Events in Sumner County, TN

Portland Community Education Foundation presents its annual fundraiser, The Event, at Southern Occasions Event Center & Catering. Tickets are $100 and include a meal and a chance to win door prizes. The full ticket price is tax-deductible, and proceeds benefit Teacher Grants and Scholarships for Portland area educators and students. Since 2006, the foundation has awarded more than $92,700 to teachers through grants and nearly $283,250 in scholarships to 202 local students. For tickets or donation information, call 615-325-9032, email kristen@portlandcofc.com, or visit the Portland Chamber office.

This annual fall consignment auction features farm and construction equipment. Only farm- or construction-related items are accepted. Tires, wheels, and household items will not be accepted. Sellers are encouraged to contact the organizers early, as advance notice allows for more advertising of the equipment they plan to consign.

A no cost Medicare 101 workshop in Hendersonville offers clear guidance from local Medicare experts, without call center runaround or sales pressure. Attendees explore how Parts A, B, C, and D work, the key enrollment periods and the penalties that can arise if deadlines are missed, and practical ways to select a plan that suits individual needs and budgets. Every participant receives a complimentary copy of 64+, a Medicare and retirement planning guide. Seating is limited, and registration is free.

Now in its seventh year, City Square Christmas Fest brings holiday cheer to City Square Shopping Center in Hendersonville while supporting the Hendersonville Police Department Santa Cop Program. Presented by New Beginnings Furniture and Cashmere & Cotton, the celebration features daylong shopping, surprise giveaways, and a silent auction with gift cards, products, services, experiences, and other items provided by local businesses. Ten percent of the day’s sales will benefit the Santa Cop initiative. The fest is also part of Christmas for a Cause at City Square, a monthlong toy drive that supports the HPD Santa Cop Program. Organizers plan to share additional details on surprises, auction offerings, and giveaways.

This real estate auction in Castalian Springs, Trousdale County features a remodeled two bedroom, two bath waterfront home with a private boat dock. The residence offers an open floor plan across 1,474 square feet, a custom kitchen island finished with leathered granite, and a spacious upstairs primary suite that includes a walk in closet, a freestanding tub, and a double showerhead. The property will be sold to the highest bidder. Terms are 10 percent down on the day of sale, balance due at closing, a 10 percent buyer’s premium, prorated property taxes, and possession upon delivery of the deed. The auction will proceed regardless of weather. The sale is presented by Bluegrass Auction Associates, Inc., Tennessee Firm License 5487, with auctioneers JK Graves and Sgt. Major Gary Payne, and referring agent Jackie Adams of RE/MAX 1st Choice.

This self-defense seminar welcomes participants of all levels. Topics include developing situational awareness, controlling the four ranges of a confrontation, and learning offensive and defensive techniques for each range. Participants will also explore three key elements of a confrontation, along with five offensive tools and five primary self-defense targets. The seminar costs $15 for White House residents and $27 for non-residents, with space limited to 25 participants.

Enjoy an outdoor event featuring food sellers, live musical performances, and a market with local vendors. It will proceed regardless of the weather.

Explore the history and architecture of Hawthorn Hill, a circa 1805 brick Federal home preserved as close to its original state as possible. Its original stenciling, paint, and plaster offer a glimpse into 19th-century Middle Tennessee history. The home is rarely open for tours, and tour availability is limited.

Community yoga welcomes participants of all levels.

Create a festive acrylic painting of a small white chapel adorned with a wreath, layered over vintage sheet music on a wooden board. Presented by The Lovely Easel, artist Lori White provides step by step guidance so you complete an 8 by 10 inch piece during this two hour class. The $45 fee covers all supplies, including the board, paints, brushes, and an apron, and you will take your finished artwork home the same day. No prior painting experience is required. Enrollment is limited to eight participants. The class takes place at The Artisan Hatchery in Gallatin.

Low-income residents in Gallatin, Tennessee can receive free help with civil legal issues at a walk-in clinic. No appointment is necessary. Services are intended for individuals with household incomes around 125 percent of the federal poverty level or below, and there is no cost. Presented by Legal Aid Society of Middle Tennessee and the Cumberlands. For more information, call 1-800-238-1443.

A local Finklepott Fairy will be at The Artisan Hatchery in Gallatin offering Finklepott’s Original Fairy Hair. Sign-ups are available to receive Fairy Hair and enjoy a touch of sparkle inspired by the fairies.

Step into the world of the early Tennessee frontier at this monthly living history program at Mansker's Station. Designed for families and homeschool groups of all ages, it features interactive activities and demonstrations that highlight 18th century trades and everyday life. Explore the site at your own pace and take part in experiences that bring the past to life. Advance registration is required. Tickets are $9 for participants ages 6 and up, payable at check-in at the Goodlettsville Visitor Center.

Highpoint Health Imaging for Women at Sumner Station is making it easier to prioritize health with convenient mammogram appointments suited to busy schedules. To schedule an appointment or ask questions, call 615.328.6500.

Browse firearms, knives, and related items offered by local vendors at this monthly trade day. The event welcomes collectors, enthusiasts, and anyone looking for something unique.

Now in its sixth year, the Holiday Bazaar at Hawkins Middle School brings together more than 80 indoor vendors, food trucks, a silent auction, and free photos with Santa. Vendors are invited to register in advance to participate. For questions, contact Aubrey Bell or the Hawkins Support Organization and disregard messages from anyone else.

Gallatin Comic Con 2026 brings a pop culture celebration to Middle Tennessee at the Gallatin Civic Center, a short trip from Nashville. Special guests include John Schneider, known to many as Bo Duke from The Dukes of Hazzard, with the General Lee on display. A rare Sons of Anarchy reunion features Mark Boone Junior, Kim Coates, and Tommy Flanagan. Jennifer Cihi, the original English singing voice of Sailor Moon, adds an anime highlight, and guests such as Greg Land, Lary Stucker, Jay Leisten, Billy Martinez, and Johnathon Schaech are slated to appear. Look for professional photo sessions, celebrity autographs, casual selfies and meet and greets, cosplay, vendors with collectibles, an Artist Alley, and family-friendly entertainment. Whether your interests center on comics, anime, or biker drama, there is something to explore at this Middle Tennessee convention.

Pages & Palettes is a month-long exhibit at the Gallatin Public Library, celebrating artists who have shared their talents and artwork with the library and community over the years. Hosted by the Friends of the Library, the exhibit features a diverse gallery of work by local artists.

Discover Cragfont’s hidden corners on an award-winning exploration that ventures into areas rarely open to the public. The route moves from the cellar to the attic and even into closets, highlighting details that reveal the site’s layered past, from the cramped sleeping loft used by Delphy to Roman numerals inscribed on attic beams. Architectural and historical clues shed light on everyday life at Cragfont in the early 19th century and trace how the house and its grounds have changed over time. Expect a physically demanding experience with climbing and crawling, so sturdy footwear and a readiness for dust are important. Please note that the tour involves steep stairs without handrails, tight spaces, low ceilings and doorways, and significant dust exposure.

At Gallatin Civic Center, a new Middle Tennessee comic convention brings pop culture and fandom together with special guests, creators, and activities for all ages. John Schneider appears, with the famous General Lee available to see up close. A rare Tennessee reunion gathers Mark Boone Junior, Kim Coates, and Tommy Flanagan for fans of Sons of Anarchy. Anime fans can meet Jennifer Cihi, recognized as the original English singing voice of Sailor Moon. Appearances by Greg Land, Lary Stucker, Jay Leisten, Billy Martinez, and Johnathon Schaech highlight the creator lineup. Offerings include professional photo opportunities, celebrity autographs, selfies and meet and greets, cosplay, an artist alley, vendors with collectibles, and family friendly entertainment. Located just 30 minutes from Nashville, this gathering offers something for longtime enthusiasts and first timers alike.

People who need legal assistance but cannot afford it can speak with a Legal Aid Society representative about civil legal matters. Walk-ins are welcome, and no appointment is needed. Help is available for housing and eviction, SNAP and TennCare, debt and unemployment, expungement, and orders of protection. All services are free and provided by the Legal Aid Society of Middle Tennessee and the Cumberlands.

Enjoy a beginner friendly cookie decorating class focused on creating treats you can savor yourself, share with family, or add to a Thanksgiving dessert table. Learn helpful tips as you decorate six cookies. No experience is necessary. Seats are limited. Each seat is $45 and includes all the supplies needed to decorate the cookies.

Celebrate the season at a festive marketplace featuring 65 local makers, boutiques, and food trucks. Wander a courtyard trimmed for the holidays, enjoy dinner beneath glowing bistro lights, and shop to the sound of timeless Christmas tunes. Capture memories at thoughtfully designed photo spots and discover distinctive finds that range from vintage and repurposed pieces to trend-forward goods, boutique selections, apothecary items, gifts, coffee, and more. Now in its 13th year, parking is $10 cash per vehicle at the gate with no per-person admission. The first 100 guests each day receive a complimentary shopping bag from the team stationed in front of the center building. During special last-chance shopping windows, every vehicle that arrives receives a free pair of Christmas earrings at the parking tent when the parking fee is paid.

Picture your own Santa, painted by you, sitting on the mantle this Christmas. This hands-on painting session takes place over one afternoon and is limited to six seats. No experience is needed, not even with acrylic. All materials are provided, including canvas, paint, brushes, and a stay-wet palette to help keep the paint workable. Simply bring yourself and wear something you do not mind getting paint on. If spots are filled, a wait list is available for openings.

Candy Cane Village transforms the grounds of City Hall into a festive walk among sponsor-painted cottages. Each house is approximately 4 by 4 by 7 feet, arranged around the illuminated grounds for a cheerful stroll. No reservations are needed, and parking is available at or near City Hall. Whether it is a first visit or a return, visitors can explore uniquely decorated houses and enjoy the holiday atmosphere.

Downtown Gallatin hosts a third annual Christmas market that blends small-town charm with an elevated holiday shopping experience. Explore festive vendors to find thoughtful gifts, sip hot chocolate as you make your way around the square, and enjoy live carolers in a cheerful seasonal setting. After browsing the market, visit nearby retailers and grab a bite at local restaurants. Families can also take a photo with Santa. A small number of vendor spots remain and will be allocated in the order applications are received. For vendor inquiries or other questions, contact Amy Nixon at vfapply@gmail.com. For authenticity, note that there is only one official social media account for this event.

A festive community craft fair marks its 10th anniversary at Hendersonville High School in Hendersonville, TN. Shoppers can explore booths from local vendors featuring handmade gifts, holiday decorations, crafts, jewelry, baked goods, and other treats. The day features cheerful music and a welcoming atmosphere while highlighting the work of local artisans. The event also supports the HHS Wrestling Team. New vendor application information will be available on the event page.

Celebrate the start of the holiday season at the Jingle & Mingle Market, featuring a day of shopping, tasty food, and festive cheer while supporting local small businesses. The market takes place at Stars & Stables in Lebanon.

Enjoy a Christmas market on the square, with holiday shopping, hot chocolate, and live carolers. After browsing the market, explore Downtown Gallatin’s local retailers and enjoy a meal at one of the downtown restaurants. Santa will also be available for photos.

Celebrated for more than 35 years, this Goodlettsville tradition ushers in the holiday season with music, storytelling, and demonstrations set inside the fort’s cabins and a historic home. Guests can move at a relaxed pace, listen to nostalgic tunes, take in simple natural decorations, and enjoy refreshments. The gift shop offers distinctive items for seasonal shopping. Activities are hosted at the Goodlettsville Visitor’s Center, Historic Mansker’s Station, and the Bowen House. Parking is available at the Visitor’s Center with overflow inside Moss-Wright Park. Admission is free and no reservations are needed.

HolidayFest hosts an annual Christmas boat parade on Old Hickory Lake in Hendersonville, Tennessee. A flotilla of boats decorated with sparkling lights and festive displays will illuminate the water, offering a festive way to celebrate the season in this lakeside community. The parade sets off from Mallard Point. Spectators can bundle up, bring family and friends, and choose a comfortable spot along the shore to watch the glowing procession cruise by. Boaters who wish to participate can decorate a vessel and assemble a crew, with additional details for participants, judges, and viewers to be shared closer to the event.

This performance features original songs delivered with clear excitement.

Keen School of Music hosts its 2026 Winter Recital at Renovation Church.