If you’ve been thinking about a relaxing weekend getaway, September is the perfect time to visit Augusta, Missouri. Cooler temps, changing leaves, and one of the area’s best-loved events make this a beautiful time to stay at The Applegate Inn and explore Missouri Wine Country.
Augusta Harvest Festival – A Small-Town Favorite
September 20–21, 2025
The highlight of the month is the Augusta Harvest Festival, a two-day celebration full of charm and community.
Friday evening features “Swingin’ in the Vines,” a private picnic and port tasting at Honey Bee Vineyard, complete with live music by The Whiskey Club Band. Ride out on a hay wagon, enjoy a picnic with cheese, sausage and other goodies, and sip local wine at one of Augusta’s most scenic properties.
→ Tickets: $125 per couple (includes wine, picnic & more)
→ Departs at 5:30 PM from the Harmonie Verein
Saturday brings the festival to the heart of Augusta. From a morning 5K to the annual parade, pie contest, pony rides, and live music throughout the day, this is a fun, family-friendly tradition that draws guests from all over the region.
More Events to Check Out in September
Looking to add more local flavor to your weekend? Here are a few other happenings around town you might want to catch while you’re here:
🍷 Happy Hour Fridays at Blumenhof Winery
Every Friday in September
Swing by for a glass of wine, live music (TBD), and a laid-back start to your weekend.
🎶 Live Music at Montelle Winery
🍇 Music + Wine + Views = a perfect pairing
- Fanfare – Sept 6 | 1–4 PM
- Flatland Strays – Sept 14 | 1–4 PM
- Arvell & Company – Sept 27 | 1–4 PM
Montelle’s scenic patio and live bands make for a great afternoon escape. Shows are free and no reservations are needed.
🎆 Tribute to Bee Gees & ABBA + Fireworks
📍 Defiance Ridge Vineyards
🗓 Sept 12 | 4:00–9:30 PM
Dance to disco classics with Night Fever and Dancing Queen, then cap the evening with a fireworks show over the vineyard. Tickets start at $10.
🎸 TOFU Band at Noboleis Vineyards
🗓 Sept 27 | 4:00–7:00 PM
Join this long-running acoustic band (Two Old Farts Unplugged!) for a relaxing afternoon of music, memories, and good wine. Free to attend—just bring a chair and enjoy.


Stay Close to It All at The Applegate Inn
The Applegate Inn puts you just steps from downtown Augusta and a short drive from nearby wineries and event venues. After a full day of festival fun or vineyard hopping, come back and unwind with a cozy evening on the porch or by the firepit.
Book your September stay now—rooms fill fast for Harvest Festival weekend!