
Chestnut Hill Winery
Discover award-winning wines, unique gifts, and friendly service at Chestnut Hill Winery, a delightful stop off I-40.
Highlights
Must-see attractions
Social
From TikTok & Reddit
Best Time
Fewer crowds, more personal attention

Chestnut Hill Winery
Best Time
Fewer crowds, more personal attention
Highlights
Must-see attractions
Discover award-winning wines, unique gifts, and friendly service at Chestnut Hill Winery, a delightful stop off I-40.
"The wines are delicious and the tasting was fun! The gentleman who served us was very knowledgeable and super friendly."

🎯 Try the Blackberry Wine
Don't miss their award-winning Blackberry wine – it's a local favorite!
🍫 Dessert Wine Delight
The Chocolate Covered Cherry wine is a must-try for a sweet, dessert-like experience.

Highlights
Discover the most iconic attractions and experiences

Award-Winning Blackberry Wine
Savor the rich, award-winning Blackberry wine, a local favorite that's a must-try for any visitor.

Chocolate Covered Cherry Wine
Indulge in this unique dessert wine, a delightful blend of cherry and chocolate with a sweet finish.

Unique Gift Shop Finds
Explore a treasure trove of local and wine-related items, perfect for gifts or souvenirs.
Plans like a pro.
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Planning Your Visit
Plan Your Visit to Chestnut Hill Winery
What to Expect at Chestnut Hill Winery
Best Times
Insider Tips
from TikTok, Instagram & Reddit
🎯 Try the Blackberry Wine
Don't miss their award-winning Blackberry wine – it's a local favorite!
🍫 Dessert Wine Delight
The Chocolate Covered Cherry wine is a must-try for a sweet, dessert-like experience.
🛍️ Unique Gift Shop
The gift shop has fantastic, unique items for wine enthusiasts and more.
🗣️ Friendly & Knowledgeable Staff
Expect super friendly and knowledgeable staff eager to share their process.
Tips
from all over the internet
🎯 Try the Blackberry Wine
Don't miss their award-winning Blackberry wine – it's a local favorite!
🍫 Dessert Wine Delight
The Chocolate Covered Cherry wine is a must-try for a sweet, dessert-like experience.
🛍️ Unique Gift Shop
The gift shop has fantastic, unique items for wine enthusiasts and more.
🗣️ Friendly & Knowledgeable Staff
Expect super friendly and knowledgeable staff eager to share their process.
🚗 Easy Stop Off I-40
Conveniently located right off I-40, making it a perfect stop.
What Travellers Say
Reviews Summary
Visitors rave about Chestnut Hill Winery's delicious and unique wines, especially the Chocolate Covered Cherry and Blackberry varieties. The friendly and knowledgeable staff, along with the charming gift shop, create a welcoming and memorable experience. While primarily a wine destination, its convenient location and pleasant atmosphere make it a worthwhile stop.
"20240930 Their Chocolate Covered Cherry Wine is even better than the bottle I got in AL!! 😋 This wine is kind of like dessert wine, very sweet. It's cherry wine with a hint of chocolate toward the end. I can smell the cherry and chocolate. Very nice. I think my friends and family will enjoy it. The lady was so nice! So glad I found this winery on Google Maps last night."
Tilly Lo
"The wines are delicious and the tasting was fun! The gentleman who served us was very knowledgeable and super friendly. It’s a nice place to stop in and enjoy."
Sonya Abrams
"Really enjoyed our stop at Chestnut Hill Winery yesterday and meeting Trudi at this precious winery right off 40! We really enjoyed the wine and the shop was especially cool with great gifts for wine enthusiasts or just plain fun.
I will definitely be coming back and bringing a group
#wine #tennesseewine #cumberlandwinecountry
Take a look at my PHOTOS not all listed in the REVIEW"
Travel with Wendy
What People Like
What People Dislike
Frequently Asked Questions
🚇 🗺️ Getting There
Chestnut Hill Winery is conveniently located right off I-40, making it an easy stop for travelers. It's situated in Cumberland County, part of the Upper Cumberland region of Tennessee.
Public transport options are limited in this region. It's best to travel by car to reach Chestnut Hill Winery. Consider ride-sharing services if available in the area.
The winery is located in Crossville, Tennessee. Nearby larger cities include Knoxville, which is about an hour and a half drive away.
Yes, the winery is located in the Sequatchie Valley, known for its scenic beauty. You can also find dining options like The Brass Lantern nearby.
Absolutely! The winery is a great stop along the Sequatchie Valley scenic byway, offering beautiful views and local charm.
🎫 🎫 Tickets & Entry
Entry to the winery is generally free, and they offer free tastings on 3 wines. Additional tastings or specific wine experiences may have a fee.
The winery typically offers daily tastings and is open throughout the day. It's always a good idea to check their official website or social media for the most current hours before your visit.
While not explicitly stated, it's common for wineries to accommodate group bookings or private tours. Contacting them directly in advance is recommended to arrange such experiences.
No, there is no admission fee to browse or shop in the gift shop. You can explore their selection of local and wine-related items freely.
Yes, as with all wineries, you must be of legal drinking age (21 years or older) to participate in wine tastings.
🎫 🍷 Wine & Tasting
Chestnut Hill Winery offers a variety of wines, including their popular Blackberry wine, Chocolate Covered Cherry wine, Southern Muscadine, and Hillbilly Shine Wine.
The streaks or 'legs' in a wine glass after swirling are often an indicator of sweetness and alcohol content. Thicker, slower legs can suggest a sweeter wine with more sugar and potentially lower alcohol.
Yes, Chestnut Hill Winery offers tastings, with free tastings available on 3 wines. This is a great way to sample their offerings before making a purchase.
Many of the popular wines, like the Chocolate Covered Cherry and Blackberry, are described as sweet or dessert-like. They also offer varieties like Muscadine, which can vary in sweetness.
The winery features educational tours where the owner may gladly explain their winemaking process. It's a great opportunity to learn about how their fine wines are made.
🎫 🛍️ Shopping & Gifts
The gift shop is filled with cool, unique items, including local crafts and wine-related merchandise, perfect for wine enthusiasts or as fun gifts.
Reviews suggest good prices, especially on their sweet wines and the unique items in the shop.
Information about online wine sales is not readily available. It's best to visit the winery in person to purchase their wines or inquire directly about online ordering options.
Given the focus on wine-related items, it's highly likely they sell wine accessories such as corkscrews, stoppers, and glassware in their gift shop.
Yes, the gift shop features local items, reflecting a piece of southern pride that the owners are proud to share with customers.
For Different Travelers
Tailored advice for your travel style
👨👩👧 Families with Kids
🚗 Day-Trippers & Road Trippers
🍷 Wine Enthusiasts
Deep Dives
In-depth insights and expert knowledge
Exploring the Flavors: Chestnut Hill Winery's Signature Wines
For those who appreciate traditional Southern flavors, the Southern Muscadine is a must-try. This wine showcases the unique character of the Muscadine grape, a staple in Southern viticulture. The winery also offers 'Hillbilly Shine Wine,' hinting at a more rustic and perhaps potent offering for adventurous palates. The staff are knowledgeable and happy to explain the nuances of each wine, making the tasting experience both enjoyable and educational.
When you swirl your glass, pay attention to the 'legs' or 'streaks' that form. As noted by the winery, thicker, faster-moving legs on wines like their Southern Muscadine can be an indicator of a sweeter wine with a bit of extra sugar and a slightly lower alcohol content. This detail adds an interesting layer to the wine-tasting experience, appealing to both novice and experienced wine enthusiasts.
The Chestnut Hill Winery Experience: Beyond the Wine
The gift shop is another significant draw, described as 'precious' and 'cool' with 'great gifts' for wine lovers and general shoppers alike. It’s a place where you can find unique, local items that complement the winery's Southern pride. This curated selection adds another dimension to the visit, offering opportunities to take a piece of the winery's charm home with you. For those looking for a bite to eat, The Brass Lantern is located next door, providing a convenient option for lunch before or after your wine tasting.
Educational aspects are also part of the Chestnut Hill Winery experience. Guests can inquire about the winemaking process, and the owners are often happy to share their secrets and passion for their craft. This transparency and willingness to educate visitors enhance the appreciation for the quality and care that goes into each bottle. Whether you're a seasoned wine connoisseur or a curious newcomer, Chestnut Hill Winery provides a delightful and engaging destination.






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