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Our top choices for Bossi hotels

1. Castello di Bossi

Castello di Bossi
Castelnuovo Berardenga
Mexico
CESAR JAVIER
$152 nightly
$173 total
Oct 20 - Oct 21
Total with taxes and fees
Castello di Bossi

2. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
United States
Leslie
$87 nightly
$105 total
Nov 2 - Nov 3
Total with taxes and fees
La Certosa di Pontignano

3. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
United States
Lisa
$142 nightly
$165 total
Oct 26 - Oct 27
Total with taxes and fees
Castello di Tornano Wine Resort

4. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
Australia
Glen
$66 nightly
$78 total
Oct 21 - Oct 22
Total with taxes and fees
Agriturismo San Sano

5. Precise House Montaperti Siena

Precise House Montaperti Siena
Asciano
Canada
Dieter
$83 nightly
$98 total
Nov 1 - Nov 2
Total with taxes and fees
Precise House Montaperti Siena

6. Palace Hotel Due Ponti

Palace Hotel Due Ponti
Due Ponti
United States
Adam
$79 nightly
$90 total
Nov 1 - Nov 2
Total with taxes and fees
Palace Hotel Due Ponti

7. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
Canada
Marissa
$289 nightly
$327 total
Nov 2 - Nov 3
Total with taxes and fees
Dievole Wine Resort

8. Castello di Leonina Relais

Castello di Leonina Relais
Asciano
Canada
Meghan
$124 nightly
$143 total
Oct 29 - Oct 30
Total with taxes and fees
Castello di Leonina Relais

9. Hotel Executive

Hotel Executive
Scacciapensieri
United Kingdom
Susan
$61 nightly
$71 total
Nov 2 - Nov 3
Total with taxes and fees
Hotel Executive

10. Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
United States
Rita
$60 nightly
$73 total
Oct 4 - Oct 5
Total with taxes and fees
Hotel Casafrassi

11. Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel
Gaiole in Chianti
Canada
Ariel
$94 nightly
$113 total
Oct 22 - Oct 23
Total with taxes and fees
Ultimo Mulino Wellness Country Hotel

12. Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel
Scacciapensieri
United Kingdom
Nigel
$159 nightly
$181 total
Oct 18 - Oct 19
Total with taxes and fees
Villa Scacciapensieri Boutique Hotel

13. Best Western Hotel San Marco

Best Western Hotel San Marco
Siena
United Kingdom
C.K.
$92 nightly
$107 total
Oct 18 - Oct 19
Total with taxes and fees
Best Western Hotel San Marco

14. Villa Montarioso

Villa Montarioso
Montarioso
Canada
Michael
$80 nightly
$94 total
Oct 13 - Oct 14
Total with taxes and fees
Villa Montarioso

15. Sangallo Park Hotel

Sangallo Park Hotel
Vico Alto
United Kingdom
Linda
$92 nightly
$105 total
Nov 1 - Nov 2
Total with taxes and fees
Sangallo Park Hotel

16. Four Points by Sheraton Siena

Four Points by Sheraton Siena
Scacciapensieri
United States
Ralph
$139 nightly
$156 total
Nov 2 - Nov 3
Total with taxes and fees
Four Points by Sheraton Siena

17. Hotel Borgo Antico

Hotel Borgo Antico
Monteroni d'Arbia
United Kingdom
Charles
$94 nightly
$109 total
Oct 31 - Nov 1
Total with taxes and fees
Hotel Borgo Antico

18. Borgo San Felice Resort

Borgo San Felice Resort
Castelnuovo Berardenga
Canada
Cynthia
$608 nightly
$680 total
Oct 25 - Oct 26
Total with taxes and fees
Borgo San Felice Resort

19. Hotel Le Fontanelle

Hotel Le Fontanelle
Castelnuovo Berardenga
United States
Cristina
$462 nightly
$520 total
Oct 29 - Oct 30
Total with taxes and fees
Hotel Le Fontanelle

20. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
United States
Michelle Reene
$122 nightly
$141 total
Oct 15 - Oct 16
Total with taxes and fees
Belvedere di San Leonino
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Top Bossi Hotel Reviews

Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"From the moment we checked in, This place was a Gem. From the friendly and helpful staff to the beautiful grounds, we were so impressed. Its hard to put into words how wonderful this Hotel is. The food, and drinks were incredible. We also celebrated my wife's birthday at this resort and they did a very special dinner for us to enjoy. Along with Campaign and a personalized Birthday dessert. Special thanks to Noamie (hope i got that right). She was absolutely wonderful. I could go on forever about this Resort. So easy to explore the region while calling this a comfortable landing spot. Can't thank the team enough for a wonderful stay."
Niel 2-night trip
Posted 18 hours ago
Castello di Spaltenna- Small Luxury Hotels of the World
Hotel Borgo San Luigi

Hotel Borgo San Luigi

8/10 Good
"Great breakfast and clean room. However, not a very kid friendly with no high chair available in the room and the few ones in the restaurant were broken or dirty. Good place for adulte."
Samuel 2-night trip
Posted 18 hours ago
Hotel Borgo San Luigi
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

10/10 Excellent
"A peaceful luxurious stay with amazing amenities, 6 star service & and amazing dinner restaurant."
Scott 4-night trip
Posted 18 hours ago
Borgo Scopeto Wine & Country Relais
Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"Booked this as a last minute decision to shorten our time in Milan (and fine a place close to Florence on our way to Montepulciano) We only stayed one night, but wish it had been longer. If you are looking for informal luxury, you will find it at this idyllic Tuscan Estate. They are still expanding their amenities to include a gym, tennis court, and Spa (planned for a 2027 open) what they DO offer is a quiet, thoughtful experience. The room was perfection and the restaurant on the property - delicious. There were a few artists there taking advantage of the atelier, or painting on the property. The estate is located an hour’s drive outside of Florence and is well worth the trip if you are looking for a place to relax. We hope to return with more time to enjoy it."
Elizabeth 1-night trip
Posted 2 days ago
Fattoria di Vegi
Hotel Athena

Hotel Athena

10/10 Excellent
"The hotel is wonderful! The staff is extremely friendly and helpful. The location is great…jut a short walk to shopping, restaurants, and the cathedral. Our room was very clean and the beds were comfortable. The view from the terrace is stunning."
Michele 2-night trip
Posted 3 days ago
Hotel Athena
La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"good to stay"
Jinhee 1-night trip
Posted 3 days ago
La Certosa di Pontignano
Hotel Minerva

Hotel Minerva

10/10 Excellent
"If you are driving in Italy this is the best place to stay. Easy in and out with on site parking, zero stress! Easy walk into the heart of Siena. The staff were wonderful and the rooms clean."
Michael 1-night trip
Posted 4 days ago
Hotel Minerva
Hu Norcenni Girasole Village

Hu Norcenni Girasole Village

10/10 Excellent
"My family and I had such a great time. Such a kid friendly place and at check in they even had a little playground while you waiting and gave the kids bubbles. So great to be in nature and all of the amenities were lovely. The waterparks that were padded on the ground were genius and we did a family wine tasting which was such a lovely memory. Our stay was so nice with the deck and the grocery store is so affordable for dinners in. Love love love! My toddler played all day and there were so many times we got to relax because they had everything that we wanted or needed right on property."
Maya 4-night trip
Posted 5 days ago
Hu Norcenni Girasole Village
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"Concierge staff is fantastic. Bar staff as well. Location can’t be beat. Ground zero for Siena activity."
Reid 2-night trip
Posted 5 days ago
Grand Hotel Continental Siena – Starhotels Collezione

More cheap stays in Bossi

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
$54 nightly
$62 total
Nov 1 - Nov 2
Total with taxes and fees
7.8/10 Good! (258 reviews)
Cannon d'Oro
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
$96 nightly
$109 total
Nov 2 - Nov 3
Total with taxes and fees
10/10 Exceptional! (50 reviews)
Torre del Fuggisole
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
$102 nightly
$115 total
Nov 2 - Nov 3
Total with taxes and fees
7.8/10 Good! (444 reviews)
Piccolo Hotel Etruria
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
$124 nightly
$140 total
Nov 2 - Nov 3
Total with taxes and fees
8.8/10 Excellent! (108 reviews)
Albergo Centrale
Castello di Bossi

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI
$152 nightly
$173 total
Oct 20 - Oct 21
Total with taxes and fees
Castello di Bossi
Porta Pispini Residence

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI
Get ratesPorta 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 $62 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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