Winnsboro Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Your Winnsboro Vacation

With a Winnsboro vacation package, say goodbye to endless planning and hello to stress-free adventure. Every detail of your escape has been taken care of before you go, so you can spend more time discovering this exciting city. Ready to explore your new surroundings? Historic Winnsboro Town Clock, South Carolina Railroad Museum and Fairfield County Museum are a few of the most popular places to visit during your trip to Winnsboro. Expedia is here to help you escape your daily routine. Tailor your vacation to Winnsboro to suit your travel style, whatever that may be.

Top Winnsboro Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Sleep Inn Columbia

Sleep Inn Columbia

2.5 out of 5
Seven Oaks
Price was CA $906, price is now CA $823 per person
CA $823
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Columbia (CAE)
8.2/10 Very good! (1,111 reviews)
Decent place to stay and at a good rate! Would stay again

Reviewed on Jul 4, 2026

Tru By Hilton Columbia Greystone

Tru By Hilton Columbia Greystone

2.5 out of 5
Price was CA $1,082, price is now CA $936 per person
CA $936
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Columbia (CAE)
9.2/10 Wonderful! (1,009 reviews)
The workers are really friendly and kind and try to help to the best they can and the breakfast was really good and the room was clean on a daily basis and where was more then enough parking never had a problem finding parking the days I was there

Reviewed on Jul 3, 2026

Courtyard by Marriott Columbia Downtown at USC

Courtyard by Marriott Columbia Downtown at USC

3 out of 5
Downtown Columbia
Price was CA $1,153, price is now CA $1,025 per person
CA $1,025
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Columbia (CAE)
8.8/10 Excellent! (1,010 reviews)
The rooms were great. Beds and pillows comfortable. Modern rooms

Reviewed on Jul 2, 2026

Hilton Columbia Center

Hilton Columbia Center

3.5 out of 5
Downtown Columbia
Price was CA $1,258, price is now CA $1,139 per person
CA $1,139
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Columbia (CAE)
8.8/10 Excellent! (1,000 reviews)
The air conditioning was broken - the temperature outside was 103 degrees. The staff assured me that it was being repaired, however when I spoke to another guest she told me that it had been broken 2 consecutive days prior as well.

Reviewed on Jul 2, 2026

Hawthorn Extended Stay By Wyndham Columbia / Ft. Jackson

Hawthorn Extended Stay By Wyndham Columbia / Ft. Jackson

3 out of 5
Price was CA $966, price is now CA $878 per person
CA $878
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Columbia (CAE)
7.4/10 Good! (346 reviews)
Very nice front desk attendees!!!

Reviewed on Jun 29, 2026

Ready to book your vacation to Winnsboro?

 

Choose your dates

Winnsboro Hotel Deals

Hilton Garden Inn Columbia/Harbison

Hilton Garden Inn Columbia/Harbison

3 out of 5
434 Columbiana Dr Columbia SC
Fully refundableReserve now, pay when you stay
The price is CA $136 per night from Jul 12 to Jul 13
CA $136
CA $152 total
Jul 12 - Jul 13
includes taxes & fees
9/10 Wonderful! (2,160 reviews)
"Lobby area dominated by a , I guess, beauty contest. Ms Sparkle??? Was going on entire 4 day stay!!!!"

Reviewed on Jul 4, 2026

Hilton Garden Inn Columbia/Harbison
Courtyard by Marriott Columbia Downtown at USC

Courtyard by Marriott Columbia Downtown at USC

3 out of 5
630 Assembly St Columbia SC
Fully refundableReserve now, pay when you stay
The price is CA $197 per night from Jul 6 to Jul 7
CA $197
CA $221 total
Jul 6 - Jul 7
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
"The rooms were great. Beds and pillows comfortable. Modern rooms"

Reviewed on Jul 2, 2026

Courtyard by Marriott Columbia Downtown at USC
La Quinta Inn by Wyndham Columbia SE / Fort Jackson

La Quinta Inn by Wyndham Columbia SE / Fort Jackson

3 out of 5
7333 Garners Ferry Rd Columbia SC
Fully refundableReserve now, pay when you stay
The price is CA $126 per night from Jul 11 to Jul 12
CA $126
CA $141 total
Jul 11 - Jul 12
includes taxes & fees
8.2/10 Very good! (1,007 reviews)
"Been here last year, seems that they have renovated the property. Rooms had a modern touch, nice layout for wash and bathroom. Breakfast was very good, selection of the usual fare. Everything in the room was fine, beds were cozy, AC unit was fine. The bed is placed a little too close to the AC unit, ..."

Reviewed on Jul 4, 2026

La Quinta Inn by Wyndham Columbia SE / Fort Jackson
See all 1,287 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Stay near popular Winnsboro attractions

Lake Wateree State Park

8.4/10 (18 reviews)
You can take time to visit Lake Wateree State Park during your travels to Winnsboro. While you're in the area, wander around the natural setting.
See properties

Frequently asked questions

How much does a Winnsboro vacation package cost?
Offering great value package deals from CA $823 on Expedia, you'll be surprised at how little a vacation to Winnsboro costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Winnsboro?
You're likely to find lower prices and better availability in June, October and November. Browse our cheap Winnsboro vacation packages and you could score some great off-season discounts.
How many days is enough for Winnsboro?
With a well-planned itinerary, you can easily hit the top Winnsboro sights in a handful of days. But if you want to explore off the beaten track or take day trips, consider booking your Winnsboro vacation for longer.
Is it worth booking a vacation package to Winnsboro?
Well known for its nature, history and a host of other highlights, you can be assured Winnsboro is a good vacation destination. Some of the top attractions to put on your to-do list? Visit South Carolina Railroad Museum and Historic Winnsboro Town Clock during your Winnsboro vacation.
How to find the best Winnsboro package deals?
Use Expedia's handy filters to help you find some unbeatable 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 trip for midweek, or search for Winnsboro package deals in the low season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Winnsboro vacation as a package?
You can enjoy significant savings on your next Winnsboro escape by booking a customized vacation package. Click on the "Package" heading, then enter your destination and travel dates to browse the best hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Winnsboro?
If you've got your Winnsboro travel dates locked in, book as soon as you can to bag some outstanding deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Winnsboro?

  1. Choose when to travel: Check your diary and get your bags packed. Your favourite season and the available activities will also help you decide when to escape to Winnsboro.
  2. Budget wisely: In addition to the price of your accommodations, you'll need to factor in other expenses too. These include flights, transportation and food. Also, put aside a little extra for unexpected expenses that could crop up during your trip to Winnsboro.
  3. Decide your trip length: Think about how long you want to spend discovering Winnsboro. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a tailored Winnsboro vacation package.

Explore a world of travel with Expedia

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