Christmas Events for Kids in Simpsonville (2026)

Christmas Events for Kids
Written by Kelsey Cecil

Updated 4 min read

Rally the corgi has sniffed out the best Christmas events for kids in Simpsonville for 2026, and here is what he found: 2 family events, 1 of them free. They are Balloon-Twisting Santa (from November 14) and Sunday's Sparkle with Santa and Mrs. Claus (November 15). We check every date on the host’s own website, and each listing links straight there. For the rest of the state, see our Kentucky Christmas events for kids guide.

What Rally found in Simpsonville

  • 2 Christmas events for kids in Simpsonville
  • 1 free event, including Sunday's Sparkle with Santa and Mrs. Claus
  • Meet Santa: Balloon-Twisting Santa (from November 14) and Sunday's Sparkle with Santa and Mrs. Claus (November 15)
  • Season: November 14 (Balloon-Twisting Santa) to December 19 (Balloon-Twisting Santa)
  • Every date checked on the host’s own site on Nov 10

Free Christmas events for kids in Simpsonville

Santa and Mrs. ClausFree

Sunday's Sparkle with Santa and Mrs. Claus

Expand to see the parent tip

Sundays at the outlet center pair free photos with Santa and Mrs. Claus with free face painting by Sandra Sparkles. The fun is split between Santa's Workshop and the Food Court Patio, and families take the pictures on their own cameras.

The organizer's page lists Sunday, November 15, 2026, from 1:00 to 4:00 p.m. at The Outlet Shoppes of the Bluegrass, 1155 Buck Creek Rd. Both the face painting and the photos are free. The page talks about Sundays in general but shows only this date, so check with the center about later weeks.

Parent tip: Decide the order before you arrive: Santa first for a clean-faced photo, or face painting first if your child wants the design in the picture. Bring a charged phone or camera, since the photos are yours to take.

Host
The Outlet Shoppes of the Bluegrass (opens in a new tab)
Address
The Outlet Shoppes of the Bluegrass, Santa's Workshop and the Food Court Patio, 1155 Buck Creek Rd, Simpsonville, KY 40067 (opens in maps)
Confirmed
On the host’s page, checked
See dates and detailsfrom The Outlet Shoppes of the Bluegrass (opens in a new tab)

New Simpsonville events every week

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Rally’s Christmas research

Rally the corgi has 1 more Simpsonville event researched for you.

  • New events every week We research new events daily and send you one email a week with the new ones we find in Simpsonville.
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Coming up on this page

  • 2 Santa
  • 1 Free

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Ticketed and paid Christmas events for kids in Simpsonville

Admission, tickets or a fee apply. Where a host has not posted a price yet, the listing says so.

Santa visit

Balloon-Twisting Santa

Expand to see the parent tip

Santa shows off an unusual skill at the outlet center's Santa's Workshop, near the Coach store. Kids watch him twist a balloon creation made just for them, then take it home as a gift from Santa. Mrs. Claus joins him for the visit.

He is there on Saturdays from November 14 through December 19, 2026, from 1:00 to 4:00 p.m., at The Outlet Shoppes of the Bluegrass, 1155 Buck Creek Rd. The page describes the balloon as a gift and lists no price or sign-up.

Parent tip: Each balloon is twisted for one child at a time, so the line may move slowly, and coming near 1:00 p.m. gives little ones the most leeway in the three-hour window. Leave room in the car so the balloon gets home in one piece.

Host
The Outlet Shoppes of the Bluegrass (opens in a new tab)
Address
The Outlet Shoppes of the Bluegrass, Santa's Workshop near Coach, 1155 Buck Creek Rd, Simpsonville, KY 40067 (opens in maps)
Confirmed
On the host’s page, checked
See dates and detailsfrom The Outlet Shoppes of the Bluegrass (opens in a new tab)

New Simpsonville events every week

Rally researches Christmas events in Simpsonville daily and updates this page with new events. Enter your email to get a weekly update with new events in Simpsonville.

Free. Unsubscribe anytime. Privacy policy (opens in a new tab)

We check every event above on the host’s own page for the date, time and cost, plus the things parents ask about, like sign-ups and ages. Looking for a Santa train instead? Those are on our Kentucky Christmas train rides page.

See every event on a December calendar

Plan your December

When each Simpsonville Christmas event for kids happens

The first is Balloon-Twisting Santa in Simpsonville on November 14; the last runs to December 19. Each bar spans an event’s dates, not every hour in them, so check the host’s page for times.

Looking further afield? Our Kentucky Christmas events for kids guide lists every event we have found in the state, and we have city guides for Crestwood, La Grange, KY, Saint Matthews and Louisville. The national search sorts every event by distance from your town.

A story for the drive home

A morning with Santa or an evening of holiday stories tends to end the same way: tired kids, a long drive and one more book before bed. Our picture book follows Rally the corgi on his first train ride to see his grand-paw-rents, and every page is painted by hand. If your family is spending December missing someone, it was written for that too. For the car, print our free corgi and train coloring pages.

Rally Takes the Train book cover: a watercolor corgi peeking from a red train

A bedtime story after seeing SantaRally Takes the Train is a five-minute rhyming picture book about a corgi’s first ride on a California train, hand-painted in watercolor. $16.99 on Amazon, ages 0 to 8.

Buy on Amazon (opens in a new tab)

2026 Christmas events are coming in late November

More Christmas events arrive in late November. We add them here as soon as we confirm them.

The story of Christmas in Simpsonville

Simpsonville is nicknamed the American Saddlebred Horse Capital of the World, and by 1825 it was one of the largest stagecoach towns between Shelbyville and Louisville. Travelers still stop here in December, now to see Santa and Mrs. Claus at The Outlet Shoppes of the Bluegrass.

How Simpsonville celebrates

The Christmas events on file for Simpsonville both come from The Outlet Shoppes of the Bluegrass at 1155 Buck Creek Rd. The center sets up a Santa's Workshop near its Coach store, where Santa twists a balloon for each child on Saturdays from November 14 through December 19, 2026, with Mrs. Claus alongside. On Sunday, November 15, the center lists Sunday's Sparkle, with free photos with Santa and Mrs. Claus and free face painting by Sandra Sparkles at the workshop and the Food Court Patio. Simpsonville's retail growth followed the completion of Interstate 64 in 1965, which made the trip from Louisville easy.

Fun facts about Christmas in Simpsonville

Simpsonville was laid out in 1816 on the petition of Isaac Watkins, got its first post office in 1821 and was incorporated in 1833. It was named for Captain John Simpson, a Virginia native who represented Shelby County in the Kentucky House of Representatives and died in the War of 1812. An interurban railroad linked the town to Louisville and Shelbyville from 1910 until 1934. The 2020 census counted 2,990 residents.

Traditions today

  • Balloon-Twisting Santa: On Saturday afternoons at The Outlet Shoppes of the Bluegrass, Santa twists a balloon creation for each child to take home.
  • Sunday's Sparkle: The outlet center pairs free photos with Santa and Mrs. Claus with free face painting by Sandra Sparkles on a Sunday afternoon.
  • Santa's Workshop near Coach: Santa and Mrs. Claus greet families at a Santa's Workshop set up near the Coach store in the outlet center.
  • The road through town: Simpsonville sits along U.S. 60, the old Midland Trail stagecoach route, 8 miles west of Shelbyville and 23 miles east of Louisville.

A fact for kids

Long before cars, stagecoaches on the Midland Trail stopped in Simpsonville to rest or swap their horses. Today the town is nicknamed the American Saddlebred Horse Capital of the World.

Questions about Christmas in Simpsonville

When was Simpsonville, Kentucky founded?

Simpsonville was first laid out in 1816 on the petition of Isaac Watkins. It received its first post office in 1821 and was incorporated in 1833. By 1825 it had become a stagecoach town, one of the largest between Shelbyville and Louisville.

How did Simpsonville get its name?

It was named in honor of Captain John Simpson, a native Virginian who represented Shelby County in the Kentucky House of Representatives. He died in the War of 1812, a few years before the town was laid out in 1816.

Did Simpsonville have a railroad?

Yes. The Louisville & Eastern Railroad, an interurban line, connected Simpsonville west to Louisville and east to Shelbyville in 1910. The Louisville and Interurban Railroad bought it in 1911 and operated the line until 1934.

What is the Old Stone Inn?

In stagecoach days, travelers on the Midland Trail could stay at the Old Stone Inn while coaches rested or changed horses in Simpsonville. It is the second oldest stone building in Shelby County and is still standing today.

How big is Simpsonville?

The 2020 census counted 2,990 residents. Simpsonville is a home rule-class city in Shelby County covering about 1.3 square miles. For most of its history it was a farming community where dairy, tobacco, cattle and hogs were the main sources of income.

What happens at Christmas for kids in Simpsonville?

The listed events are at The Outlet Shoppes of the Bluegrass. Santa twists balloons for children on Saturdays from November 14 through December 19, 2026, from 1:00 to 4:00 p.m. On Sunday, November 15, there are free photos with Santa and Mrs. Claus and free face painting.

Where do the Christmas events take place?

Both are at The Outlet Shoppes of the Bluegrass, 1155 Buck Creek Rd. Balloon-Twisting Santa is at Santa's Workshop near the Coach store. Sunday's Sparkle uses Santa's Workshop and the Food Court Patio.

Who organizes the Christmas events in Simpsonville?

The two events on file are run by The Outlet Shoppes of the Bluegrass, which posts them on its own events calendar. The face painting at Sunday's Sparkle is done by an artist the center names as Sandra Sparkles.

What is free at Christmas in Simpsonville?

Sunday's Sparkle on November 15, 2026, has free face painting and free photos with Santa and Mrs. Claus, taken on your own camera. At Balloon-Twisting Santa on Saturdays through December 19, the balloon is described as a gift from Santa, and no price is listed.

Sources

  1. Simpsonville, Kentucky, Wikipedia
  2. Unique Event Alert: Balloon-Twisting Santa, The Outlet Shoppes of the Bluegrass
  3. Sunday's Sparkle with Santa & Mrs. Claus, The Outlet Shoppes of the Bluegrass

Keep the Christmas magic going: track Rally the corgi on Christmas Eve, print free Christmas coloring pages, learn how to say Merry Christmas in 100+ languages, find train museums to visit with kids, or browse Christmas events in every Kentucky city.

Simpsonville Christmas events for kids: questions parents ask

What Christmas events for kids are in Simpsonville?

Both listed events are at The Outlet Shoppes of the Bluegrass on Buck Creek Road. Balloon-Twisting Santa runs on Saturdays from November 14 through December 19, 2026, from 1:00 to 4:00 p.m. Sunday's Sparkle with Santa and Mrs. Claus is listed for Sunday, November 15, from 1:00 to 4:00 p.m.

Where can kids meet Santa in Simpsonville?

At Santa's Workshop in The Outlet Shoppes of the Bluegrass, near the Coach store. Santa twists balloons there on Saturdays from November 14 through December 19, 2026, from 1:00 to 4:00 p.m., and he poses with Mrs. Claus for photos on Sunday, November 15.

Are there free Christmas events for kids in Simpsonville?

Yes. Sunday's Sparkle on November 15, 2026, offers free photos with Santa and Mrs. Claus and free face painting by Sandra Sparkles. On Saturdays through December 19, the balloon Santa twists is described as a gift for the child to take home, and no price is listed.

Do I need tickets or a reservation to see Santa at the outlets?

Neither event page mentions tickets or sign-up. Balloon-Twisting Santa runs on Saturday afternoons from November 14 through December 19, 2026, and Sunday's Sparkle is listed for November 15. Both run from 1:00 to 4:00 p.m., so plan to arrive within that window.

Can I take my own photos with Santa in Simpsonville?

Yes. For Sunday's Sparkle with Santa and Mrs. Claus on November 15, 2026, the outlet center tells families to bring the kids and a camera, and the photos are free. The setup is at Santa's Workshop and the Food Court Patio.

What makes Santa at The Outlet Shoppes of the Bluegrass different?

He twists balloons. On Saturdays from November 14 through December 19, 2026, kids watch Santa make a balloon creation for them and keep it as a gift. Mrs. Claus comes along, and on Sunday, November 15, the pair pose for free photos while Sandra Sparkles paints faces.

Are there Christmas train rides for kids near Simpsonville?

Santa trains and holiday train rides have their own guide: Rally Takes the Train’s Kentucky Christmas train rides guide. This Simpsonville guide covers Santa visits, story times, light shows and other events off the rails.

How do you confirm these events?

We list an event only after we find this season’s date on the host’s own website or an official city or tourism calendar. We last checked every listing on November 10, 2026. Hosts change details, so always confirm on the host’s page before you go.

Event names belong to their hosts. Rally Takes the Train is a family picture book and is not affiliated with, sponsored by or endorsed by any host listed here. Confirm dates, times and prices on each host’s own site before you go.

Kelsey Cecil
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