Holiday Things to Do: Spend a Day in Downtown Greenville, SC

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Are you looking for a festive way to spend some time in Downtown Greenville, SC? Now that the holiday season has arrived, local mom Andrea has designed a holiday itinerary for downtown Greenville packed with holiday things to do. Here you will find suggestions for places to go in downtown Greenville using the free trolley, information on Greenville’s Holiday Happenings events and lots more.

Christmas is in the air. I smell it. It is a crisp, cool, cheerful aroma. You can savor this sweet scent by simply strolling down Main Street in Greenville. My boys and I do this. Often. In fact, it’s one of my favorite things to do this time of year. Toss in a $3 cup of hot chocolate along with a free trolley ride through downtown Greenville and you have yourself the perfect holiday morning!

Plan your trip into downtown during the holidays

A few months ago I stumbled across this gem: M. Judson Booksellers & Storytellers. Have you been? Trust me, it is well worth your time. They are located on Main beside the Poinsett Hotel. Inside the four walls of this historic building, you will find colorful décor and walls upon walls of books! This year, I am excited to check out their Camilla Kitchen. (I already know I will have one of their literature-inspired specialty coffee drinks coupled with a Spicy Ginger Molasses Cookie! Yum!)

If you’re looking for more than an hour or so of holiday entertainment, skip over to the Marriott Courtyard where Ice on Main is located and purchase a small cup of chocolate goodness before heading to the trolley stop.  And if you’re feeling really brave rent some ice skates and give the rink a go! This year it is strongly encouraged that you buy tickets in advance.

There are a handful of trolley stops along the road, but my gang and I usually pick it up across the street from the Carolina Ale House restaurant. You’ll likely have plenty of time to people-watch while you wait (another favorite pastime of mine). For the tech-savvy among you, you can check out the FindGreenlink app, so you’ll know exactly where every in-service trolley is located in real-time.

On the way back down Main, we always jump off the trolley to visit the Festival of Trees at the Hyatt Regency and other downtown Greenville locations.  We enjoy seeing the trees decorated by schools in the area. Festival of Trees will be held all December 2021.

Holiday Happenings Events and More Things to Do

I don’t know about you but I’m having a little trouble getting into the holiday spirit this year. So I’m hoping these Holiday Happening events in Greenville will serve as the catalyst that thrusts me into a fa la la state of mind. I love seeing the twinkling white lights in the trees that line Main Street. If I close my eyes I can almost hear the carols and smell the flavored coffee. (I’m learning to like coffee, by the way, but that’s a whole other article.)

Night of Lights- December 3rd, 2021. This Greenville event will feature a Christmas Tree Lighting, live music, vendors, food trucks and more!

Poinsettia Christmas Parade- December 4th, 2021 at 6 pm

Window Decorating Contest- Winners announced December 21, 2021. Greenville’s local shops will compete for the best holiday window display. Visitors and shoppers can enjoy the displays and vote for their favorites between December 8th and 20th, 2020.

Poinsettia Postcards – School groups and local non-profits created and decorated holiday postcards which will be displayed throughout the Main Street plazas. Vote for your favorite online, or in person at 656 South Main Street.

Free Parking- November 26th-27th, December 24th – 25th, 2021 parking is free at all City of Greenville parking facilities.

Ice on Main, Through January 17th, 2022, Ice skate in Downtown Greenville’s outdoor rink, Ice on Main.

The Great Sheep Trail: Find the Sheep in Downtown Greenville’s shops with Aldersgate UMC Messy Church. FREE! Print your clue card for the Great Sheep Trail and get hunting. The Great Sheep Trail starts December 3rd, 2021 and goes through December 30th, 2021.

So grab your calendar and pick a day. You’ll be glad you did!

Andrea Beam
About the Author
Andrea Beam works for the Greenville County School System, but her passion is writing! Greenville has always been her home. Her family enjoys exploring everything the town has to offer. In addition to Kidding Around Greenville, she blogs at Sunshine & Rain.

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