24 Hours in Hunt Country Virginia | A Country Chic Escapade


One’s destination is never a place, but a new way of seeing things. - Henry Miller


As the days begin to get brighter and warmer, now is the perfect time to plan a weekend trip through the picturesque landscapes of hunt country to gather inspiration from the charm and beauty of this region. From the quaint streets of Middleburg to the rolling hills of Charlottesville, there's no shortage of delightful destinations waiting to be discovered. Join me in this post as I embark on a whirlwind dreamy day trip tour of some of the area's most beloved locales, each offering its own unique blend of seasonal delights and irresistible allure.


Stop #1: The Inn at Little Washington

Nestled amidst the rolling hills of Rappahannock County, The Inn at Little Washington stands as a beacon of culinary excellence and refined luxury. As the warmth of spring permeates the air, there's no better time to indulge in a gourmet getaway at this iconic establishment. From the exquisite cuisine crafted by acclaimed chef Patrick O'Connell to the lush gardens and scenic surroundings, every aspect of the inn exudes an air of sophistication and charm. A stop at Patty O’s Cafe and Bakery for a warm breakfast and coffee, followed by a stroll through the town and the lovely gardens tucked behind the Inn is a perfect way to start a weekend adventure.

Stop #2: Pippin Hill Farm & Vineyards

Is there any better end to sipping tea during a drive down to Charlottesville than stopping at a lovely, local winery? Not in my books! Tucked away in the rolling hills of Charlottesville, Pippin Hill Farm & Vineyards beckons wine enthusiasts and nature lovers alike to indulge in the finer things in life. With its sprawling vineyards, sweeping views, and elegant tasting room, the winery offers the perfect setting for a leisurely afternoon of wine tasting, tasty small plates and lunch offerings, and relaxation. As spring unfolds in all its glory, there's no better time to sip and savor the award-winning wines while basking in the warmth of the sun and soaking in the tranquil beauty of the countryside.

Stop #3: Skyline Drive

Although just about any drive from Charlottesville heading north is spectacular (barring I-95, of course), the views from Skyline Drive can’t be beat. Make your journey home one captivated by the breathtaking beauty of Shenandoah National Park as you embark on a scenic drive along Skyline Drive. With its winding roads, panoramic vistas, and verdant forests, this iconic thoroughfare offers a front-row seat to the wonders of nature awakening from its winter slumber. Whether you're an avid hiker seeking adventure or simply yearning for a peaceful retreat amidst the splendor of the Blue Ridge Mountains, Skyline Drive promises an unforgettable experience.

Stop #4: Messick’s Farm Market

If you pull off of Skyline Drive early enough, you’ll be able to stop at Messick’s Farm Market, located in the heart of hunt country. Messick's Farm Market offers a delightful escape into the rustic beauty of rural Virginia. With the arrival of spring, the market bursts to life with an abundance of fresh produce, vibrant flowers, and seasonal delights. Take a leisurely stroll through the rows of colorful blooms, savor the sweet aroma of freshly baked goods, and immerse yourself in the sights and sounds of the countryside coming alive.

Stop #5: Red Fox Inn & Tavern

As the day draws to a close, there's no better way to cap off your adventure in hunt country than with dinner at the iconic Red Fox Inn & Tavern. Steeped in history and brimming with charm, this historic landmark offers a culinary experience unlike any other. Nestled in the heart of Middleburg, the Red Fox Inn invites guests to savor the flavors of the season in a warm and inviting atmosphere. Indulge in classic American cuisine prepared with locally sourced ingredients, accompanied by a carefully curated selection of wines and craft cocktails. Whether you're enjoying a cozy dinner for two or gathering with friends and family, dining at the Red Fox Inn & Tavern is sure to be a memorable highlight of your visit to hunt country. And, if time allows, it’s the perfect place to stay overnight.


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