Wilton Community Monthly Calendar - October 2026

🍂 Hello, October! 🎃

October has officially arrived, and we are not easing into fall quietly! We’ve got markets, yard sales, pumpkins, chili, wine, plants, community gatherings, Halloween fun, and enough happening around town to keep your calendar very busy. Here’s what’s coming up!

🎱 Wilton History Group BINGO

Oct. 3 | Doors open @ 5PM • Games Start @ 6PM | Wilton Community Center

Bring your lucky dauber and prepare to take BINGO far more seriously than you planned.

🥕 Dillard Farmers Market 2026 Season Finale

Oct. 3 | 8AM–2PM | Dillard School Parking Lot

One last market hurrah before we send the farmers market into hibernation!

🛍️ Fall Community Yard Sale

Oct. 3 | 8AM–2PM | Dillard School Parking Lot

Come find something you absolutely did not know you needed until you saw the price tag.

🌱 Immensee Vineyard Ranch – Fall Plant Market & Plant Bingo

Oct. 3 | 10AM–2PM | 10700 Wilton Rd.

Buy some plants, play some bingo, and go home with considerably more greenery than you arrived with.

🚘 Sheldon Inn – Brunch * Cruz

Oct. 4 | 10AM–2PM | 9000 Grant Line Rd.

Classic cars and brunch, because horsepower apparently runs better on hollandaise.

🏛️ CSA 4B Monthly Meeting

Oct. 6 | 5PM | Wilton Community Center

Come hear what’s happening around Wilton and maybe learn what CSA 4B actually does.

🌶️ WFA Chili Cook-Off Final Planning Meeting

Oct. 6 | 6PM | Wilton Community Center

Last big planning huddle before the chili hits the fan... in the best possible way.

🌮 Dillard PTO – Dinner Night Out, Taqueria Laura's

Oct. 7 | 5:30PM | Wilton Rd. - By the Post Office

Support Dillard PTO by eating tacos. Community service has never tasted so good.

🎃 Big Oak Nursery Pumpkin Fest

Oct. 10 | 10AM–2PM | 10071 Grant Line Rd.

Come find the pumpkin destined to spend three weeks on your porch before meeting a questionable end.

🧵 Wilton Sewing Group Monthly Meetup

Oct. 14 | 10AM–2PM | Alta Mesa Gun Club

Stitch happens... fortunately, there are people who know how to fix it.

🙋 WFA Chili Cook-Off Volunteer Meeting

Oct. 15 | 6PM | Wilton Community Center

Come get the game plan before we unleash chili, cars, vendors, and a whole lot of Wilton on Saturday.

🌶️ Wilton Firefighters Association Annual Chili Cook-Off

Oct. 17 | 11AM–4PM | Wilton Community Center

Chili, cars, vendors, firefighters, and bragging rights... Wilton’s biggest bowl of fun is back!

💲 Wilton Hall – Yard Sale & Dollar Days

Oct. 17 | 9AM–5PM | Wilton Community Center

Everything’s better when the price tag makes you say, “Well, for a dollar...”

🍷 Palmero Family Winery – Dine & Wine in the Vines

Oct. 17 | 5:30PM | 11746 Giusti Rd.

Dinner among the vines, where refilling your wine glass counts as agricultural appreciation.

✨ Immensee Vineyard Ranch – Roots, Radiance & Resilience

Oct. 18 | 3PM–7PM | 10700 Wilton Rd.

A little wellness, a little wine-country air, and four hours where your to-do list can fend for itself.

🍎 Apple Creek Vineyard Farm Stand – Harvest Festival

Oct. 24 | 9AM–2PM | 11517 Colony Rd.

Come celebrate the harvest and all the delicious reasons we love living this close to farms.

❤️ Strutz Farm – Pomegranate Fest

Oct. 24 | 9AM–5PM | 13751 Indio Dr., Sloughhouse

Come celebrate the fruit that makes you work ridiculously hard for every delicious little bite.

🚗 Twin Cities Cruisers – Trunk or Treat

Oct. 25 | 9AM–11AM | Life's Grind, 10420 Twin Cities Rd.

Cool cars, candy, and costumes... basically every kid’s dream parking lot.

🍷 South Slope Wines – Falling for Fall Sip & Shop

Oct. 25 | 12PM–5PM | 10527 Sheldon Rd.

Sip a little, shop a little, and suddenly everything looks like something you need.

📖 Wilton History Group – Monthly Meeting

Oct. 26 | 7PM | Wilton Community Center

Keeping Wilton’s history alive one “You’re not going to believe this...” story at a time.

🇺🇸 Wilton Veterans Group – Monthly Meeting

Oct. 26 | 8:15PM | Wilton Community Center

Come meet fellow veterans, swap stories, and enjoy some good company.

🎃 HAPPY HALLOWEEN!!!

Oct. 31

The one night a year when taking candy from strangers is not only allowed, it’s the entire plan.

👻 Cherry Rd. Trick or Treating – Spooky Halloween Night

Oct. 31 | 6:30PM–Till the Candy Runs Out | Cherry Rd., Wilton

The porch lights are on, the candy bowls are full, and Cherry Road is ready for tiny sugar-powered monsters.

🍬 All Roots Allowed – Trick or Treating

Oct. 31 | 5PM–9PM | 12003 Walmort Rd.

Stop by for treats, costumes, and one more perfectly reasonable addition to the candy haul.

🍷 Palmero Family Winery – Wine & Halloween Candy Pairings

Oct. 31 | 5:30PM | 11746 Giusti Rd.

Finally, someone is treating your leftover Halloween candy with the sophistication it deserves.

🧘 Wilton Hatha Yoga

Every Wed & Fri | 9AM | Wilton Community Center

Stretch, breathe, and spend an hour pretending your knees don’t make that noise.

Support Local All Month – Hours & Specials

🌱 All Roots Allowed Farm Stand — Most Days: 10AM–6PM | 12003 Walmort Rd

💜 Lavender Estates — Sat & Sun 10AM–4PM | 9050 Tavernor Rd

🍷 Palmero Family Winery — Sat & Sun 11AM–5PM | 11746 Giusti Rd

🍇 Apple Creek Vineyard Farm Stand — Sat 9AM–1PM | 11517 Colony Rd

🌸 Fancy Frog Flower Farm — Reach out via Facebook: @Fancy Frog Flower Farm

🧁 Jay's Sweet Imperfections — Email orders: jays.sweets24@gmail.com

🏡 Wilton Hall — Thurs - Mon. 11AM–6PM | 11040 Wilton Rd.

November Sneak Peak:

🎱 Wilton History Group Bingo — Nov. 7 | Doors 5PM, Games 6PM | Wilton Community Center

💜 Lavender Estates – Holiday Makers' Fair — Nov. 29 & 30 | 10AM–4PM | 9050 Tavernor Rd.