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Inns, Cottages, & Vacation Rentals

The purpose of this website is to bring together tons of great lodging options along the Shawnee Wine Trail in Southern Illinois. Know of something we’re missing? Please let us know!

Shawnee Wine Trail Lodging Association, vacation rentals two wine glasses one with red and the other with white

Welcome to the Shawnee Wine Trail Lodging Association

Vacation Rentals, Bed & Breakfasts, Unique Lodging

The members of the Shawnee Wine Trail Lodging Association invite you to experience the best of Southernmost Illinois. This undiscovered outdoor playground with its world-class wineries is one of a kind. Our rural countryside offers you everything you need to make your trip a memorable one. Find your lodging and vacation rentals here.

The members along the Shawnee Hills Wine Trail are within approximately 20 minutes of all area attractions. Whether you are here to hike the Shawnee National Forest, canoe Cache River, bike the Tunnel Hill Bike Trail, or taste our Award Winning Wines, there’s a place to fill your needs with the Shawnee Wine Trail Lodging Association.

All across the Shawnee Heartland, you will find unique and diverse lodging from which to choose. Whether you are here for a family getaway or a romantic getaway, we can offer you the perfect setting.  We have romantic suites with a fireplace and Jacuzzi.  We offer vacation rental Cabins, Cottages, Inn and Bed and Breakfasts.

So, if you’re looking for Cabins, Cottages, or Inns along the Shawnee Hills Wine Trail or any lodging along the Shawnee Wine Trail – you’ve come to the right place!  All Lodging in our association is inspected and approved.


You can also visit our Events and Attractions pages to learn more about the area. Additionally, there are other pages under the attractions tab that will guide you in your search for places to go. Perhaps a place to eat or where to go shopping. We will always be updating and adding new information to our site to assist you better.

So take the road less traveled for a quiet, peaceful, and uncluttered getaway. You will be surprised what you will find here!

Shawnee Wine Trail Lodging welcomes you to Southernmost Illinois you’re at home when you stay with us!

See our lodging options below

Southern Illinois has a LOT of great lodging options! Each property listed below is a member of our
association. You’ll find more information about each property here as well as links to each property’s website

Kite Hill Vineyards B&B

Come enjoy a relaxing experience by staying at a Bed and Breakfast at a winery! Three course breakfast in the morning and sounds of nature at night!

Call: 618.684.5072

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Shawnee Hill Lodging

Shawnee Hill B&B

Located on the Shawnee Wine Trail surrounded by the Shawnee National Forrest. All rooms have private baths, decks, Dish Satellite and DVD players.

Call: 618.893.2211

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Windy Hill Cabin

Windy Hill Acres Inn

A 5 room cottage, conveniently located on the wine trail. The Inn has 2 bedrooms with queen size beds. The Inn has a fully equipped kitchen for guests.

Call: 618.893.4065

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Old Mill Inn Café and B&B

Built in 1888 and has been renovated and made into a café and B&B. Situated in the middle of the Shawnee Wine Trail and near many activities in beautiful Southern Illinois.

Call: 618.697.5860

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The Goddard Place

Rest, relax and renew in your own cozy cabin. Fish the pond, BBQ, or light the fireplace and snuggle up in the sleigh bed and enjoy the peace and quiet.

Call: 618.697.7526

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Southern Illinois Vacation, Rock Ridge Cabin

Rock Ridge

Located on 140 private acres, under ancient bluffs, with a 40 mile view this home can accommodate large groups. Fireplace, BBQ, jacuzzi tub and more!

Call: 618.833.0788

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Water Valley Inn

Relax and enjoy the casual country living that Water Valley Inn has to offer. Located on the Shawnee Hills Wine Trail. Come for a relaxing and stress-free stay!

Call: 618.534.2244

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Makanda Inn & Cottages

The B & B Inn & Cottages are next to Giant City State Park & centrally located on the S.H. Wine Trail. Sustainably built, an upscale, eco-friendly experience in the woods.

Call: 618.697.7929

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Unique Lodging

Davie School Inn

Private Luxury Suites!! The most Unique Place to stay in Southern Illinois with the Largest Suite Sizes in the State.

Call: 618.833.2377

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Blue Sky Vineyards and Wedding Venue

Blue Sky Vineyards and Suites

Stay in our distinctive Blue Sky Vineyards and Suites nestled in the rolling hills of the Shawnee National Forest. Enjoy spectacular views our 12-acre vineyard.

Call: 618.995.WINE

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Hidden Lake Guest House

Hidden Lake Guest House

Three luxurious suites just outside of Jonesboro. Gas fireplaces and two-person jacuzzis in two suites. Balconies from each suite as well as countless extras.

Call: 618.833.5252

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Cave Creek Cabins - Newest Member of the Shawnee Wine Trail Lodging Association

Cave Creek Cabins

Enjoy a relaxing getaway at one of our newly constructed and comfortably appointed two bedroom, two bath cabins conveniently located on the Shawnee Hills Wine Trail.

Call: 618.316.2842

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Havisham House - Shawnee Wine Trail Lodging Association

Havisham House

Enjoy your stay, where 1892 meets modern luxury in the heart of the southern Illinois wine trail. You will adore Havisham House.

Call: 866.495.6020

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Latest news and events

See our latest news and events below. There’s always something fun to do or see!

The Shawnee Hills Wine Trail: A Premier Southern Illinois Vacation Destination

March 3, 2018

Southern Illinois Vacation Visiting the Shawnee Hills Wine Trail means you are going to have lots of lodging options for your Southern Illinois Vacation. Whether you are looking for an upscale hotel or a cozy cabin in the woods, an abundance of inns, cottages, and vacation rentals are available. This trail astonishingly features 11-award-winning wineries, all […]

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New! Information Pages to Plan Your Next Trip!

January 15, 2018

We are excited to announce that we’ve added area maps on our information pages, to help you while planning your trip to southern Illinois and the Shawnee Hills Wine Trail. We are in the process of improving our site so please check in often to see how we are doing. Please excuse our mess as […]

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Winter Hiking in Southern Illinois & Stone Forts

December 13, 2017

Stone Fort Winter hiking, Southern Illinois & Stone Forts. We went to Giant City State Park to hike the Stone Fort Trail. This trail is a short 1/3 mile with a somewhat steep access to the fort. Surrounded on three sides by bluffs the backside has an ancient stone wall that has confused archaeologists since […]

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Shawnee Wine Trail Lodging Association

The purpose of this website is to bring together tons of great lodging options along the Shawnee Wine Trail. Know of something we’re missing?
Please let us know!