The Funky Pumpkin invites the community to a Fall Clothing Swap on Saturday, September 12, from 11 a.m. to 3 p.m. Guests are encouraged to bring a small bag of clean, gently used clothing, shoes, or accessories to trade for new-to-them pieces.
The swap will take place on the sidewalk in front of the shop, with tables set out for browsing and trading. Inside, visitors can also enjoy a pumpkin painting craft, Messy Mare dirty sodas, and cozy fall shopping.
The event is free to attend. For accessibility accommodations, guests may contact The Funky Pumpkin directly at 614-256-1566.
The Funky Pumpkin is located at 155 W. Main St., Circleville, OH 43113.
Faces of Uptown is a fashion show and brunch fundraiser hosted by community members inspired to grow, celebrating the people behind the places we love. Join us for a catered brunch, specialty beverages, a fashion show, and a curated auction, all in united support of Uptown Circleville’s mission. Doors open at 10:30am. Founding members and sponsors include Christopher’s Boutique of Circleville, Black Diamond Brewery and Distillery, Peck’s Hall, Uptown Circleville, Wheelhouse Media Solutions, Bier & Win, and Rhoads Garden Center.
Enjoy an evening of live country music in Uptown Circleville as Nick Wright performs at Tootles.
Originally from Parkersburg, West Virginia, and now calling Circleville home, Nick Wright performs a mix of country favorites and original songs. His set features covers from artists including Luke Combs, Whiskey Myers, and more, along with his own original music.
The show begins at 9:00 p.m. There is no cover charge, and guests can enjoy free pool throughout the evening.
Looking for live music in Circleville? Join Tootles for Summer Open Mic Night, an evening showcasing local and regional talent in the heart of Uptown Circleville.
Hosted by Trace Hawkins, this free event welcomes musicians, comedians, poets, storytellers, and performers of all experience levels. Whether you’re stepping on stage for the first time or you’re a seasoned performer, everyone is invited to participate.
Sign-ups begin at 7:30 p.m. Sound equipment is provided, and if time allows, performers may have the opportunity to return for another set. Come perform, support local artists, or simply enjoy a fun night of entertainment in Pickaway County.
Celebrate the release of Middlescence, the sophomore album from N8 Mackinder & The Liquor Pythons, during a special album release show at Tootles in Uptown Circleville.
The new album explores the “middlescence” phase of life through a blend of Americana, punk, blues, and alternative rock. Featuring original songs that touch on aging, relationships, and loss, the project moves between reflective storytelling and energetic rock influences. The album also includes unique covers and a variety of musical styles designed for mature audiences.
Join the band for a night of live music and the debut of songs from their latest release.
Celebrate Mother’s Day weekend and the arrival of spring with a charming day out in Uptown Circleville.
Start your experience by picking up a passport at Farm Market Creates, located at 103 West Main Street. From there, visit participating Uptown Circleville businesses to collect special seed packets along the way.
Once your passport is complete, head to The Twisted Willow at 128 West Main Street to create your own seed packet bouquet to take home.
This self-guided event is a fun way to explore local shops, support small businesses, and enjoy a relaxing day in Uptown Circleville.
Circleville’s streets are turning into a basketball court for the Uptown Classic 3-on-3 Tournament—a high-energy community event that brings players and fans together for a summer showdown!
The Collector’s Market is a one-of-a-kind shopping experience bringing together more than 35 vendors offering unique and collectible treasures. Shoppers can browse a wide variety of items including antiques, vintage clothing and shoes, Longaberger baskets, baseball cards, blow molds, and much more.
With 20 amazing vendors, TWO food trucks, a coffee cart , and River Radio Station onsite —this is truly going to be a treasure hunter’s paradise.
Every vendor is a one-of-a-kind talent bringing you the absolute best finds you won’t see anywhere else.
Grab your friends, mark your calendars, and come ready—because with giveaways, FREE flowers , delicious food, and so much more… This is an event Pickaway County will not want to miss!
A Vendor Passport Giveaway will also take place during the event. Guests can collect stamps from participating vendors, and the first 15 people to complete their passport will win local gift cards (valued up to $50) along with a hand-crafted gift basket.
Visitors are encouraged to bring friends, shop local, and enjoy a full day of discovering unique finds in downtown Circleville.
Circleville’s streets are turning into a basketball court for the Uptown Classic 3-on-3 Tournament—a high-energy community event that brings players and fans together for a summer showdown!
Uptown Circleville invites the community to kick off summer at First Friday on June 6. From food and shopping to classic cars and community fun, there’s something for everyone to enjoy during this monthly celebration in historic Downtown Circleville.
✨ Featured Activities: • Pieing with a Purpose – Local public figures will be pied to raise funds for Pickaway County Special Olympics. • Cruise-In Passport Challenge – Guests can pick up a passport at Uniquely Yours (122 N Court St) between 10 AM–7 PM or at the DJ booth from 5–7 PM, then visit participating businesses for a chance to win an Uptown Experience Gift Basket. • Historical DORA Walk – A one-hour guided tour with the Pickaway County Historical Society departs from Tootles Pumpkin Inn (117 E Main St) at 6:15 PM. Suggested donation: $5 or more.
Additional Fun Includes: • Food by Megabites Food Truck • Entertainment from Roundtown Radio • Car show presented by RoundTown Cruisers and sponsored by DeLong Insurance
Special thanks to First Friday sponsors: DeLong Insurance, Perfection One Collision Center, and Homeland Credit Union.
We use cookies to ensure that we give you the best experience on our website. If you continue to use this site we will assume that you are happy with it.
