Events in Clermont, FL

This brisk, long-distance group ride typically covers around 42 miles at an average pace of 18 to 20 mph. The route uses public roadways and a bike trail to Apopka and back, making it a good fit for riders comfortable with sustained speeds. Helmets are required, and bike lights are recommended. Please follow all traffic laws and ride at your own risk. The ride is led by Keith.

This water-based paddleboard yoga flow at Lake Hiawatha Preserve invites beginners and offers a new twist on familiar land poses. BYOB is welcome, and rentals can be reserved.

Returning for its eleventh year, The Animal League’s Puttin’ Fore Paws brings a day of golf to Green Valley Country Club, a community landmark for more than fifty years. The picturesque course’s rolling terrain, elevation changes, scenic views, and local wildlife set the stage for friendly competition that benefits The Animal League’s adoptable pets. The day begins with check-in followed by a shotgun start, and a post-round lunch is included with registration. Highlights include longest drive and closest-to-the-pin contests, raffle prizes with a 50/50 drawing, and mulligans, along with opportunities to meet adoptable animals on site. Sponsorship opportunities are available. Green Valley Country Club does not accept tournament payments.

At the Lake County Out of the Darkness Community Walk, people gather to prevent suicide, remember loved ones, and support those affected by mental health conditions. The event brings communities together and creates a caring space to recognize how these challenges have touched the lives of family, friends, and neighbors. It takes place at Victory Pointe. Support and resources are available for anyone seeking help.

Nature Fest Open House brings the community together at Oakland Nature Preserve for a day of exploration and learning. Meet members of the environmental community and take part in wildlife encounters, guided hikes, and boat tours on Lake Apopka. Families can enjoy children’s activities and a Youth Art Show, with local vendors, great food, and engaging educational presentations offered throughout the event. Admission is free, and donations are appreciated to support the mission of Oakland Nature Preserve. Vendor and sponsor opportunities are available.

Meet adorable adoptable cats from The Animal League at the newly opened Petco in Clermont. Team Meow volunteers will be on hand for friendly introductions, to chat about fostering, and to answer questions about finding the right match. The Animal League follows a best match approach to pair pets with families, and the process begins with an adoption application. You can view the cats housed at Petco Clermont during normal store hours. For hands-on meetings, schedule an appointment with the adoption team, since store employees are not able to provide access.

At the Downtown Clermont Farmers Market, explore a lively mix of farm-fresh produce, artisan wares, and a variety of local vendors. Pick up a coffee as you browse, take a relaxed walk through the park setting, and support small businesses with every purchase. The atmosphere has an inviting small town feel, making it a welcoming outing for families and friends who enjoy shopping local.

Meet lovable adoptable dogs from The Animal League at the brand new Petco in Clermont. Chat with volunteers about adopting, fostering, volunteering, donating, and other ways to support the organization. Team Meow volunteers also host on-site meet and greets with the cats housed at the store. If a pet seems like the right fit, The Animal League follows a best match approach, and the process begins with an adoption application. To meet cats at the store, appointments are arranged directly with The Animal League because store staff cannot provide access for handling. Donations are welcome and may be dropped off at the adoption center, thrift store, or wellness center.

When in Drought Film Festival, presented by Lake County Conservation Council and Florida Springs Council, brings together films and conversation about Florida’s waters at Clermont Arts and Recreation Center. Screenings include The Water State, Ocklawaha: Tales My Father Told, Gopher Games: The Fight to Save the Heart of Florida, and Water's Journey: The Hidden Rivers of Florida. After the films and a break for refreshments, a panel of conservation experts and local leaders will explore the issues raised and their impact on Central Florida communities. An online RSVP with a $15 suggested donation is requested, and no ticket is required. Attendees are encouraged to bring a reusable water bottle. Sponsors include Climate First Bank, NOSU, and SECO Energy. Sponsorship opportunities are available.

Caring for an aging loved one can be physically, emotionally, and mentally demanding. This caregiver support group provides a calm setting to gain insights, learn practical strategies, and build skills that support caregiving. Sessions cover a range of topics and are led by the Alzheimer's Association. Light refreshments are provided. The group meets on the second Thursday of each month, with no meetings in August or December. For details or to RSVP, contact Tracey Walker at 352-268-1730 or twalker@allegroliving.com.

At Lake David Park, this community block party offers live entertainment, a variety of food trucks, and fun for all ages. Each installment introduces a fresh theme, with performers and special guests adding to the festivities. It is a spirited celebration of Groveland with plenty of music, good food, and a welcoming atmosphere. Updates on lineups and event details will be provided as they become available.

Meet friendly, adoptable dogs from The Animal League at the new Petco in Clermont. Volunteers will be available to share information about adopting, fostering, volunteering, donating, and the organization’s mission. The store also houses adoptable cats that can be viewed during normal business hours; to spend time with a specific cat, contact the adoption team to schedule a meet-and-greet, since store staff are not able to provide access to the cat enclosures. If you decide to pursue an adoption, The Animal League follows a best match approach to help pair pets with the right homes, and the process begins with an application.

We Are Winter Garden celebrates ten years in the community with a fall festival filled with family fun and seasonal traditions. Set at Stoneybrook West Golf Club, the presenting sponsor, the celebration includes live music, a costume parade, bounce house activities for kids, hayrides, unique local shopping, and more. Food and drinks will be available for purchase, and admission is free. RSVP is requested through the ticket link. For information on becoming a vendor, email Tracy@imagineyourmarketing.com.

Music Under the Oaks returns to VanderLey Park with SWITCH!, presented by the Town of Oakland and Advent Health. The band will play classic songs from the 60s and 70s. Attendees may bring blankets and lawn chairs, and dinner and drinks will be available before the performance.

SparkleSilk teams up with Scates Realty and Pink Door Management for the monthly Pop in the Pink Door, welcoming guests to the Flamingo Hall at Scates Realty’s new downtown Clermont office. Tiana will be there providing sparkles.

At World Triathlon Destination - Clermont Waterfront Park, the 36th Annual AdventHealth Great Floridian Endurance Festival presents a wide array of races for multisport and running participants. Competitors can tackle the GFT Triple Triathlon Challenge or opt for the new Triple Duathlon and Triple Aquabike. Other choices include the GFT Sprint Triathlon, individual duathlon and aquabike events, relay options, and an aquathlon. For runners, the schedule features the Floridian 15K and a 5K run and walk. Recognized as the championship event of the 2026 Clermont Running & Triathlon Series and the final triathlon of the year in Clermont, it offers a fitting conclusion to the racing season.

The 4th annual Witchy Paddle at Lake Hiawatha Preserve is free to attend, and paddle board rentals will be offered. This edition shifts to a morning start for a fresh twist on the tradition.

Celebrate the season at the West Orange Junior Service League’s 17th annual 5K, newly named the Pumpkin Patch Dash 5K. Runners and walkers follow an evening course decorated with creative fall touches through Oakland Park in Winter Garden. This family friendly night run features a 5K and a Kid’s Fun Run, plus games, treats, festive activities, food trucks, a live DJ, and more. Registered 5K participants receive official timing, a dry fit shirt, a goodie bag, a finisher medal, and post race snacks. Awards honor the fastest finishers, and the main race includes a special cash prize for top runners under 18. Younger athletes can warm up before the 5K with a half mile run for ages 6 to 11 or a shorter dash for children 5 and under. All children must register in advance and complete an online waiver, and youth shirts are available for an additional fee. Registration will close on race day.

Thrive Clermont presents a one-of-a-kind stage show and art exhibit in partnership with the City of Clermont and Landi-Lou Talent Agency at the Clermont Performing Arts Center on the Main Stage. The Teens Got Talent Showcase celebrates the creativity of Lake County students with a live variety show and a curated student art exhibit. Talents span singing, dancing, instrumental performance, spoken word, comedy, magic, and other unique acts. Up to twelve acts will perform before an audience of more than 700, with participants receiving professional support from Landi-Lou Talent Agency that includes stage coaching, professional headshots, and hair and makeup services for the show. The virtual audition process is open to Lake County students ages 13 to 18, and individuals or groups of two to five submit an online application with a performance video for consideration. Local high school art teachers are invited to curate exhibit tables featuring outstanding teen artists from their schools. Designed to uplift young performers and creators, the showcase offers a platform to share skills, build confidence, connect with peers, and gain mentorship from professionals in the arts and entertainment industries.

Experience a nighttime jack o lantern hike along the Glow Trail at Oakland Nature Preserve, where paths are illuminated by pumpkins carved by community members for a magical walk after dark. This program spans two nights, welcomes costumes, offers candy bags for kids, and includes chances to see some critters. For everyone’s safety, pets are not permitted due to resident wildlife such as bobcats and coyotes. Parking is available along the driveway, outside the gate, and at Family Christian School, and carpooling is encouraged. Those who would like to contribute can register to donate a pumpkin. There will also be an evening porch carving opportunity with a greeting from Ambassador Salamander Dart. Admission will be ticketed this year, with additional details to be shared in late summer.

Returning for its second year in Clermont, Cosmic Pageants’ Halloween Spooktacular offers a family-friendly day of pageantry with a spirited Halloween theme. The celebration takes place inside the Clermont Arts and Recreation Center’s Black Box Theater. Attendees can secure participation with a $50 deposit, and early bird pricing is available for a limited time. The event welcomes both new and returning Cosmic families for a festive experience filled with seasonal flair and lasting memories.

At the new Petco in Clermont, meet a few adoptable cats from The Animal League while Team Meow volunteers host friendly meet and greets. Chat with the team about fostering opportunities and learn how the organization’s best match approach helps pair each cat with the right home, beginning with an adoption application. Adoptable cats can be viewed during store hours, however Petco staff cannot arrange petting or holding, so appointments with The Animal League’s adoption team are required to meet specific cats housed at Petco Clermont.

This free maternal and infant health and safety expo is for expectant parents and for families with a baby under one year old. To be eligible for prizes, families need to arrive within the first hour.

This golf fundraiser, organized by Southern Cross Service Dogs, supports the effort to provide service dogs to veterans in need.

A Harvest Festival in Downtown Clermont celebrates the season with shopping, entertainment, and family-friendly activities. Hosted by Clermont Main Street and presented by Orlando Health South Lake Hospital, it features more than 100 artisan vendors, music performed live, and a variety of food trucks. Families can enjoy a dedicated kid zone with activities, and costumes are part of the fun with contests for both people and pets.

An after-dark 5K run and walk filled with interactive scare zones along the route. Costumes are encouraged, and standout looks can earn cash and merchandise prizes across multiple categories.

Send warm wishes to puppies embarking on the next step toward becoming service dogs. Attendees will meet at Plant Street Market in Winter Garden to enjoy food, drinks and conversation. A few tables will be reserved outside at the end of the building near Central Ave and Smith St, and the outdoor seating is pet friendly. Plant Street Market is an artisan food hall with multiple options for food, making it easy to grab a bite while celebrating the pups as they head off to professional training. For questions, contact Erin Heath at erin.heath@caninevolunteer.org.

At the brand new Petco in Clermont, meet a handful of adoptable dogs from The Animal League and chat with their volunteers about the adoption process, fostering, volunteering, donating, and other ways to get involved. This relaxed meet-and-greet offers a friendly setting to learn how the organization matches pets with families and to see if one of these dogs could be the right fit for your home.

Now in its second year, this superhero-themed 5K pairs with a free Family Fun Night at the Highlander Building in Clermont, Florida. The 5K is professionally timed, and registration includes a T-shirt and medal. Each entry also covers the copay for one therapy session for a child with special needs. The festivities include local vendors and businesses, food trucks, bounce houses, games and activities, raffles, dance parties, and more.

Enjoy complimentary coffee and breakfast while celebrating walking accomplishments. No pre-registration is needed. Presented in partnership by Healthy West Orange, Orlando Health, and the YMCA of Central Florida, this gathering is part of a year-round series featuring monthly meetups, 5Ks, and breakfasts. This event is open to all ages and mobility levels.

Experience bingo with a suspenseful twist. Enjoy a three course luncheon paired with three teas, then play rounds of bingo for prizes while working to solve a murder mystery.

BCe and friends are invited to take part in the Horrible Hundred ride in Clermont, Florida. This annual event usually falls around mid-November, and the planned day is tentative. Details will be updated once the organizers publish the 2026 schedule.

SparkleSilk teams up with Scates Realty and Pink Door Management for Pop in the Pink Door, a once-a-month chance to see Tiana for sparkles inside Flamingo Hall at Scates Realty’s new office in downtown Clermont.

Returning after a fun outing last year, this paddle heads out to the sounds of Moana. It is free and BYOB, and paddle board rentals are available.

Downtown Clermont transforms into a festive winter wonderland for Clermont Celebrates, a night of holiday magic for the whole family. Enjoy snow, Santa, live music, a dedicated kid zone, and opportunities to shop from local vendors in the heart of Downtown Clermont. Presented by AdventHealth, this cherished community tradition brings the community together to celebrate the season.

Now in its sixth year, this pop culture convention brings together comics, anime, and gaming for a full day of fandom. Hosted at the Clermont Performing Arts Center in Clermont, Florida, it welcomes dedicated collectors and casual fans alike. Cosplay is encouraged, with chances to meet artists and writers and to browse exclusive merchandise.

A Thanksgiving-themed 5K at Waterfront Park offers a festive way to get moving, whether running or walking. Registration includes chip timing, a turkey-themed finisher medal, a soft ring-spun cotton short sleeve shirt, awards by age group, and complimentary photos. Packet pickup takes place on race day, followed by the 5K start. Framed as a memorable holiday tradition, this event pairs seasonal spirit with a scenic park setting.

Meet adoptable cats from The Animal League at the new Petco Clermont. Team Meow volunteers will be on site for friendly meet and greets and to share information about becoming a foster. The Animal League follows a best match adoption process that begins with an application. Cats housed at Petco Clermont can be viewed during store hours, but Petco employees cannot facilitate petting or holding. To arrange an in-person meeting with a specific cat, contact The Animal League’s adoption team to set an appointment.