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Our top choices for Siena hotels with winery

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (544 reviews)
"Amazing property, loved staying there. Huge rooms, AC worked well, beautiful setting. It’s well worth your time to stay there"
United States
Ken
$144 nightly
The price is $167
Jul 5 - Jul 6
Total with taxes and fees
La Certosa di Pontignano

Palazzo di Valli

Palazzo di Valli
3.0 star property
Siena
9.6 out of 10, Exceptional, (424 reviews)
"We had a blast, and the proprietors were fantastic. They had plenty of local knowledge and seemed to have a real passion for what they do. Plus the venue is wonderful, and they have the best patio with views of the Tuscan hills. Would recommend, and would stay again."
United States
John
$118 nightly
The price is $136
Jul 15 - Jul 16
Total with taxes and fees
Palazzo di Valli

Hotel Villa L'Avvenire

Hotel Villa L'Avvenire
Petriccio
9.8 out of 10, Exceptional, (7 reviews)
"An authentic and beautiful late 19th-century Italian mansion, fully restored and transformed into a luxury hotel. It offers an elegant yet cozy atmosphere, nestled in the heart of the Chianti wine region—a perfect place to relax while exploring the charming surroundings. As if that weren’t enough, the hotel’s restaurant features a Michelin-star-level menu. Great experience. I highly recommend it."
United States
Alexandra
$184 nightly
The price is $208
Jun 19 - Jun 20
Total with taxes and fees
Hotel Villa L'Avvenire

La Terrazza Sul Campo Rooming House

La Terrazza Sul Campo Rooming House
Siena City Centre
9.8 out of 10, Exceptional, (246 reviews)
"The location was amazing. I will never forget the view. Room was huge and access to restaurants and shopping. Also fantastic. We want to go back again already."
United States
Margaret
$116 nightly
The price is $132
Jul 15 - Jul 16
Total with taxes and fees
La Terrazza Sul Campo Rooming House

Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (215 reviews)
"Very peaceful and staff was very helpful with reservations for excursions"
United States
Giancarlo
$210 nightly
The price is $236
Jun 25 - Jun 26
Total with taxes and fees
Castello di Fonterutoli Wine Resort

Agriturismo Novelleto

Agriturismo Novelleto
Monteriggioni
9.8 out of 10, Exceptional, (7 reviews)
"Beautiful place to stay, and the hosts are very friendly and welcoming. We hope to stay again sometime. "
Canada
Don
$161 nightly
The price is $181
Jun 17 - Jun 18
Total with taxes and fees
Agriturismo Novelleto

Hotel Palazzetto Rosso

Hotel Palazzetto Rosso
3.0 star property
Siena City Centre
9.8 out of 10, Exceptional, (232 reviews)
"The hotel was beautiful, such an historic building and well located for central Sienna. The staff were friendly and very helpful and also told us the history of the Palazzetto. Breakfast was excellent as well. All in all a fantastic stay and experience and we would definitely return, thank you!"
United States
James
$204 nightly
The price is $230
Jul 9 - Jul 10
Total with taxes and fees
Hotel Palazzetto Rosso

Casa di Osio

Casa di Osio
Siena City Centre
8.0 out of 10, Very Good, (68 reviews)
"Great location and staff"
France
Flavie
$81 nightly
The price is $93
Jun 22 - Jun 23
Total with taxes and fees
Casa di Osio

Villa Sant Andrea

Villa Sant Andrea
Siena
9.2 out of 10, Wonderful, (35 reviews)
"This was our second time staying here-- so charming and AMAZING breakfast❤️❤️❤️"
United States
Sasha
$141 nightly
The price is $160
Jun 17 - Jun 18
Total with taxes and fees
Villa Sant Andrea

La Coroncina Lodging

La Coroncina Lodging
Siena
10.0 out of 10, Exceptional, (43 reviews)
"Fantastic place, and I highly recommend it."
United States
Hassan
$137 nightly
The price is $155
Jul 12 - Jul 13
Total with taxes and fees
La Coroncina Lodging
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.

Top Siena Hotel Reviews

Frequently asked questions

Which Siena hotels are near the best wineries?
The best hotels in Siena near top wineries include the luxurious Residenza d'Epoca Palazzo Borghesi.

This stunning property boasts a review rating of 9.6 and features an on-site winery with private tours and a tasting room, making it easy for guests to indulge in local wines. The hotel's Beaux Arts design adds to its charm, and amenities like premium bedding, rainfall showerheads, and couples dining ensure a relaxing and romantic stay. Plus, its location in a shopping district makes it convenient for exploring Siena's local culture.
How much does a winery hotel in Siena cost?
Enjoy staying in a winery hotel in Siena, with plenty of hotels from $93 offering incredible amenities. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during the weekend or around public holidays.
Which winery hotels in Siena offer wine tastings?
The top winery hotels in Siena that offer wine tastings include Residenza d'Epoca Palazzo Borghesi, I merli di Ada, Hotel Vico Alto Siena, and Agriturismo La Corte del Sole.

The 5-star Residenza d'Epoca Palazzo Borghesi boasts a guest rating of 9.6. This Beaux-Arts property features an on-site tasting room and offers private tours of its winery, making it a great choice for wine enthusiasts. Guests can also enjoy champagne service and couples dining, all within an elegant setting.

Rated 8.2, I merli di Ada is a charming option that offers its own tasting room and private winery tours. This hotel is praised for its good location and friendly staff, making it a welcoming base for exploring the surrounding vineyards.

Hotel Vico Alto Siena, with a rating of 8.0, also features a winery tasting room and offers release events for wine lovers. This hotel provides free WiFi and a lovely breakfast, ensuring a comfortable stay for guests.

Lastly, Agriturismo La Corte del Sole, rated 9.6, offers stunning vineyard views and a variety of wine-related activities, including public and private tours.
Which are the top Siena winery hotels for couples?
The top winery hotels in Siena for couples include the romantic Hotel Palazzetto Rosso, the charming Traditional Tuscan farmhouse, and the elegant Residenza d'Epoca Palazzo Borghesi.

The 3-star Hotel Palazzetto Rosso, boasting an outstanding guest rating of 9.8, offers a beautiful setting with generous breakfast options and a great location. It's superb for couples looking to explore local wineries while enjoying the cozy atmosphere of this historic hotel.

For a great experience, consider the Traditional Tuscan farmhouse, which also holds a top rating of 9.8. This picturesque property comes with stunning views and is close to nearby winery tours, making it an idyllic retreat for couples seeking tranquility amidst the vineyards.

Another excellent choice is the Residenza d'Epoca Palazzo Borghesi, rated 9.6 by our travellers. This hotel features an on-site tasting room and private winery tours, allowing couples to indulge in intimate wine experiences right at their doorstep. The Beaux-Arts design adds a touch of elegance, making it a romantic getaway.

For more affordable options, the 3-star Hotel La Colonna, with a rating of 8.0, offers clean rooms and a lovely poolside bar, ideal for unwinding after a day of wine tasting.
Which area of Siena is best to stay in for vineyards and wineries?
The Chianti region, just a short drive from Siena, is the premier area to stay for travellers eager to explore Tuscany's renowned vineyards and wineries. With its rolling hills adorned with picturesque vineyards and olive groves, this enchanting landscape is a wine lover's dream. Many local wineries offer tours and tastings, allowing you to savor exquisite Chianti Classico wines while soaking in breathtaking views.

For couples seeking a romantic escape, the charming village of Castellina in Chianti provides an idyllic backdrop. Its historic streets and cozy wine bars create the superb atmosphere for a leisurely afternoon of wine tasting and fine dining. Enjoy a candlelit dinner at a traditional trattoria, where you can pair local wines with authentic Tuscan cuisine.

Families will appreciate the nearby village of Radda in Chianti, which combines family-friendly activities with vineyard experiences. Here, you can explore the scenic countryside on bike tours or participate in hands-on cooking classes that introduce you to the region's culinary delights. With ample outdoor spaces and a welcoming community, Radda offers a delightful balance of relaxation and adventure for visitors of all ages.
What are some great winery hotels in Siena with wine cellars?
Some great winery hotels in Siena, Tuscany, Italy, that feature wine cellars include Castello Banfi il Borgo, Grand Hotel Continental Siena - SaporDivino Enoteca, and Conti di San Bonifacio Wine Resort.

Castello Banfi il Borgo is a charming boutique hotel located near Banfi Castle. This 5-star hotel, rated 9.4, offers free wines in rooms, exquisite Tuscan cuisine, and a wine cellar stocked with renowned Tuscan wines like Vino Nobile di Montepulciano and Sangiovese. You'll enjoy a superb blend of historic architecture and modern Italian furnishings, all set within lovely gardens that house the wine collection.

The Grand Hotel Continental Siena - SaporDivino Enoteca is a luxurious 5-star hotel with a guest rating of 9.3. It boasts a unique wine cellar located at the base of a medieval tower dating back to the 13th century. The cellar features an impressive array of fine Tuscan wines and is available for tastings and events by reservation, offering an intimate and memorable experience.

For a more countryside experience, the Conti di San Bonifacio Wine Resort is a luxury resort with a working winery and boutique cantina that produces handcrafted wines. Rated 9.5, this resort offers Tuscany suites, a farm-to-table restaurant, and guided wine tastings, all set against the stunning backdrop of rolling hills and vineyard views.
What are some of the best Siena winery hotels with a vineyard view?
Some of the best winery hotels in Siena with stunning vineyard views are Agriturismo Podere Camollia and Agriturismo La Corte del Sole.

Agriturismo La Corte del Sole stands out with an impressive rating of 9.6 and offers a picturesque vineyard view right from your accommodation. Guests can enjoy public tours of the winery, exclusive release events, and private tours, all while soaking in the beautiful scenery. It also features a cozy kitchen for those who prefer to dine in.

Another excellent choice is Agriturismo Podere Camollia, rated 9.0 by travellers. This property provides lovely vineyard views and includes amenities like a terrace and free WiFi, making it a comfortable and relaxing stay. Plus, it has a yard and deck or patio for enjoying the fresh Tuscan air.
What winery activities should we do in Siena?
Siena, located in the heart of Tuscany, is a paradise for wine enthusiasts and offers a vibrant tapestry of vineyard experiences. The surrounding Chianti region is renowned for its world-class wines, particularly the celebrated Chianti Classico. Tourists can embark on guided wine tastings at local estates, where expert sommeliers will introduce you to the nuances of Sangiovese grapes, paired with delicious Tuscan cuisine.

For couples seeking an intimate experience, a private vineyard tour can be truly magical. Imagine wandering through sun-drenched vineyards, learning about traditional winemaking methods, and savoring a romantic picnic amidst the breathtaking scenery. The picturesque landscape, dotted with cypress trees and medieval farmhouses, sets a great backdrop for creating unforgettable memories together.

Families will enjoy the interactive experiences that many wineries offer. From grape stomping in the fall to educational tours tailored for younger visitors, there's something for everyone. Some vineyards even provide child-friendly activities, such as olive oil tastings or garden tours, ensuring that all ages can appreciate the beauty of Tuscan viticulture.

Don't miss the chance to explore the local wine festivals, such as the famous Siena Wine & Food Festival held annually. These events celebrate the region's rich culinary heritage and provide a fantastic opportunity to sample a variety of wines and dishes from local producers.
Does Siena host any wine festivals or events?
Siena, located in the heart of Tuscany, is a captivating destination renowned for its medieval architecture and rich cultural heritage. Wine enthusiasts will find themselves in a veritable paradise, as the city hosts several acclaimed wine festivals throughout the year. The most popular is the "Bravio delle Botti," held in August, where competing neighbourhoods race wine-filled barrels through the historic streets, blending festivity with local tradition. This event not only showcases the spirit of the city but also offers a unique opportunity to taste the exceptional wines of the region, particularly the celebrated Chianti and Brunello di Montalcino.

For couples seeking a romantic experience, the "Siena Wine Week" in November provides an intimate setting to explore local vineyards and indulge in wine tastings. With charming wine bars and picturesque countryside views, it's a great backdrop for a cozy getaway.

Families can also enjoy a taste of Siena's wine culture during the "Festa della Vendemmia" in September, which celebrates the grape harvest. This family-friendly festival features live music, local foods, and educational activities about winemaking, making it an engaging experience for all ages.

Whether you're a seasoned oenophile or a casual enthusiast, Siena's wine events promise an enriching journey through Tuscany's finest offerings, ensuring that your visit is filled with unforgettable flavors and vibrant local culture.
How can I save on a winery hotel in Siena with Expedia?
Members always get our best prices. Find our best Siena hotel deals by joining One Key™, Expedia's free travel rewards program. As a member, you can unlock instant savings and member perks when you're logged in. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.
Is it cheaper to book a Siena winery hotel with flights as a package deal?
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 winery 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 hotel winery hotel in Siena for you.

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