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Sep 13 - Sep 14
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Our top choices for Bossi hotels

1. Castello di Bossi

Castello di Bossi
Castelnuovo Berardenga
Mexico
CESAR JAVIER
$182 nightly
$205 total
Sep 14 - Sep 15
Total with taxes and fees
Castello di Bossi

2. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
United States
Joe
$155 nightly
$175 total
Sep 14 - Sep 15
Total with taxes and fees
Villa Curina Resort

3. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
United States
Malena
$118 nightly
$139 total
Oct 13 - Oct 14
Total with taxes and fees
La Certosa di Pontignano

4. Borgo San Felice Resort

Borgo San Felice Resort
Castelnuovo Berardenga
Canada
Cynthia
$682 nightly
$762 total
Oct 11 - Oct 12
Total with taxes and fees
Borgo San Felice Resort

5. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
Switzerland
Ernesto
$77 nightly
$89 total
Oct 11 - Oct 12
Total with taxes and fees
Agriturismo San Sano

6. Villa Montarioso

Villa Montarioso
Montarioso
Canada
Michael
$81 nightly
$95 total
Oct 13 - Oct 14
Total with taxes and fees
Villa Montarioso

7. Hotel Le Fontanelle

Hotel Le Fontanelle
Castelnuovo Berardenga
Canada
Briana
$500 nightly
$561 total
Oct 5 - Oct 6
Total with taxes and fees
Hotel Le Fontanelle

8. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
United States
Karamjit
$332 nightly
$375 total
Oct 14 - Oct 15
Total with taxes and fees
Dievole Wine Resort

9. Castello di Leonina Relais

Castello di Leonina Relais
Asciano
Canada
Meghan
$148 nightly
$170 total
Oct 11 - Oct 12
Total with taxes and fees
Castello di Leonina Relais

10. Precise House Montaperti Siena

Precise House Montaperti Siena
Asciano
Canada
Dieter
$117 nightly
$136 total
Sep 27 - Sep 28
Total with taxes and fees
Precise House Montaperti Siena

11. Hotel Executive

Hotel Executive
Scacciapensieri
United Kingdom
Susan
$79 nightly
$93 total
Oct 12 - Oct 13
Total with taxes and fees
Hotel Executive

12. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
United States
Seong Won
$127 nightly
$146 total
Oct 6 - Oct 7
Total with taxes and fees
Belvedere di San Leonino

13. Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
Italy
Jane
$61 nightly
$68 total
Sep 20 - Sep 21
Total with taxes and fees
Hotel Casafrassi

14. Four Points by Sheraton Siena

Four Points by Sheraton Siena
Scacciapensieri
Australia
Raul
$160 nightly
$182 total
Oct 12 - Oct 13
Total with taxes and fees
Four Points by Sheraton Siena

15. Palazzo di Valli

Palazzo di Valli
Siena
United States
Payton
$173 nightly
$196 total
Sep 25 - Sep 26
Total with taxes and fees
Palazzo di Valli

16. Hotel Palazzo dei Priori

Hotel Palazzo dei Priori
Siena
Australia
Kerry
$82 nightly
$96 total
Sep 30 - Oct 1
Total with taxes and fees
Hotel Palazzo dei Priori

17. Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel
Scacciapensieri
United Kingdom
Nigel
$196 nightly
$221 total
Oct 4 - Oct 5
Total with taxes and fees
Villa Scacciapensieri Boutique Hotel

18. Il Chiostro del Carmine

Il Chiostro del Carmine
Siena Historical Center
United Kingdom
Victoria
$131 nightly
$148 total
Oct 14 - Oct 15
Total with taxes and fees
Il Chiostro del Carmine

19. Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais
Castelnuovo Berardenga
United States
Hannah
$571 nightly
$640 total
Oct 8 - Oct 9
Total with taxes and fees
Borgo Scopeto Wine & Country Relais

20. Il Verreno

Il Verreno
Ambra
Canada
Minna
$228 nightly
$255 total
Oct 13 - Oct 14
Total with taxes and fees
Il Verreno
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Top Bossi Hotel Reviews

 Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"Beautiful room with amazing views, clean and well-maintained. Excellent breakfast."
Anna 1-night trip
Posted 19 hours ago
Palazzo Ravizza
Hotel Chiusarelli

Hotel Chiusarelli

10/10 Excellent
"Excellent location. Easy parking and helpful staff."
Tracy 1-night trip
Posted 1 day ago
Hotel Chiusarelli
Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"Incredible magical place. Couldn’t recommend it more…"
Megan 2-night trip
Posted 1 day ago
Fattoria di Vegi
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"Excellent location. Even though a walking only area, easy walk. Great service and breakfast was delicious. My only complaint is the included breakfast was only for 1 person."
Brittany 1-night trip
Posted 1 day ago
Grand Hotel Continental Siena – Starhotels Collezione
Hotel Italia

Hotel Italia

8/10 Good
"Clean, well maintained property that you’ll feel safe spending the night."
Shaji 1-night trip
Posted 1 day ago
Hotel Italia
Hotel Athena

Hotel Athena

10/10 Excellent
"We had a wonderful stay at Hotel Athena in Siena. The service was exceptional, the staff were warm, welcoming and genuinely helpful throughout our visit. The location was fantastic for exploring Siena, with everything within walking distance, while the hotel itself provided a comfortable and relaxing place to come back to after a day of exploring. We also loved the beautiful views from the terrace which was the perfect spot to unwind with a drink and take in the scenery. Sunset was especially beautiful and I would recommend calling the terrace staff themselves to reserve your seat. They are VERY busy up there so please exercise patience and kindness to the server and bartender as they work so hard to get your orders to you as quickly as possible. Self parking our car was a huge bonus as we rented a vehicle to explore Tuscany. A lovely hotel, a great location and wonderful service. We would happily stay here again when visiting Siena!"
stacy 3-night trip
Posted 2 days ago
Hotel Athena
Borgo Vescine

Borgo Vescine

10/10 Excellent
"⭐️⭐️⭐️⭐️⭐️ We genuinely did not want to leave Borgo Vescine was everything we hoped a stay in Tuscany would be. The property is absolutely stunning, incredibly peaceful, and so beautifully cared for that once we arrived, we honestly didn’t want to leave. What made the experience even more special was the staff. Everyone we encountered was warm, welcoming and genuinely delightful. The hospitality never felt forced or overly formal. We simply felt very well taken care of throughout our stay. We had dinner at the property and the restaurant was excellent, which made staying in for the evening an easy decision. Breakfast was included with our stay and was such a delicious treat each morning. Being able to wake up somewhere this beautiful, have a wonderful breakfast and then simply enjoy the property was exactly the kind of Tuscan experience we were looking for. The grounds themselves are gorgeous and meticulously maintained, with beautiful views and so many quiet little areas to sit and take everything in. Despite everything the property offers, it still feels serene, intimate and wonderfully quiet. Borgo Vescine is the kind of place that makes you reconsider whatever plans you had for the day because you would rather just stay there. One of our favorite stays in Tuscany and a property I would happily return to. Highly recommend."
Nadege 1-night trip
Posted 3 days ago
Borgo Vescine
NH Siena

NH Siena

10/10 Excellent
"Superior room not great, Very small with leaking shower and other issues. Upgraded to suite on 5th floor which was excellent. Very spacious, huge bathroom with bath and walk in shower. Great views and comfortable bed."
Paul 3-night trip
Posted 3 days ago
NH Siena
Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel

10/10 Excellent
"The staff were very friendly and helpful. The bar service is the best."
Harley 1-night trip
Posted 5 days ago
Villa Scacciapensieri Boutique Hotel

More cheap stays in Bossi

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
$96 nightly
$112 total
Sep 24 - Sep 25
Total with taxes and fees
7.8/10 Good! (258 reviews)
Cannon d'Oro
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
$109 nightly
$126 total
Oct 13 - Oct 14
Total with taxes and fees
Piccolo Hotel Etruria
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
$149 nightly
$170 total
Oct 13 - Oct 14
Total with taxes and fees
8.8/10 Excellent! (106 reviews)
Albergo Centrale
Antico Borgo Poggiarello

Antico Borgo Poggiarello

Strada Di San Monti 12 Monteriggioni SI
$158 nightly
$177 total
Oct 11 - Oct 12
Total with taxes and fees
9/10 Wonderful! (20 reviews)
Antico Borgo Poggiarello
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
$163 nightly
$186 total
Oct 11 - Oct 12
Total with taxes and fees
10/10 Exceptional! (49 reviews)
Torre del Fuggisole
Porta Pispini Residence

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI
Get rates
9.4/10 Exceptional! (23 reviews)
Porta Pispini Residence

Find out more about Bossi

Top reasons to visit Bossi

  • Charming Vineyards: Explore local vineyards and indulge in wine tasting, experiencing the heart of Tuscany's winemaking tradition.
  • Traditional Tuscan Cuisine: Savor authentic Tuscan dishes in local restaurants, showcasing the region's rich culinary heritage.
  • Historic Architecture: Discover beautiful churches, majestic castles, and historic palaces that reflect the area's rich history.
  • Picturesque Landscapes: Enjoy breathtaking views while strolling through vineyards and olive groves, perfect for relaxation.
  • Nearby Enchanting Towns: Visit the romantic towns of Castelnuovo Berardenga and Siena, both steeped in history.

Find great hotels near Bossi

Experience the charm of Bossi in Castelnuovo Berardenga, Tuscany, where you can choose from a variety of accommodations, including cozy agritourism properties and inviting bed & breakfasts. Perfect for families, pet lovers, and adventure seekers alike, this picturesque area offers a relaxing retreat with essential amenities. Whether you’re looking for an aparthotel or a quaint apartment, Bossi has options that cater to every traveler's needs.

  • Hotel Athena: Hotel Athena is a distinguished 4-star hotel that caters to both business and adventure travelers. Located 7 miles from Bossi, it offers a unique blend of professional amenities and exhilarating outdoor activities. Business guests can take advantage of the Business Center and Meeting Rooms, while adventure seekers can explore nearby opportunities like scooter rentals, mountain biking, hiking, and rafting. This pet-friendly hotel welcomes furry companions with amenities such as food and water bowls. With its perfect mix of business efficiency and outdoor excitement, Hotel Athena is ideal for those looking to combine work and play.
  • NH Siena: Situated in the heart of the city, NH Siena is a stylish 4-star accommodation that is perfect for pet lovers and business travelers alike. Just 7 miles from Bossi, this hotel features essential business amenities such as Meeting Rooms and a Conference Center. Guests can enjoy city views while relaxing in comfortable, modern rooms. The hotel’s pet policy allows for dogs and cats, making it a great choice for travelers who wish to bring their pets along. With its central location and business-friendly services, NH Siena is a smart choice for those looking to explore the city while maintaining productivity.
  • Hotel Chiusarelli: Hotel Chiusarelli is a charming 3-star hotel located 7 miles from Bossi, known for its welcoming atmosphere and business-oriented services. This centrally located property is ideal for both city explorers and business travelers, offering essential amenities that make work easier. Pets are more than welcome here, with provisions like food and water bowls and a pet-friendly policy. The hotel’s blend of comfort and convenience, along with its dedication to guest satisfaction, ensures a pleasant stay for anyone visiting the beautiful region of Tuscany.

Where to stay near Bossi

Experience the charm of Bossi, a quaint village nestled in the heart of Tuscany. This hidden gem offers a perfect blend of relaxation and culture, with friendly locals and stunning historical landscapes. Nearby, discover the enchanting towns of Castelnuovo Berardenga and Siena, both rich in history and romantic ambiance. Enjoy leisurely walks through vineyards and olive groves, immersing yourself in the serene Tuscan atmosphere that makes this region truly unforgettable.

  • San Felice: Nestled just a mile from Bossi, San Felice offers a charming village experience with a romantic and outdoor flair. The village draws travelers primarily from July to September, when the landscape is vibrant and alive. Visitors can indulge in rejuvenating spa treatments while enjoying the serene ambiance. With its historic landmarks and nearby castles, San Felice is perfect for those looking to explore Tuscany's rich heritage, making it a delightful stop for both relaxation and exploration.
  • Villa A Sesta: Located two miles from Bossi, Villa A Sesta is a picturesque village that caters to culture enthusiasts and families alike. Seasonal visitors flock here from July to September to experience its luxurious offerings, including a private country club. The area is steeped in history, with attractions like historic houses and a science museum nearby, providing a blend of educational and leisurely activities. Whether you're strolling through its charming streets or enjoying a family outing, Villa A Sesta promises an enriching experience.
  • Pianella: Also just two miles away from Bossi, Pianella is a vibrant village ideal for those seeking sports and entertainment. With visitor numbers peaking from July to September, the area offers a range of activities including karting and relaxing spa treatments. Notable attractions such as a local stadium, historic monuments, and a lively piazza square add to the village's appeal. Pianella is perfect for travelers looking to balance excitement with romance, making it an engaging destination for all.

Things to do near Bossi

Bossi, located in the beautiful Castelnuovo Berardenga region of Tuscany, is perfect for culture-themed vacations. Visitors can explore charming local vineyards, indulge in traditional Tuscan cuisine, and immerse themselves in the rich history and artistic heritage of the area. The picturesque landscapes offer breathtaking views, making it an ideal destination for those seeking a blend of relaxation and cultural enrichment.

Shopping

For unique gifts and souvenirs, visit Enoteca Italiana, located 7 miles from Bossi. If you're up for a drive, check out Valdichiana Outlet Village, 20 miles away, for a variety of shops, or explore the Central Market, 30 miles away, for local goods and a vibrant atmosphere.

Recreation

At Villa a Sesta Polo Club, indulge in a luxurious retreat surrounded by the beauty of Tuscany. Enjoy exclusive wellness activities and unwind in a serene environment. For sports enthusiasts, Stadio Artemio Franchi and Palasport Mens Sana offer vibrant experiences, perfect for engaging in athletic pursuits and enjoying local sports culture.

Adventure

Experience the thrill of racing at the Siena Circuit, a karting venue 5 miles from Bossi. For hiking enthusiasts, the Sentierelsa Trail, located 16 miles away, offers stunning scenery and outdoor adventure. Additionally, the Tuscany MTB Guide, 26 miles from Bossi, is perfect for mountain biking enthusiasts seeking exploration.

Nightlife

In Bossi, enjoy a night at Teatro dei Rinnovati for a blend of culture and romance, just 7 miles away. For a cosmic experience, visit the Chianti Observatory, 15 miles out. Don't miss UCI Cinemas Arezzo, 22 miles away, for a perfect mix of entertainment and romance.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Bossi

To save money on your trip to Bossi, consider visiting during the off-peak months of January to February and November when prices are lower. Book your stay about a month in advance or check Expedia for last-minute deals, especially on Mondays, which are the cheapest days. Combine your hotel, flights, and activities for extra savings through Expedia package deals, and join their One Key membership for exclusive discounts. Use the price filter on Expedia to find the best deals and save on future hotel bookings with OneKeyCash.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Bossi are January to February and November, where the prices are slightly lower. This is in comparison to May to June and September, where prices are slightly higher.
  • The best time to book a hotel: Booking a hotel in Bossi about 1 month out from when you are planning to stay is usually when prices are lowest. If you're a little more spontaneous, you could also peruse Expedia's last minute deals for hotels, look out for the green banner below the price, as this indicates a cheaper deal.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Bossi is Monday. The most expensive day to stay in Bossi is Friday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to customize your options based on your budget, desired location, and favorite type of accommodation. To find the best prices and deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Bossi hotel reservation with your flights and activities through an Expedia package deal.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Bossi

Bossi, nestled in Castelnuovo Berardenga, Tuscany, is perfect for culture-themed vacations. Visitors can explore charming churches, majestic castles, and historic palaces that provide a rich tapestry of local history. The area is ideal for those seeking romance and a genuine city experience. Don't miss the nearby Duomo in Milan for an unforgettable architectural marvel, enhancing your cultural adventure in this picturesque Italian locale.

  • Piazza del Campo: This stunning square is the heart of Siena, renowned for its unique shell shape and vibrant atmosphere. Experience local culture at its best, with bustling cafés and shops surrounding the piazza, and don’t miss the famous Palio horse race held here every July and August.
  • Siena Cathedral: A masterpiece of Gothic architecture, Siena Cathedral boasts intricate façades and breathtaking interiors adorned with stunning frescoes and sculptures. Explore its remarkable history and artistry, including the beautiful floor mosaics that depict biblical scenes.
  • University of Siena: This prestigious institution blends history with modern learning. Stroll through its picturesque campus, where you can soak in the lively atmosphere created by students from around the world, and discover the university's rich contributions to education and culture.

The nearest major airports for your trip to Bossi

To visit Bossi in Castelnuovo Berardenga, Tuscany, you can fly into several major airports. Florence Airport (FLR-Peretola) is 32 miles away, with nearby luxury hotels like Bernini Palace and Palazzo Montebello offering various transportation services, including 24-hour shuttles. Pisa Airport (PSA-Galileo Galilei) is 57 miles from Bossi, where you can stay at Bagni di Pisa Palace & Thermal Spa, which provides shuttle services. Lastly, Perugia San Francesco d'Assisi – Umbria Intl. Airport (PEG) is located 56 miles away, with options like Sina Brufani offering on-request airport shuttles. Each airport provides convenient access to Bossi through local hotels and transportation services.

Frequently asked questions

What is the best area to stay in Bossi?
The best area to stay in Bossi, Tuscany, is directly within the village of Bossi itself, or in the immediate countryside surrounding it.Bossi is a small, picturesque village located in the heart of the Chianti Classico region. It's characterized by its historic stone buildings, winding lanes, and the prominent Castello di Bossi, a well-preserved castle that defines the area. The village is surrounded by vineyards and olive groves, offering a quintessential Tuscan experience.Couples seeking a romantic and peaceful getaway will find Bossi ideal. Many accommodations here are charming agriturismos or boutique hotels set in restored farmhouses, offering stunning views, local wines, and often cooking classes focused on Tuscan cuisine. The quiet setting allows for relaxation and intimate experiences, with easy access to scenic drives through the countryside.For travelers who appreciate fine wines and culinary experiences, staying in Bossi puts you at the center of the Chianti Classico wine region.
When is the best time to go to Bossi?
The best time to go to Bossi, Tuscany, is during the shoulder seasons of late April to early June and September to October. These periods offer pleasant weather and fewer crowds, making for a more relaxed and enjoyable visit.During these months, the weather is warm and sunny, ideal for exploring the Tuscan countryside, visiting vineyards, and taking scenic walks without the intense heat of mid-summer. You'll find the local markets and outdoor cafes particularly inviting, and the rolling hills are often at their most picturesque, whether with spring blossoms or autumn foliage.For couples seeking a romantic and tranquil escape, these shoulder seasons are perfect. You can enjoy wine tastings at local estates, leisurely dinners under the stars, and explore the charming hill towns like San Gimignano and Siena without feeling rushed or overwhelmed by tourists. The cooler evenings also lend themselves to cozy nights by a fireplace in a villa.Families traveling with children will also appreciate the milder temperatures, which are more comfortable for outdoor activities and sightseeing.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Bossi.
How much is the nightly rate at a Bossi hotel?
Prices for hotels in Bossi often vary, but you can find a great deal from $68 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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