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Some restaurants are worth coming back for. And some people are worth partnering with to make that happen. On this Tourism Tuesday Winchester/Frederick County edition of The Valley Today, host Janet Michael and Justin Kerns catch up on the Zooms with Cheryl Ash and Drew Braithwaite — the team behind Gypsy Jane's Southern Food Lounge, a brand-new Creole-leaning New Orleans-inspired destination restaurant opening this month in Gore, Virginia. Cheryl is the chef and immersive-experience mastermind behind the beloved Sweet NOLA's Southern Food Lounge (which ran for eight years in Winchester). Drew is a lifelong Sweet NOLA's fan who moved back from Colorado last Christmas and made her food coming back to the area a personal mission.
The conversation covers the origin story (a joke at Apple Blossom that became a business), the location (about seven minutes down Route 50 West past Walmart, in a building that's been a truck stop since about 1930, then North Mountain Family Restaurant), the menu (alligator sausage, award-winning shrimp and grits, po'boys with bread flown in from New Orleans, an old-fashioned bottled soda menu presented like a wine service, and a French Quarter Finale dessert menu that includes Bananas Foster pudding, Krispy Kreme donut bread pudding Napoleon, and a country cobbler flight), and the plan (open for lunch first, add breakfast, dinner, and private events as they grow). Plus: why the kids' menu will have real food (with a portion of every kids' menu sale going to Dakota's Dream Animal Rescue), why the walls will be full of hidden plaques honoring the customers who bolstered them, and why "Come Get Grit Faced" is a phrase that got its own shirt.
VISIT INFO — GYPSY JANE'S SOUTHERN FOOD LOUNGE
5665 Northwestern Turnpike, Gore, Virginia About seven minutes west of Winchester on Route 50 (past Walmart)
Opening target: late July / by August 1, 2026
Initial hours (opening phase): Lunch, 11:00 AM – 3:00 PM Coming later: breakfast, dinner, private events
Private events available for booking during the lunch-only phase
Beer and wine license coming within a month of opening
LINKS & RESOURCES
• Gypsy Jane's Southern Food Lounge website: gypsyjanes.com
• On Facebook: search "GJ Southern Food Lounge"
• Visit Winchester events calendar: visitwinchesterva.com → Events (VA250 events continuing throughout the summer)
THE VALLEY TODAY with Janet Michael — A decade of conversations.
New podcast episodes drop weekdays at 11 AM. Catch the show on The River 95.3 and Fox Sports 1450 AM weekdays just after noon.
Subscribe and listen at thevalleytodaypodcast.com — available on Apple Podcasts, Spotify, and wherever you get your podcasts. If you enjoy the show, please take a moment to leave a rating or review — it helps more listeners find us.
Connect with us: Facebook — facebook.com/ValleyTodayFanPage Instagram — instagram.com/thevalleytoday
By Janet MichaelSome restaurants are worth coming back for. And some people are worth partnering with to make that happen. On this Tourism Tuesday Winchester/Frederick County edition of The Valley Today, host Janet Michael and Justin Kerns catch up on the Zooms with Cheryl Ash and Drew Braithwaite — the team behind Gypsy Jane's Southern Food Lounge, a brand-new Creole-leaning New Orleans-inspired destination restaurant opening this month in Gore, Virginia. Cheryl is the chef and immersive-experience mastermind behind the beloved Sweet NOLA's Southern Food Lounge (which ran for eight years in Winchester). Drew is a lifelong Sweet NOLA's fan who moved back from Colorado last Christmas and made her food coming back to the area a personal mission.
The conversation covers the origin story (a joke at Apple Blossom that became a business), the location (about seven minutes down Route 50 West past Walmart, in a building that's been a truck stop since about 1930, then North Mountain Family Restaurant), the menu (alligator sausage, award-winning shrimp and grits, po'boys with bread flown in from New Orleans, an old-fashioned bottled soda menu presented like a wine service, and a French Quarter Finale dessert menu that includes Bananas Foster pudding, Krispy Kreme donut bread pudding Napoleon, and a country cobbler flight), and the plan (open for lunch first, add breakfast, dinner, and private events as they grow). Plus: why the kids' menu will have real food (with a portion of every kids' menu sale going to Dakota's Dream Animal Rescue), why the walls will be full of hidden plaques honoring the customers who bolstered them, and why "Come Get Grit Faced" is a phrase that got its own shirt.
VISIT INFO — GYPSY JANE'S SOUTHERN FOOD LOUNGE
5665 Northwestern Turnpike, Gore, Virginia About seven minutes west of Winchester on Route 50 (past Walmart)
Opening target: late July / by August 1, 2026
Initial hours (opening phase): Lunch, 11:00 AM – 3:00 PM Coming later: breakfast, dinner, private events
Private events available for booking during the lunch-only phase
Beer and wine license coming within a month of opening
LINKS & RESOURCES
• Gypsy Jane's Southern Food Lounge website: gypsyjanes.com
• On Facebook: search "GJ Southern Food Lounge"
• Visit Winchester events calendar: visitwinchesterva.com → Events (VA250 events continuing throughout the summer)
THE VALLEY TODAY with Janet Michael — A decade of conversations.
New podcast episodes drop weekdays at 11 AM. Catch the show on The River 95.3 and Fox Sports 1450 AM weekdays just after noon.
Subscribe and listen at thevalleytodaypodcast.com — available on Apple Podcasts, Spotify, and wherever you get your podcasts. If you enjoy the show, please take a moment to leave a rating or review — it helps more listeners find us.
Connect with us: Facebook — facebook.com/ValleyTodayFanPage Instagram — instagram.com/thevalleytoday