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 Portland, IN — upcoming
August 20 - 23, 2025
Antique Engine & Tractor Show
Jay County Fairgrounds, Portland, IN
Status: Updated 3/12/2025
This Indiana Antiques Collectibles Show will have antique/collectibles and crafts exhibitors, and no food booths. There will be 1 stage with Regional and Local talent and the hours will be . Admission tickets are $5.
September 2025 (dates not updated)
Jay County Heritage Festival
Jay County Historical Museum Grounds, Portland, IN
Status: Updated 9/5/2024
This Indiana Festival will have antique/collectibles, crafts, film, fine art, fine craft and homegrown products exhibitors, and tba food booths. There will be 1 stage with Regional and Local talent and the hours will be Sat 11am-6pm; Sun 11am-4pm. This event will also include: storytellers, quilters, wood carving, candle dipping, cider press operations.
October 9 - 11, 2025
Tri-State Fall Swap & Sell Meet
Tri-State Grounds, Portland, IN
Status: Updated 3/21/2025
This Indiana Antiques Collectibles Show will have antique/collectibles and flea market exhibitors, and no food booths. Admission tickets are $5. This event will also include none.
November 2025 (dates not updated)
Delts' Craft Show
Jay County High School, Portland, IN
Status: Updated 10/29/2024
This Indiana Craft Show will have crafts, fine art and fine craft exhibitors, and local food booths. Admission tickets are $2.
March 2026 (dates not updated)
Jay County Fiber Arts Festival
Jay Community Center, Portland, IN
Status: Updated 1/2/2025
This Indiana Fiber Arts Festival will have crafts and fine craft exhibitors, and 1 food booth.
May 2026 (dates not updated)
Tri-State Swap & Sell Meet - Spring
Tri-State Club Grounds, Portland, IN
Status: Updated 3/21/2025
This Indiana Antiques Collectibles Show will have antique/collectibles exhibitors and no food booths. Admission tickets are $5. This event will also include consignment auction on saturday at 1:00 pm.
May 2026 (dates not updated)
Spring Kroozen the Courthouse
Downtown Portland, Portland, IN
Status: Updated 3/28/2025
This Indiana Boat Auto Camping Show will have no exhibit booths and tba food booths. There will be 1 stage with Local talent and the hours will be Sat 1pm-7pm. This event will also include live music.
