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Monday - Friday: 8:00 AM - 7:00 PM
Saturday & Sunday 8:00 AM - 6:00 PM

For appointments Friday - Sunday, please contact 855.290.5677

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Weekend Couples Itinerary

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.

This itinerary is designed as inspiration for planning your stay, showcasing signature resort experiences and local explorations. From side-by-side spa treatments and scenic horseback rides to award-winning dinners and local wine tastings, experiences may be enjoyed à la carte and tailored to your preferences, availability, and desired pace. For personalized assistance with reserving experiences or refining your plans, our Concierge team is always happy to assist.

Greenhill Winery

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.

Date Night at Harrimans Grill

Day 1: Evening

As evening falls, head to the Forbes Five-Star Harrimans Grill for a dinner celebrating Virginia’s rich culinary heritage. The menu features locally sourced ingredients and seasonal specialties, expertly 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 serve as the perfect backdrop.

Couple Trail Ride

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. Ride along old stone walls, open fields, and shaded forest trails immersing yourselves in the quiet rhythm of nature.

a couple lounges by the pool

Day 2: Afternoon

Escape to the adults-only section of Champions Pool, where a private cabana offers a peaceful retreat for two. Sink into luxury lounge chairs, sip refreshing beverages, and enjoy curated snacks while spending the afternoon surrounded by the tranquil atmosphere of the resort's poolside setting. A stocked refrigerator, food and beverage credit, and premium COOLA sun care amenities enhance the experience, while the privacy of your cabana creates the space to unwind together between swims.

Gold Cup Cocktails for Two

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.

Downtown Middleburg Stroll

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. After grabbing coffee, browse fine antiques, artisanal home décor, luxury fashion, and curated wine shops. Hunt for a treasure to bring a little piece of Middleburg back home with you.

Couples Spa Treatment

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.