Historic Grand Manor:

Located on the historic Santa Rita estate in Alto Maipo (just a 45-minute drive south of Santiago), this hotel is the former summer residence of the winery's 19th-century founder. Classic, aristocratic, and old-world. The property features a historic 40-hectare park designed in the French style, complete with lagoons, ancient trees, and a private neo-gothic chapel. Just 16 classical rooms furnished with authentic European antiques, high ceilings, and views of either the inner courtyard or the surrounding parklands.

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JLA

Location: Pirque (Alto Maipo, just south of Santiago). Built on a spectacular 19th-century estate centered around a majestic French-style castle (built in 1907) and surrounded by an ancient, 20-acre park featuring century-old trees. Architectural elegance. While the main historic castle is used for events and private dining, guests stay in a stunning, minimalist 50-room hotel wing constructed entirely from local wood and stone, designed to blend seamlessly into the parkland. It gives you immediate access to iconic Maipo Cabernet Sauvignon producers (like Concha y Toro and El Principal) while offering a world-class park to wander through.

Their web site and a review

Location: San Fernando (the eastern gateway to the Colchagua Valley).Operating on the grounds of Viña Casa Silva—Chile’s oldest winery in continuous operation—this is an authentic, 100-year-old family casona (country manor house) with only 7 guest rooms. Classic Chilean countryside charm. It is deeply traditional, featuring antique furnishings, historic family portraits, terracotta tiled floors, and wide shaded verandas. The estate also features a professional polo field where matches are played seasonally, and a stable of fine horses.It offers a quieter, historic, and highly relaxed contrast to modern minimalist hotels

.Their own web site and Their wine tours

Located in the Millahue Valley (historically part of the broader Cachapoal region), this is an ultra-luxury, high-design retreat sitting on an 11,000-acre vineyard estate. Ultra-modern, artistic, and visually striking. The main lodge features a undulating titanium roof designed to mimic the surrounding mountain ridges.Just 22 suites and 7 glass-walled bungalows, each completely customized by a different international or Chilean artist (ranging from minimalist glass pavilions to vibrant multi-textured suites). Travelers wanting a highly immersive design experience, exceptional estate-produced red blends (VIK), and access to a massive infinity pool overlooking the lake and valley.Modern boutique hotel Vik ​ is a meld of glass and metal, two hours south of Santiago. A Japanese-inspired criss-cross of walkways over a reflecting pool leads to the entrance of this wavy-roofed stay; inside, themed suites are individually designed by Chilean and international artists and a sultry restaurant serves authentic South American fare paired with wines from the estate’s vineyards. Write up on Mr & Mrs Smith and their own web site

Modern-Rustic Estancia on the outskirts of Santa Cruz. A stylishly converted historic hacienda that once functioned as a country estate. It has been reimagined as a trendy, design-forward boutique hotel with 25 rooms. High-concept country living. It blends exposed brick and vintage barn wood with highly contemporary industrial elements, outdoor fire pits, and a gorgeous pool surrounded by organic gardens and old trees. It is vibrant and modern but retains a distinctly relaxed, cozy farmhouse feel. It serves as an excellent social hub with a highly-rated restaurant and bar on site

Their own web site

Santa Cruz (the heart of Colchagua). A beautiful, owner-operated, rustic-luxury boutique hotel nestled directly in the middle of the Laura Hartwig vineyard. It features 19 rooms.Warm and highly integrated with the surrounding vines. The design blends local materials (handcrafted tiles, local wood, and textiles) with clean, Danish-inspired comfort. Every room has a private balcony looking directly out onto the vines with the Andes rising in the distance. It is incredibly peaceful and offers unparalleled convenience. You can literally walk through the vineyard paths right from your room to several top-tier tasting rooms (like Laura Hartwig and Viña Maquis) and excellent local restaurants

Their own web site

Situated in the coastal San Antonio / Casablanca region, this boutique hotel operates out of a beautifully renovated, centenary colonial homestead. Relaxed, rustic-chic colonial luxury. 10 guest rooms featuring traditional Chilean architecture, wide corridors, and views of the landscaped gardens and vineyards.

Telegraph article and Their own web site