Nestled in the sweeping Chianti hills just 30 minutes from Siena lies an impeccably charming medieval hamlet that now serves as a five-star wine and wellness resort, Borgo San Felice. Oenophiles may recognize the name, as it is home to San Felice Winery’s primary wine estate where Chianti Classico, Brunello di Montalcino, Bolgheri, and superb blends from indigenous grapes are produced on-site, as well as its olive oil. Though wine is at the heart of the Borgo San Felice experience, there are dozens more reasons to book your Tuscan retreat here.
There are 60 rooms and suites spread across the borgo’s historic structures, which keeps the experience feeling intimate without leaving you feeling eerily alone in this medieval village. While plenty of historic architectural features remain, the accommodations are comfortably modern and spacious, with all the luxurious amenities one would expect from a Relais & Chateaux property—many of which boast private outdoor spaces. The accommodations are filled with Italian travertine and decorated with color schemes inspired by Medieval and Renaissance-era frescoes that would have been popular in Siena. And wherever your home base is located for the weekend (or more!), you’re just steps away from the winery, botanic spa, Michelin-starred restaurant, casual dining facility, and poolside bar.
While Tuscan wine retreats can often feel a bit stuffy and appeal to an older crowd, Borgo San Felice seems to be attracting discerning young professionals looking for an enlightening and luxurious escape from the hustle and bustle of big-city life. Though it feels every bit like a top-tier resort, there’s a relaxed, understated vibe that will have you feeling right at home upon arrival, whether you’re a Chiani Classico connoisseur or have been pronouncing the region’s name incorrectly for years.
Location: Siena, Italy
The Vibe: All of your “Under the Tuscan Sun” fantasies come true but with chicer digs and top-notch amenities. It’s a choose-your-own adventure here with plenty of offerings for wellness enthusiasts, foodies, spa junkies, history buffs, and, of course, wine lovers.
Food + Drink: Michelin-starred Il Poggio Rosso offers an unforgettable dinner experience and luxurious complimentary breakfast each morning, while Osteria del Grigio provides authentic, elevated takes on Tuscan cuisine come dinnertime. Bar Archi serves up lunch, tea, and aperitivo daily, and guests can also book tasting experiences at the on-site wine cellar. All of the dining facilities feature fruits, veggies, herbs, and olives grown at the property’s organic garden.
Amenities: Ample accommodations with stunning bathrooms, a spectacular complimentary breakfast, wellness facilities with complimentary gym and thermal spa access, tennis courts, pool area with views of the Chianti hills, complimentary access to bikes and e-bikes, on-site winery and olive mill, Ferrari driving experience, hot air balloon rides over the Chianti hills
Our Favorite Thing About the Hotel: The bucolic property feels like a movie set with its stunning medieval buildings and vineyard views that are especially beguiling at sunset
Nearby Attractions: Siena (a UNESCO World Heritage Site), Castello di Brolio, plenty of hiking and biking paths, Montepulciano
Rooms: 60 accommodations—29 rooms and 31 suites—many of which feature private patio spaces, plus two private villas: Villa Colonna and Villa Casanova, which are available for rent and offer all the service and amenities of a typical Borgo San Felice stay
Pricing: PREMIUM DELUXE official rate: $679.04 (this is the basic), PRESTIGE (JUNIOR SUITE): $882.76, SUITE PREMIUM: $1222.28
Closest Airport: Florence Airport (1.5 hours), Pisa Airport (2 hours), Bologna Airport (2 hours) Alternatively, you could take a train to Siena from any city in Italy and have a private transfer pick you up from there.
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