Winnsboro Vacations from $1,656

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Your Winnsboro Vacation

Take the worry out of planning your next exciting adventure with a Winnsboro vacation package. Whether you're in town for its history, food or something else, this city offers endless possibilities for fun. There's plenty to put on your itinerary during a trip to Winnsboro, starting with popular sights such as Beauweevils and Clara Ida Frances, Inc. Check out Expedia's wide range of travel options and start planning your ideal vacation to Winnsboro today.

The Latest Winnsboro vacation packages

Price found within the past 48 hours. Click for updated prices.
The Scarlet Pines

The Scarlet Pines

5 out of 5
Price was $1,895, price is now $1,656 per person
$1,656
per person
Jun 28 - Jul 2
found 1 day ago
Roundtrip non-stop flight included
Kansas City (MCI) to Texarkana (TXK)
No reviews
Wine Time Heated Optional Pool Shuffleboard Table Arcade Play Set Corn Hole

Wine Time Heated Optional Pool Shuffleboard Table Arcade Play Set Corn Hole

2 out of 5
Save 100% on your flight
Price was $6,107, price is now $5,093 per person
$5,093
per person
Jun 28 - Jul 2
found 1 day ago
Roundtrip non-stop flight included
Kansas City (MCI) to Texarkana (TXK)
No reviews
Whispering Winds Luxury Cabin in Hochatown

Whispering Winds Luxury Cabin in Hochatown

2 out of 5
Price was $3,268, price is now $2,770 per person
$2,770
per person
Jun 28 - Jul 2
found 1 day ago
Roundtrip non-stop flight included
Kansas City (MCI) to Texarkana (TXK)
No reviews
Stone Mountain Lodge Luxurious Rustic Retreat

Stone Mountain Lodge Luxurious Rustic Retreat

2 out of 5
Price was $3,258, price is now $2,821 per person
$2,821
per person
Jun 28 - Jul 2
found 1 day ago
Roundtrip non-stop flight included
Kansas City (MCI) to Texarkana (TXK)
No reviews
The Pickleball Pines

The Pickleball Pines

5 out of 5
Price was $1,895, price is now $1,656 per person
$1,656
per person
Jun 28 - Jul 2
found 1 day ago
Roundtrip non-stop flight included
Kansas City (MCI) to Texarkana (TXK)
No reviews
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Discover the most popular places to visit in Winnsboro

Beauweevils

Take the family on an outing to Beauweevils during your trip to Winnsboro. Wander the lakeside in this relaxing area.

Beauweevils

Winnsboro Hotel Deals

Your Hidden Garden Bed and Breakfast

Your Hidden Garden Bed and Breakfast

3 out of 5
212 Co Rd 4536 Winnsboro TX
$101 nightly
The price is $114 total per night from May 18 to May 19
$114 total
May 18 - May 19
Total with taxes and fees
9.6/10 Exceptional! (5 reviews)
This is one of the best B&B's I and my wife have stayed. The walk in shower is truly amazing and has a door that opens out into the private porch area and hot tub. The breakfast is really delightful and plentiful. The hosts are great people and they will leave you in peace if that is what you want. ...

Reviewed on May 1, 2026

Your Hidden Garden Bed and Breakfast
Serene Lakefront Cabin, Fishing, Firepit, Kayaks

Serene Lakefront Cabin, Fishing, Firepit, Kayaks

Winnsboro TX
9.4/10 Exceptional! (69 reviews)
Highly recommend ! Me and my husband really enjoyed the stay . It was clean and best of all they accepted our 2 fur babies. The host was very helpful as well and had great communication , definitely going back !!

Reviewed on Apr 13, 2026

Get rates
Serene Lakefront Cabin, Fishing, Firepit, Kayaks
La Quinta Inn & Suites by Wyndham Sulphur Springs

La Quinta Inn & Suites by Wyndham Sulphur Springs

3 out of 5
1344 Eaton Drive Sulphur Springs TX
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $100 total per night from Jun 7 to Jun 8
$100 total
Jun 7 - Jun 8
Total with taxes and fees
9.4/10 Exceptional! (1,002 reviews)
Great hotel. Love staying here on our trips to SS.

Reviewed on May 14, 2026

La Quinta Inn & Suites by Wyndham Sulphur Springs
See all 499 properties in Winnsboro
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.

Find the Best Winnsboro Vacation Packages

Winnsboro Essential Information

Language
English
Currency
U.S dollars
Population
3,300
Max Temp Winter
55ºF
Max Temp Summer
95ºF
Top Sights
Beauweevils and Clara Ida Frances, Inc

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Frequently asked questions

How much does a Winnsboro vacation package cost?
You can snap up a vacation package to this top destination from $1,656 on Expedia. But how much your vacation to Winnsboro costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Winnsboro?
June, July and December are great times to search for cheap Winnsboro vacation packages. Traveling in less busy periods means you'll typically find better prices on flights and hotels.
How many days is enough for Winnsboro?
The ideal length of your Winnsboro vacation depends on what you'd like to do. Typically, a few days to a week will give you time to visit all the major attractions and explore some hidden gems along the way.
How to find the best Winnsboro package deals?
Use Expedia's filter tool to find some great Winnsboro package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Winnsboro package deals in the off-season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a Winnsboro vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking flights and hotels separately. Better still, you can personalize your Winnsboro getaway to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Winnsboro?
If you're planning an impromptu Winnsboro getaway, browse our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can find sensational deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Winnsboro vacation packages?
If you're anything like us, you love traveling but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the total cost of your Winnsboro trip across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure cheap vacation packages with payment plans as soon as you spot them.

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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.