Places to Stay

From charming retreats to convenient trail-side stays, find the perfect place to recharge after a day spent savoring wine, food, and the natural beauty of the Shawnee Hills.
Places to stay along the trail.

Stay with us

Find welcoming places to stay, from cozy vineyard suites to spacious lodges, perfect for relaxing during your visit.

Derby Day

The 151st Kentucky Derby is almost here, and there’s no better place to watch the Run for the Roses than Blue Sky Vineyard, glass of Illinois wine in hand, surrounded by our signature Tuscan atmosphere.
May 2, 2026
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Anniversary Celebration

Wine, music & spring cheer.
May 2, 2026
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Event 2

Relax, sip & enjoy the trail.
September 19, 2026
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HalloWine

Our biggest event of the year!
October 30, 2026
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Event 2

Relax, sip & enjoy the trail.
October 24, 2026
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Slushy Sunday

Relax, sip & enjoy the trail.
October 24, 2026
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Halloween Event

Sip, dance & celebrate in spooky style.
October 31, 2026
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Harry Potter Day

Dress up, drink up, and cast spells.
September 6, 2026
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NEW SHUTTLE SERVICE AVAILABLE

NEW SHUTTLE SERVICE AVAILABLE

A new regional shuttle service is now connecting visitors to wineries in a single trip.
April 13, 2026
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ADVENTURES REST

ADVENTURES REST

A secluded forest getaway with four bedrooms and scenic views. Perfect for resting after a day on the Shawnee Wine Trail.

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ALTO CABIN

ALTO CABIN

A private 20-acre forest retreat with three bedrooms and baths, offering peaceful seclusion just minutes from wineries and downtown Alto Pass.

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HAVISHAM HOUSE

HAVISHAM HOUSE

A beautifully restored 1892 home blending historic elegance with modern luxury in the heart of the Shawnee Hills Wine Trail.

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Makanda Inn

MAKANDA INN

“A Natural Retreat Development” offering two distinct lodging stays for couples looking to reconnect with each other and nature. Three private Cottages…

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Panther's Rest Farm & Coffee Roasters

PANTHER'S REST FARM & COFFEE ROASTERS

Escape to Panther’s Rest Farm—your peaceful retreat along the Shawnee Wine Trail. Sip coffee roasted on site on your cabin porch, greet…

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SHAWNEE HILLS HIDEAWAY

SHAWNEE HILLS HIDEAWAY

A centrally located retreat with multiple bedrooms and living spaces. Ideal for couples, families, or groups exploring Southern Illinois attractions.

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THE BLUE VIEW CABIN

THE BLUE VIEW CABIN

Located on the Shawnee Hills Wine Trail with a clear view of Blue Sky Vineyard, this cozy modern farm house cabin is…

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THE DOME AT BLUEBERRY HILL

THE DOME AT BLUEBERRY HILL

A unique glamping escape featuring stargazing views, a private hot tub, land climate-controlled geodesic dome, ideal for a romantic or peaceful retreat.

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THE NOOK & KEY

THE NOOK & KEY

A restored Victorian home with antique charm and cozy fireplaces. Perfect for stays, and gatherings near the Shawnee Forest and Wine Trail.

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TWIN MAPLES

TWIN MAPLES

A charming historic home with a hot tub, and serene outdoor space, perfect for relaxing after wine tasting, or hiking.

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WINDY HILL ACRES INN

WINDY HILL ACRES INN

A charming five-room inn on the Wine Trail, offering a cozy stay with deck views in a peaceful setting.

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BLUE SKY VINEYARD

BLUE SKY VINEYARD

Two elegant suites with old-world charm, private balconies, and a light breakfast for a relaxing Southern Illinois stay.

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#ShawneeHillsWineTrail

Let’s plan your trip...
We’ve created a map to help guide you through the Shawnee Hills Wine Trail so that you can spend more time sipping and relaxing and less time sweating the details of your trip.
Download the map