Abbazia di Monte Oliveto Maggiore

Tucked away in San Gimignano, this cozy trattoria blends artful Tuscan cuisine with a romantic atmosphere and an impressive wine selection.

Nestled in a picturesque Tuscan village, Ristorante Campo del Drago enchants with seasonal dishes from its organic garden, paired with stunning views and top-tier service.

Nestled in the picturesque hills of Tuscany, this expansive winery offers delightful tours and tastings alongside expertly paired food.

Refined hotel in a 13th-century hilltop property with upscale dining & 2 pools, plus a gym. Set in the Chianti region, surrounded by vineyards, this upscale, hilltop hotel in a restored 13th-century building is 21 km from Siena and Piazza del Campo square. Featuring terracotta floors and beamed ceilings, the rustic rooms and suites have free Wi-Fi, flat-screen TVs and desks. Upgraded rooms and suites add separate living areas, terraces and/or private gardens. Room service is available. Freebies consist of a breakfast buffet, an area shuttle, parking and bike rentals. There's also an elegant restaurant with panoramic terrace views, plus a bar, a snack bar, and indoor and outdoor pools. Other amenities include a gym and a sauna.

Low-key rooms in a down-to-earth hotel featuring an outdoor pool, a tennis court & free breakfast. This relaxed hotel is half a kilometer from the nearest bus stop and 3 km from the San Biagio church. Laid-back rooms feature free Wi-Fi, as well as flat-screen TVs, minibars, and living areas with sofas; some rooms add balconies. Room service is available 24/7. Complimentary perks include parking and a breakfast buffet. There's also a bar, an outdoor pool and a hot tub, as well as a sunroom and a tennis court.

Nestled a short stroll from Piazza del Campo, this charming osteria blends Tuscan culinary artistry with an inviting atmosphere rich in books and antiques.

Nestled in a stunning 13th-century villa, this Tuscan country retreat offers unmatched elegance, lush gardens, and gourmet dining, creating a dreamy escape.

Discover the charm of Tuscany with archery, horseback riding, and delightful al fresco dining at a vineyard renowned for unforgettable wine tasting experiences.

Nestled just outside San Quirico d’Orcia, La Locanda di Fonte alla Vena serves up delectable, authentic Tuscan fare made with local, organic ingredients in a cozy and welcoming atmosphere.

Sette Di Vino is a charming, family-run osteria in Pienza, serving delightful homestyle Italian dishes with a warm, inviting vibe under the stars.