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.
Rose House Inn

Rose House Inn

3 out of 5
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Columbus (GTR)
8.6/10 Excellent! (62 reviews)
Lovely old Victorian and really enjoyed the comfortable king sized bed.

Reviewed on Dec. 23, 2024

Winston County Hotel Deals

Lake Tiak O Khata Resort

Lake Tiak O Khata Resort

2.5 out of 5
1290 Smyth Lake Road, Louisville, MS
Fully refundableReserve now, pay when you stay
The price is CA $136 per night from Sep 2 to Sep 3
CA $136
CA $149 total
Sep 2 - Sep 3
includes taxes & fees
8.6/10 Excellent! (475 reviews)
"Perfect family get a way and perfect cpuples get a way!!"

Reviewed on Aug. 12, 2025

Lake Tiak O Khata Resort
Quality Inn Louisville MS

Quality Inn Louisville MS

2.5 out of 5
201 Highway 15 N, Louisville, MS
Fully refundableReserve now, pay when you stay
The price is CA $117 per night from Sep 1 to Sep 2
CA $117
CA $126 total
Sep 1 - Sep 2
includes taxes & fees
7.4/10 Good! (285 reviews)
"The location was ideal as there is a shopping center, fuel stations, and several restaurants as well as a restaurant next door. The breakfast selections were more than I anticipated. There was really nothing I didn't like."

Reviewed on Aug. 5, 2025

Quality Inn Louisville MS
The Mason Boutique Hotel

The Mason Boutique Hotel

2.5 out of 5
915 South Columbus Ave, Louisville, MS
Fully refundableReserve now, pay when you stay
The price is CA $205 per night from Aug 21 to Aug 22
CA $205
CA $224 total
Aug 21 - Aug 22
includes taxes & fees
9.4/10 Exceptional! (54 reviews)
"Cute home way form home"

Reviewed on Jul. 1, 2025

The Mason Boutique Hotel
See all 276 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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Family Vacations
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Frequently asked questions

How much does a Winston County vacation package cost?
The most affordable Winston County package is CA $957, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.