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Fall Festival Weekend: From Riley’s Yellowbird to Newport’s Hill Climb — Where to Go This Weekend in Indiana

September 29, 2025
Festivals in Indiana Staff

A roundup of this weekend’s biggest and best Indiana festivals — dates, highlights, crowd tips and what to expect from Riley Festival, Seymour Oktoberfest, Newport Hill Climb and more.

Fall Festival Weekend: From Riley’s Yellowbird to Newport’s Hill Climb — Where to Go This Weekend in Indiana

A wave of autumn festivals hits Indiana this weekend, offering everything from poetry parades and craft aisles to timed antique car thrill runs. Beginning Thursday, October 2, and running through Sunday, October 5 in many towns across the state, the slate includes the Riley Festival in Greenfield, the 52nd Seymour Oktoberfest, the internationally known Newport Antique Auto Hill Climb and a cluster of small‑town harvest celebrations — all promising fall flavors, live music and family‑friendly fun.

Organizers and long‑running committees say the weekend’s lineup is a reminder that Indiana’s festival season peaks with community traditions that draw thousands. Visitors should expect paid admission at many sites, big crowds at marquee events, and plenty of chances to sample local food, shop handcrafted goods and enjoy parades and contests.

Highlights at a glance

  • Riley Festival (Greenfield) — Oct. 2–5: One of Indiana’s largest craft shows with more than 460 exhibitors, live entertainment tent and two parades celebrating poet James Whitcomb Riley. Theme for 2025: “The Yellowbird.”
  • Seymour Oktoberfest — Oct. 2–4: The 52nd edition of a German‑themed downtown festival with a Biergarten, stein hoist, carnival and 5K.
  • Newport Antique Auto Hill Climb — Oct. 3–5: World’s largest antique auto competition with timed runs up the historic 1,800‑foot Main Street hill; the town regularly hosts upwards of 100,000 visitors over the weekend.
  • Bloomfield Apple Festival, Burlington Fall Festival, Cataract VFD Bean Dinner and others — Oct. 3–5: Family parades, car shows, chili suppers, huge vendor lines and community fundraising traditions.

Riley Festival — Greenfield (Oct. 2–5)
The Riley Festival returns to downtown Greenfield around the century‑old courthouse, anchoring a four‑day celebration of James Whitcomb Riley. With an estimated 460+ exhibitors, the event blends arts and crafts booths, a flea market, festival food and a Greenfield Banking Company Entertainment Tent that runs Thursday through Sunday. The long‑standing Parade of Flowers and the larger Saturday parade (more than 75 units) remain emotional centerpieces — students place bouquets at Riley’s 1918 statue in a ritual that has lasted decades. Expect steady crowds midday and lively evening sets; purchase advance admission if available and arrive early Thursday when vendors first open at 8:00 AM.

Seymour Oktoberfest — Seymour (Oct. 2–4)
Seymour’s downtown transforms into a German‑flavored block party for its 52nd Oktoberfest. The three‑day program, which opens with a pre‑festival Wednesday Biergarten and carnival, features traditional foods (brats, apple dumplings), a beer garden, a German band and a stein hoist competition. Carnival ride bracelets and vendor maps typically go fast on Friday and Saturday; families should plan mid‑day visits for shorter food lines and evening trips for live music. Note: pets are generally not permitted except service animals.

Newport Antique Auto Hill Climb — Newport (Oct. 3–5)
This is the big‑draw motorhead event of the weekend. Antique cars, trucks and motorcycles make timed uphill runs on Newport’s steep Main Street — a spectacle that has grown into an international attraction since 1968. In addition to the competitive hill climbs, the town hosts an all‑day flea market and a Saturday evening parade at 6:00 PM. Expect heavy traffic; organizers recommend arriving early, using designated parking areas and being prepared for crowds that can swell into five‑figures.

Small‑town harvest festivals — pick your vibe

  • Bloomfield Apple Festival (Bloomfield, Oct. 3–5): Town Park hosts crafts, a car show, a 5K, live music and a Sunday parade. Free shuttles run within the festival area — use them to avoid parking headaches.
  • Burlington Fall Festival (Burlington, Oct. 3–5): Held in Burlington Community Park with a chili supper, pancake breakfast, pageants, car show and softball tournament on the 30‑acre grounds.
  • Cataract VFD Bean Dinner Festival (Cataract, Oct. 3–5): In its 56th year, the volunteer fire department event is a fundraiser famous for beans & ham (roughly 900 pounds served), BBQ and more than 100 booths.
  • Metamora Canal Days (Metamora, Oct. 3–5): Canal town shopping, antiques and a flea market in Indiana’s preserved canal village — a quieter, heritage‑rich outing.
  • Potter’s Bridge Fall Festival (Noblesville, Oct. 4): Arts, crafts and riverside KidZone in a scenic White River park — family‑friendly and often free admission.
  • Jamestown Apple Cider Festival (Jamestown, Oct. 4): Free admission and parking; watch an antique cider press all day along with bluegrass music and kids’ activities.
  • Westville Pumpkin Festival (Westville, Oct. 4): Pumpkin baked goods, parade, 5K and tractor pulls at Prairie Meadow Park.
  • Apple Festival of Kendallville (Kendallville, Oct. 4–5): Pioneer‑era demonstrations, Civil War encampment and hands‑on crafts for kids.
  • Pioneer Days (Terre Haute, Oct. 4–5): Fowler Park’s 53rd annual reenactment festival with log buildings, live demonstrators and a covered bridge.

Practical tips and crowd‑proof planning

  • Buy or reserve tickets in advance where possible. Several headline events are paid admission and may sell limited‑entry or early‑bird passes.
  • Early mornings are best for shopping craft rows with smaller crowds; late afternoons offer cooler weather and live music peaks.
  • Parking and traffic: major draws like Newport and Riley can gridlock nearby streets. Check festival websites and social channels for parking maps, shuttles (Bloomfield) and recommended lots.
  • Cash and small bills: many food vendors and small sellers prefer cash; bring ATMs or digital payment apps but expect lines.
  • Accessibility and family prep: Potter’s Bridge lists free KidZone and accessible grounds; most small‑town festivals provide stroller‑friendly routes but limited ADA shuttles — confirm with organizers.
  • Pet policies: confirm in advance — Seymour specifically bars pets other than service animals.

What this means for readers
This weekend offers a sampler of fall Indiana: large cultural staples (Riley Festival, Newport) mixed with neighborhood harvest events that fund volunteer fire departments, schools and civic clubs. For festivalgoers, that means choices — see a nationally known automotive spectacle in Newport or enjoy the slower, nostalgic pleasures of cider presses and pioneer reenactments. Either way, planning ahead — tickets, parking and peak‑time strategies — will turn a busy weekend into a memorable road trip.

For up‑to‑the‑minute info, ticket links and maps, readers should check each festival’s official site or social media before they go. Pack layers, expect live music and local food, and be ready to follow a local parade or stumble on a craft you can’t live without. Enjoy the weekend — Indiana’s towns are wide open for celebration.