THINGS TO DO ON THE TRAIL

From award-winning tastings and live music to hiking in the Shawnee National Forest, find what’s happening this weekend and plan experiences worth the drive.
This month

What’s on across the Trail

Live music, seasonal pairings, and special tastings hosted at wineries along the route.
LIVE MUSIC

Patio Sessions

Afternoon sets with local artists at select wineries. Bring friends, sip local, and enjoy the view.
DETAILS
Wine & Food

Seasonal Pairing Flights 

Explore new flavors with curated bites that elevate signature wines from the Shawnee Hills AVA.
DETAILS
Outdoors

Plan Route

Make it a day: hike a scenic loop in Shawnee National Forest and unwind with a tasting nearby.
DETAILS
Experiences

Choose your vibe

Five ways to enjoy the Trail—adventure, weekend fun, sip & learn, romance and events, so every trip feels like your kind of getaway.
Explore 

Hikes, Lakes & Scenic Views

Set inside the heart of Shawnee National Forest—think bluffs, waterfalls and quiet overlooks without the crowds.
Discover the areas
Wine & Food

Seasonal Pairing Flight

From easy-going afternoons to golden-hour shows, check the lineup and meet up with friends.
see events
Outdoors

Meet the Makers

Learn how Southern Illinois wines are crafted, from vine to glass, with approachable tastings and stories.
explore wineries
Scenic Wine Country

Set inside the Shawnee 
National Forest

Recognized for quality and character, our AVA pairs beautiful landscapes with award‑winning wines. Plan your day to include both the hike and the tasting.
Calendar

Upcoming events

A rolling look at featured happenings.
Next up

Explore the Wineries

Browse all eleven wineries along the Shawnee Hills Wine Trail and find your next favorite pour.
LIVE MUSIC

Tasting Rooms

Cozy bars, porches with views and friendly hosts.
Browse
Wine & Food

Views & Patios

Settle into golden hour and un-plug for a while.
Browse
Outdoors

Gather Your Crew

Find patios and schedules that fit your plan.
Browse
Plan Ahead

BUILD YOUR PERFECT DAY

Pick a date, choose your interests, and we’ll suggest wineries, nearby hikes and places to stay, so you can book with confidence.
Start Planning
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