Nestled in the heart of Texas Hill Country, Homestead Cottages offers the perfect romantic retreat for couples looking to celebrate Valentine’s Day. With private, luxurious accommodations like the Cedar Cabin, Tiny Texas House, Studio Cabin, and Montview Cottage, you’ll enjoy comfortable beds, private hot tubs, and all the amenities needed for a cozy escape. Located just minutes from Canyon Lake, the Guadalupe River, and nearby hill country hot spots, it’s an ideal base for day trips to nearby towns. This February 14, 2026, falls on a Saturday, making it easy to plan a weekend full of love and adventure. Here’s a guide to Valentine’s Day activities in Fredericksburg, Wimberley, New Braunfels, and Gruene—all within a short drive from your cottage.
Day Trip to Fredericksburg: Wine, Dances, and Sweet Indulgences
About 45 minutes northwest of Canyon Lake, Fredericksburg is renowned for its German heritage, wineries, and romantic vibe. Kick off your Valentine’s with the Wine Lovers Celebration Passport, running from January 26 to February 27, 2026, where couples can enjoy complimentary tastings at over 55 Texas Hill Country wineries for just $100 per pair.
Pair it with chocolate and wine events, like tastings at Chocolates El Rey in nearby Stonewall.
For a creative twist, join a painting or pottery class at Yellow Door Studio.
Don’t miss the 50th Annual Hug-In and Valentine Ball at Luckenbach Texas from February 12-14, featuring dances, steak dinners, and live music—perfect for two-stepping under the stars.
If you’re feeling adventurous, book an Elephant Experience at The Preserve, where you’ll get a free Valentine’s surprise from the elephants.
End the day with a five-course champagne dinner or a romantic meal at Jack’s Chop House
Day Trip to Wimberley: Nature, Art, and Intimate Evenings
Just 45 minutes North, Wimberley offers a serene, artistic escape. Start with a hike or check out Jacobs Well, a stunning natural swimming hole surrounded by cypress trees—ideal for a picnic and some quality time, or climb Old Baldy for panoramic views.
For Valentine’s-specific fun, attend the Wimberley Valentine’s Gala on February 14 at the Community Center, with live music, a catered dinner, dancing, and BYOB for those 21+.
Catch the “That’s Amore” Dinner Theatre Fundraiser for performances and meals, or head to Shady Llama for a Valentine’s Art & Music Night starting at 6 PM, featuring live art and creative activities.
Wine lovers can tour local spots like Driftwood Estate Winery, and art enthusiasts should browse the EmilyAnn Theatre & Gardens or Wimberley Lions Market Days.
Day Trip to New Braunfels: Adventures and Underground Romance
Only 20 minutes east, New Braunfels blends excitement with intimacy. For animal lovers, try the Capy Valentine’s Day at Animal World & Snake Farm Zoo, where you can feed camels and get up-close encounters.
Join a Valentine’s Day Couples Massage Workshop or a Painting with a Twist session on February 15, creating “Love Cherry Blossoms” artwork.
A highlight is the Deeply In Love Valentine’s Day Dinner Underground at Natural Bridge Caverns—a unique three-course meal in a cavern setting, filled with awe and wonder.
Day Trip to Gruene: Historic Charm and Live Music
Adjacent to New Braunfels, the historic district of Gruene is a must for music fans. On February 14, catch Valentine’s Day with Bri Bagwell and The Lowdown Drifters at Gruene Hall, Texas’ oldest dance hall, with doors at 8 PM and shows starting at 9 PM—tickets are $25 plus fees. Earlier in the day, enjoy Red Iron Push from 1-5 PM.
Stroll the quaint streets, dine at riverside spots, and soak in the vintage atmosphere.
Whether you’re sipping wine in Fredericksburg or dancing in Gruene, Homestead Cottages provides the serene home base to unwind after your adventures. Book your stay today and make this Valentine’s Day unforgettable in the Texas Hill Country!

