4 Things to Do in Winchester, VA for Couples

The best time to plan a romantic getaway with the one you love is right now! We understand that with all the amazing sites and attractions available in Winchester, it’s hard to narrow down which make for the perfect date night. That’s why we’ve created an itinerary for you with all the best things to do in Winchester, VA for couples, beginning and ending with your stay at the beautiful Inn at Vaucluse Spring.

Looking for more things to do in Winchester, VA for couples? Download our free Vacation Guide. It’s an easy way to find the best local attractions, restaurants, and historic sites to visit during your stay with The Inn at Vaucluse Spring.

4 Things to Do in Winchester, VA for Couples

Indulge in Breakfast at The Inn at Vaucluse Spring

The best way to start a romantic day in Winchester is right here at the inn! We offer a delicious three-course breakfast, beginning with a cup of locally roasted Black Dog Coffee or a pot of tea. Then, we serve a house-baked breakfast bread, like our lemon-raspberry coffee cake or gingerbread scones. The fruit course comes next, which may be a triple ginger-poached pear or strawberries romanoff. Finally, the entree course is typically egg-based, like a summer egg roulade with a coulis of yellow garden tomatoes or a bacon, spinach, and egg flatbread.

Take a Wine Tour

Linden Vineyards is the perfect place for couples that want to escape from the busy city. Located at the top of the quiet Blue Ridge Mountains, the vineyard strives to create an atmosphere within the winery that reflects its peaceful location. The wines are also reflective of this rustic, intimate environment, with crisp, light whites and earthy reds. Tastings are available whenever the vineyard is open for $8. For those wanting a more in-depth tasting, sign up for one of the special reserve cellar tastings when you arrive. The tours happen every hour, on the hour, and are $25. Tours of the vineyard and cellar are also available to guests for no charge. They are held on Saturdays and Sundays at 11:30 a.m.

Explore Old Town Winchester

Old Town Winchester is a 250-year-old Main Street community that’s just over 20 minutes from The Inn at Vaucluse Spring. Browse the outdoor mall with your loved one and find that perfect keepsake to remember your romantic trip. Look through the shelves at the Winchester Book Gallery, an independent bookstore that also occasionally features live music. Serenade your partner during a trip to The Fret Shop. If you’re searching for a beautiful piece of art to feature in your home, visit Old Town Stained Glass Studio or HandWorks Gallery. You’re sure to find something you love at Old Town Winchester!

Enjoy Dinner

Now that you’ve worked up an appetite by shopping, stop by Violino Ristorante Italiano for an incredible Italian dinner. It features an authentic Italian dinner menu. Try the osso bucco made from traditionally braised veal hind shank and a saffron risotto. Or maybe try the homemade fettuccine or gnocchi, served with your choice of sauce. All of the pasta is house-made, the sauces are made from scratch, and the chefs use locally sourced ingredients when possible. The result is a delicious meal that’ll make you wonder when you can return.

Watch a Show

The Winchester Little Theater features some big talent. First organized in 1929, the theater has been a staple in the community since it opened its doors. Guests are seated on three sides of the modified thrust stage, which, combined with the small theater, creates an intimate atmosphere. Swing by the box office during your visit to Winchester to see what’s playing!

Return to The Inn at Vaucluse Spring

After exploring the best things to do in Winchester, VA for couples, return to your luxurious accommodations at The Inn at Vaucluse Spring. The Mill House Studio is the perfect stay for a couple looking for privacy. Rest and listen to the sound of water rushing through the old millrace on the water’s edge patio. This accommodation also features a two-person Jacuzzi tub, a seasonal gas fireplace, and a wet bar. Check availability and book today to begin your romantic weekend.