Welcome to Villa Di Capovento, a charming boutique hotel nestled in the heart of Castellina in Chianti, Italy. This enchanting antique stone villa offers you an unforgettable experience surrounded by the breathtaking beauty of the Tuscan countryside. Just a short drive from Siena, Villa Di Capovento is a perfect getaway for those seeking tranquility and the rich cultural heritage of this iconic region. With its classic decor and warm hospitality, this refined accommodation embodies the essence of boutique hotels in Castellina in Chianti, making it an ideal retreat for travelers who appreciate elegance and authenticity.
Your stay at Villa Di Capovento will be enhanced by a range of exceptional amenities designed to provide comfort and leisure. Each room is tastefully furnished with antique Tuscan furniture, complemented by modern conveniences like free WiFi and flat-screen TVs with satellite channels. Indulge in delightful meals at the on-site restaurant and wine bar, where traditional Tuscan specialties are prepared using the villa's own olive oil, alongside exquisite wines sourced from the famed Chianti region. Spend your days relaxing by the outdoor pool, exploring the picturesque surroundings on rented bikes, or unwinding in the expansive garden equipped with sun loungers. Experience the true charm of boutique hotels in Castellina in Chianti when you choose Villa Di Capovento for your next escape.
Exceptional
132 reviews
Welcome to Castello La Leccia, one of the finest boutique hotels in Castellina in Chianti, Italy, where medieval charm meets modern luxury. Set high on a hill, this beautifully restored 11th-century castle offers breathtaking views of the enchanting Tuscan countryside. Whether you're seeking a romantic getaway or a peaceful retreat, the unique ambiance and rich history of this property provide an extraordinary experience that you won't find elsewhere. With its close proximity to the village of Castellina in Chianti, you have easy access to local culture while enjoying the tranquility of your own hidden gem.
Your stay at Castello La Leccia is enhanced by an array of exceptional amenities designed for comfort and relaxation. Each room boasts a unique design with handmade furniture, some featuring original stuccoes and luxurious four-poster beds. Start your day with a delightful breakfast buffet filled with homemade cakes, fresh fruit, and traditional Tuscan delicacies. Indulge in exquisite dining at the on-site restaurant, which serves authentic regional dishes paired with fine local wines. Don't miss the opportunity to participate in tastings of their own wine and olive oil, making your visit to this premier boutique hotel in Castellina in Chianti truly unforgettable.
Exceptional
324 reviews
Welcome to Locanda Le Piazze, a charming boutique hotel nestled in the heart of the stunning Chianti region, just 3.7 miles from Castellina in Chianti, Italy. This former 16th-century farmhouse offers an exquisite blend of historical elegance and modern luxury, making it the ideal retreat for travelers seeking intimate accommodations with breathtaking panoramic views. Surrounded by picturesque vineyards and rolling hills, this hidden gem serves as your gateway to explore the enchanting beauty of Tuscany.
At Locanda Le Piazze, you’ll find a range of thoughtfully curated amenities designed to enhance your stay. Unwind in the extensive gardens or take a refreshing dip in the outdoor pool set amidst olive groves. Each room is uniquely decorated and equipped with air conditioning, flat-screen TVs, and complimentary mineral water stocked in the mini-bar. Indulge in the culinary delights at the Tavola by Guido Haverkock restaurant, where traditional Tuscan dishes are crafted using organic local ingredients. To start your day, enjoy a generous breakfast served daily, setting you up perfectly for adventures through the captivating landscapes surrounding one of the top boutique hotels in Castellina in Chianti, Italy.
Superb
293 reviews
Discover the charm of Borgo Di Pietrafitta Relais, one of the most enchanting boutique hotels in Castellina in Chianti, Italy. Nestled amidst the picturesque Tuscan hills, this beautifully renovated property offers a serene getaway that embodies the essence of rural Tuscany. With its prime location between Florence and Siena, you can immerse yourself in the region's rich culture and breathtaking landscapes while indulging in comfortable accommodations designed to make you feel at home.
Your stay at Borgo Di Pietrafitta Relais comes with a host of thoughtful amenities, including self-catering apartments and cozy rooms that reflect traditional Tuscan style. Each accommodation features satellite TV, a private bathroom equipped with a bath or shower, and essential toiletries for your convenience. Unwind in the tranquil surroundings or explore nearby attractions—this boutique hotel provides the perfect base for your Italian adventure.
Fabulous
617 reviews
Discover the charm of Pieve Aldina Relais & Châteaux, one of the finest boutique hotels in Castellina in Chianti, Italy. Nestled in the picturesque landscape of Radda in Chianti, this exquisite property offers a sophisticated blend of luxury and comfort. Just 13 miles from the vibrant Piazza Matteotti, you will find a serene getaway that captivates with its enchanting gardens and tranquil outdoor swimming pool. Whether you're seeking a romantic retreat or a peaceful escape from everyday life, this boutique hotel promises an unforgettable experience in the heart of Tuscany.
Pieve Aldina Relais & Châteaux boasts a range of exceptional amenities designed to enhance your stay. Indulge in the spa and wellness center featuring a sauna and hammam, perfect for unwinding after a day of exploring the beautiful Chianti region. Each air-conditioned room is thoughtfully equipped with modern comforts, including free WiFi and private bathrooms. Savor delicious Italian cuisine at the on-site restaurant, complete with vegetarian and vegan options, and enjoy a delightful breakfast buffet each morning. With a dedicated multilingual staff available around the clock, your every need will be expertly catered to at this luxurious haven.
Superb
69 reviews
Nestled within 600 hectares of breathtaking Chianti countryside, Wine Resort Dievole stands out as one of the premier boutique hotels in Castellina in Chianti, Italy. This charming retreat, once a residence for Tuscan nobility, features recently renovated apartment-suites and rooms that beautifully blend modern comfort with historical elegance. With stunning views overlooking lush vineyards and olive groves, you’ll find a tranquil escape just 20 minutes from Siena, making it an ideal base for exploring the enchanting landscapes of Tuscany.
Your stay at Wine Resort Dievole is enhanced by a range of exceptional amenities designed to elevate your experience. Dive into relaxation with two inviting swimming pools or enjoy evenings indulging in exquisite Tuscan cuisine crafted from local organic ingredients, including the resort's own olive oil and wines. For the adventurous spirit, the property offers bike rentals along with itineraries, transfers, guides, and maps, allowing you to discover the picturesque surroundings at your own pace. Wine Resort Dievole truly embodies the essence of boutique accommodations, promising an unforgettable getaway in the heart of Chianti.
Superb
591 reviews
Welcome to The Club House, one of the most enchanting boutique hotels in Castellina in Chianti, Italy. Nestled in the picturesque Castelnuovo Berardenga, this hidden gem offers an intimate escape just 13 km from the vibrant Piazza del Campo. With its charming atmosphere and personalized service, The Club House provides you with a serene retreat that beautifully combines luxury and comfort. Experience the essence of Italian hospitality as you unwind in this exclusive haven, perfect for couples, families, or solo travelers looking to explore the breathtaking landscapes of Tuscany.
The Club House is equipped with an array of high-end amenities designed to enhance your stay. Start your mornings with a delicious à la carte or continental breakfast before lounging by the seasonal outdoor swimming pool or indulging in rejuvenating treatments at the spa center. For the active traveler, there are options for mini-golf, tennis, and cycling nearby. Each air-conditioned room features modern conveniences such as a flat-screen TV, minibar, and private bathroom, ensuring a comfortable stay. Savor exquisite Italian cuisine at the on-site restaurant, catering to various dietary preferences, and enjoy refreshing drinks at the in-house bar. Whether you're here for relaxation or adventure, The Club House makes for an unforgettable boutique experience in the heart of Tuscany.
Superb
3 reviews
Welcome to Borgo Scopeto Wine & Country Relais, one of the finest boutique hotels in Castellina in Chianti, Italy. Nestled among picturesque Tuscan olive groves and vineyards, this enchanting property combines rustic charm with modern elegance. As you step into this beautifully restored 13th-century hamlet, you'll feel transported to a serene world where you can indulge in authentic Italian hospitality and immerse yourself in the stunning landscapes of the Chianti region. Whether you're craving a romantic getaway or a peaceful retreat, Borgo Scopeto provides an idyllic setting for a memorable stay.
Your experience at this boutique hotel is enhanced by a range of exceptional amenities. Enjoy two sparkling swimming pools, a wellness center featuring an indoor pool, Turkish bath, and hot tub (available at an extra charge). For the active traveler, complimentary tennis courts and a bike rental service invite you to explore the lush surroundings. Savor delectable Tuscan cuisine at the hotel's gourmet restaurant, which exclusively serves wines crafted from the estate's vineyards. Each spacious room and suite boasts contemporary decor, free Wi-Fi, satellite TV, and mini-bars, ensuring a comfortable and luxurious stay as you unwind after a day of wine tasting tours and exploring nearby Siena, just 20 minutes away.
Fabulous
428 reviews
Welcome to COMO Castello Del Nero, your premier choice among boutique hotels in Castellina in Chianti, Italy. Housed within a 12th-century castle nestled in the picturesque Chianti wine region, this stunning property combines rich history with modern luxury. Experience breathtaking views of vineyards and olive groves that create an enchanting backdrop for your stay. With its unique architectural charm, COMO Castello Del Nero offers an intimate setting perfect for romantic getaways or unforgettable family vacations.
Your stay at this exceptional boutique hotel includes a range of top-notch amenities designed for relaxation and indulgence. Rejuvenate at the COMO Shambhala retreat featuring an outdoor pool, or savor exquisite dining at La Torre Restaurant, a Michelin-starred establishment housed in the castle's former stables. For those seeking traditional flavors, La Taverna Restaurant serves authentic Tuscan specialties. Complementing these offerings is a convenient shuttle service to Florence and Siena, ensuring you can explore the region's treasures with ease. Discover the allure of luxury and tranquility at COMO Castello Del Nero, where every experience is tailored for your enjoyment.
Superb
95 reviews
Welcome to Romantik Hotel Monteriggioni, the epitome of boutique hotels in Castellina in Chianti, Italy. Nestled within the enchanting walled medieval town of Monteriggioni, this exquisite hotel offers a unique blend of history and comfort that sets it apart from typical accommodations. Each guest room boasts its own distinctive design, ensuring a personalized experience during your stay. Surrounded by lush gardens and olive trees, you can unwind in tranquility while enjoying the charm of Tuscan landscapes right at your doorstep.
Your stay at the Romantik Hotel Monteriggioni is enhanced by an array of top-notch amenities. Take a refreshing dip in the large garden swimming pool or savor complimentary breakfast al fresco when the weather permits. With air-conditioned rooms equipped with local television channels, you’ll feel right at home. Furthermore, treat your palate to authentic Tuscan cuisine at one of the four characteristic restaurants just steps away from the hotel. While nestled in this historic village, please note that Wi-Fi may be slower, adding to the rustic charm of this boutique hotel experience. Conveniently located just a 20-minute drive from Siena, your exploration of Chianti's wonders begins right here.
Superb
334 reviews
Welcome to Villa Scacciapensieri Boutique Hotel, an enchanting retreat nestled just outside the historic city of Siena in Castellina in Chianti, Italy. This charming 4-star accommodation blends the elegance of a late 18th-century villa with breathtaking views of the surrounding Chianti Hills, making it one of the premier boutique hotels in Castellina in Chianti. The hotel's unique architecture and serene ambiance create a perfect setting for travelers seeking a tranquil escape while still being close to the vibrant culture of Siena, which is only 2.5 miles away.
Your stay at Villa Scacciapensieri Boutique Hotel promises exceptional amenities designed for your comfort. Enjoy a refreshing swim in the inviting pool, or challenge yourself on the well-maintained tennis court. The main building features a welcoming reception desk open 24 hours, a cozy bar with a lounge area, a library for quiet reading, and a media room equipped with internet access. Additionally, public buses conveniently connect you to Siena’s city center every 15 minutes during weekdays, allowing you to easily explore the local attractions before returning to the peaceful embrace of this exquisite boutique hotel.
Very Good
594 reviews
Welcome to Hotel Le Fontanelle, one of the finest boutique hotels in Castellina in Chianti, Italy, where history meets luxury amidst breathtaking views of the Chianti Hills. Housed in a beautifully restored building dating back to the 13th century, this tranquil retreat offers unique accommodations that blend traditional Tuscan charm with modern comforts. Enjoy your stay only 20 minutes from Siena, as you immerse yourself in the serenity and beauty of the surrounding vineyards and rolling hills.
Your experience at Hotel Le Fontanelle is enhanced by a range of exceptional amenities designed for relaxation and leisure. Take a refreshing dip in the scenic outdoor pool or indulge in the indoor pool complete with hydromassage features. For an active day, borrow a bike and explore the picturesque countryside. Unwind in the wellness area featuring a sauna, Turkish bath, and various beauty treatments. Don't miss dining at La Colonna restaurant, where you can savor innovative Italian cuisine on a panoramic terrace overlooking the stunning landscape. With excellent access to Tuscany’s top sights, your stay at this delightful boutique hotel will be truly unforgettable.
Superb
211 reviews
Hotel Name | Address | Price ($) | Star | Rating | Review Count | Book |
---|---|---|---|---|---|---|
Castello La Leccia | Loc. La Leccia, 53011 Castellina in Chianti, Italy | 372.67 | 4 | 9.6 | 324 | Click here |
Locanda Le Piazze | SP 130 di Castagnoli - Località Le Piazze 41 , 53011 Castellina in Chianti, Italy | 269 | 4 | 9.3 | 293 | Click here |
Pieve Aldina Relais & Châteaux | Traversa del chianti, 53017 Radda in Chianti, Italy | 902 | 5 | 9.4 | 69 | Click here |
Wine Resort Dievole | Località Dievole 6, 53019 Vagliagli, Italy | 360 | 4 | 9.5 | 591 | Click here |
Borgo Scopeto Wine & Country Relais | Strada Comunale 14, 53019 Vagliagli, Italy | 738 | 5 | 8.9 | 428 | Click here |
COMO Castello Del Nero | Strada Spicciano 7, 50028 Tavarnelle Val di Pesa, Italy | 1660 | 5 | 9.1 | 95 | Click here |
Romantik Hotel Monteriggioni | Via 1° Maggio 4, 53035 Monteriggioni, Italy | 266 | 4 | 9.3 | 334 | Click here |
Villa Scacciapensieri Boutique Hotel | Strada Scacciapensieri 10, 53100 Siena, Italy | 1589 | 4 | 8.3 | 594 | Click here |
Hotel Le Fontanelle | SP 408 - Km 14.7, 53019 Castelnuovo Berardenga, Italy | 2645 | 5 | 9.5 | 211 | Click here |
Note: The prices for each luxury boutique hotels in Castellina In Chianti do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here) to get the latest prices.
Popular luxury boutique hotels in Castellina in Chianti that have a pool include:
Transportation/Shuttle service is available at the following luxury boutique hotels in Castellina in Chianti:
A spa is available to guests at the following luxury boutique hotels in Castellina in Chianti:
Families traveling in Castellina in Chianti enjoyed their stay at the following luxury boutique hotels:
Some of the best luxury boutique hotels in Castellina in Chianti are:
Some of the best luxury boutique hotels in Castellina in Chianti include Hotel Villa Casalecchi, Locanda Le Piazze, and Castello di Monterrigo. Each offers unique charm and exquisite amenities, perfect for a relaxing getaway.
Guests at luxury boutique hotels in Castellina in Chianti can expect a range of high-end amenities such as gourmet dining, spa services, beautifully landscaped gardens, and personalized concierge services. Many hotels also offer stunning vineyard views and private terraces.
Yes, many luxury boutique hotels in Castellina in Chianti cater to families, offering spacious accommodations, kid-friendly activities, and even childcare services. It's always best to check with the hotel directly regarding their family policies.
To find the best deals on luxury boutique hotels in Castellina in Chianti, consider booking during the off-peak season, using price comparison websites, or signing up for hotel newsletters. Additionally, checking the hotel’s official website often yields exclusive offers.
The best time to visit Castellina in Chianti for a luxury stay is during the spring (April to June) and fall (September to October) when the weather is pleasant and the vineyards are lush. These seasons also feature fewer crowds, enhancing your experience.
Absolutely! Many luxury boutique hotels in Castellina in Chianti offer wine tasting experiences either on-site or through partnerships with local vineyards. This allows guests to savor some of the region's finest wines right at their doorstep.
Yes, several luxury boutique hotels in Castellina in Chianti welcome pets, but it's important to confirm availability and specific policies before booking. Some hotels may charge additional fees or have certain restrictions.
Near luxury boutique hotels in Castellina in Chianti, visitors can explore picturesque vineyards, engage in hiking and biking trails, or visit historical sites like castles and churches. The area is rich in culture and natural beauty, making it ideal for outdoor enthusiasts.
Luxury boutique hotels in Castellina in Chianti are approximately 30-40 kilometers from Florence, making them an accessible option for those looking to explore the city while enjoying a tranquil countryside escape. Travel times typically range from 30 minutes to one hour by car.
🛏️ Hotels perfect for this itinerary: Villa Le Barone, Hotel Villa Campomaggio, Relais Fattoria Vignale
Choosing the right area to stay in Castellina in Chianti is essential for enhancing your travel experience. This enchanting region boasts diverse neighborhoods that cater to various tastes and preferences, whether you're seeking romance, family fun, or a peaceful retreat. In this guide, we’ll help you identify the best fit for your specific needs, ensuring a memorable stay in this beautiful Italian town.
Best Areas: Historic Center, San Donato
Why it’s perfect: Charming streets filled with romantic cafes and wine bars. Stunning views of vineyards and rolling hills. Intimate accommodations with bespoke services.
Top Hotels: Hotel Villa Casalecchi, Relais Vignale, Castello di Spaltenna
Top Features: Romantic views, Candlelit dinners, Private terraces
Best Areas: Piazza della Repubblica, Surrounding Countryside
Why it’s perfect: Family-friendly restaurants and attractions nearby. Spacious accommodations suitable for families. Proximity to outdoor activities like hiking and biking.
Top Hotels: Fattoria La Torre, Hotel Villa San Giorgio, Borgo Scopeto Relais
Top Features: Kid-friendly amenities, Outdoor pools, Nature excursions
Best Areas: Historic Center, San Donato
Why it’s perfect: Vibrant local culture with plenty of social opportunities. Easy access to guided tours and local experiences. Safe and welcoming atmosphere for solo adventurers.
Top Hotels: Hotel Il Pino, Hotel Belvedere, Antica Posta
Top Features: Social events, Local cuisine classes, Convenient transport links
Best Areas: Central Castellina, San Donato
Why it’s perfect: Easy accessibility to amenities and attractions. Peaceful environment with fewer crowds. Rich historical sites and cultural experiences.
Top Hotels: Borgo Scopeto Relais, Hotel Villa Casalecchi, La Badia di Coltibuono
Top Features: Quiet surroundings, Guided cultural tours, Relaxation areas
Best Areas: Near the Market Square, Piazza della Repubblica
Why it’s perfect: Affordable dining options and shops. Access to local festivals and events. Quaint accommodations with character.
Top Hotels: Albergo Il Rondo, Hotel Palazzo del Capitano, La Locanda di Pietracupa
Top Features: Budget-friendly dining, Authentic local experiences, Convenient public transport
Best Areas: San Donato, Rural Vineyards
Why it’s perfect: High-end accommodations with exceptional service. Exclusive vineyard tours and wine tastings. Gourmet dining experiences featuring local ingredients.
Top Hotels: Rosewood Castiglion del Bosco, Castello di Spaltenna, Borgo San Felice
Top Features: Luxurious spa treatments, Scenic vineyard views, Personalized concierge services
Traveler Type | Best Areas | Top Features |
---|---|---|
Couples | Historic Center, San Donato | Romantic views, Candlelit dinners, Private terraces |
Family | Piazza della Repubblica, Surrounding Countryside | Kid-friendly amenities, Outdoor pools, Nature excursions |
Solo | Historic Center, San Donato | Social events, Local cuisine classes, Convenient transport links |
Seniors | Central Castellina, San Donato | Quiet surroundings, Guided cultural tours, Relaxation areas |
Budget | Near the Market Square, Piazza della Repubblica | Budget-friendly dining, Authentic local experiences, Convenient public transport |
Luxury | San Donato, Rural Vineyards | Luxurious spa treatments, Scenic vineyard views, Personalized concierge services |