"Just 15 minutes from downtown Charlottesville, Crossroads Inn has been in continuous operation since 1820, though accommodations are more luxurious than they would have been two centuries ago. A charming spot with porch rockers, a fire pit, and a small flock of chickens, it's part of the larger property of Pippin Hill Farm & Vineyards, right next door. Another place with a past is the Clifton, a modern boutique hotel originally built for Thomas Jefferson's daughter and her family."
"A top-to­-bottom renovation in 2018 transformed the 18th-century estate into a stylish hotel with well-appointed cottages and rooms in the main manor, farmhouse, and stables. It's set on 100 acres, and guests can enjoy the private lake, walking trails, and croquet lawn, and swim in the outdoor infinity pool on still-warm fall days. The hotel has a formal restaurant, 1799, which serves New American cuisine with ingredients from the garden."
"While many wineries dot the area, a few offer activities that go beyond the bottle. Book a guided tour at Pippin Hill Farm & Vineyards, meandering through vines and a field of wildflowers with a glass in hand, followed by a tasting experience. The winery's chef also leads cooking demonstrations that utilize the farm's herbs and produce-watch the demo while you drink sparkling wine, then sit down to a feast paired with the vineyard's vintages."
"Ready to pick up a spatula yourself? Cooking classes start with a tour and end with dinner in the tasting room. Nearby, King Family Vineyards serves Petits Verdots and Viogniers to rival its countryside views. Every Sunday through October, the winery hosts polo matches. Plan to arrive early (the grounds open at 10 am, and matches begin at noon) and bring a picnic."
Charlottesville lies amid farms, vineyards, and verdant estates about 115 miles from Washington, D.C. Accommodations include historic inns like Crossroads Inn near Pippin Hill Farm & Vineyards and the renovated Clifton estate with cottages, a private lake, walking trails, croquet lawn, and an infinity pool. Wineries offer guided tours, tastings, cooking demonstrations, and hands-on cooking classes that culminate in shared meals. King Family Vineyards features sweeping countryside views, Petits Verdots and Viogniers, and Sunday polo matches through October. Visitors are encouraged to picnic, arrive early for events, and enjoy farm-to-table cuisine at onsite restaurants.
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