Where to Visit in Tuscany

Revered as one of Italy’s premier destinations, Tuscany’s beguiling region spans from iconic cities like Florence and Siena to the tranquil vineyards of the Chianti Classico countryside. Read below for our guide detailing where to stay and sleep during your next Tuscan getaway.


Italy’s Renaissance capital, Florence, draws visitors to its world-class art museums like the Accademia Gallery and Ufizzi Gallery, along with awe-inspiring landmarks, including the Brunelleschi Dome, Ponte Vecchio, and Duomo, to name just a few. The popularity of delicious Italian eateries, as evidenced by the line down the street for All’Antico Vinaio, further underscores Florence’s appeal as a must-visit destination.

Where to Stay: Grand Hotel Minerva

Grand Hotel Minerva, an elegant Florentine palazzo, boasts 97 meticulously designed guestrooms with fresco details and 14th-century ceilings. Centrally located, it enables convenient exploration, and guests can unwind on the rooftop lido terrace with a signature Terrace Negroni, enjoying breathtaking sunset views of the storied Duomo.


Credit: Britney Eschelman

A charming village in the heart of the Chianti Classico wine region, Panzano is a must-stop when touring rural Tuscany. Tourists often include the town in their plans to dine at Dario Cecchini’s renowned Butcher Shop, where several courses of freshly sliced meats concluded with a decadent olive oil cake comprise the memorable dining experience.

Where to Stay: COMO Castello Del Nero

Formerly an ornate Italianate castle in the mesmerizing Chianti countryside, COMO Castello Del Nero is now Singapore-based Como Hotels and Resorts’ first European flagship hotel. Its 50 guestrooms reflect a sleek, modern aesthetic: stone gray accents, Tuscan columns, luxurious furnishings, and terracotta floors present sophisticated accommodations that honor the locale’s rich heritage.

Val d’Orcia Region

Credit: Mary Quincy

Nestled in Southern Tuscany, Val d’Orcia, one of Tuscany’s UNESCO world heritage sites, is a captivating region characterized by vast, unspoiled landscapes, old-age medieval villages, and enchanting agriturismos. Historic towns such as Bagno Vignoni, Montepulciano, and Pienza offer a glimpse into the Renaissance era.

Where to Stay: Monteverdi Tuscany

Situated in the once-abandoned medieval village of Castiglioncello del Trinoro, Monteverdi Tuscany melds ancient history and modern luxury within its ten guestrooms: lime-washed paint, reclaimed wood beams, and freestanding copper soaking tubs dress the property styled by renowned designer Ilaria Miani.


Best known for its famed Leaning Tower of Pisa monument, Pisa is typically a must-visit spot on traveler’s Tuscany itineraries. Stroll down the main shopping street, Borgo Stretto, for aesthetically pleasing Italian houses, pop into the Gelateria De’Coltelli for a sweet scoop, then mosey over to the city’s center square, Palazzo del Carovana.

Credit: Coke Bartrina

Where to Stay: Villa Lena

A captivating 19th-century hidden gem in the Tuscan countryside, Villa Lena is a design-centric retreat featuring peach-accented interiors, hand-painted frescoes, and an enticing sun-scorched turquoise pool. 

Chianti Wine Region

The Chianti Wine Region features picturesque rolling vineyards and hilltops 20 miles from Florence. Visitors can spend the day learning about the vintner’s craft of Italy’s premier red wine elixir at Poggio Amorelli in Castellina. Exploring San Gimignano’s medieval grounds is a must when here.

Where to Stay: Villa Ardore

Villa Ardore, an elegantly restored 16th-century stone farmhouse, invites guests to its expansive three-acre property to experience La Dolce Vita. From its eight curated guestrooms to its cypress tree-lined infinity pool, this is an ideal retreat after sun-drenched days in the rolling vineyards of the Chianti Wine Region.


Siena is a captivating city that immerses visitors in historic Roman-Gothic architecture, offering a glimpse into the 1300s. Ascending the 500 steps to reach the hilltop Torre del Mangia for a panoramic view of the town’s central square, Piazza del Campo, and completing the visit with a photo in front of the Duomo di Siena enhances one’s understanding of the Italian village’s significance.

Where to Stay: Borgo San Vincenzo

Ensconced in the storied Vino Noble vineyards of Montepulciano, Borgo San Vincenzo is a reimagined 18th-century agriturismo with 21 deluxe studio-style suites, offering private escapes with amenities such as a king-sized bed, sitting area, and fully stocked kitchenettes.


Perched atop a hill with commanding views of central Tuscany, Montalcino stands as an ancient fortress town within the province of Siena. For those prioritizing wine tasting during their Tuscany exploration, Montalcino deserves a prime spot on your itinerary; given it’s known for its production of the prestigious Brunello di Montalcino and Rosso di Montalcino wines, this town offers a rich experience for oenophiles.

Where to Stay: Villa Le Prata Wine Resort

Villa Le Prata Wine Resort, an exclusive Tuscan hideaway rooted in Losappio family history, beckons guests to embrace the Italian countryside. Its eight minimalist guestrooms offer a serene stay, while the opulent “Bishop” suite, with royal red walls and an 18th-century gold bed frame, caters to those seeking regal luxury.

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