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Our top choices for Castellina in Chianti luxury hotels

Locanda le Piazze

Locanda le Piazze
4.0 star property
Castellina in Chianti
9.8 out of 10, Exceptional, (186 reviews)
  • cleanliness
    Tuscan winery hotel with full-service spa invites luxury travellers to unwind in rural splendour.
The price is £316
includes taxes & fees
19 May - 20 May
Locanda le Piazze

Palazzo Squarcialupi

Palazzo Squarcialupi
4.0 star property
Castellina in Chianti
9.8 out of 10, Exceptional, (73 reviews)
The price is £187
includes taxes & fees
6 May - 7 May
Palazzo Squarcialupi

Villa Casalecchi Country Hotel

Villa Casalecchi Country Hotel
4.0 star property
Castellina in Chianti
9.2 out of 10, Wonderful, (117 reviews)
The price is £122
includes taxes & fees
7 May - 8 May
Villa Casalecchi Country Hotel

Hotel Casafrassi Wine Resort

Hotel Casafrassi Wine Resort
4.0 star property
Castellina in Chianti
8.2 out of 10, Very good, (216 reviews)
The price is £109
includes taxes & fees
6 May - 7 May
Hotel Casafrassi Wine Resort

Belvedere di San Leonino

Belvedere di San Leonino
4.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (180 reviews)
The price is £99
includes taxes & fees
6 May - 7 May
Belvedere di San Leonino

Castello di Casole, A Belmond Hotel, Tuscany

Castello di Casole, A Belmond Hotel, Tuscany
5.0 star property
Casole d'Elsa
9.6 out of 10, Exceptional, (80 reviews)
  • cleanliness
    Tuscany's historic castello elevates luxury with a sprawling spa, outdoor pool, and 3 fine restaurants in idyllic rural surroundings.
The price is £1,618
includes taxes & fees
7 May - 8 May
Castello di Casole, A Belmond Hotel, Tuscany

Castelfalfi

Castelfalfi
5.0 star property
Montaione
9.6 out of 10, Exceptional, (164 reviews)
  • cleanliness
    Tuscany's wine country grandeur unfolds at this luxury hotel featuring an attached winery, spa with hot stone massages, and 5 restaurants.
The price is £772
includes taxes & fees
13 May - 14 May
Castelfalfi

Grand Hotel Minerva

Grand Hotel Minerva
4.0 star property
Historic Centre of Florence
9.6 out of 10, Exceptional, (1,000 reviews)
The price is £660
includes taxes & fees
17 May - 18 May
Grand Hotel Minerva

Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais
5.0 star property
Castelnuovo Berardenga
9.2 out of 10, Wonderful, (195 reviews)
  • cleanliness
    Luxurious Tuscan retreat offers winery experiences, spa treatments, and poolside dining.
The price is £400
includes taxes & fees
11 May - 12 May
Borgo Scopeto Wine & Country Relais

Hotel Le Fontanelle

Hotel Le Fontanelle
5.0 star property
Castelnuovo Berardenga
9.8 out of 10, Exceptional, (97 reviews)
  • cleanliness
    Tuscan vineyard estate elevates relaxation with a full-service spa, indoor pool, and winery tours in historic Castelnuovo Berardenga.
The price is £366
includes taxes & fees
8 May - 9 May
Hotel Le Fontanelle
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find out more about Castellina in Chianti

Castellina in Chiantiand its attractions for luxury travelers

For luxury travellers seeking an unforgettable experience in Castellina in Chianti, Tuscany, the region offers a blend of rich history and stunning landscapes. Begin your exploration with a visit to the ancient Castello di Brolio, a magnificent castle that boasts sweeping views of the Chianti countryside and exquisite gardens, perfect for leisurely strolls. Next, indulge in a private wine tasting at the renowned Castello di Querceto, where you can savour some of the best Chianti Classico wines paired with gourmet local delicacies. Art enthusiasts will appreciate the nearby medieval town of Radda in Chianti, home to charming boutiques and artisan shops, where you can find unique handcrafted treasures. For a touch of relaxation, unwind at a luxury spa in one of the area's opulent hotels, offering treatments inspired by the natural beauty of Tuscany. Finally, don’t miss the chance to explore the scenic Chianti landscape on a guided hot air balloon ride, providing a breathtaking perspective of the vineyards and rolling hills. Staying in Castellina in Chianti allows you to experience these delights while residing in elegant rooms that offer personalised service and exquisite amenities, ensuring that every moment of your stay is as memorable as the stunning surroundings.

Find the best luxury hotels and resorts in Castellina in Chianti

For those seeking a lavish escape in the stunning Castellina in Chianti, these hotels offer exceptional experiences paired with exquisite amenities, ensuring a memorable stay.

Locanda le Piazze

  • Why it's great for a luxury retreat: Luxurious tranquility awaits at Locanda le Piazze, renowned for its impeccable service and a stellar guest review rating of 9.8. This exquisite hotel features a stunning outdoor pool and a poolside bar, perfect for unwinding with a refreshing drink. Guests can indulge in romantic couples dining experiences and enjoy the unique charm of an onsite winery, making it an ideal choice for luxury travellers seeking a serene getaway.
  • Other amenities: Guests can relish in the garden view restaurant, where culinary delights await, while the concierge service is available to cater to all guest needs. The hotel also offers complimentary breakfast, spa services including massage treatments and a hot tub, as well as electric car charging stations for convenience. For those looking to explore the beautiful surroundings, mountain biking opportunities are available nearby, ensuring an adventurous yet luxurious retreat.
  • Nearby attractions: Casa Vinicola Luigi Cecchi - 7 km, City Hall Castellina In Chianti - 7.2 km, Castellina Fortress - 7.4 km

Belvedere di San Leonino

  • Why it's great for a luxury retreat: Nestled in the heart of Tuscany, Belvedere di San Leonino offers an outstanding luxury experience with a remarkable review rating of 9.6. Guests can savour the convenience of room service and delight in the picturesque garden view restaurant, all while enjoying the benefits of an onsite winery that enhances their stay with a touch of local flavour.
  • Other amenities: This elegant hotel features an outdoor pool, a 24-hour airport shuttle for seamless travel, and complimentary self-parking. The inviting terrace provides a perfect space to relax and soak in the stunning views. Guests can also enjoy air conditioning, daily housekeeping, and designer toiletries to elevate their stay. With a focus on comfort and service, the concierge is on hand to assist with any arrangements needed.
  • Nearby attractions: Mazzei Winery - 3.7 km, Casina di Cornia Winery - 4.1 km, Lilliano Estate Winery - 6.4 km

Borgo di Pietrafitta Relais

  • Why it's great for a luxury retreat: For a refined getaway, Borgo di Pietrafitta Relais presents a luxurious experience with a stellar guest review rating of 9.4. The hotel features an onsite winery and a dedicated concierge service, ensuring that every guest’s desire is met with utmost attention. The elegant stay is complemented by a beautiful outdoor pool, creating an oasis of relaxation amidst the Tuscan landscape.
  • Other amenities: Guests can enjoy the comfort of an oven in-room, as well as charming patios for private relaxation. The hotel also offers daily housekeeping, a snack bar, and free self-parking for convenience. With a focus on elegance and comfort, this hotel ensures that every aspect of a guest's stay is memorable and indulgent.
  • Nearby attractions: Casa Vinicola Luigi Cecchi - 3.9 km, City Hall Castellina In Chianti - 4 km, Castellina Fortress - 4.2 km

Villa Casalecchi Country Hotel

  • Why it's great for a luxury retreat: Villa Casalecchi Country Hotel is an exquisite destination for luxury seekers, featuring a remarkable review rating of 9.4. With an onsite winery and elegant room service, guests can indulge in fine dining experiences while enjoying the exquisite surroundings of Tuscany. The hotel’s concierge service is dedicated to personalising each guest’s stay, making it a truly luxurious escape.
  • Other amenities: This charming hotel boasts an outdoor pool adorned with sun loungers and umbrellas, providing a perfect retreat for relaxation. Guests can also take advantage of the beautiful terrace and garden areas. With complimentary toiletries and daily housekeeping, comfort is assured. Additionally, self-parking and a delightful snack bar enhance the experience, making it a superb choice for discerning travellers.
  • Nearby attractions: Casa Vinicola Luigi Cecchi - 2.2 km, City Hall Castellina In Chianti - 2.1 km, Montecalvario - 2.3 km

Castello di Fonterutoli Wine Resort

  • Why it's great for a luxury retreat: Castello di Fonterutoli Wine Resort is a true gem for luxury travellers, a remarkable guest review rating of 9.4. This enchanting resort features an onsite winery, allowing guests to immerse themselves in the local wine culture right at their doorstep. With a beautiful garden view restaurant and a warm fireplace in select rooms, it creates a romantic ambiance perfect for couples seeking elegance and indulgence.
  • Other amenities: Guests can enjoy air conditioning and designer toiletries in their rooms, enhancing their comfort. The hotel also offers a shared refrigerator, daily housekeeping, and a welcoming patio area. For those who enjoy the outdoors, nearby mountain biking opportunities are available, while the historical district adds a touch of charm to the location. The blend of luxury and authenticity makes this resort a must-visit.
  • Nearby attractions: Mazzei Winery - 0.8 km, City Hall Castellina In Chianti - 5 km, Casina di Cornia Winery - 3.9 km

Top Castellina in Chianti Hotel Reviews

Frequently asked questions

What are the top-rated luxury hotels in Castellina In Chianti?
Among the top-rated luxury hotels in Castellina In Chianti, Locanda le Piazze, Belvedere di San Leonino, and Palazzo Squarcialupi are consistently celebrated for their exceptional quality.

The 4-star Locanda le Piazze, with a 9.8 rating, is frequently praised by guests for its beautiful pool and spacious rooms. The on-site winery and garden-view restaurant are also great features, complemented by excellent food and service.

Belvedere di San Leonino, a 4-star hotel rated 9.6, offers a warm welcome with its friendly and wonderful staff. Guests often praise the cosy, clean rooms and the excellent food served at its garden-view restaurant. It also features an on-site winery and vineyard views.

The 4-star Palazzo Squarcialupi, also with a 9.8 rating, provides wellness experiences with a full-service spa, sauna, steam room, and hot tub. Its Beaux-Arts design and lovely garden and pool are frequently highlighted by guests, alongside the helpful staff and good breakfast.
Which area of Castellina In Chianti is best to stay in for luxury hotels?
The best area to stay in Castellina in Chianti for luxury hotels is generally just outside the historic town centre, offering tranquillity and expansive views.

Guests seeking high-end accommodations will find many excellent options located in the rolling hills surrounding the main village. These hotels often feature their own vineyards, olive groves, and offer a peaceful escape with stunning vistas of the Tuscan countryside. You'll typically find them a short drive from the town's main road, Via Ferruccio, which is lined with small shops and eateries.

This setting is particularly well-suited for couples looking for a romantic and private getaway. The luxury hotels here often provide amenities like fine dining restaurants, spas, and infinity pools, making them ideal for unwinding after a day of exploring.
How much does a luxury hotel in Castellina In Chianti cost?
Luxury hotel prices in Castellina In Chianti vary, but you can find a great deal from £99 on Expedia. To find the best prices on luxury stays, be flexible with your dates—typically, off-peak and mid-week stays are cheaper. Sort your search results by "Price: low to high" to see our lowest rates.
Which luxury hotels in Castellina In Chianti are good for families?
For families seeking luxury accommodation in Castellina In Chianti, Villa Casalecchi Country Hotel, Belvedere di San Leonino, Hotel Casafrassi Wine Resort, and Palazzo Squarcialupi provide excellent options.

The 4-star Villa Casalecchi Country Hotel, with a 9.2 rating, offers an outdoor pool with sun loungers, making it suitable for families. Room service and air conditioning are also provided for guest comfort.

Belvedere di San Leonino, a 4-star hotel rated 9.6, features an onsite winery and a restaurant with garden views. Customers frequently praise the friendly and wonderful staff, the cosy and clean rooms, and the excellent food and great service provided, making it a pleasant stay for families.

The 4-star Hotel Casafrassi Wine Resort, with an 8.2 rating, offers a complimentary local breakfast and a restaurant with garden views. Its Beaux-Arts property design and onsite winery add to its unique character, alongside premium bedding and resort-inclusive housekeeping.

Palazzo Squarcialupi, a 4-star property with an outstanding 9.8 rating, boasts an onsite winery and a full-service spa with a sauna, steam room, and hot tub. Reviewers consistently highlight the friendly and helpful staff, the good breakfast, and the lovely garden and pool areas, which are beneficial for families.
What are the best luxury hotels in Castellina In Chianti with a pool?
For luxury hotels in Castellina In Chianti offering a pool, consider Locanda le Piazze, Belvedere di San Leonino, Hotel Casafrassi Wine Resort, Palazzo Squarcialupi, and Villa Casalecchi Country Hotel.

The 4-star Locanda le Piazze, with an exceptional 9.8 rating, features a beautiful pool complemented by a poolside bar and a garden view restaurant. Customers frequently praise the fantastic food and the spacious rooms.

The 4-star Belvedere di San Leonino, rated 9.6, offers both an outdoor and a seasonal outdoor pool. This hotel is praised for its friendly and wonderful staff, cosy and clean rooms, and excellent food, with an on-site winery.

Hotel Casafrassi Wine Resort, a 4-star property with an 8.2 rating, provides a seasonal outdoor pool and a resort-inclusive pool. Guests benefit from complimentary local breakfast and premium bedding within a Beaux-Arts property design.

The 4-star Palazzo Squarcialupi, also with a 9.8 rating, boasts a lovely seasonal outdoor pool. Reviewers often highlight the helpful staff, good breakfast, and the hotel's on-site winery, along with a full-service spa.

Villa Casalecchi Country Hotel, a 4-star establishment rated 9.2, offers both an outdoor pool and sun loungers, alongside a seasonal outdoor pool.
Which luxury hotels in Castellina In Chianti are good for couples?
In Castellina In Chianti, Locanda le Piazze is an excellent choice for couples.

The 4-star Locanda le Piazze, with an exceptional 9.8 rating, offers an onsite winery and a poolside bar, ideal for romantic evenings. Many guests have praised the spacious rooms and the beautiful pool, alongside the fantastic food and great service provided by the staff.
What luxury activities and experiences are there in Castellina In Chianti?
The best luxury activities and experiences in Castellina In Chianti revolve around bespoke wine tours, gourmet dining, and private cultural excursions.

For couples, a private wine tour of a prestigious estate like Castello di Fonterutoli offers an intimate and educational experience. You'll often have a dedicated guide, access to exclusive cellars, and a tasting of their finest vintages, sometimes including rare library wines, paired with local cheeses and cured meats. Many estates also offer cooking classes focusing on traditional Tuscan cuisine, which can be a fun and romantic activity to do together.

Gourmet dining is another highlight. Restaurants such as Badia a Coltibuono or La Botte di Bacco provide exceptional culinary journeys, often featuring tasting menus that showcase seasonal, local ingredients paired with an extensive selection of Chianti Classico wines. These establishments frequently offer outdoor dining with stunning views of the rolling vineyards, great for a special occasion.

For those interested in local culture and history, arranging a private guided tour of Siena or Florence from Castellina In Chianti is highly recommended.
How can I save on a luxury hotel in Castellina In Chianti with Expedia?
There are plenty of ways to save on a luxury hotel in Castellina In Chianti. Join One Key™, our free travel rewards programme, to unlock Member Prices across a range of hotels. Typically, booking in advance will help you save on hotel bookings. If you're feeling spontaneous, be sure to check for last-minute deals.
Is it cheaper to book a luxury Castellina In Chianti hotel and flights as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package.
Can I cancel my luxury hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right luxury hotel in Castellina In Chianti for you.

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