Wawasee Fine Arts Festival at Oakwood
May 24, 2025
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 13 - 15, 2025
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.
Friendship Flea Market - June
June 14 - 22, 2025
friendshipfleamarket.com
(859) 341-9188
Friendship Flea Market - Versailles, IN
Indiana's most unique flea market and antique show welcoming visitors and vendors since 1968. Almost 500 vendors sell a wide array of merchandise and specialty foods. All blacktopped roads for those baby buggies and wheelchairs. Horse-drawn trolley rides to and from town. Stay late, campfire, weekends live country music, check website for schedule. Free admission, parking $3.00. Camping and vendor space are still available.
Friendship Flea Market - September
September 13 - 21, 2025
friendshipfleamarket.com
(859) 341-9188
Friendship Flea Market - Versailles, IN
Indiana's most unique flea market and antique show welcoming visitors and vendors since 1968. Almost 500 vendors sell a wide array of merchandise and specialty foods. All blacktopped roads for those baby buggies and wheelchairs. Horse-drawn trolley rides to and from town. Stay late, campfire, weekends live country music, check website for schedule. Free admission, parking $3.00. Camping spaces are still available.
Madison Chautauqua Festival of Art
September 27 - 28, 2025
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 3 - 5, 2025
bloomfieldapplefestival.org
(614) 600-4218
Town Park - Bloomfield, IN
Featuring food booths, craft booths, demonstrations and entertainment.
Hoosier Fall Festival
October 18 - 19, 2025
hoosierfallfestival.com
(317) 556-5326
Johnson County Fairgrounds - Franklin, IN
We will be offering a wide range of items from local artisans. Crafts, t-shirts, florals, farmhouse decor, jewelry, photography, painted items, clothing, baked goods, jewelry, soaps, holiday decor and so much more. We will have food trucks ranging from tacos and barbecues to deserts and kettle corn. You can purchase your seasonal pumpkins and mums along with other wonderful fall merchandise. The atmosphere will abound with fall vibes and you can take your picture at one of our photo ops. Music, face painting, roaming characters, and balloons will also add to the festivities. Come join us on Saturday and Sunday, Oct.18 & 19.
Events in Madison, IN — upcoming
July 4 - 6, 2025
Madison Regatta
Downtown Madison Riverfront, Madison, IN
Status: Updated 4/8/2025
This Indiana Boat Auto Camping Show will have antique/collectibles, commercial/retail, corp./information, crafts, film, fine art and fine craft exhibitors, and tba food booths. There will be 1 stage with Regional and Local talent and the hours will be . Admission tickets are $20 - $60. This event will also include: fireworks, parade, air show, boat races.
August 2025 (dates not updated)
Madison Ribberfest BBQ & Blues
Bicentennial Park, Madison, IN
Status: Updated 1/9/2024
This Indiana Blues Festival will have commercial/retail exhibitors and 12 food booths. There will be 1 stage with National, Regional and Local talent and the hours will be Fri 5pm-12 midnight, Sat 11am-12 midnight. Admission tickets are $50 - $60. This event will also include: kcb bbq cookoff(state, backyard, and kids), pigmania (concrete pig display), cornhole.
September 2025 (dates not updated)
Harvest Celebration Festival
Lanthier Winery Gardens and Courtyard, Madison, IN
Status: Updated 1/6/2024
This Indiana Wine-Beer Event will have crafts, film, fine art, fine craft and homegrown products exhibitors, and 2 food booths. There will be 2 stages with Regional and Local talent and the hours will be All Days 9am-5pm. This event will also include: garden tours, wine and spirit tasting and sales.
September 26 - 28, 2025
Fall Old Court Days
Jefferson County Courthouse, Madison, IN
Status: Updated 4/7/2025
This Indiana Festival will have antique/collectibles, commercial/retail, crafts, film, fine art, fine craft and flea market exhibitors, and 10 food booths.
September 27 - 28, 2025
Madison Chautauqua Festival of Art
Historic Neighborhood, Madison, IN
Status: Updated 1/10/2025
This Indiana Art Show will have fine art and fine craft exhibitors, and 24 food booths. There will be 5 stages with Regional and Local talent and the hours will be Sat 10am-5pm, Sun 10am-5pm. This event will also include: entertainment garden with music, beer, chalk walk and kids area.
November - December 2025 (dates not updated)
Madison Indiana's Festival of Trees
Lanthier Winery & Distillery, Madison, IN
Status: Updated 1/6/2024
This Indiana Holiday Celebration will have commercial/retail exhibitors and no food booths. This event will also include: spectacular christmas tree exhibition, wine tasting, holiday shopping, lighted garden.
