Wineries & Culinary
Chestnut Hill Winery
Wineries & Culinary
Plan Your Adventure Around Chestnut Hill Winery
Find the best places to stay near Chestnut Hill Winery — then add more experiences to perfect your trip.
Crossville, TN· Gatlinburg / Pigeon Forge
See best staysSmall east Tennessee winery pouring estate and Tennessee-grown wines.
Places to Stay Near Chestnut Hill Winery
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Nearby
More to do near Chestnut Hill Winery
Grouped by what it is, so you can build the rest of the day.
Nearby waterfalls
- Laurel Falls (Smokies)Gatlinburg, TN
- Grotto FallsGatlinburg, TN
- Rainbow Falls (Smokies)Gatlinburg, TN
Nearby trails
- Rainbow Falls Trail, Gorges State ParkSapphire, NC
- Alum Cave Trail to Mount LeConteGreat Smoky Mountains National Park, TN
- Rainbow Falls TrailGatlinburg, TN
- Chimney Tops TrailGreat Smoky Mountains National Park, TN
Nearby scenic drives
- Roaring Fork Motor Nature TrailGatlinburg, TN
- Kuwohi / Clingmans DomeGatlinburg, TN
- Newfound Gap RoadGatlinburg, TN
- Gatlinburg SkyPark / SkyBridgeGatlinburg, TN
Nearby wineries & culinary
- Apple Barn WinerySevierville, TN
- Hillside WinerySevierville, TN
- Mountain Valley WineryPigeon Forge, TN
- Mill Bridge WineryPigeon Forge, TN
Nearby parks
- Great Smoky Mountains National ParkGatlinburg, TN
Nearby mountain towns
- Downtown GatlinburgGatlinburg, TN
Nearby attractions
- DollywoodPigeon Forge, TN
- Dollywood's Splash CountryPigeon Forge, TN
- The Island in Pigeon ForgePigeon Forge, TN
- Titanic Museum AttractionPigeon Forge, TN
Trip ideas
Ways to spend a weekend in Crossville
Built from experiences already on StayNear. Add a theme to your trip and we'll rank stays for the whole plan.
Waterfall Weekend
Waterfalls in this area, grouped for one trip.
- Laurel Falls Trail · Great Smoky Mountains National Park
- Stone Door to Laurel Falls Loop · Beersheba Springs
- Laurel Falls (Smokies) · Gatlinburg
- Grotto Falls · Gatlinburg
Hiking Weekend
Trails and summits within reach of one home base.
- Alum Cave Trail to Mount LeConte · Great Smoky Mountains National Park
- Laurel Falls Trail · Great Smoky Mountains National Park
- Stone Door to Laurel Falls Loop · Beersheba Springs
- Great Smoky Mountains National Park · Gatlinburg
Wine & Culinary Weekend
Wineries, tasting rooms, and food stops nearby.
- Apple Barn Winery · Sevierville
- Hillside Winery · Sevierville
- Smoky Mountain Winery · Gatlinburg
- Abridged Beer Co · Knoxville
Family Adventure
Family-friendly experiences in this area.
- Laurel Falls Trail · Great Smoky Mountains National Park
- Anakeesta · Gatlinburg
- Dollywood · Pigeon Forge
- Dollywood's Splash Country · Pigeon Forge
Summer · Jun – Aug
Best of Crossville this season
Matched from what each experience is actually known for.
- Anakeesta
Gatlinburg, TN · Family Attractions
Best time: Year-round
- Dollywood
Pigeon Forge, TN · Family Attractions
Best time: Year-round
- Dollywood's Splash Country
Pigeon Forge, TN · Family Attractions
Best time: Year-round
- Ober Mountain
Gatlinburg, TN · Family Attractions
Best time: Year-round
- Ripley's Aquarium of the Smokies
Gatlinburg, TN · Family Attractions
Best time: Year-round
- The Island in Pigeon Forge
Pigeon Forge, TN · Family Attractions
Best time: Year-round
Explore More Nearby
Travel guide
About Chestnut Hill Winery
Small east Tennessee winery pouring estate and Tennessee-grown wines.
Why visit Chestnut Hill Winery
Travelers come to Chestnut Hill Winery for cumberland plateau winery in the crossville / upper cumberland area.. Spring through fall; harvest season Aug–Oct is the most popular window, but the experience rewards visits across multiple seasons. Plan for the difficulty level noted above and bring appropriate gear and water. Photographers favor early light and quieter weekday mornings, and the location pairs naturally with other wineries & culinary stops in the region.
What to do nearby
Within an easy drive you'll find Mercier Orchards, Hickory Nut Gap Farm, Mercier Orchards, Wolf Mountain Vineyards. Most travelers build a long weekend around two or three experiences plus a town for dinners — pair Chestnut Hill Winery with the closest ones below for a full itinerary.
Where to stay near Chestnut Hill Winery
Stay Near ranks lodging around Chestnut Hill Winery by how well each property fits your trip — distance, drive times to nearby experiences, amenities like hot tubs or kitchens, and walkable dining. Add the experiences you want most to the bar above, and the Stay Near Score™ re-orders the list so the top result is the best base for your full plan, not just the closest cabin.
Frequently asked questions about Chestnut Hill Winery
- Is Chestnut Hill Winery worth visiting?
- Yes — Cumberland Plateau winery in the Crossville / Upper Cumberland area.
- How long should I spend at Chestnut Hill Winery?
- Most travelers plan one to three hours. Add more time if you're combining it with nearby experiences or hiking longer trails.
- Is Chestnut Hill Winery family friendly?
- It can be, depending on the difficulty noted above. Check trail length and conditions before bringing young children.
- Are pets allowed at Chestnut Hill Winery?
- Leash rules vary by property; check the official site before bringing a dog.
- What's the best time of year to visit Chestnut Hill Winery?
- Spring through fall; harvest season Aug–Oct
- Where should I stay near Chestnut Hill Winery?
- Use the Stay Near Score™ above to compare cabins and vacation rentals ranked for this experience and your wider trip.
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