Shawnee Hills Wine Trail

A 40-mile signed route through the Shawnee Hills of southern Illinois, near the Shawnee National Forest. Member wineries sit around Alto Pass, Cobden, Makanda, Pomona and Carbondale.

Checked October 1, 2026 on the trail’s and each winery’s own website. Official trail site

The wineries (11)

6 of 11 wineries publish a tasting price. Sorted by town.

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How to do the trail without driving

The trail lists three tour and transport services (Lux Limousine, Shawnee Shuttle, Wrightway Transportation). Buses, limos and shuttles are welcome but must follow state liquor law and the trail's bus policy: no alcohol carried onto winery property, and no intoxicated guests. The trail suggests checking that your provider is still allowed on the trail before booking. For trains, the trail's trip page links to the Amtrak Carbondale station. Wineries are spread across rural roads, so walking between them is not suggested anywhere on the site.

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Where to stay

Staying on the trail means no long drive after the last tasting. Towns with wineries on the Shawnee Hills trail:

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Best time to go

All wineries are open year-round; the trail says weekdays and early afternoons are usually quieter. Trail pairing weekends run in November, March and June.

Trail events

Dates as published by the trail. Confirm tickets on the official site.

Getting there

Nearest airports: St. Louis Lambert International (STL), about 2 to 2.5 hours' drive and Veterans Airport of Southern Illinois (MWA), regional flights.

Frequently asked questions

How many wineries are on the Shawnee Hills Wine Trail?

We list 11 current wineries on the Shawnee Hills Wine Trail; the trail itself says 11. They sit in or near Alto Pass, Carbondale, Cobden, Makanda and Pomona.

Do I need reservations for tastings on the Shawnee Hills Wine Trail?

No. Tastings are walk-in. The trail asks larger groups to call wineries ahead, especially on weekdays.

How much do tastings cost?

Every winery charges for tastings and flights; the trail says prices usually run $5 to $15.

Can I bring a picnic?

Yes, picnics are allowed at all wineries, but outside alcohol is not. Several wineries also serve food.

Are dogs allowed?

Leashed pets are allowed outside at all wineries, but not inside every tasting room.

Can I tour the trail by bus or limo?

Yes, but groups must follow state liquor law and the trail's bus policy: no alcohol brought onto winery property and no intoxicated guests. The trail lists Shawnee Shuttle, Lux Limousine and Wrightway Transportation.

Is the trail open in winter?

Yes. All wineries are open year-round, with hours that vary by season.

Where can I stay on the trail?

Blue Sky, Honker Hill, StarView and Von Jakob offer on-site lodging, and there are cabins and B&Bs across the area.

Which airport is closest to the Shawnee Hills Wine Trail?

The trail names St. Louis Lambert (STL), about 2 to 2.5 hours away, and Veterans Airport of Southern Illinois (MWA) for regional flights.

Sources

More trails in Illinois and in every state.