Winston County Vacations & Trips from $556

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Your Winston County Vacation

Set off on your next epic adventure with a Winston County vacation package, and leave relaxed knowing the finer details are already taken care of. And with the ability to tailor your getaway, you know it'll be one to remember. Get your trip to Winston County off to a flying start by experiencing its best cities. Louisville is one you cannot miss. Whether you're traveling on a shoestring or want to splurge, Expedia are here to help you customize your next dream Winston County vacation.

Top destinations in Winston County

A brick building with a central entrance, surrounded by lush green trees and grass.

Louisville

Louisville

The Latest Winston County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
My Home at Columbus

My Home at Columbus

$556
per person
Oct 29 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Columbus (GTR)
5.4/10 (174 reviews)
Holiday Inn Express & Suites Columbus North by IHG

Holiday Inn Express & Suites Columbus North by IHG

$694
per person
Oct 29 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Columbus (GTR)
8.6/10 Excellent! (353 reviews)
Na

Reviewed on Aug 23, 2026

Red Roof Inn Starkville - University

Red Roof Inn Starkville - University

$590
per person
Oct 29 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Columbus (GTR)
6/10 (624 reviews)
Very friendly staff and the beds were comfortable

Reviewed on Aug 22, 2026

Holiday Inn Express & Suites Starkville by IHG

Holiday Inn Express & Suites Starkville by IHG

$727
per person
Oct 29 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Columbus (GTR)
8.8/10 Excellent! (991 reviews)
The breakfast was excellent. Staff was courteous, friendly and helpful. I had a couple of issues that were addressed quickly. The only real drawback was the location of the pool. There is no shade there in the afternoon and with the extreme heat we experience during our time there I don’t think I saw anyone there.

Reviewed on Aug 25, 2026

Bulldog Academy 2bd 2ba Townhome Near MSU

Bulldog Academy 2bd 2ba Townhome Near MSU

$1,260
per person
Oct 29 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) 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

Find the Best Winston County Vacation Packages

Winston County Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Memphis Intl. Airport (MEM)

Winston County Hotel Deals

Lake Tiak O Khata Resort

Lake Tiak O Khata Resort

1290 Smyth Lake Road Louisville MS
Fully refundableReserve now, pay when you stay
$99 nightly
$108 total
Sep 11 - Sep 12
Total with taxes and fees
8.8/10 Excellent! (579 reviews)
"Loved the overall ambiance . . .fishing lakes, a nature trail, ducks and geese to feed. The restaurant accomodated all wardrobes and the food was tasty and plenty in each serving. Check-in was fast and friendly. Best of all: a summer night without mosquitoes."

Reviewed on Aug 25, 2026

Lake Tiak O Khata Resort
Quality Inn Louisville MS

Quality Inn Louisville MS

14727 Highway 15 N Louisville MS
Fully refundable
$87 nightly
$95 total
Sep 6 - Sep 7
Total with taxes and fees
7.6/10 Good! (349 reviews)
"Was a clean room, staff was helpful. Breakfast was jimmy dean breakfast sandwiches, orange juice, make waffles, yogurt, coffee, tea. Cereal and milk also had apples."

Reviewed on Aug 24, 2026

Quality Inn Louisville MS
The Mason Boutique Hotel

The Mason Boutique Hotel

915 South Columbus Ave Louisville MS
$178 nightly
$194 total
Aug 26 - Aug 27
Total with taxes and fees
9.4/10 Exceptional! (90 reviews)
"This is a fabulous place to stay. Will absolutely stay here again in the future!"

Reviewed on Aug 20, 2026

The Mason Boutique Hotel
See all 357 properties in Winston 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.

Stay near popular Winston County attractions

A picnic table in a forested area with a lake in the background.

Legion State Park

8.0/10 (39 reviews)
You can take time to visit Legion State Park during your travels to Louisville. Stroll along the lakeside or experience the area's theater scene.
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A historic building with a clock tower, a street lamp, and a reflection in a puddle.

Louisville City Hall

After visiting Louisville City Hall, make a plan to see the other sights and activities in Louisville. Amble around the area's lakeside or experience its museums.
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Kentucky Center for the Performing Arts

6.8/10 (5 reviews)
Take the family on an outing to Kentucky Center for the Performing Arts during your trip to Louisville. Wander the lakeside and parks while you're in the area.
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Diamond Grove Center

Though Diamond Grove Center might be what brings you to town, perhaps you'll have a chance to explore more of Louisville while you are here.
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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.