Plan your dream stay at The Gathering

We are so excited about your next stay at The Gathering.

To help you prepare for your trip to Wimberley, browse the frequently asked questions below and get in touch if you want more personalized suggestions or have a special request here.

  • The Main House sleeps 16 and includes the pool, stargazing deck, party barn, large fire pits, and all amenities.


    The Cottage sleeps 6, is private from the main home, and includes its own private hot tub and fire pit area.


    The Full Property sleeps 22 and grants access to both homes and every amenity on the 12 acre estate.

  • Just a short walk!

    The Cottage sits toward the front of the property with its own private feel, while the Main House is tucked farther back.

    Guests describe it as “peacefully separate but easily connected.”

  • Yes! We can help arrange private chef dinners, in-home massages, grocery delivery, pickleball coaching, s’mores kits, celebration setups, and more.

    Just let us know what you’re dreaming of.

  • Whether you’re interested in swimming holes, wineries, shopping, hiking, or dining, we’ll help you find your favorites.

    Just ask for a curated recommendation list based on your group.

Where to eat, shop, and play around Wimberley, Texas

The Gathering offers endless ways to relax, reconnect, and have fun right at home.

But Wimberley has its own magic too — a blend of small town charm, Hill Country flavor, and wide open adventure.

If you’re ready to explore, here are our favorite ways to eat, shop, and play your way through our beautiful town.

Foodie Favorites

When you visit Wimberley, Texas, you’ll find an eclectic, high quality food scene that reflects the laid back yet stylish Hill Country vibe.

From breezy creek side patios and refined farm to table fare to classic comfort breakfasts and smoky barbecue, there’s something for every mood and moment.

Below are a few of our top picks that capture the flavor and energy of the region — perfect for your stay at The Gathering.

  • The Leaning Pear Fresh, creative, and beautifully crafted Hill Country cuisine with a modern farmhouse feel. Guests love the seasonal menu and the peaceful Cypress Creek backdrop — perfect for a relaxed yet elevated meal.

  • Wimberley Café A town square classic with all day breakfast, homestyle plates, and friendly service that feels like small town hospitality at its best. Great for a cozy morning or simple, satisfying lunch.

  • Neon Armadillo Bold, fun and full of flavor: Neon Armadillo blends Tex Mex and barbecue in a playful Hill Country “playground” setting. They emphasize regenerative ingredients and creative dishes. Ideal when your group wants something fun and memorable.

  • Chill’s on the Creek A relaxed, family friendly spot right on the banks of Cypress Creek. Enjoy hearty American comfort food, shady outdoor seating, dog friendly picnic tables, and a laid back vibe that invites you to linger. Perfect after a day of exploring or shopping in the square.

  • Kelly’s Hill Country BBQ Food Truck A local favorite for authentic Texas BBQ served from a humble little food truck with a big, smoky punch. Expect excellent brisket, sausage, and ribs — all served with genuine Hill Country warmth.

  • Granny D’s Canyon Lake – Worth the Drive If you’re up for a scenic drive, Granny D’s is famous for giant pancakes, hearty breakfasts, and scratch made comfort dishes. A fantastic option for a leisurely brunch before exploring the Canyon Lake area.

Play in Wimberley

Adventure, nature, and pure Hill Country fun

Wimberley is a choose your own adventure destination.

Whether your group is craving outdoor thrills, peaceful nature walks, shopping, horseback rides, or splash worthy swimming holes, this little town offers a wide mix of unforgettable experiences.

Think emerald green rivers, limestone cliffs, shady hiking trails, wineries, and good old fashioned family fun.

Here are some of our favorite things to do during your stay:

Blue Hole Regional Park A beloved Texas swimming hole with sparkling, spring fed water shaded by towering cypress trees. Reserve a swim time in advance during summer months — it books up. Outside of swim season, the park offers beautiful walking trails and picnic areas.

Jacob’s Well Natural Area One of the Hill Country’s most iconic springs. Swimming requires reservations during busy seasons, but the nature trails are open year round. It’s a great stop for photos, exploring, and learning about the aquifer ecosystem.

Old Baldy : The Stairway Hike Climb the 218 stone steps to the top of this beloved lookout. It’s a short hike with big payoff — panoramic views of the Hill Country that make you feel like you’re standing on top of the world. Perfect for sunrise, sunset, or a family photo.

Wimberley Zipline Adventures For the thrill seekers. Soar over canyons and rolling hills on ten separate ziplines with breathtaking views. Fun for teens, adults, and adventurous grandparents alike.

Two Moons Trail Co. for Horseback Riding A memorable way to explore the Hill Country. Two Moon Stables offers guided horseback rides through scenic pastures and wooded trails — gentle, beginner friendly, and perfect for families or couples looking for something unique to share.

Wimberley Valley Winery and Local Tasting Rooms Relax with a glass of Texas wine while enjoying spacious patios, picnic tables, and gorgeous views. Great for an adults only outing or a slow afternoon while the kids enjoy the outdoors.

Wimberley Mini Golf  Just plain FUN. This is a hit with kids, teens, and adults who still act like kids. A great add on to an evening out or something lighthearted for a free afternoon.

Local Highlights

Bring a Little Bit of Wimberley Home

Wimberley is made for wandering. Around every corner, you’ll find locally owned boutiques, art galleries, vintage treasures, and one of a kind gifts you won’t see anywhere else.

From market stalls under the oaks to charming shops on the town square, it’s easy to spend an afternoon browsing, chatting with shop owners, and picking up something special to remember your time at The Gathering.

Here are a few of our favorite spots to start your shopping adventure, but its only a start…there is sooo much more to explore.

Wimberley Square The beating heart of Wimberley. Packed with boutiques, galleries, antique shops, and Hill Country charm, the Square is perfect for a relaxed outing, plus food, coffee, and ice cream when you’re ready for a break. Park once, then wander — you’ll always find something unexpected and delightful.

Ceremony A dreamy, design forward botanical boutique shop filled with artisan made goods, elevated home décor, curated gifts, apothecary items, and small batch treasures. Ceremony is where you go when you want something special : something with soul, texture, and story. A definite must stop for anyone who loves beautiful things.

Junk Gypsy —Wimberley Outpost
Bold, whimsical, and full of personality — just like the brand itself. Their Wimberley shop offers boho Western fashion, funky accessories, wildly fun gifts, and that signature Junk Gypsy spirit. Perfect for picking up something with sass, sparkle, and a little Texas attitude.

Art Galleries and Studios Wimberley has a thriving arts community. Galleries showcase everything from fine art and photography to sculpture, pottery, and mixed media. Even if you’re not buying, it’s a wonderful way to slow down and soak in local creativity.

Wimberley Lions Market Days : March–December On the first Saturday of the month, Wimberley transforms into one of the largest outdoor markets in Texas. With hundreds of vendors selling handcrafted goods, antiques, plants, art, food, and quirky finds, Market Days is part shopping, part festival, part sensory delight. If your stay overlaps, don’t miss it.

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