Leesburg, Mount Dora, Clermont and other Lake and Sumter municipalities are hosting events, ceremonies, wreath-layings, and special remembrances to pay tribute to our fallen heroes.
This weekend is also the unofficial start to summer, and offers an opportunity to connect with your local community and celebrate the freedoms those heroes secured. Cheer on dragon boat racers in Leesburg, hunt for antiques at the massive Webster Westside Flea Market, see a play, some art and more.
Veterans Memorial Unveiling Ceremony in Eustis
Commemorate the greatest sacrifice and honor those who serve at 9 a.m. on May 22 at Greenwood Cemetery, 220 Haselton St., Eustis. The City of Eustis, in partnership with the Eustis High School AFJROTC, is hosting a special morning ceremony to unveil the new Veterans Memorial. Details: eustis.org/Home
IceHouse makes us laugh at ‘Theatre People’
The IceHouse Theatre invites you to a weekend of high-stakes hilarity with “Theatre People, or the Angel Next Door,” running May 15 to June 7. Based on Ferenc Molnar’s classic farce, this witty comedy follows Broadway playwrighting duo Charlotte and Arthur Sanders as they attempt to launch a new play at a scenic Rhode Island mansion.
This production is brought to life by a crack ensemble led by Virginia Parker, with James Morrison and John Crosby sharing the role of the befuddled Arthur. They are joined by Ryan Smith, Aspen Thompson, Will Booker, and veteran Ava Tunstall. Directed by Darlin Barry (who also handles sound design), the creative team includes scenic designer Buddy Fales, lighting designers Diego Ford and Philip Lupo, and Ava Tunstall on costumes. Catch the fun at 1100 N. Unser St., Mount Dora; for tickets, call 352-383-4616 or email info@icehousetheatre.com.
Poppy Distribution Day in Lady Lake
Show support for local veterans during a community tradition on May 22, from 9 a.m. to 5 p.m. Members of the American Legion Veterans Memorial Post 347 — the largest American Legion post in the world — will distribute traditional red memorial poppies around The Villages and Lady Lake. The Post itself is located at 699 W. Lady Lake Blvd., Lady Lake. For more details, visit the Post 347 events calendar or call 352-750-2099.
City of Groveland Memorial Day Breakfast
Enjoy a meaningful community gathering featuring special guest speakers to reflect on the holiday’s true significance. A complimentary breakfast is provided courtesy of Florida Cracker Kitchen on May 23, from 9 a.m. to 10:30 a.m. at E.L. Puryear Building, 243 S. Lake Ave., Groveland. See the event page on Facebook for details.
Leesburg Memorial Day program and festivities
Promoted as a “solemn and meaningful morning of remembrance” event, Leesburg’s Memorial Day Program will be held at 10 a.m. on May 23 at Veterans Memorial Park. According to the Leesburg Special Events folks, the event will be held “in honor of the brave men and women who made the ultimate sacrifice in service to our nation and marks the 250th anniversary of America. “This gathering is a time for reflection, gratitude and unity within our community,” the city officials added. The event will feature Tunnels to Towers Ambassador, John Manning, ceremonial tributes and a patriotic musical performance by the King Guys Band. Details: Call 352-365-0053 or email specialevents@leesburgflorida.gov
After remembering our fallen heroes, celebrate life with some afternoon fun during the Central Florida Dragon Boat Challenge, which is taking place right on the shores of Lake Harris, from 7 a.m. to 5 p.m. on May 23 at Ski Beach Park, 201 E. Dixie Ave., Leesburg. Top-notch 10-paddler dragon boat teams from all over will compete in a series of electrifying races across three lanes and three distances (100m sprints, 200m, and 400m). Expect a spectator-friendly extravaganza, featuring excellent viewing areas along the adjacent bike path. The festival atmosphere includes local food and drink vendors, plus live music to keep the energy up throughout the competition. Details: panamdragonboat.com/races/central-florida-dragon-boat-challenge
Free classical music concert in Mount Dora
Sponsored by the Mount Dora Library Association, the Piatigorsky Foundation is presenting a free and open-to-the-public classical music concert featuring violinist Qing Li and pianist Victor Santiago Asuncion from 11 a.m. to noon on May 23 at W.T. Bland Library, 1955 Donnelly St. Details: pfclassical.org
‘Sprayground Urban Art Experience’ in Mount Dora
If you’re missing a big metro art vibe but don’t want the noise and traffic hassles, attend an interactive reception for the “Sprayground: The Urban Art Experience,” which spotlights 10 Orlando-based artists making live art in one space, allowing guests to watch their creative processes live while celebrating Florida’s evolving arts culture. Featured artists include Clyde Evans (@clyde.evans.104855), Diego Inkusual (@inkusual), Dawrby, Roxy (@roxenticity), Lemus (@lemusart), Natasha Radovicz Schaidt, Jonathan Stemberger (@stemberger.flowers), Selfismo (Enrique Hernandez), Alfred119 (Alfredo Barranco), Yve Nix (@eightieslvchild) and Tiffypaints. Reception takes place from 6 to 9 p.m. on May 23, and remains up through Aug. 1, at the Mount Dora Center for the Arts, 847 E 5th Ave., Mount Dora. Details: mountdoraart.com
Memorial Day Vietnam Traveling Wall & more in Clermont
See a substantial, heart-rending piece of history in a major tribute event viewing the Memorial Traveling Wall held May 24-26, at the Clermont Highlander Building & Pavilion Complex, 330 Third St., Clermont. Details: southlakechamber-fl.com
The weekend culminates in Clermont’s official Memorial Day Observance Program on May 25 from 11 a.m. to 12:30 p.m. Both the Wall and the ceremony are held at the Clermont Arts and Recreation Center, located at 3700 S. U.S. 27, Clermont. Details: 352-394-3500.
Webster Westside Flea Market: Memorial Day Edition
If you have the day off today, take advantage of the opportunity to experience legendary local shopping tradition. The Webster Westside Flea Market, Florida’s oldest, operates exclusively on Mondays, which makes Memorial Day, fair warning, one of their most popular days of the year.
The expansive grounds comprise hundreds of independent vendors selling everything from fresh produce and boutique goods to high-quality antiques and collectibles at 516 NW 3rd St., Webster. Special holiday hours: 7 a.m.-3 p.m. on Monday, May 25. Details: 352-793-9877, websterwestsidefleamarket.com.
‘Golf and Remembrance’ at Harbor Hills
Harbor Hills Country Club, located at 6538 Harbor Hills Blvd., Lady Lake, hosts its Memorial Day Tribute & Cookout on Monday, May 25. The day begins with an 8 a.m. shotgun golf start, followed by a formal tribute ceremony at 12:15 p.m. and a community cookout at 12:45 p.m. For event registration, visit harborhills.com or call 352-753-7000.
Memorial Day services in The Villages
The Veterans Memorial Park of The Villages Memorial Day Service on May 25 at 10 a.m. Located at 1000 Lake Shore Drive, Lady Lake, the popular community service includes a color guard, wreath-laying and a flag-raising ceremony. Call 352-205-0466 for program details.
Florida National Cemetery Memorial Day Ceremony
This solemn and significant event takes place at 11 a.m. on May 25. Attendees will experience a wreath-laying, patriotic speeches, and full military honors on the grounds of the national cemetery. The cemetery is located at 6502 SW 102nd Ave., Bushnell. For more information, you can visit the Florida National Cemetery page or call 352-793-7740.
Memorial Vietnam Traveling Wall in Clermont
See a substantial, heart-rending piece of history in a major tribute event viewing the Memorial Traveling Wall held May 24-26, at the Clermont Highlander Building & Pavilion Complex, 330 Third St., Clermont. Details: southlakechamber-fl.com
Pine Forest Memorial Day & VFW ceremonies in Mount Dora
Mount Dora will host a public Memorial Day Ceremony at Pine Forest Cemetery from 10 a.m. to 11 a.m. on May 25 at Pine Forest Cemetery, 1699 N. Donnelly St. The ceremony will begin with the Presentation of Colors by the Umatilla High School Army JROTC, followed by the Pledge of Allegiance led by Mayor James Homich. Cmdr. Laurie Turner of VFW Post 8087 will serve as the featured speaker, offering remarks in tribute to those who made the ultimate sacrifice.
There will also be flag placements on gravesites by local Boy Scouts and for veterans immediately after the service. Find more details on the City of Mount Dora calendar.
Later on Monday, a commemorative service and community lunch, the VFW Post 8087 Memorial Day event, begins at 1 p.m. This event offers a more intimate setting for veterans and residents to reflect together following the morning’s city-wide ceremony. The service is held at the VFW Post 8087 headquarters located at 4020 N. Hwy 19-A, Mount Dora. Details: 352-589-8087.
A LOOK AHEAD
Not-so-true crime and fun at ‘Art Heist’
Celebrate the Leesburg Arts Center’s move into its new permanent home at the Historic Tropic Theater by attending The Great Tropic Art Heist on May 30 from 7 to 9:30 p.m. with an interactive murder mystery fundraiser. The collaboration with the Melon Patch Players invites guests to explore a curated exhibit and enjoy cocktails before a “crime” occurs, tasking the audience with interrogating suspects and finding a missing masterpiece. 122 W. Main St., Leesburg. Tickets are $50. Purchase at melonpatchplayers.org.
‘Monsters’ bring comical invasion to Mount Dora
Need comic relief. Head to downtown Mount Dora for laughs, unforgettable stories and REAL Radio entertainers as the “Monsters at Night” Comedy Production takes over the Mount Dora Music Hall at the Community Building on Friday, June 5.
Featuring REAL Radio 104.1 FM’s “Monsters in the Morning,” the special event is a reunion of sorts, corralling fan favorites for a night of stand-up comedy, uncensored conversations, audience interaction and more, starring host Russ Rollins with Ryan Holmes, Angel Rivera, Angelique and Amber Nova, with additional special reunion guests appearing throughout the evening.
“Known for their off-the-wall humor, spontaneous storytelling, and longtime connection with Central Florida audiences, the Monsters crew promises a one-night-only experience packed with laughs and nostalgic moments for longtime listeners and comedy fans alike,” the city of Mount Dora’s press says. Social hour begins at 6 p.m.; show starts at 8. Note: Adult content; ages 21 and older only admitted. The Mount Dora Community Building is located at 520 N Baker St. Details: tix.com.
Father’s Day BBQ Cruise to embark in Tavares
Celebrate Dad aboard the Dora Queen paddlewheel riverboat on Lake Dora during the Father’s Day BBQ Cruise. Ticket includes a BBQ lunch catered by Steak Shack Bistro (pulled pork, BBQ chicken, and sides), live music by Dale New, and access to both indoor AC seating and an open-air upper deck. Beer specials and bourbon flights available. Takes place June 21; boarding at noon, sailing 12:30-2:30 p.m. Tavares Marina, Tavares. $69.95 adults, $34.95 kids (4-12), free for ages 3 and under. Reservations required; visit DoraQueen.com or call 352-533-3380.
For your 2026 summer plans, Lake and Sumter counties are pulling out all the stops. Whether you’re looking to celebrate Juneteenth’s legacy of freedom or mark the monumental “America 250” Independence Day, here is your chronological guide to every major community event.
Juneteenth celebrations in Lake & Sumter
Groveland kicks off the Juneteenth holiday from 5 to 9 p.m. on June 19, with a community-focused celebration at Cherry Lake Park, 131 Wilson Lake Parkway. The evening event features live music and a variety of local food trucks. The event should offer a relaxed, family-friendly gathering where neighbors can come together to honor heritage and freedom against the backdrop of one of the city’s most scenic parks. Details: 352-730-9286.
The Mount Dora Juneteenth Festival gathers the community from noon to 6 p.m. on June 20 at Cauley Lott Park, 1717 Highland St. This city-sponsored event is a deep dive into community spirit, featuring historical reflections, local vendors, and performances that celebrate African American culture. It’s a full day of activities that often brings out residents from across the Golden Triangle to enjoy the vibrant atmosphere and educational displays. Details: mountdora.gov
The Leesburg Juneteenth Celebration inspires and entertains from 11 a.m. to 5 p.m. on June 20, organized by the ‘BURG’ Family Reunion Club. Held in the heart of the city, at Berry Park, 2121 Johns Ave., the event focuses heavily on family unity and local entrepreneurship, featuring a wide array of merchant vendors and soul food favorites. It has grown into a significant regional draw, often requiring advance registration for those wishing to secure specific tent spaces or vendor spots. Details: thebfrc.com/juneteenth-celebration
Clermont rounds out the June 20 celebrations with its 5th Annual Juneteenth Celebration at Waterfront Park from 4 to 8 p.m. Taking place along the shores of Lake Minneola, this event blends art, music, and authentic cuisine. It is specifically known for its high-quality cultural exhibits and educational components, making it a great stop for those looking to learn more about the history of the holiday while enjoying the lake breeze. Details: clermontfl.gov
Royal Community Center: Historically, the Royal community hosts an annual Juneteenth event featuring speakers, traditional soul food, and historical reflections on the community’s heritage. Stay tuned for details.
Hooked on History author celebration in Tavares
Fourteen authors will share anecdotes, tell Florida stories of old, sign books and greet readers inside the Lake County Historic Museum from 10 a.m. to 3 p.m. on June 27 at the Lake County Courthouse, 317 W Main St., Tavares. Lake County historian Richard Cronin and Robert Redd, author of 100 Things to Do in Daytona Beach Before You Die are among the literati you’ll see there. Attendees can also enjoy a variety of exhibits and activities for all ages at the free event. Details: 352-343-9890.
Independence Day & America’s 250th
The road to the 250th anniversary begins early in Bushnell on July 2. The America 250 Freedom Fest at Marge A. Thies Plaza Park offers a head start on the holiday with a 7 p.m. start time. This event is perfect for families who want to enjoy fireworks and food trucks without the massive crowds of the actual holiday, all while celebrating the nation’s quarter-millennium birthday. Details: cityofbushnellfl.com
Eustis starts the holiday weekend on July 3, with its Independence Day Hometown Celebration at Ferran Park. This is one of the most active events in the county, featuring a professional water ski show on Lake Eustis, live music and a massive fireworks display at 9 p.m. The park’s amphitheater provides a great natural vantage point for the performances and the pyrotechnics over the water. Detail: events@eustis.org
Mount Dora’s Freedom on the Waterfront also takes place on July 3, at Elizabeth Evans Park. Starting at 5 p.m., this old-fashioned celebration is a hit for those with young children thanks to its dedicated “Kid’s Zone.” Families typically bring blankets and lawn chairs to enjoy the live music and food trucks, staying late for the fireworks display that lights up Lake Dora at dusk. Details: mountdora.com
Wildwood joins the lineup on July 3 with its Happy Birthday America bash at the Wildwood Community Center. From 6 to 10 p.m., guests can enjoy a high-energy performance by the Greg Warren Band and participate in the city’s signature pie-eating contest. The night concludes with a professional firework show, with the added perk of dedicated golf cart parking for residents of nearby communities. Details: parksandrec@wildwood-fl.gov
On the morning of July 4, the Mount Dora Independence Day Parade takes over the downtown streets. Beginning at 10 a.m., the parade route winds from Donnelly Street and Seventh Avenue down to Charles Avenue. It’s a traditional patriotic tribute featuring local bands, colorful floats, and community groups, providing a great start to the holiday before the afternoon heat sets in. Details: mountdora.com
The Villages hosts its All-American Celebration at Lake Sumter Landing on July 4 from 3 to 10 p.m. This festival is packed with activities, including a classic American-made car show, a cornhole tournament, and a watermelon-eating contest. Live entertainment by The Brothers Jukebox and performances by The Villages Cheerleaders and Twirlers keep the energy high throughout the square all evening long. Details: 352-750-5411.
Leesburg offers an all-day celebration on July 4, featuring the Star-Spangled Spectacular at Venetian Gardens. The festivities kick off in the afternoon with carnival rides and food vendors, followed by a Leesburg Lightning baseball game at 5. The day reaches its peak at 9 p.m. with a choreographed fireworks show over Lake Harris, which is widely considered one of the largest displays in Lake County. Details: 352-728-9786 (ext. 1100).
Clermont celebrates the Fourth with Red, White, and Boom at Waterfront Park. This event is a staple for South Lake residents, offering a classic Americana experience with games, live DJs, and a large-scale fireworks finale over Lake Minneola. Because of the park’s popularity and the milestone year, organizers recommend arriving several hours early to find a spot on the grass. Details: 352-708-5975.
The City of Tavares rounds out the festivities on July 4 with its signature celebration in the Downtown/Marina area. A patriotic parade marches through the streets at 5 p.m., followed by an evening of live music and food trucks along the waterfront. The celebration concludes with a spectacular firework display over Lake Dora at 9 p.m., reflecting beautifully off the water for the assembled crowds. Details: Recreation@tavaresfl.gov
Email upcoming events to news@dailycommercial.com
This article originally appeared on Daily Commercial: 17 things to do Memorial Day weekend plus a look ahead
Reporting by Julie Garisto, Leesburg Daily Commercial / Daily Commercial
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