Wawasee Fine Arts Festival at Oakwood
May 23, 2026
chautauquawawasee.org
(574) 377-7543
Oakwood Resort - Syracuse, IN
The outdoor setting provides a family-friendly environment. Food vendors are onsite for snacks and lunch, with outside seating available. Also, the Pier and Back Porch at Oakwood offers a full menu with both indoor and outdoor lakefront dining overlooking beautiful Lake Wawasee. Children's activities and playgrounds are available. Attendance is free. Stop by the Chautauqua booth for a giveaway.
Strawberry Festival
June 12 - 14, 2026
crawfordsvillestrawberryfest.com
(765) 918-2759
Lane Place Antebellum Mansion - Crawfordsville, IN
Three days of food, crafts, children's booths, athletic events, car shows and fantastic entertainment with Friday and Saturday nights of national-level entertainment shows.
Madison Chautauqua Festival of Art
September 26 - 27, 2026
madisonchautauqua.com
(800) 559-2956
Historic Neighborhood - Madison, IN
Southern Indiana's premier fine arts & crafts festival. Handmade work by exhibitors from across the United States. Activities include entertainment, a food fest, a beer/wine garden, a chalk walk, and kids area.
Bloomfield Apple Festival
October 2 - 4, 2026
bloomfieldapplefestival.org
(614) 600-4218
Town Park - Bloomfield, IN
Come experience autumn magic at one of Southern Indiana's most beloved fall festivals, known for its warm small-town charm and fun-filled variety Enjoy: 🎡Carnival rides, games, and friendly contests, including tractor pulls and wiffle ball tournaments 🍎Tasty bites and local flavors at food booths 🎶 Live music, a parade, and stage performances running all weekend long
Events in Highland, IN — upcoming
March 7, 2026
Highland Bands Spring Craft & Vendor Fair
Highland Middle School, Highland, IN
Status: Updated 1/15/2026
This Indiana Craft Show will have antique/collectibles, commercial/retail, corp./information, crafts, fine art, fine craft and homegrown products exhibitors, and 1 food booth. This event will also include: raffles, bake sale.
October 2026 (dates not updated)
Craft Show and Vendor Fair
Lincoln Community Center, Highland, IN
Status: Updated 10/5/2025
This Indiana Craft Show will have crafts, fine craft and homegrown products exhibitors, and no food booths.
November 2026 (dates not updated)
Fall Craft & Vendor Fair
Highland Middle School, Highland, IN
Status: Updated 8/4/2025
This Indiana Craft Show will have antique/collectibles, commercial/retail, corp./information, crafts, film, fine art, fine craft and homegrown products exhibitors, and no food booths.
