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Check availability on Castellina in Chianti Luxury Hotels

This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

Our top choices for Castellina in Chianti luxury hotels

A traditional interior with stone arches, a staircase, and a cozy seating area with a table.

1. Agriturismo La Ferrozzola

Agriturismo La Ferrozzola
Castellina in Chianti
9.4 out of 10, Exceptional, (9 reviews)
"Very nice agriturismo. "
United States
Ruth
The price is £104
includes taxes & fees
8 Nov - 9 Nov
Agriturismo La Ferrozzola
A balcony with a table, chairs, and a bottle of wine, overlooking a vineyard and distant hills.

2. Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
Castellina in Chianti
9.2 out of 10, Wonderful, (5 reviews)
"Staff was very helpful. Was a bit bummed the pool was closed as that was part of the reason for choosing the hotel. "
United States
Jeffrey
The price is £99
includes taxes & fees
4 Nov - 5 Nov
Casa Vacanze Squarcialupi
A stone building with an arched entrance, a wooden door, and a small balcony with a railing.

3. Albergo Il Colombaio

Albergo Il Colombaio
3.0 star property
Castellina in Chianti
8.4 out of 10, Very good, (66 reviews)
"I was a little hesitant about staying outside a "major city," but I'm so glad we did. Very cute hotel and room. It was a short walk to the local town, which had lots of options for dinner and chianti tasting. "
United States
Christine
The price is £108
includes taxes & fees
12 Nov - 13 Nov
Albergo Il Colombaio
A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

4. Belvedere di San Leonino

Belvedere di San Leonino
4.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (211 reviews)
"Brautiful scenery, convenient location. Parking was great."
Canada
Kevork
The price is £93
includes taxes & fees
11 Nov - 12 Nov
Belvedere di San Leonino
A stone building with a tiled roof, green shutters, and a small staircase leading to a door.

5. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (234 reviews)
"The staff and experience staying at Castello Di Fonterutoli was amazing! Everyone was so kind and welcoming! Cannot wait to go back☺️"
United States
Micaela
The price is £145
includes taxes & fees
29 Nov - 30 Nov
Castello di Fonterutoli Wine Resort
Infinity pool

6. PODERE 1384

PODERE 1384
Castellina in Chianti
10.0 out of 10, Exceptional, (3 reviews)
"We were absolutely blown away by Podere 1384. From the very first moment we arrived, we felt incredibly welcome and well taken care of. The attention to detail from the staff was exceptional. They remembered everything, from what we liked for breakfast to what we preferred to drink with dinner. The service felt personal, warm and genuinely caring, which made our stay even more special. The rooms were beautiful, spotless and incredibly well maintained, and the entire property is simply...
Sweden
Linus
The price is £488
includes taxes & fees
3 Nov - 4 Nov
PODERE 1384
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.
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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

Hotel Albani Firenze

Hotel Albani Firenze

8/10 Good
"The hotel was at a Good location. However, we stayed on the corner of 4th floor. We had to take 3 steps down upon entering the room. We only had a skylight with no actual window on the wall to look outside. The biggest problem was the room was really hot even with the ac on the coolest temperature setting. We had to open the skylight and we were still hot and couldn’t sleep at night."
Ying Ying 3-night trip
Posted 16 hours ago
Hotel Albani Firenze

Frequently asked questions

What are the top-rated luxury hotels in Castellina in Chianti?
For an unforgettable escape in Castellina in Chianti, Locanda le Piazze stands out with a superb guest rating of 9.8. This exquisite hotel offers an on-site winery, where you can indulge in tastings, and a restaurant boasting garden views, great for romantic couples' dining experiences. To truly elevate your stay, enjoy champagne service and relax at the poolside bar, making every moment feel exceptionally luxurious.

Another excellent choice for a lavish Tuscan getaway is Palazzo Squarcialupi, also boasting an impressive guest rating of 9.8. This Beaux Arts property offers premium bedding for ultimate comfort and features an exceptional on-site full-service spa, complete with a sauna, hot tub, and steam room, providing a haven of relaxation for couples. You'll also appreciate the convenience of air conditioning and an on-site winery, allowing you to savour the finest local vintages without leaving the grounds.

For those who appreciate stunning vistas and fine dining, Belvedere di San Leonino, rated 9.6 by guests, is an ideal option. This hotel not only provides air conditioning and room service but also boasts an on-site winery and a restaurant with captivating garden views, allowing you to dine amidst the picturesque surroundings.
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 £82 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 area of Castellina in Chianti, Tuscany, Italy is best to stay in for luxury hotels?
For luxury hotels, the heart of Castellina in Chianti and its immediate vineyard surroundings offer the finest options. This area perfectly blends the charm of a historic Tuscan town with the serene beauty of the Chianti Classico countryside. Here, you'll find exquisite properties that cater to travellers seeking both quality and convenience.

For couples looking for a luxurious and romantic escape, the vineyard countryside just outside the town centre is an exceptional choice. Imagine waking up to breathtaking views of rolling vineyards, enjoying world-class spa facilities, and unwinding by a pristine pool. Hotels like Locanda le Piazze and Belvedere di San Leonino exemplify this classic luxury wine-country experience, providing an idyllic setting for a memorable getaway.

If convenience and walkability are paramount, the Centro Storico, or town centre, offers a more compact yet equally luxurious experience. Here, you're just steps away from charming restaurants and local attractions.
Which luxury hotels in Castellina in Chianti are good for families?
The Belvedere di San Leonino, a fabulous 4-star hotel with a superb guest rating of 9.6, offers a truly delightful experience for families. You'll find air-conditioned rooms, ensuring a comfortable stay, and the convenience of room service means you can enjoy delicious meals at your leisure. For a truly authentic Tuscan experience, the hotel boasts an onsite winery and a restaurant with captivating garden views, great for enjoying a family meal amidst beautiful surroundings.

For those seeking a blend of historic elegance and luxurious relaxation, Palazzo Squarcialupi, another 4-star gem with an outstanding guest rating of 9.8, is an excellent choice. This hotel features premium bedding for a restful night's sleep and air-conditioned comfort. You'll be able to immerse yourselves in the property's Beaux-Arts design, a treat for the eyes. The onsite winery offers a unique opportunity to explore local vintages, and for ultimate rejuvenation, the hotel features a full-service spa with daily access, complete with a sauna, hot tub, and steam room – great for unwinding after a day of family adventures.

Villa Casalecchi Country Hotel, a 4-star establishment with an excellent guest rating of 9.2, provides a wonderful setting for a family holiday. The hotel ensures comfort with air-conditioned rooms and offers room service for added convenience. Families will particularly appreciate the outdoor pool, where you can soak up the Italian sunshine and relax on the sun loungers.

Lastly, Hotel Casafrassi, a 4-star property rated 8.2 by guests, offers premium bedding for a comfortable stay and resort-inclusive housekeeping for a truly carefree experience.
What luxury activities and experiences are there in Castellina in Chianti, Tuscany, Italy?
In Castellina in Chianti, Tuscany, luxury experiences abound, primarily focusing on exclusive wine, gourmet food, and bespoke countryside explorations. This charming region is celebrated for its world-class vineyards and culinary traditions, offering an opulent escape for travellers.

For couples seeking a romantic and refined experience, private wine tours and tastings at prestigious Chianti estates are a must. Imagine savouring exceptional vintages at a historic castle winery or a premium cellar, often paired with exquisite lunches or dinners featuring local delicacies. Consider a scenic hot-air balloon ride over the rolling Chianti hills and vineyards for an unforgettable panoramic view, creating cherished memories together.

Food lovers will delight in the array of gourmet activities available. Indulge in luxury wine-and-food experiences, where expertly paired wines complement delicious Tuscan dishes. Elevate your culinary skills with hands-on cooking classes focused on regional cuisine, or embark on an exhilarating truffle-hunting adventure, culminating in a delicious meal showcasing your findings.

Those who appreciate both relaxation and culture will find spa and wellness stays at luxury hotels particularly appealing. These retreats offer a tranquil sanctuary amidst the stunning Tuscan landscape, perfectly blending pampering with the opportunity to explore.
What are the best luxury hotels in Castellina in Chianti with a pool?
The Locanda le Piazze, a luxurious 4-star hotel rated an outstanding 9.8 by guests, offers a delightful escape for couples seeking romance and relaxation. You can indulge in exquisite garden-view dining, enjoy champagne service, and sip refreshing drinks at the poolside bar, all while surrounded by the hotel's very own winery. Guests consistently rave about the fantastic food, beautiful pool, and spacious rooms, ensuring a memorable stay.

Similarly, Palazzo Squarcialupi, another 4-star gem with a superb 9.8 rating, provides an opulent experience for those who appreciate the finer things. This Beaux-Arts property boasts premium bedding, air conditioning, and an onsite winery. Unwind in the full-service spa, complete with a sauna, hot tub, and steam room, offering daily treatments to soothe your senses. Guests love the friendly and helpful staff, good amenities, and a lovely garden and pool area.

Belvedere di San Leonino, rated 9.6, is a charming 4-star hotel that promises a serene retreat. With air conditioning, room service, and a restaurant featuring garden views, it provides a comfortable and elegant stay. The hotel also boasts an onsite winery, offering vineyard views that truly capture the essence of Tuscany. Guests frequently praise the wonderful staff, excellent food, and cosy, clean rooms.

For those who appreciate classic comfort, the Villa Casalecchi Country Hotel, a 4-star establishment with a 9.2 rating, offers air conditioning, room service, and inviting pool sun loungers, superb for a leisurely afternoon.

Finally, Hotel Casafrassi, a 4-star hotel rated 8.2, presents a unique blend of elegance and convenience. This Beaux-Arts property features premium bedding, resort-inclusive housekeeping, and an onsite winery, ensuring a comfortable and indulgent experience.
Which luxury hotels in Castellina in Chianti are good for couples?
The Locanda le Piazze, a superb 4-star establishment, truly excels as an idyllic retreat for couples, boasting an exceptional guest rating of 9.8.

This welcoming hotel provides an exquisite blend of luxury and romance, highlighted by its very own onsite winery, superb for enjoying a private tasting together. Imagine dining al fresco in the restaurant's garden, savouring delicious cuisine with picturesque views, all while indulging in their exclusive couples' dining experiences and perhaps a celebratory champagne service.
Are there any top luxury hotels near Casa Vinicola Luigi Cecchi?
The Palazzo Squarcialupi, a distinguished 4-star hotel, stands out with an exceptional guest rating of 9.8 and is conveniently located near Casa Vinicola Luigi Cecchi. This Beaux-Arts property boasts an onsite winery, allowing for exclusive wine-tasting experiences right at your doorstep. For ultimate relaxation, indulge in the full-service spa, complete with a sauna, hot tub, and steam room, ensuring a truly pampering escape. The premium bedding and air conditioning promise a comfortable and serene stay, and guests consistently praise the friendly, helpful staff and the lovely garden and pool areas.

Another superb choice is the Belvedere di San Leonino, a 4-star hotel with a guest rating of 9.6. Perfect for couples seeking a romantic getaway, this hotel offers charming rooms, many with captivating vineyard views. Its onsite winery further enhances the authentic Tuscan experience, while the garden-view restaurant provides a delightful setting for enjoying excellent food and wonderful service. Guests frequently praise the friendly and wonderful staff, as well as the cosy, clean rooms.

For those who appreciate both luxury and outdoor enjoyment, the Villa Casalecchi Country Hotel, rated 9.2, presents an inviting option. This 4-star property, also near Casa Vinicola Luigi Cecchi, features a beautiful outdoor pool with comfortable sun loungers, ideal for soaking up the Tuscan sun. The air-conditioned rooms and convenient room service add to the comfort and ease of your stay.

Lastly, the Hotel Casafrassi, a 4-star hotel with an 8.2 rating, offers a unique blend of luxury and charm. This Beaux-Arts property also includes an onsite winery and a garden-view restaurant, providing a picturesque backdrop for your culinary delights.
Which luxury hotels in Castellina in Chianti are near Florence (FLR-Peretola)?
Here are some fantastic luxury hotels in Castellina in Chianti, all conveniently located near Florence (FLR-Peretola) Airport, superb for those seeking an exquisite Tuscan escape.

The Locanda le Piazze, with an outstanding guest rating of 9.8, offers an idyllic retreat. Imagine sipping fine wines at their onsite winery, enjoying a romantic meal with garden views at their restaurant, and indulging in a luxurious champagne service. The poolside bar is superb for relaxing, making it an ideal choice for couples looking for a romantic getaway. Guests consistently rave about the fantastic food, beautiful pool, spacious rooms, and great service and staff.

For an opulent experience, Palazzo Squarcialupi, also rated 9.8 by guests, is a stunning Beaux-Arts property. It provides premium bedding for a restful night's sleep and boasts a full-service spa with a sauna, hot tub, and steam room, ensuring ultimate relaxation. This hotel also features an onsite winery and air conditioning for your comfort. Guests particularly appreciate the friendly and helpful staff, good amenities, delicious breakfast, and lovely garden and pool.

The Belvedere di San Leonino, with a superb guest rating of 9.6, offers a charming stay with its onsite winery and restaurant featuring delightful garden views. Many rooms boast picturesque vineyard views, allowing you to truly immerse yourself in the Tuscan landscape. With air conditioning and room service, comfort and convenience are well taken care of. Travellers consistently praise the friendly and wonderful staff, cozy and clean rooms, excellent food, and wonderful restaurant and service.

The Villa Casalecchi Country Hotel, rated 9.2 by guests, provides a refreshing outdoor pool complete with sun loungers, superb for basking in the Tuscan sun. It also offers room service and air conditioning for a comfortable and convenient stay.

Lastly, Hotel Casafrassi, with a guest rating of 8.2, is a beautiful Beaux-Arts property featuring premium bedding and resort-inclusive housekeeping for a truly pampered experience.
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.
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 instant discounts with Member Prices across a range of premium hotels. Typically, booking in advance will help you save on your luxury hotel stay. 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. 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. *Savings vary and are not available on all flight and hotel bookings.

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