Chestnut Hill Winery - Image 1
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Chestnut Hill Winery

4.7
·197 reviews·Crossville, United States

Discover award-winning wines, unique gifts, and friendly service at Chestnut Hill Winery, a delightful stop off I-40.

Highlights

Must-see attractions

Social content

Social

From TikTok & Reddit

Best Time

Weekdays, afternoons

Fewer crowds, more personal attention

CrowdLow
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Chestnut Hill Winery - Image 1

Chestnut Hill Winery

Best Time

Weekdays, afternoons

Fewer crowds, more personal attention

CrowdLow

Highlights

Must-see attractions

Discover award-winning wines, unique gifts, and friendly service at Chestnut Hill Winery, a delightful stop off I-40.

4.7
(197 reviews)

"The wines are delicious and the tasting was fun! The gentleman who served us was very knowledgeable and super friendly."

Vertical photo
TIP

🎯 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.

Third hero image

Highlights

Discover the most iconic attractions and experiences

Award-Winning Blackberry Wine

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

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

Unique Gift Shop Finds

Explore a treasure trove of local and wine-related items, perfect for gifts or souvenirs.

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Planning Your Visit

Plan Your Visit to Chestnut Hill Winery

Discover award-winning wines and unique gifts at Chestnut Hill Winery. Enjoy daily tastings and educational tours. Perfect for a relaxing stop off I-40.

What to Expect at Chestnut Hill Winery

Experience friendly service and delicious wines, especially their Chocolate Covered Cherry and Muscadine. The gift shop offers unique finds for wine lovers.

Best Times

When
Weekdays, afternoons
Why
Fewer crowds, more personal attention
Crowd
Low
When
Weekends, late morning
Why
Lively atmosphere, good for groups
Crowd
Medium

Insider Tips

from TikTok, Instagram & Reddit

Pinot Gris headed to the winery from Chestnut Hill Vineyard.
lemelsonwinery
69 likes • 620 views

🎯 Try the Blackberry Wine

Don't miss their award-winning Blackberry wine – it's a local favorite! Instagram

🍫 Dessert Wine Delight

The Chocolate Covered Cherry wine is a must-try for a sweet, dessert-like experience. Reddit

Welcome to the Cumberland County, one of fourteen counties in the Upper Cumberland region. ✨ When visiting Cumberland County, Chestnut Hill Winery is a must. Make sure you visit with Jim and try their award winning Blackberry wine! 🍷 You can also grab a quick lunch at the Brass Lantern located next to the winery. You won’t be disappointed! Add some of the incredible outdoor magic this region has...
uppercumberland_tn
37 likes • 533 views
Add wine tasting at @chestnuthillwinery to your travel itineary in the Sequatchie Valley🍷 Visit our website at the link in our bio for more recommendations on where to eat and drink in the valley! #sequatchievalley #sequatchievalleytn #scenicbyway #crossville #chestnuthillwinery #crossvilletn #localwinery
sequatchievalleytenn
6 likes • 454 views

🛍️ Unique Gift Shop

The gift shop has fantastic, unique items for wine enthusiasts and more. Reddit

🗣️ Friendly & Knowledgeable Staff

Expect super friendly and knowledgeable staff eager to share their process. Reddit

🍷 Ever noticed the streaks (or legs) in your glass after a swirl? In this glass of Southern Muscadine from @chestnuthillwinery. The legs are thick but move quickly. That’s often a sign of a sweet wine with a little extra sugar and a bit lower alcohol content. 🍇 It’s a fun clue for wine lovers and a perfect way to enjoy a rich, flavorful sip of Tennessee sweetness. 💜 #TennesseeWine #Wine101 #Mus...
tennesseewines
7 likes • 516 views

Tips

from all over the internet

🎯 Try the Blackberry Wine

Don't miss their award-winning Blackberry wine – it's a local favorite! Instagram

🍫 Dessert Wine Delight

The Chocolate Covered Cherry wine is a must-try for a sweet, dessert-like experience. Reddit

🛍️ Unique Gift Shop

The gift shop has fantastic, unique items for wine enthusiasts and more. Reddit

🗣️ Friendly & Knowledgeable Staff

Expect super friendly and knowledgeable staff eager to share their process. Reddit

🚗 Easy Stop Off I-40

Conveniently located right off I-40, making it a perfect stop. Reddit

What Travellers Say

4.7
(197 reviews)

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

Delicious, unique wines
Friendly, knowledgeable staff
Charming gift shop

What People Dislike

Limited public transport

Frequently Asked Questions

🚇 🗺️ Getting There

Chestnut Hill Winery is conveniently located right off I-40, making it an easy stop for travelers. Reddit It's situated in Cumberland County, part of the Upper Cumberland region of Tennessee. Instagram

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. Instagram+1

Absolutely! The winery is a great stop along the Sequatchie Valley scenic byway, offering beautiful views and local charm. Instagram

🎫 🎫 Tickets & Entry

Entry to the winery is generally free, and they offer free tastings on 3 wines. Reddit 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. InstagramReddit

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. Instagram

Yes, Chestnut Hill Winery offers tastings, with free tastings available on 3 wines. Reddit 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. Reddit 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. Reddit 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. Reddit

Reviews suggest good prices, especially on their sweet wines and the unique items in the shop. Reddit

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. Reddit

For Different Travelers

Tailored advice for your travel style

👨‍👩‍👧 Families with Kids

While Chestnut Hill Winery focuses on wine tasting, it can still be a pleasant stop for families. The gift shop offers a variety of interesting items that might appeal to children, and the friendly atmosphere makes it a welcoming place. Reddit Consider visiting during less busy times, like weekday afternoons, to ensure a more relaxed experience. The nearby Brass Lantern restaurant offers a good option for a family meal. Instagram

🚗 Day-Trippers & Road Trippers

Chestnut Hill Winery is an ideal stop for anyone traveling along I-40. Its convenient location makes it easy to pull off and enjoy a tasting or browse the unique gift shop. Reddit Plan for about an hour to enjoy a tasting and explore the shop. It's a perfect way to break up a long drive and experience a taste of Tennessee's local wine culture. Instagram

🍷 Wine Enthusiasts

For wine lovers, Chestnut Hill Winery offers a chance to sample unique, award-winning wines like their Blackberry and Chocolate Covered Cherry varieties. Reddit The opportunity to learn about their winemaking process directly from the owners adds significant value. Reddit Don't miss the chance to explore the well-curated gift shop for wine-related treasures. Reddit

Deep Dives

In-depth insights and expert knowledge

Exploring the Flavors: Chestnut Hill Winery's Signature Wines

Chestnut Hill Winery is celebrated for its distinctive and delicious wine offerings, with several standouts frequently mentioned by visitors. The Chocolate Covered Cherry Wine is a particular favorite, often described as a decadent dessert in a glass, boasting a rich blend of cherry and chocolate notes that linger pleasantly. Reddit Another highly recommended selection is their award-winning Blackberry Wine, which captures the essence of fresh berries with a delightful sweetness. Instagram

For those who appreciate traditional Southern flavors, the Southern Muscadine is a must-try. InstagramReddit 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. Reddit The staff are knowledgeable and happy to explain the nuances of each wine, making the tasting experience both enjoyable and educational. Reddit

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. Instagram 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

A visit to Chestnut Hill Winery offers more than just exceptional wine tasting; it's an experience enriched by friendly service and a charming atmosphere. Visitors consistently praise the warm and knowledgeable staff, particularly mentioning individuals like Jim and Trudi who make the visit memorable. InstagramReddit This personal touch transforms a simple tasting into a welcoming encounter, making guests feel valued and eager to return. The winery's location, conveniently situated right off I-40, makes it an accessible and appealing stop for travelers exploring the region. Reddit

The gift shop is another significant draw, described as 'precious' and 'cool' with 'great gifts' for wine lovers and general shoppers alike. Reddit It’s a place where you can find unique, local items that complement the winery's Southern pride. Reddit 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. Instagram

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. Reddit 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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