Peak Foliage Spectacular
Leaf peeping but make it Instagram-worthy
Your Perfect Asheville Weekend
*Currently sipping my third cortado at High Five, Wesley under the table, planning your weekend like I plan my friends' visits*
Look, I've done the tourist thing. I've also lived here for 6 years. These aren't Google-generated "Top 10" lists - these are actual itineraries I've refined every time someone visits. Whether you're here for the beer (valid), the mountains (also valid), or trying to figure out if you could actually live here (extremely valid), I've got you covered.
Pick your vibe, follow the schedule, or mix and match. This is Asheville - there's no wrong way to do it.
Dylan's Authentic Asheville Experiences
These aren't your typical travel guides. Every spot personally visited, every cortado counted, every volleyball game attended. This is the real Asheville from someone who actually lives here.
Asheville's Architecture: From Vanderbilt Excess to That Pink Dome Thing
"Three days of geeking out over buildings that survived because we were too broke to tear them down"
Dylan says: "I literally stop mid-run on the RAD Greenway to stare at the S&W Building's Art Deco details. Like, every single time."
Finding Your Chosen Family in Asheville (It Takes About a Year, But Worth It)
"Three days discovering where the gays actually hang out (spoiler: volleyball courts)"
Dylan says: "Dating in Asheville feels like everyone's already been on a date with everyone, or they all met at Highland Brewing during a volleyball match."
Coffee Obsessive's Asheville
"I have tried cortados at every single coffee shop in Asheville. Like, literally every single one."
Dylan says: "I have tried cortados at every single coffee shop around Asheville. Like, literally every single one."
Nature & Outdoor Recreation
"I run 6-12 miles every morning at 5:30am, and let me tell you, Asheville at sunrise will make you believe in god or whatever"
Dylan says: "I run 6-12 miles every morning at 5:30am, and let me tell you, Asheville at sunrise will make you believe in god or whatever."
Special Seasonal Editions
Peak Foliage Spectacular
Leaf peeping but make it Instagram-worthy
Oktoberfest Brewery Marathon
Lederhosen optional, beer required
Autumn Grounding Journey
Get centered before the holidays hit
Most Popular This Season
Asheville's Architectural Greatest Hits: From Vanderbilt to Art Deco (No Hard Hat Required)
A weekend exploring the preserved architectural treasures of the Blue Ridge
Gallery Hopping Like It's 'Emily in Paris' But Make It Mountain Weird
Living Your Best 'You've Got Mail' Fantasy in the Mountains
A bookish weekend exploring Asheville's literary landmarks and indie bookstores
Find Your Perfect Weekend
👆 Click any category to filter the full list below, or just scroll to browse everything
All Weekend Adventures
Asheville's Architectural Greatest Hits: From Vanderbilt to Art Deco (No Hard Hat Required)
A weekend exploring the preserved architectural treasures of the Blue Ridge
Gallery Hopping Like It's 'Emily in Paris' But Make It Mountain Weird
Three days immersed in Asheville's vibrant arts scene
Living Your Best 'You've Got Mail' Fantasy in the Mountains
A bookish weekend exploring Asheville's literary landmarks and indie bookstores
The Brewerhood of the Traveling Pints: Asheville's Hoppy Adventure
Three days of brewery hopping in Beer City USA
Finding Your Chosen Family in the Blue Ridge
A queer-centered weekend celebrating Asheville's LGBTQ+ community
Touching Grass But Make It Scenic
Three days immersed in natural beauty
Eat Pray Love But Just the Eat Part
Three days of culinary excellence
Chasing the Almost Famous Vibe
Three days of venues and vinyl
Mountain Zen Vibes
Three days of yoga and healing
Time Travel Without the DeLorean
Three days exploring living history
REI Called and Wants Their Catalog Back
Three days of adventure
American Pickers But Make It Bougie
Three days of treasure hunting
Farmer's Market is My Personality
No Filter Needed
Three days chasing perfect light
Finding Your Chakras in the Blue Ridge
Three days of spiritual exploration
Macklemore Called
Three days of vintage treasures
Captain Planet Would Live Here
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From Weekend Visitor to Full-Time Resident
These itineraries show you the best of Asheville. Ready to call it home? I've helped dozens of LGBTQ+ folks and allies make the move. Let's talk about your Asheville dreams - no obligation, just real advice from someone who gets it.
These itineraries are updated regularly based on what's actually happening in Asheville. Last refreshed: September 2025