Winnsboro Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Winnsboro

Lakefront Cabin w/ 2 Lofts, Boats on 4 Acres

Lakefront Cabin w/ 2 Lofts, Boats on 4 Acres

3 out of 5
321 Co Rd 4849 Winnsboro TX
10/10 Exceptional! (2 reviews)
"Cabin was clean and had everything we needed for our weekend stay. Host was there for any questions. Will love to go back"

Reviewed on 19 Jan 2026

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Lakefront Cabin w/ 2 Lofts, Boats on 4 Acres
Your Hidden Garden Bed and Breakfast

Your Hidden Garden Bed and Breakfast

3 out of 5
212 Co Rd 4536 Winnsboro TX
The price is Rp2.246.745 per night from 28 Oct to 29 Oct
Rp2.246.745
Rp2.538.822 total
28 Oct - 29 Oct
includes taxes & fees
Your Hidden Garden Bed and Breakfast
Oaklea Mansion Bed and Breakfast

Oaklea Mansion Bed and Breakfast

4 out of 5
407 S Main St Winnsboro TX
The price is Rp3.609.174 per night from 17 Nov to 18 Nov
Rp3.609.174
Rp4.331.009 total
17 Nov - 18 Nov
includes taxes & fees
9.6/10 Exceptional! (17 reviews)
"The owner was so helpful and sweet. Room was super and the bed was so comfortable! We will be staying there when we go back to visit relatives again."

Reviewed on 6 Apr 2026

Oaklea Mansion Bed and Breakfast
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.

Stay near popular Winnsboro attractions

Lake Winnsboro

This peaceful East Texas reservoir draws anglers seeking largemouth bass and crappie in its 806 acres. Visit at dawn when fish are active and bring your own gear to this serene woodland retreat.
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Frequently asked questions

How much does a Winnsboro holiday package cost?
You can snap up a holiday package to this top destination on Expedia. But how much your holiday 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?
Plan your trip for the low season and you're likely to find cheap Winnsboro holiday packages. Remember that school holiday periods and major local events can have an impact on prices, so do some research before booking.
How many days is enough for Winnsboro?
With a well-planned itinerary, you can easily tick off the most popular Winnsboro attractions in a few days. But if you want to explore off the beaten track or take day trips, think about booking your Winnsboro holiday for longer.
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 holiday package as soon as possible.
Is it cheaper to book a Winnsboro holiday as a package?
An Expedia holiday package could land you significant savings when compared to booking flights and hotels separately. Better still, you can personalise 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 holiday 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.
How to plan a trip to Winnsboro?

  1. Choose your dates: The things you plan to do in Winnsboro and your preferred season can help you decide when to travel.
  2. Figure out your budget: Make sure you have enough money to cover everything from dining out and transportation to activities and airfares. Your hotel will likely be the largest expense during your trip to Winnsboro.
  3. Decide how long to go for: Now that you know more about Winnsboro, you can figure out the right length of your break. Create a draft plan and allocate enough time for all the things you want to do.
  4. Combine your airfare and accommodation: Once you've nailed down your trip dates and duration, book the perfect Winnsboro holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.