Hickory Ridge, Illinois: Best Things to Do – Top Picks

Scenic view of rolling hills and vineyards in Hickory Ridge, Illinois

Did you know that Hickory Ridge, nestled in the heart of Southern Illinois, is home to one of the most acclaimed vineyards on the Shawnee Hills Wine Trail, which spans an impressive 40 miles across the region? This hidden gem, often overlooked by travelers heading to Chicago, offers a perfect blend of natural beauty, award-winning wineries, and outdoor adventures that make it an ideal getaway for those seeking to escape the hustle and bustle of city life.

Getting There & Planning Your Journey

Hickory Ridge is conveniently located in Southern Illinois, making it accessible from several major cities. The closest commercial airports are:

  • Williamson County Regional Airport (MWA) – approximately 45 minutes away
  • St. Louis Lambert International Airport (STL) – about 2 hours drive
  • Nashville International Airport (BNA) – roughly 3 hours drive

For the most flexibility during your visit, renting a car is highly recommended as public transportation options are limited in this rural area. The scenic drive through Southern Illinois is part of the experience!

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Best Time to Visit & Weather Tips

Hickory Ridge vineyard in autumn with colorful fall foliage

Hickory Ridge experiences all four seasons distinctly, each offering a unique perspective on this charming destination.

Recommended Seasons:

Spring (April-May)

Temperatures range from 15-24°C (59-75°F) with blooming wildflowers and less crowded wineries. Perfect for hiking and outdoor activities.

Fall (September-October)

The prime time to visit! Temperatures hover around 18-26°C (65-79°F), the grape harvest is in full swing, and the foliage turns spectacularly colorful.

Seasons to Consider Carefully:

Summer (June-August)

Temperatures can reach 32°C (90°F) with higher humidity. While wineries have longer hours and more events, expect more crowds.

Winter (December-February)

Temperatures drop to 0-10°C (32-50°F). Many outdoor activities are limited, but you can enjoy discounts through the Shawnee Hills Wine Trail Passport Program.

Local Tip: If you visit in late September, you might catch the harvest festivals at several vineyards, including Hickory Ridge Vineyard, where you can participate in grape stomping and enjoy special wine tastings.

Getting Around Locally

Exploring Hickory Ridge and the surrounding Shawnee Hills Wine Trail is best done with your own transportation. Here are your options:

Rental Car

The most flexible option that allows you to explore at your own pace and make spontaneous stops at scenic viewpoints.

Wine Trail Shuttle

The Shawnee Shuttle offers guided tours of the wine trail with pickup and drop-off from local accommodations.

Bicycle Rentals

For the adventurous, rent bicycles to explore the scenic routes between vineyards (best for experienced cyclists).

Safety Note: If you’re planning to visit multiple wineries, consider designating a driver or booking a guided tour service to ensure everyone’s safety.

Where to Stay

Charming bed and breakfast near Hickory Ridge with vineyard views

Hickory Ridge offers a variety of accommodation options that allow you to fully immerse yourself in the Southern Illinois experience:

Unique Lodging Experiences

Historic Inns

The region boasts several historic buildings converted into charming inns, like the Davie School Inn, a former public school from the 1900s now offering spacious rooms with homemade breakfast delivered to your door each morning.

Vineyard Cottages

Several wineries, including Hickory Ridge Vineyard, offer on-site accommodations where you can wake up to stunning views of the vineyards. Blue Sky Vineyard even features Tuscan-inspired suites for a romantic getaway.

Additional Options

Cabin Rentals

For those seeking privacy and a closer connection to nature, numerous cabins are available throughout the Shawnee National Forest area, offering peaceful seclusion.

Boutique Hotels

In nearby towns like Carbondale and Marion, you’ll find boutique hotels that provide modern amenities while still being a short drive from Hickory Ridge attractions.

Find Your Perfect Stay

Book your accommodation early, especially during fall harvest season when availability becomes limited.

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Dining & Local Cuisine

Farm-to-table dining experience at a Hickory Ridge winery restaurant

The culinary scene in Hickory Ridge and surrounding areas celebrates the bounty of Southern Illinois with farm-to-table experiences that perfectly complement the local wines:

Winery Dining

Many wineries along the Shawnee Hills Wine Trail offer on-site dining options ranging from casual to upscale:

  • Peachbarn Winery & Café – Serves European-inspired dishes using locally sourced ingredients
  • Blue Sky Vineyard – Offers Mediterranean-style lunch options perfect for pairing with their wines
  • StarView Vineyards – Features a menu of wood-fired pizzas and artisanal sandwiches

Local Specialties

Don’t miss these regional culinary highlights:

  • Orchard Treats – The area’s peach and apple orchards produce incredible fresh fruit, cobblers, and pies
  • Artisanal Cheeses – Local creameries create perfect companions for wine tastings
  • Southern Illinois BBQ – Distinctive regional barbecue styles can be found at local smokehouses

“The peach cobbler at Rendleman Orchards gives Georgia peaches a run for their money. Don’t leave without tasting it!”

— Local recommendation

Attractions, Sightseeing & Activities

Wine tasting experience at Hickory Ridge Vineyard

Hickory Ridge Vineyard

The crown jewel of the area, Hickory Ridge Vineyard offers a quintessential Southern Illinois wine experience. This homey and quaint winery features:

  • Award-winning dry wines available in flight samplers
  • Stunning vine-covered patio with rolling vineyard views
  • Knowledgeable staff who provide personalized tasting experiences
  • Artisanal charcuterie boards that perfectly complement the wines

Shawnee Hills Wine Trail

Beyond Hickory Ridge Vineyard, the 40-mile Shawnee Hills Wine Trail features 11 unique wineries, each with its own character:

Alto Vineyards

The oldest and most awarded winery on the trail, known for its signature Chambourcin red wine.

Blue Sky Vineyard

Offers a Tuscan-inspired experience with stunning architecture and panoramic views.

Experience the Wine Trail

Book a guided tour to safely enjoy multiple wineries in one day.

Book Wine Trail Tour

Orchards and Farms

The fertile soil that produces excellent grapes also supports thriving orchards and farms:

  • Rendleman Orchards – Famous for peaches and award-winning peach cobbler
  • Flamm Orchards – Known for apples and apple pie that locals rave about
  • U-Pick Experiences – Depending on the season, pick your own strawberries, peaches, apples, or pumpkins

Sports, Nature & Outdoor Experiences

Hiking trail in Shawnee National Forest near Hickory Ridge

Shawnee National Forest

Spanning an impressive 289,000 acres, Shawnee National Forest offers countless outdoor adventures:

Garden of the Gods

This iconic rock formation area offers breathtaking views and unique geological features formed over 320 million years ago. The Observation Trail is a must-do 0.4 km (1/4 mile) loop featuring massive sandstone formations.

Little Grand Canyon

A 5.8 km (3.6 mile) trail that takes you through dramatic sandstone bluffs and lush forests with spectacular views of the Big Muddy River basin below.

Water Activities

The region offers several options for water enthusiasts:

  • Kayaking and canoeing on Cedar Lake
  • Fishing for bass and crappie at Kinkaid Lake
  • Swimming at Johnson Creek Recreation Area

Adventure Activities

For thrill-seekers, the area provides:

  • Shawnee Bluffs Canopy Tour – Zip line adventures across 83 wooded acres
  • Rock Climbing – Jackson Falls offers over 60 climbing routes for various skill levels
  • Horseback Riding – Several stables offer guided trail rides through the forest

Museums, Cultural Spots & Festivals

Wine festival celebration at Hickory Ridge with live music and local vendors

Local History

Discover the rich history of Southern Illinois through these cultural attractions:

  • Southern Illinois Art & Artisans Center – Showcases work from over 1,000 Illinois artists
  • General John A. Logan Museum – Dedicated to the Civil War general and founder of Memorial Day
  • Bald Knob Cross – A 34 m (111 foot) tall cross with historical significance and panoramic views

Seasonal Festivals

Plan your visit around these popular annual events:

Spring

  • Shawnee Hills Wine Festival (May)
  • Blessing of the Vines (April)

Fall

  • Grape Harvest Festival (September)
  • Wine & Art Festival (October)

Live Music

Many wineries host regular live music events, particularly on weekends. Hickory Ridge Vineyard features local musicians on their vine-covered patio, creating the perfect atmosphere to enjoy their award-winning wines.

Safety, Etiquette & Local Customs

Visitors enjoying a responsible wine tasting experience at a Hickory Ridge vineyard

Wine Trail Etiquette

To make the most of your winery visits:

  • Most wineries are open from 11am to 6pm, but hours may vary seasonally
  • Tasting fees typically range from $5-10 and are often waived with bottle purchases
  • Designated drivers are essential if you plan to visit multiple wineries
  • Reservations are recommended for groups of 6 or more, especially on weekends

Outdoor Safety

When exploring Shawnee National Forest:

  • Wear appropriate footwear for hiking on uneven terrain
  • Bring plenty of water, especially during summer months
  • Check weather forecasts as conditions can change quickly
  • Cell service can be spotty in remote areas, so plan accordingly

Important: Tick season runs from April through October. Use insect repellent, wear long pants when hiking, and check for ticks after outdoor activities.

Visitor Comments About Hickory Ridge

Happy visitors taking photos at a scenic overlook in Hickory Ridge

“We discovered Hickory Ridge Vineyard during our Southern Illinois road trip and were blown away by the quality of wines and the stunning views. The staff made us feel like family, and we ended up staying much longer than planned, just soaking in the atmosphere.”

— A.L., Lahore

“As a wine enthusiast, I’ve visited many wine regions, but there’s something special about Hickory Ridge. The combination of award-winning wines, breathtaking natural scenery at Garden of the Gods, and the lack of crowds made for a perfect weekend getaway.”

— L.A., Palm Bay

“Our family spent three days exploring the Shawnee Hills Wine Trail with Hickory Ridge as our base. The hiking trails were fantastic, the wineries welcoming, and the local food scene was surprisingly excellent. A hidden gem we’ll definitely return to!”

— M.R., Essen

Practical Travel Tips

Travelers enjoying a picnic with local products at Hickory Ridge

Wine Trail Passport

Purchase the Shawnee Hills Wine Trail Passport Program for $20 to receive discounts on wine, food, and merchandise at participating wineries, especially valuable during winter months.

Seasonal Planning

Weekdays offer a more relaxed experience with personal attention at wineries. If visiting on weekends, start early (around opening time) to beat the crowds.

Connectivity

Download maps and information before your trip, as cell service can be unreliable in some areas of Shawnee National Forest and rural vineyard locations.

Local Products

Leave room in your luggage for local wines, fresh orchard products, and artisanal goods that make perfect souvenirs or gifts.

Plan Your Hickory Ridge Adventure

Ready to experience the beauty and flavors of Southern Illinois? Start planning your perfect getaway today!

Uncork the Magic of Hickory Ridge

Hickory Ridge and the surrounding Shawnee Hills Wine Trail offer a perfect blend of natural beauty, culinary delights, and warm Midwestern hospitality. Whether you’re a wine enthusiast, nature lover, or simply seeking a peaceful retreat, this hidden gem in Southern Illinois promises an authentic experience away from the tourist crowds. As you sip award-winning wines on a vine-covered patio overlooking rolling vineyards, you’ll wonder why this enchanting destination has remained one of America’s best-kept secrets for so long.

The above is subject to change.

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