Wine & Chill Where Iowa Started Itinerary

Slow Moments, Good Company

This Dubuque girls trip is all about slowing the pace and leaning into the cozy. Think coffee catch-ups, bookstore browsing, a local winery stop, and a pizza night that leads right into games and laughs back at your stay. It’s relaxed, a little nostalgic, and exactly the kind of day that doesn’t need a packed schedule to feel full.

Wind Down

morning ease

Coffee Shop Catch-Up

Start the day at a cozy local coffee shop where conversation flows as easily as the caffeine. It’s an unhurried beginning made for settling in.

Check out:

Charlotte's Coffee House, Roses & Berries Cafe, Roux & Lucia, Beck Brothers Coffee House, @Papi's

Swipe to see

slow wandering

Bookstore Browsing

Spend time exploring a local bookstore, flipping through pages, sharing recommendations, and finding something you didn’t know you needed.

Check out:

River Lights Bookstore or Limerick Candle & Vintage Reads

sip break

Winery Stop

Head to a local winery for a relaxed tasting experience. Good wine, good conversation, and zero rush—just how it should be.

Check out:

Park Farm Winery, PromiseLand Winery, or Stone Cliff Winery

easy dinner

Pizza Night

If you chose Park Farm for your winery stop, grab a pizza while you’re there—if not, order in for a no-stress dinner that keeps things casual and comforting. It’s the perfect transition into a cozy night ahead.

stay in

Cozy Night with Games

End the day back at your stay with local snacks, cards, and games. Learn Euchre (a Dubuque classic), laugh a lot, and settle into a night that feels simple and good.