Sip and Stay: Winery Lodging

Albemarle Estate is a luxurious wine country estate surrounded by vineyards and beautiful countryside. Located within Virginia’s largest vineyard (Trump Winery), this 26,000 square-foot mansion is the ultimate in luxury. Reminiscent of a classic Georgian-style home, the 45-room estate epitomizes high-style country living in the tradition of an English manor, complete with mountain views and expertly-tended gardens.

Think pink and stay next door to the Tasting Room at Merrie Mill Farm & Vineyard. This delightful cottage is perfect for a romantic getaway, fun couples’ weekend, or family holiday. Eclectically designed, the Clementine Cottage offers 2 bedrooms, 1.5 bathrooms, kitchen, sitting room, and laundry. It's also a quick drive to other wineries in the bucolic Keswick area.

The Cottage at Eastwood Farm and Winery is a quaint home featuring 3 bedrooms, a bathroom, full kitchen, and living and dining rooms. Guests can stay for just a weekend, or longer if they desire, and dogs are welcome. The Eastwood Farm and Winery is in the heart of the Monticello AVA, and visitors can enjoy award-winning wines and ciders surrounded by beautiful Carter Mountain. In addition to grapes, Eastwood grows apples and pears, which they use to create their Orchard Blend.

Since 1820, the Crossroads Inn at Pippin Hill has been providing travelers a place to relax. Today, guests can choose to stay in a room or suite in this former 19th century tavern or reserve the 2-story, pet-friendly Pippin Cottage just steps away. Amenities include a hearty Virginia country breakfast created by Chef Joe each morning. The Crossroads Inn is conveniently located in North Garden, adjacent to Pippin Hill Farm & Vineyards (add an estate tour and tasting to your visit), and a short drive to other wineries, cideries, and country markets.

Glass House Winery & Brewery features a unique tropical conservatory tasting room for sampling wines, beers, and house-made artisanal chocolates as well as a new glass theater brewpub. It also offers an on-site bed & breakfast. Guests can reserve one of the 3 bedrooms downstairs or the 2-bedroom suite upstairs for a relaxing stay overlooking the vineyard and Blue Ridge Mountains. Meeting up with your family or friends group? Rent out the entire house for a private weekend full of wine and fun! Amenities include a saltwater pool, hot tub, and yummy breakfast by Chef Tim.

The Inn at Stinson Vineyards is a fresh take on the country bed & breakfast. It offers 4 suites; each of which allows guests to experience the breathtaking views of the vineyard and mountains beyond. All rooms have ensuite bathrooms, king-sized beds, L'Occitane bath products, and other modern amenities. A 3-course breakfast to start each day and self-serve wine bar in the Inn's Library are simple luxuries guests relish. And a short walk through the vines leads to Stinson's tasting room, which is open Thursday - Sunday. The Inn is located between Crozet and Brown's Cove, near Sugar Hollow Reservoir and 9 other wineries.

Situated on 500 acres at Adventure Farm, Chisholm Vineyards is a family-run endeavor focused on producing wines that express the terroir of this beautiful landscape. Chisholm also serves as a fun gathering place to meet the locals, enjoy estate wines, and take in pop-up events, including live music and food trucks during seasonal months. For guests looking to stay on property, the Lake House at Chisholm Vineyards provides a farm stay experience for groups up to 12 people. The Lake House puts you near Charlottesville, but in a private and peaceful setting.

Mount Ida Reserve Getaway Stays has long term and weekend rentals on Mount Ida Reserve’s 5,000 acres. Guests can choose from quaint cottages, brick Georgian houses, and historic manor home accommodations, all with access to Mount Ida’s private lake for fishing, kayaking, or relaxing moments on the beach. There is even an indoor pickleball court and add-on options for in-home chef's meals and horseback riding. The estate includes onsite vineyards and a farm brewery. At the Tasting Room & Taphouse, also located on the Reserve, Mount Ida wines and craft beers are excellently paired with a seasonal menu made of the finest ingredients from nearby farms and food artisans.

The Villa is the original structure of the Hazy Mountain Estate, a charming manor that sleeps 14 and can be rented for a full week with a minimum stay of 3 nights. The elegant furnishings and historic decor offer the charm of an Italian villa with all of the convenience expected of a premier stay. The delightful Villa is located within steps of Hazy Mountain Vineyards & Brewery and is a quick drive to 7 other wineries near Afton Mountain.

Arcady Vineyard Bed & Breakfast offers 14 acres of serenity, situated approximately 6 miles from downtown Charlottesville and 2 miles from Thomas Jefferson's Monticello. In addition to gorgeous views of the vineyard and surrounding landscape, guests who stay at Arcady will be treated to a wine fridge stocked with a bottle of sparkling wine, soda, and bottled water, farm-fresh wine country breakfasts, and a back deck perfect for lounging and watching the wildlife!

Located in the rural historic area of Southern Albemarle County, Woodville Bed & Breakfast offers a perfect place to relax and enjoy history without leaving behind the comforts of the 21st century.

Spend your days exploring the areas many attractions, lounge by the pool, or sit back and simply enjoy the view. Guests over age 21 are invited to a complimentary wine tasting produced with grapes grown on the Woodville farm property.