Slip away to Salamander Middleburg for a romantic weekend retreat designed to reconnect you with each other and the beauty of the moment. Nestled in Virginia’s iconic horse country, our 340-acre resort sets the stage for a luxurious escape filled with shared experiences and quiet indulgences. From side-by-side spa treatments and scenic horseback rides to candlelit dinners and local wine tastings, every detail is curated to bring you closer. Whether celebrating a milestone or simply carving out time together, this weekend is all about slowing down, savoring the present, and creating memories that linger long after you return home.
Weekend Couples Itinerary

Day 1: Afternoon
Begin your romantic day after check-in with a trip to Greenhill Winery & Vineyards, which offers an elevated wine-tasting experience with stunning views of the Blue Ridge Mountains. Relax with a curated flight of award-winning Virginia wines, stroll hand-in-hand through the vineyard, and enjoy a peaceful afternoon on the terrace. Our concierge team can arrange transportation, so all you have to do is savor the moment and the wine.

Day 1: Evening
As evening falls, head to the Forbes Five-Star Harrimans Grill for a candlelit dinner celebrating Virginia’s rich culinary heritage. The menu features locally sourced ingredients and seasonal specialties, thoughtfully prepared and elegantly plated. Choose a bottle of wine from our award-winning cellar, toast to your time together, and let the panoramic views of rolling hills and horse pastures serve as the perfect backdrop.

Day 2: Morning
Start your day with a private Stone Wall Trail Ride, an intimate equestrian experience for two through the scenic woodlands and pastures surrounding the resort. Whether you’re seasoned riders or first-timers, our expert guides will tailor the journey to your comfort level. Clip-clop along old stone walls, open fields, and shaded forest trails immersing yourselves in the quiet rhythm of nature and one another.

Day 2: Afternoon
Spend your afternoon learning something new together. Join a hands-on class in our Harrimans Cooking Studio, where our culinary team will guide you through a seasonal recipe that’s both fun and approachable. You’ll cook, laugh, taste, and perhaps even spark a shared passion to take home with you. Whether it’s handmade pasta, a signature sauce, or a decadent brunch dish, it’s an experience made to be remembered and recreated later.

Day 2: Evening
Wind down your day with an intimate evening at Gold Cup Wine Bar, where the inviting ambiance is perfect for reconnecting. Share a selection of chef-crafted tapas, enjoy expertly mixed craft cocktails or a nightcap from our regional wine list, and cozy up in one of the plush lounge areas or on the outdoor terrace under the stars. It’s the ideal setting to reflect on the day and lean into the quiet magic of the evening.

Day 3: Morning
Enjoy your last morning with a stroll through Middleburg’s charming main street, filled one-of-a-kind boutiques, art galleries, and local gems. Browse fine antiques, artisanal home décor, luxury fashion, and curated wine shops, all with the help of our concierge team who can offer insider tips and even arrange for your purchases to be shipped home. It’s the perfect way to wrap up your stay and bring a little piece of Middleburg back with you.

Day 3: Afternoon
End your romantic weekend with a serene experience at the Forbes Five-Star Salamander Spa, where you and your partner can unwind side-by-side with a signature couples’ massage. Surrounded by nature and infused with calming aromas, this immersive treatment sets the tone for your stay: peaceful, indulgent, and deeply restorative. Afterward, take time to enjoy the spa’s amenities, from the steam room to the whirlpool, or simply lounge in your spa robes in the outdoor courtyard, a perfect end to your weekend retreat.