When winter sets in and the Texas Hill Country air turns crisp, Fredericksburg transforms into a warm and inviting getaway. Especially for wine lovers to have a romanic destination. While summer and fall are popular travel seasons, winter is actually one of the best times to visit this charming small town in the heart of Texas Wine Country. Signor Vineyards A stunning property with vineyard views, a farm-to-table market, and winter wine flights. Slate Theory Winery Modern and moody, perfect for a chilly day with unique underground cellar tastings. Barons Creek Vineyards Offers luxe accommodations, so you can sip and stay without leaving the property. Fredericksburg offers a slower pace, perfect for relaxing and reconnecting. You'll find fewer crowds at tasting rooms. Making a more personal and peaceful wine experience. Tour Options Along Wine Road 290 Prefer convenience combined with variety? Fredericksburg offers several guided tours that take you to multiple wineries with tasting and transport included: 290 Wine Shuttle A flexible hop‑on, hop‑off service visiting up to 17 wineries along the 290 Wine Trail. No fixed schedule; go at your own pace. Great for groups, solo tasters, or bachelorette parties. 290 Wine ShuttleU.S. News Travel Majesty Tours Curated small‑group tours such as the Ruby, Sapphire, and Diamond packages which cover 2–4 wineries, lunch included, and sometimes live music at stops. Perfect for a streamlined day out. Majesty Wine Tours Majesty Wine Tours

As the heat of summer gives way to cooler days and cozier nights, Fredericksburg, Texas begins to shine in a whole new light. From September through December the beloved “ber” months. This charming Hill Country town comes alive with harvest festivals, fall foliage, and holiday cheer. Whether you're sipping wine, dancing at Oktoberfest, or strolling down Main Street in December, Fredericksburg offers the perfect blend of small-town magic and seasonal celebration. It’s the kind of place where every weekend feels like a postcard and every moment invites you to slow down and make memories that will last long after the holidays. When to Book & Travel Tips Oktoberfest & holiday weekends book up early—reserve your lodging 1–2 months ahead. Midweek stays in September and November offer the best rates and smaller crowds. Bring layers —temperatures can range from warm days to chilly evenings, especially in November and December. Don’t forget your camera —from vineyard sunsets to Main Street lights, the -ber months are extremely photogenic! September: Harvest Season & Wine Trails As the first -ber month kicks off, September brings with it the buzz of grape harvest season. Local wineries come alive with picking, pressing, and stomping celebrations. Highlights: -Wine tastings & vineyard picnics -Grape stomp events on weekends -Live music on winery patios -Scenic drives through the Hill Country October: Fall Festivals, Pumpkins & Foliage October in Fredericksburg feels like stepping into a Hallmark movie. It's the perfect month for pumpkin patches , apple picking, and cozy afternoons at a local coffee shops. Highlights: -Oktoberfest (first weekend of October) -Pumpkin patches and hayrides -Leaf-peeping scenic routes -Fall-themed wine pairings November: Cozy Escapes & Holiday Warm-Up By November, the town settles into a quiet, cozy rhythm. The leaves are falling, the wine is bold and warm, and the local shops start to sparkle with early holiday decorations. - Fireside wine tastings -Holiday shopping in downtown boutiques -Thanksgiving wine pairings -Lighting of the German Christmas Pyramid December: Christmas in the Hill Country Fredericksburg in December is truly something special. Main Street is decked out in lights, wreaths, and festive charm. The town hosts a German style Christmas Market, a festive ice skating rink, and special holiday performances at the Rockbox Theater. -Christmas Nights of Lights (nightly at Marketplatz) -Ice skating in the Marktplatz -Holiday wine & dessert pairings -Christmas parades, concerts, and shopping