Free Listing✔ Verified: August 14, 2026

A historic mansion-turned-fine-dining escape with Prohibition-era intrigue and gourmet creations, offering a legendary mountain getaway.
The iconic High Point Restaurant nestles within a 1929 mansion once rumored to have been financed by Al Capone. This National Register of Historic Places landmark retains its original hardwood floors, authentic light fixtures, and even the escape hatches and underground tunnels used during Prohibition—where Capone allegedly transferred liquor and entertained figures like John Dillinger on its mountain stone patio.
Today, the restaurant blends its storied past with modern fine dining. Serving up dishes like Brie en Croute, Blackened Salmon Oscar, and Black Thai Duck alongside classic steaks, seafood, pasta, and wine, High Point delivers a refined yet intimate experience. Recognized in 2001 as Tennessee’s ‘Best Gourmet Meal’ by Tennessee magazine, it remains a beloved destination for those seeking both history and culinary excellence.
Perched in Grundy County’s scenic hills, High Point Restaurant occupies a three-story mansion with layers of history. Built in 1929 and later added to the National Register of Historic Places (1997), its walls hold echoes of Prohibition-era intrigue—including hidden tunnels beneath the basement and escape hatches on the roof. Legend has it that Al Capone himself lounged outside, sharing drinks and cards with outlaws like John Dillinger.
The allure of High Point lies in its seamless fusion of history and hospitality. Diners aren’t just enjoying a meal—they’re stepping into a chapter of Monteagle’s past, complete with preserved original features and tales of legendary visitors. The restaurant’s reputation for exceptional cuisine (backed by awards) and warm service ensures every visit feels like an exclusive retreat.
Most restaurants offer a meal; High Point delivers an experience. Its 1929 mansion setting, complete with Prohibition-era secrets and Capone’s alleged haunts, transforms dining into a journey through time. The talented chefs craft dishes like Blackened Salmon Oscar with precision, while the staff’s charisma ensures guests leave feeling pampered—whether celebrating a milestone or simply seeking a refined escape.
Beyond its menu, High Point stands out for its commitment to preserving history. The underground tunnels and escape hatches remain intact, inviting curiosity about the mansion’s past. It’s rare to dine where legends once gathered, making High Point more than a restaurant—it’s a piece of Monteagle’s storied landscape.
Stay connected with High Point Restaurant by following them on Facebook and Instagram for updates on seasonal menus, special events, and behind-the-scenes glimpses of the mansion’s history. Their website (highpointrestaurant.net) also offers a glimpse into their culinary offerings and contact information.
Directory listing reviewed and updated August 14, 2026. Contact the business directly for current hours, pricing, and availability.
224 E Main St, Monteagle, Tennessee 37356