

$185 total

Oct 13 - Oct 14

Total with taxes and fees

Stay at this vacation home in Winona. Enjoy air conditioning. Popular attractions Winona Country Club and Montgomery County Performing Arts Center are located nearby.

Air conditioning

Charming ranch style log cabin with AC in scenic Winona

$285 nightly

$311 total

Oct 13 - Oct 14

Total with taxes and fees

This cabin features laundry facilities.

Washer

Dryer

Catch and Relax! Private Family friendly house w/ 5 acre fishing pond.

Get rates

This vacation home featured laundry facilities and barbecue grills.

Kitchen

Washer

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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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Frequently asked questions

How much are vacation packages to Montgomery County?

Travelocity provides flight and hotel vacation packages from just . With such amazing bargains, you'll be saying hello to Montgomery County before long.

Where can I get the best vacation package deals for Montgomery County?

Travelocity can help you snap up a great Montgomery County package deal. With no less than 400 airlines and 1,000,000 properties worldwide, there's no doubt you'll be able to put together the perfect itinerary.

Why should I purchase my Montgomery County vacation package via Travelocity?

Because we believe in crafting special vacation experiences. From flights and hotels to car rentals and activities, everything is at your fingertips. Our customer support is available 24/7 to ensure you'll never roam alone. We also have an amazing Price Match Guarantee, so you can book your vacation knowing you've scored the best deal around.

Can I save money on my Montgomery County car rental if I book it with a hotel or flight?

Sure can. And our Montgomery County vacation packages are the best way to do it. With only a few clicks you can save money as well as time by booking everything in one place. Collect the keys to your rental car then set your own course. Searching for things to do? Throw some tours or experiences into your package and save on those too.

Which airport is best for Montgomery County?

Golden Triangle Regional Airport (GTR) is where most visitors to Montgomery County disembark the plane.

What is there to do in Montgomery County?

A must-see attraction you shouldn't miss in Montgomery County is Montgomery County Performing Arts Center. After you've been there, spend time connecting with locals and uncovering the character of this exciting destination.