Date Nights Done Right: Unique Experiences for Couples in Hendersonville

Hendersonville is home to the Crest of the Blue Ridge AVA, a distinguished wine region here in Western North Carolina. With seven wineries, 11 breweries, three hard cideries, two spirit distilleries, and one meadery, there’s no shortage of options for craft beverage lovers. A tasting tour is a great way to experience the region’s local flavors while enjoying a relaxed and romantic atmosphere.

• • Burntshirt Vineyards
    Sample 6 one-ounce pours of preselected wines or 4 two-ounce pours of wines of your choice. For larger groups or special events, private, guided tastings are available in the tasting room, restaurant, or event space.
  • Marked Tree Vineyard
    Choose between a seasonal or red tasting featuring 5 pre-selected wines, guided by the knowledgeable staff. During the warmer months, take a 30–45-minute walking tour of the vines while tasting their wines, learning about the terroir and the winery’s history.
  • Point Lookout Vineyards
    

    Enjoy a wide variety of award-winning wines & meads. You may try a wine tasting of your choice to include 5 wines & 1 mead. They also offer all wines & meads by the glass or bottle. They offer a variety of music, dinners, special wine pairings and much more.

  • Saint Paul Mountain Vineyards
    Enjoy a relaxing wine experience with your choice of red or white flights, or indulge in a 4-wine flight featuring premium selections. Cozy up in the tasting room by a roaring fire, or unwind on the patio just steps away from the vineyard, soaking in the beautiful scenery. Pair your wines with a delicious charcuterie board, or feel free to bring your own picnic for a truly personalized experience. 
    
  • Sawyer Springs Vineyard
    Enjoy a unique experience at Sawyer Springs with a curated flight tasting featuring four, two-ounce pours of their finest selections, or choose your own flight. Pair your wine with charcuterie boards, or bring your own picnic for a personal touch. During the warmer months, relax with live music on the weekends, creating the perfect ambiance for an unforgettable evening.
  • Souther Williams Vineyard
    Enjoy a guided wine tasting with five wines in their open-air pavilion or opt for a self-guided tasting with four wines to enjoy in the pavilion or among the grapevines. For a unique experience, take the “Sip & Hike Tour,” where you’ll hike through the vineyard, tasting five wines along the way while learning about the winemaking process.
  • Stone Ashe Vineyard
    Stone Ashe Vineyards offers an unforgettable date experience with intimate wine tastings that highlight their portfolio of 100% estate-grown and estate-bottled wines. Take a stroll through their scenic barrel room where rich aromas of aging wine and oak provide the backdrop to a behind-the-scenes look at the winemaking process, all while soaking in sprawling, bucolic vineyard views.
    

Need transportation? We’ve got you covered! Choose from The Regal Ride, offering luxurious limousine services to transport you in style from winery to winery. Or The Trolley Company, which provides fun and dependable transportation between wineries, offering a lively and social atmosphere perfect for group outings. Or, consider The Van in Black, a sleek and versatile option for private group wine tours, ideal for those seeking a modern and comfortable ride while exploring the vineyards.

And don’t forget about the Cider, Wine & Dine Weekend! Savor artisan ciders, award-winning wines, and enjoy vineyard tours, pairing dinners, and live music amidst the picturesque apple blossom season. It’s the perfect romantic getaway for couples.

Hendersonville’s exceptional dining and hands-on cooking experiences invite you to roll up your sleeves, sharpen your palate, and dive into a world of flavor. From crafting your own fresh pasta to savoring gourmet dishes at top-rated restaurants, these unforgettable foodie adventures will make your date night truly delicious.

• Homemade Pasta Noodles Classes
  Join a pasta-making class and create fresh, homemade noodles while learning from culinary experts. This hands-on experience is both fun and rewarding, and you get to enjoy a delicious meal at the end.
• Seasons at Highland Lake Inn
  Seasons at Highland Lake Inn crafts each dish with fresh, sustainably sourced ingredients, offering a creative take on classic favorites. The restaurant features a rotating selection of seasonal craft cocktails and an extensive wine list, which has earned national recognition from Wine Spectator, making it an ideal destination for an intimate and memorable dining experience.
• Postero
  Postero offers a romantic dining experience in the heart of Hendersonville, where contemporary charm meets culinary excellence. Inspired by the great American melting pot, the menu blends diverse flavors and techniques, giving classic recipes a modern twist. The intimate atmosphere, with its open kitchen at the center, allows guests to witness the art of cooking while enjoying the warmth of hospitality.
• Claywood
  Indulge in creative, elevated dishes at Claywood, located on 7th Avenue in downtown Hendersonville, the perfect setting for a romantic date. More than just a meal, Claywood offers an experience that brings people together in a stylish, intimate atmosphere. With a commitment to supporting local farmers, their menu blends traditional and modern cooking styles, inspired by global influences and the changing seasons.

 For couples who love adventure or cultural experiences, Hendersonville offers plenty of options to make date night unforgettable.

• Catch a Show
  Experience world-class live theater at Flat Rock Playhouse, the official North Carolina State Theatre. With a rich history of professional performances, the Playhouse brings Broadway hits, original productions, and unforgettable regional plays to the stage. Click Here to see their 2025 lineup. If movies are more your thing, Flat Rock Cinema offers a cozy, intimate setting for catching the latest films.
• Paddle Together
  Embark on a paddling adventure with Green River Adventures. Enjoy a guided trip along the stunning Green River, perfect for couples who love water activities and exploring the outdoors. Green River Adventures offers various kayaking options, including family-friendly trips and more challenging rapids for the adventurous.
• Stroll Through Downtown
  Take a romantic stroll through Downtown Hendersonville, where the charming streets encourage you to explore boutique shops, grab a coffee, and soak in the inviting atmosphere. The pet-friendly town offers something for everyone, with unique shops filled with one-of-a-kind finds, cozy cafes, and vibrant rooftop bars with scenic views.
• Picnic with a View
  Pack a picnic and head to Jump Off Rock, a scenic spot offering breathtaking mountain views of the Blue Ridge Mountains, perfect for a romantic sunset moment. Whether you’re looking for a leisurely walk or an adventurous hike, there’s something for everyone.

Make your date night even more special by staying overnight in one of Hendersonville’s charming accommodations. Whether you prefer a cozy bed and breakfast, a private vacation rental, or a luxurious resort, there’s a perfect place for every couple.

Bed and Breakfasts:

• 1898 Waverly Inn
• Bed & Breakfast on Tiffany Hill
• Charleston Inn
• Echo Mountain Inn
• Elizabeth Leigh Inn 
• Pinebrook Manor
• The Henderson

Resorts:

• Etowah Valley Golf & Resort
• Highland Lake Inn & Resort
• Kanuga
• Kenmure
• SKYLARANNA Resort and Spa
• The Horse Shoe Farm

Hotels:

• Best Western
• Cascades Mountain Resort
• Cedarwood Inn
• Fairfield Inn & Suites – Airport, Hendersonville/Flat Rock
• Mountain Inn & Suites – Airport, Flat Rock
• The Lodge at Flat Rock

From indulgent tastings to hands-on activities and outdoor adventures, Hendersonville has everything you need to create a date night to remember. Whether you’re looking for a laid-back evening or an exciting outing, these experiences ensure you and your special someone have a night to cherish.