Asheville Date Night Itinerary: West Asheville

Begin your day with upscale comfort food at a beloved West Asheville institution. Whether you’re in the mood for breakfast classics or indulgent desserts, this family-owned gem offers a menu filled with crave-worthy dishes made from scratch.

Head to The Whale for a curated selection of world-class craft beers, including exclusive collaborations and rare finds. Enjoy the relaxed vibe on their patio, where well-behaved dogs are welcome, and pair your drink with delicious bites from Haywood Common Kitchen.

Step into The Golden Pineapple for a casual yet creative cocktail experience in a historic building on Haywood Road. From shot-and-a-beer combos to expertly crafted drinks, this neighborhood bar blends charm and hospitality with a fun, approachable vibe.

Treat yourselves to an innovative dinner at Jargon where modern American plates meet local ingredients and seasonal offerings. Pair your meal with a selection from their award-winning wine list or a creative cocktail for a dining experience that’s as delightful as it is delicious. 

Wrap up your West Asheville adventure at Fleetwood’s, a rock-n-roll wedding chapel turned vintage shop and cocktail bar. Check out live music, DJ nights, or quirky events like the “OG” Junk-O-Rama flea market on Sundays. For a truly unique date night, this spot is unforgettable. And if things go really well, might as well get hitched!