Title: TOP Luxury Hotels in Castellina in Chianti for 2026 - Castellina in Chianti Upscale Hotels | Expedia.co.uk [Castellina in Chianti Travel Guide](https://expedia.co.uk/Castellina-In-Chianti.dx55534)[Hotels in Castellina in Chianti](https://expedia.co.uk/Castellina-In-Chianti-Hotels.d55534.Travel-Guide-Hotels)[Holiday Rentals in Castellina in Chianti](https://expedia.co.uk/Castellina-In-Chianti-Holiday-Rentals.d55534.Travel-Guide-HolidayRentals)[Flights to Castellina in Chianti](https://expedia.co.uk/Cheap-Flights-To-Castellina-In-Chianti.d55534.Travel-Guide-Flights)[Things to do in Castellina in Chianti](https://expedia.co.uk/Things-To-Do-In-Castellina-In-Chianti.d55534.Travel-Guide-Activities)[Castellina in Chianti Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Castellina-In-Chianti.d55534.Car-Hire-Guide)[Castellina in Chianti Holidays](https://expedia.co.uk/Castellina-In-Chianti.d55534.Holidays-City-Breaks) ![Castellina in Chianti which includes heritage architecture, religious elements and a church or cathedral](https://images.trvl-media.com/place/55534/68deebc9-9310-492d-8f83-85d906ba54aa.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/55534/68deebc9-9310-492d-8f83-85d906ba54aa.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Castellina in Chianti Luxury Hotels Tonight [20 Mar - 21 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=55534&startDate=2026-03-20&endDate=2026-03-21&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [21 Mar - 22 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=55534&startDate=2026-03-21&endDate=2026-03-22&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) This weekend [20 Mar - 22 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=55534&startDate=2026-03-20&endDate=2026-03-22&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [27 Mar - 29 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=55534&startDate=2026-03-27&endDate=2026-03-29&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Our top choices for Castellina in Chianti luxury hotels ![Exterior](https://images.trvl-media.com/lodging/4000000/3560000/3556600/3556560/bc613474.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/4000000/3560000/3556600/3556560/58e19d9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3560000/3556600/3556560/w2048h1317x0y48-09a38abb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/4000000/3560000/3556600/3556560/78e0602e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Locanda le Piazze [](https://www.expedia.co.uk/Castellina-In-Chianti-Hotels-Locanda-Le-Piazze.h3556560.Hotel-Information) Castellina in Chianti 9.8/10 Exceptional (183 reviews) "Great place to stay!! Plenty of vineyards and towns close by! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Conor £277 includes taxes & fees 13 Apr - 14 Apr [](https://www.expedia.co.uk/Castellina-In-Chianti-Hotels-Locanda-Le-Piazze.h3556560.Hotel-Information) 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. [View all properties](https://expedia.co.uk/Hotel-Search?startDate=2026-04-03&endDate=2026-04-04®ionId=55534&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true) ## 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**](https://www.expedia.co.uk/Castellina-In-Chianti-Hotels-Locanda-Le-Piazze.h3556560.Hotel-Information) - **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**](https://www.expedia.co.uk/Castellina-In-Chianti-Hotels-Belvedere-Di-San-Leonino.h2540742.Hotel-Information) - **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**](https://www.expedia.co.uk/Castellina-In-Chianti-Hotels-Borgo-Di-Pietrafitta-Relais.h2530284.Hotel-Information) - **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**](https://www.expedia.co.uk/Castellina-In-Chianti-Hotels-Villa-Casalecchi-Country-Hotel.h2540749.Hotel-Information) - **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**](https://www.expedia.co.uk/Castellina-In-Chianti-Hotels-Castello-Di-Fonterutoli.h5172395.Hotel-Information) - **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 Santa Maria Novella](https://images.trvl-media.com/lodging/1000000/930000/920500/920451/7b96b723_y.jpg) ### Hotel Santa Maria Novella 10/10 Excellent "Wonderful location!, staff is above and beyond " [](https://expedia.co.uk/Florence-Hotels-Hotel-Santa-Maria-Novella.h920451.Hotel-Information) ![Bernini Palace](https://images.trvl-media.com/lodging/1000000/20000/14000/13999/c71352fb_y.jpg) ### Bernini Palace 10/10 Excellent "Clean room, friendly helpful staff, very central " [](https://expedia.co.uk/Florence-Hotels-Bernini-Palace.h13999.Hotel-Information) ![Solo Experience Hotel](https://images.trvl-media.com/lodging/3000000/2540000/2533900/2533892/c7b090ed_y.jpg) ### Solo Experience Hotel 10/10 Excellent "Staff were very friendly and helpful. Room was spacious and clean. Bed was very comfortable. Location is excellent, right in the old city and just a 12 min walk from the train station. Breakfast was good." [](https://expedia.co.uk/Florence-Hotels-Solo-Experience-Hotel.h2533892.Hotel-Information) ![Grand Hotel Baglioni](https://images.trvl-media.com/lodging/1000000/10000/6400/6371/aa91965a_y.jpg) ### Grand Hotel Baglioni 8/10 Good "Hotel is in an excellent location near train station and so easy access when we arrived in florence. Has a lot of character and room was good. Could have done with easier access to charge phones and other tech within room. The bathroom was clean but could use a new coat of paint. Great and powerful shower. Very good breakfast and staff were very polite and friendly. I would stay there again. " [](https://expedia.co.uk/Florence-Hotels-Grand-Hotel-Baglioni.h6371.Hotel-Information) ![c-hotels Ambasciatori](https://images.trvl-media.com/lodging/1000000/10000/1900/1829/ac4739c5_y.jpg) ### c-hotels Ambasciatori 8/10 Good "Next to the train station and walking distance to the center" [](https://expedia.co.uk/Florence-Hotels-C-Hotels-Ambasciatori.h1829.Hotel-Information) ![Plus Florence - Hostel](https://images.trvl-media.com/lodging/5000000/4130000/4125400/4125332/f2fc28f6_y.jpg) ### Plus Florence - Hostel 6/10 Okay "Hotel focus on big groups not for couples Terrible bar restaurant music for young generation and loud It took 30minutes for check in only 1 person in front desk 20 minutes latter another came to help No city maps or tourism information at front desk " [](https://expedia.co.uk/Florence-Hotels-Plus-Florence-Hostel.h4125332.Hotel-Information) ![Hotel Delle Nazioni](https://images.trvl-media.com/lodging/1000000/930000/920200/920176/dd1e8db6_y.jpg) ### Hotel Delle Nazioni 10/10 Excellent "Location!! We took trains almost every day and this hotel is right across the street from the station. There was no noise from the trains or busy street while trying to sleep. Staff was very helpful and breakfast was good every day. Hotel is clean and always felt safe late at night. Walkable to tourist spots and Oltrarno. It was a perfect choice for us! " [](https://expedia.co.uk/Florence-Hotels-Hotel-Delle-Nazioni.h920176.Hotel-Information) ![Hotel Machiavelli Palace](https://images.trvl-media.com/lodging/1000000/530000/521300/521248/ab2b96dc_y.jpg) ### Hotel Machiavelli Palace 10/10 Excellent "was so perfect! " [](https://expedia.co.uk/Florence-Hotels-Hotel-Machiavelli-Palace.h521248.Hotel-Information) ## Frequently asked questions ### What are the top-rated luxury hotels in Castellina In Chianti? > 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? > 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? ### Which luxury hotels in Castellina In Chianti are good for families? > 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? > 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? > 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? > 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? ### Is it cheaper to book a luxury Castellina In Chianti hotel and flights as a package? ### Can I cancel my luxury hotel reservation on Expedia? ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Other - More ways to book - [3 Star Hotels in Radda in Chianti ](https://www.expedia.co.uk/3Star-Radda-In-Chianti-Hotels.s30-0-d601693.Travel-Guide-Filter-Hotels) - [Cavallari Hotels ](https://www.expedia.co.uk/Cavallari-Hotels.d553248622858908079.Travel-Guide-Hotels) - [Adults Only Resorts & in Chianti Region ](https://www.expedia.co.uk/Chianti-Region-Hotels-Adults-Only-Resorts.0-0-d603148-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - 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