Winston County Vacation Packages
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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 travelling on a shoestring or want to splurge, Expedia are here to help you customize your next dream Winston County vacation.
Top Winston County Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Bulldog Academy 2bd 2ba Townhome Near MSU
CA $3,423
per person
Sep 25 - Sep 27
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) 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
Hyatt Place Columbus
CA $1,764
per person
Sep 25 - Sep 27
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Columbus (GTR)
8.8/10 Excellent! (977 reviews)
Ice machine never worked on the third floor and had no sign that it was out of commission housekeeping missed my room one day other than that everything was fine
Reviewed on Aug 24, 2026
Winston County Hotel Deals
Lake Tiak O Khata Resort
1290 Smyth Lake Road Louisville MS
Fully refundableReserve now, pay when you stay
CA $136
CA $148 total
Sep 11 - Sep 12
includes taxes & 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
Quality Inn Louisville MS
14727 Highway 15 N Louisville MS
Fully refundable
CA $120
CA $131 total
Sep 6 - Sep 7
includes taxes & 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
The Mason Boutique Hotel
915 South Columbus Ave Louisville MS
CA $220
CA $240 total
Aug 26 - Aug 27
includes taxes & 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
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.
Frequently asked questions
How much does a Winston County vacation package cost?
The most affordable Winston County package is CA $1,137, so your dream trip can become a reality — without it costing a fortune. Bundle flights, hotels and car rentals to create a package that matches your travel style.
How do I get a cheap travel package to Winston County?
Our Winston County vacation packages offer plenty of savings for the savvy globetrotter. For the best deals, simply bundle your hotel, flights and tours into a handy package. But great bargains are just the beginning of your next big adventure. When you book with Expedia, and you'll have over 550 air carriers and 1,000,000 properties all over the world to choose from. No matter your style or budget, there's a vacation package with your name on it.
What are the top hotels in Winston County?
Lake Tiak O Khata Resort and Quality Inn Louisville are a couple of leading options in Sturgis. A must-do on any good Winston County itinerary, we recommend taking the time to fully discover this happening city.
How far in advance should I book my Winston County vacation?
Reserving your flight early with Expedia means one less thing to have to worry about. A number of air carriers display prices up to a year in advance. Usually, this is the cheapest time to book. If circumstances have left you booking late, discount flights to Winston County will sometimes occur just a few weeks before departure.
What does an Expedia Winston County travel package include?
Hotels, flights and a cool car for all your road trip adventures. Simply select your preferred bundle and gain access to great discounts. Once you've made your booking, add on a few activities and tours and watch your savings grow. When it comes to organizing your Winston County vacation, you're in charge!
What should I know before booking a Winston County travel package?
Bundling your bookings into a Winston County vacation package is the most convenient way to organize your trip. Not only that, you'll save big just for combining your hotels, flights and car rentals. Once you've booked, why not add on a day tour or an activity?
Can I choose my airline with a Winston County Expedia vacation package?
You can, and with over 550 airlines to pick from all over the world, you have plenty of choice. Take a look at the available options and find out which airline best fits your needs and budget.
If I'm not able to travel, can I cancel my Winston County vacation package?
Don't worry if you're rethinking your Winston County vacation package — you can cancel or amend your booking. And if you've booked it within 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur fees from your hotel, airline or car rental company. We totally get that life can occasionally throw a spanner in the travel works, so head to our Customer Service Portal if that occurs. When you're ready to make changes, we're here to help.
Stay near popular Winston County attractions
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.
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.
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.
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
