Cheers to the perfect girls’ weekend away. Pack your bags with coordinating outfits and sunnies because we are blending small-town charm in Boerne with elevated city experiences at The Pearl in San Antonio.
Before heading out of Dripping Springs, grab a coffee from Mazama to sip while you enjoy the views on your peaceful, hour-and-20-minute drive to Boerne. Your first stop is a local favorite—Richter Bakhaus—known for its delicious, gigantic cinnamon rolls, served warm and best shared with friends.
From there, settle into an exceptional brunch at Sunny’s All Day Brunch and Bar. Opt for the patio seating overlooking the river. Share a mimosa tower and enjoy a variety of breakfast classics like waffles, poached eggs, and crepes.
Spend the late morning wandering around Boerne’s Main Street, featuring a variety of boutiques and vintage shops. You’ll definitely want to check out The Pearl Antler, Hey Love, Celeste, and Ella Blue. For beautifully restored vintage antiques, pop into Flashback Funtiques with functioning glass soda bottle machines and pinball machines.
Once you’ve explored Main Street, don’t forget to take pictures at the scenic Boerne sign before making your way to San Antonio, where you will check in to Hotel Emma. This five-star, two Michelin Key hotel is a historic landmark that has been lovingly restored with a luxury, boutique feel. Another fabulous option is the Thompson Riverwalk. This modern hotel has a lounge vibe and a large pool deck with seasonal DJs.
Take a moment to unpack and prepare for dinner. You’ll want to dress to impress as you start with cocktails at Sternewirth’s, a unique hotel bar that pays homage to its brewing roots. Then keep it simple and walk to dinner nearby. Ladino offers a vibrant Mediterranean menu, while Southerleigh Fine Food & Brewery delivers elevated Southern cuisine with a Michelin Bib Gourmand distinction.
After a restful night, room service will deliver a complimentary coffee at Hotel Emma before you head out for a short walk to Bakery Lorraine at the Pearl. Get your pastries or seasonal fruit to go so you can stroll the amazing farmers market, which is open on weekend mornings.
From there, transition to your comfy clothes and a slower pace at Loma de Vida Spa or the Omni Mokara—both offering relaxation areas and amenities where you can be pampered and melt away the stress of life.
After spa time, head to Elsewhere Garden Bar & Kitchen for a casual and entertaining evening filled with colorful photo backdrops and interesting drinks. For a more elevated evening experience, head to a rooftop bar like The Moon’s Daughter at the Thompson. Savor delicious mezzes and craft cocktails while taking in the San Antonio skyline as the sun sets.
On your final day of your road trip, try a Pilates class or brunch together before enjoying a last dose of shopping. Explore the Pullman Market right at the Pearl—a thoughtfully curated market space perfect for an easy stroll with your friends.
After checkout, spend the afternoon immersing yourself in the rich culture of San Antonio. Take a river cruise, walk to the San Antonio Museum of Art, visit one of the many missions, or experience the Alamo. And since you can't leave town on an empty stomach, delight in a late lunch of Mexican cuisine at iconic and vibrant Mi Tierra Cafe y Panaderia.
As you make your way back to Dripping Springs, put on your road trip playlist, settle into the drive, and take in the beauty of the Hill Country. Cheers, ladies!
Katie Pecaro is a local travel consultant with KK Travels Worldwide. She lives in the Dripping Springs area and would love to help you plan your next road trip or vacation. Reach her at Katie.Pecaro@kktww.com.