A stone building with a clock tower, steps leading up to it, and people walking around.

Find luxury hotels in Castellina in Chianti

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Castellina in Chianti Luxury Hotels

Our top choices for Castellina in Chianti luxury hotels

Exterior

Locanda le Piazze

Locanda le Piazze
4.0 star property
Castellina in Chianti
9.8 out of 10, Exceptional, (196 reviews)
  • cleanliness
    Tuscan winery hotel with full-service spa invites luxury travelers to unwind in rural splendor.
$343 nightly
The price is $384
Aug 5 - Aug 6
Total with taxes and fees
Locanda le Piazze
Seasonal outdoor pool, open 8:00 AM to 7:00 PM, sun loungers

Palazzo Squarcialupi

Palazzo Squarcialupi
4.0 star property
Castellina in Chianti
9.8 out of 10, Exceptional, (79 reviews)
$214 nightly
The price is $243
Jul 31 - Aug 1
Total with taxes and fees
Palazzo Squarcialupi
Gift shop

Belvedere di San Leonino

Belvedere di San Leonino
4.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (188 reviews)
$174 nightly
The price is $199
Jul 26 - Jul 27
Total with taxes and fees
Belvedere di San Leonino
Garden

Villa Casalecchi Country Hotel

Villa Casalecchi Country Hotel
4.0 star property
Castellina in Chianti
9.2 out of 10, Wonderful, (122 reviews)
$154 nightly
The price is $177
Aug 3 - Aug 4
Total with taxes and fees
Villa Casalecchi Country Hotel
Exterior

Hotel Casafrassi

Hotel Casafrassi
4.0 star property
Castellina in Chianti
8.2 out of 10, Very Good, (227 reviews)
$53 nightly
The price is $65
Jul 26 - Jul 27
Total with taxes and fees
Hotel Casafrassi
Garden

Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais
5.0 star property
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (215 reviews)
  • cleanliness
    Luxurious Tuscan retreat offers winery experiences, spa treatments, and poolside dining.
$449 nightly
The price is $505
Aug 2 - Aug 3
Total with taxes and fees
Borgo Scopeto Wine & Country Relais
Indoor pool, outdoor pool, sun loungers

Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World
5.0 star property
Gaiole in Chianti
9.6 out of 10, Exceptional, (277 reviews)
  • cleanliness
    Tuscan castle spa hotel offers luxury with dual restaurants, indoor/outdoor pools, and vineyard vistas.
$392 nightly
The price is $442
Aug 9 - Aug 10
Total with taxes and fees
Castello di Spaltenna- Small Luxury Hotels of the World
Exterior

Hotel Lungarno - Lungarno Collection

Hotel Lungarno - Lungarno Collection
5.0 star property
Historic Centre of Florence
9.6 out of 10, Exceptional, (627 reviews)
  • cleanliness
    Riverfront luxury indulges with a Michelin-starred restaurant and spa services steps away from Florence's iconic Ponte Vecchio.
$627 nightly
The price is $708
Aug 16 - Aug 17
Total with taxes and fees
Hotel Lungarno - Lungarno Collection
2 bars/lounges

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione
5.0 star property
Siena City Centre
9.2 out of 10, Wonderful, (618 reviews)
  • cleanliness
    Experience historic elegance in the heart of Siena, where 5-star luxury meets Renaissance splendor steps from Piazza del Campo.
$321 nightly
The price is $365
Aug 20 - Aug 21
Total with taxes and fees
Grand Hotel Continental Siena – Starhotels Collezione
Sauna, body treatments, hot stone massages, deep-tissue massages

Castelfalfi

Castelfalfi
5.0 star property
Montaione
9.6 out of 10, Exceptional, (175 reviews)
  • cleanliness
    Tuscany's wine country grandeur unfolds at this luxury hotel featuring an attached winery, spa with hot stone massages, and 5 restaurants.
$886 nightly
The price is $986
Aug 20 - Aug 21
Total with taxes and fees
Castelfalfi
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

Find out more about Castellina in Chianti

Castellina in Chiantiand its attractions for luxury travelers

Castellina in Chianti, nestled in the heart of Tuscany, offers a luxurious escape for travelers. Begin your adventure at the stunning Castello di Fonterutoli, where you can enjoy exclusive wine tastings amidst picturesque vineyards. The local Chianti Classico wine is a must-try, and many luxury hotels, like the Relais La Torre, can arrange private vineyard tours that include gourmet meals prepared by renowned chefs. For history enthusiasts, the medieval architecture of the town, particularly the ancient fortress ruins, invites exploration and offers stunning views of the rolling Tuscan hills. Enjoy a leisurely stroll through the charming streets, where artisan shops showcase exquisite local crafts. Finally, unwind at one of the region's wellness retreats, offering tailored spa experiences that blend traditional techniques with modern luxury. Staying in Castellina provides access to these unique experiences while enjoying top-tier accommodations, where attentive service ensures that your every need is met, creating a truly pampered getaway.

Find the best luxury hotels and resorts in Castellina in Chianti

For travelers seeking an indulgent escape in Castellina in Chianti, Tuscany, these luxurious hotels offer exquisite amenities and exceptional service.

Locanda le Piazze

  • Why it's great for a luxury retreat: Locanda le Piazze is a premier choice for luxury travelers, rated an impressive 9.8 by guests. This idyllic retreat features a stunning poolside bar and couples dining, perfect for romantic evenings under the Tuscany stars. Guests can savor the exclusive onsite winery experience, complemented by champagne service, ensuring a truly upscale stay.
  • Other amenities: In addition to its luxury offerings, the hotel boasts a serene outdoor pool, a full-service spa with treatment rooms for massages and aromatherapy, and beautifully landscaped gardens with breathtaking views. Other amenities include free breakfast, concierge services, and electric car charging stations, all designed to enhance the comfort and convenience of travelers.
  • Nearby attractions: Casa Vinicola Luigi Cecchi - 4.35 miles, City Hall Castellina In Chianti - 4.45 miles, Castellina Fortress - 4.57 miles

Belvedere di San Leonino

  • Why it's great for a luxury retreat: Belvedere di San Leonino stands out with its elegant ambiance and exceptional service, a stellar guest rating of 9.6. With an onsite winery and a delightful garden view restaurant, this hotel offers guests a taste of the Tuscan lifestyle. Room service adds to the luxurious experience, ensuring that every meal is a pampered affair.
  • Other amenities: Beyond its delicious dining options, guests can enjoy an outdoor pool, a hot tub, and the convenience of a 24-hour airport shuttle. The hotel also features air-conditioned rooms, free self-parking, and daily housekeeping, ensuring a relaxing and straightforward experience for travelers.
  • Nearby attractions: Mazzei Winery - 2.28 miles, Casina di Cornia Winery - 2.52 miles, Lilliano Estate Winery - 3.99 miles

Borgo di Pietrafitta Relais

  • Why it's great for a luxury retreat: Borgo di Pietrafitta Relais, rated 9.4 by guests, offers an exceptional blend of luxury and tranquility in the heart of Tuscany. With an onsite winery and concierge services, travelers can indulge in the region’s finest wines while enjoying the picturesque surroundings. The hotel also features a cozy fireplace that adds warmth to the elegant common areas.
  • Other amenities: Guests can relax by the outdoor pool, take advantage of the onsite spa, and enjoy the lush gardens. Additional amenities include early check-in, free self-parking, and daily housekeeping, ensuring that every detail of the stay is thoughtfully attended to.
  • Nearby attractions: Casa Vinicola Luigi Cecchi - 2.4 miles, City Hall Castellina In Chianti - 2.5 miles, Castellina Fortress - 2.6 miles

Villa Casalecchi Country Hotel

  • Why it's great for a luxury retreat: Villa Casalecchi Country Hotel is a luxurious haven for travelers, receiving a 9.4 guest rating. With its exquisite room service and concierge assistance, guests can experience the ultimate in comfort and convenience. The hotel features a beautiful outdoor pool and hot tub, perfect for unwinding after a day of exploring the stunning Tuscan landscape.
  • Other amenities: In addition to its luxury amenities, the hotel offers free self-parking, a garden for leisurely strolls, and daily housekeeping. Guests can enjoy the serene atmosphere and stunning views that this hotel provides, making it an excellent choice for those seeking a lavish retreat.
  • Nearby attractions: Casa Vinicola Luigi Cecchi - 1.39 miles, City Hall Castellina In Chianti - 1.29 miles, Montecalvario - 1.42 miles

Castello di Fonterutoli Wine Resort

  • Why it's great for a luxury retreat: For a luxurious stay steeped in history, Castello di Fonterutoli Wine Resort is an excellent option, with a guest rating of 9.4. Guests are treated to an onsite winery and a restaurant with stunning garden views, perfect for savoring exquisite local cuisine. Elegant air-conditioned rooms and designer toiletries further enhance the opulence of this charming resort.
  • Other amenities: Additional features include picturesque vineyard views, a cozy fireplace in select accommodations, and shared refrigerators. The hotel provides a convenient kitchenette, patio spaces, and daily housekeeping, catering to the needs of sophisticated travelers looking for comfort and style.
  • Nearby attractions: Mazzei Winery - 0.48 miles, City Hall Castellina In Chianti - 3.12 miles, Casina di Cornia Winery - 2.43 miles

Top Castellina in Chianti Hotel Reviews

Hotel Atlantic Palace

Hotel Atlantic Palace

10/10 Excellent
"Great for quick stay!"
Mia 1-night trip
Posted 4 hours ago
Hotel Atlantic Palace

Frequently asked questions

What are the top-rated luxury hotels in Castellina In Chianti?
Castellina In Chianti offers several top-rated luxury hotels, including Locanda le Piazze, Belvedere di San Leonino, Hotel Casafrassi Wine Resort, and Palazzo Squarcialupi.

Locanda le Piazze is a 4-star hotel with an impressive 9.8 rating, known for its beautiful pool and spacious rooms. Guests consistently praise the fantastic food and great service, while amenities like a poolside bar and onsite winery enhance the experience.

Belvedere di San Leonino, a 4-star property rated 9.6, provides cozy and clean rooms with vineyard views. Reviewers frequently highlight the friendly and wonderful staff, as well as the excellent food served in the garden-view restaurant.

Hotel Casafrassi Wine Resort, a 4-star hotel with an 8.2 rating, is a Beaux-Arts designed property featuring an onsite winery and complimentary local breakfast. It is conveniently located near Mazzei Winery and offers premium bedding for guest comfort.

Palazzo Squarcialupi, a 4-star hotel with a 9.8 rating, is a Beaux-Arts property with a full-service spa including a sauna, steam room, and hot tub. Located near Castellina Fortress, customers appreciate the friendly and helpful staff, good breakfast, and lovely garden and pool areas.
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 directly in the town centre or just outside its periphery, offering a blend of convenience and scenic views.

Staying in the town centre places you steps away from Castellina's main street, Via Ferruccio, which is lined with local shops, traditional trattorias, and wine bars. You'll also be close to historical landmarks like the Rocca di Castellina, a medieval fortress that now houses the town hall. This area provides easy access to everything Castellina offers without the need for a car for evening strolls or dining.

Couples looking for a romantic and convenient base will appreciate the town centre. It allows for leisurely walks, wine tastings, and enjoying meals out, all within a compact and easily navigable area. Many luxury hotels here offer renovated historic buildings with modern amenities, often featuring views of the surrounding countryside from their windows or terraces.

For those seeking a more secluded experience with expansive views, luxury hotels just outside the town centre are ideal. These properties are typically former estates or villas converted into upscale accommodations, often featuring amenities like pools, vineyards, and high-end dining. While a short drive or an uphill walk from the town centre, they provide a peaceful retreat amid the rolling Chianti hills.

Travellers prioritizing relaxation and privacy will find these peripheral luxury hotels perfect.
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 $65 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 hotels in Castellina In Chianti, Belvedere di San Leonino, Hotel Casafrassi Wine Resort, and Palazzo Squarcialupi offer excellent choices.

Belvedere di San Leonino is a 4-star hotel with a 9.6 rating, featuring a restaurant with garden views and an onsite winery, along with air conditioning and room service. Guests consistently praise the friendly and wonderful staff, cozy and clean rooms, and excellent food.

The 4-star Hotel Casafrassi Wine Resort, rated 8.2, offers an onsite winery and premium bedding, with a Beaux Arts property design. It provides free breakfast, including local options, and is conveniently located near Mazzei Winery.

Palazzo Squarcialupi, a 4-star property with an impressive 9.8 rating, boasts an onsite winery, a full-service spa with a sauna, steam room, and hot tub, and premium bedding. This Beaux Arts property is close to Castellina Fortress and Casa Vinicola Luigi Cecchi. Reviewers frequently highlight the friendly and helpful staff, good amenities, and lovely garden and pool.
What are the best luxury hotels in Castellina In Chianti with a pool?
For luxury hotels in Castellina In Chianti featuring a pool, consider Locanda le Piazze, Belvedere di San Leonino, Hotel Casafrassi Wine Resort, and Palazzo Squarcialupi.

Locanda le Piazze is a 4-star hotel with an impressive 9.8 rating. Guests frequently praise the beautiful pool, spacious rooms, and great service. This hotel also offers a poolside bar and an onsite winery.

Belvedere di San Leonino, a 4-star property rated 9.6, features a seasonal outdoor pool. Reviewers often highlight the friendly and wonderful staff, cozy and clean rooms, and excellent food. It also boasts an onsite winery and vineyard views.

Hotel Casafrassi Wine Resort is a 4-star option with an 8.2 rating, offering a seasonal outdoor pool. This resort provides premium bedding, free breakfast, and is located near Mazzei Winery.

Palazzo Squarcialupi, a 4-star hotel with a 9.8 rating, also offers a seasonal outdoor pool. Guests appreciate the friendly and helpful staff, good amenities, and lovely garden. The hotel is situated near Castellina Fortress and Casa Vinicola Luigi Cecchi.
Which luxury hotels in Castellina In Chianti are good for couples?
For couples seeking a luxurious escape in Castellina In Chianti, Locanda le Piazze is an excellent choice.

Locanda le Piazze is a 4-star hotel with an impressive 9.8 rating, designed for an intimate and exclusive experience. It features an onsite winery and offers couples dining, with a restaurant providing garden views. Guests consistently praise the fantastic food, beautiful pool, spacious rooms, and great service from the staff.
Are there any top luxury hotels near Casa Vinicola Luigi Cecchi?
For a top luxury hotel near Casa Vinicola Luigi Cecchi, Palazzo Squarcialupi is an excellent choice.

This 4-star hotel, rated 9.8, offers a great experience with an onsite winery and a full-service spa including a sauna, steam room, and hot tub. Guests consistently describe the staff as friendly and helpful, the amenities as good, and the breakfast as satisfying. The lovely garden and pool are also frequently praised.
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 vacation 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.

Explore a world of travel with Expedia