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Our top choices for Bossi hotels

1. Castello di Bossi

Castello di Bossi
Castelnuovo Berardenga
Mexico
CESAR JAVIER
$169 nightly
$191 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
Roberto
$100 nightly
$120 total
Oct 16 - Oct 17
Total with taxes and fees
La Certosa di Pontignano

3. 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

4. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
Sweden
Sanja
$153 nightly
$177 total
Oct 19 - Oct 20
Total with taxes and fees
Castello di Tornano Wine Resort

5. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
Australia
Glen
$68 nightly
$80 total
Oct 18 - Oct 19
Total with taxes and fees
Agriturismo San Sano

6. Precise House Montaperti Siena

Precise House Montaperti Siena
Asciano
Canada
Dieter
$111 nightly
$129 total
Oct 21 - Oct 22
Total with taxes and fees
Precise House Montaperti Siena

7. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
Canada
Marissa
$352 nightly
$396 total
Oct 14 - Oct 15
Total with taxes and fees
Dievole Wine Resort

8. Hotel Le Fontanelle

Hotel Le Fontanelle
Castelnuovo Berardenga
Canada
Briana
$472 nightly
$530 total
Oct 5 - Oct 6
Total with taxes and fees
Hotel Le Fontanelle

9. Villa Montarioso

Villa Montarioso
Montarioso
Canada
Michael
$82 nightly
$95 total
Oct 21 - Oct 22
Total with taxes and fees
Villa Montarioso

10. Castello di Leonina Relais

Castello di Leonina Relais
Asciano
Canada
Meghan
$155 nightly
$177 total
Oct 16 - Oct 17
Total with taxes and fees
Castello di Leonina Relais

11. Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
United States
Rita
$57 nightly
$69 total
Oct 22 - Oct 23
Total with taxes and fees
Hotel Casafrassi

12. Palazzo di Valli

Palazzo di Valli
Siena
United States
Payton
$154 nightly
$176 total
Oct 6 - Oct 7
Total with taxes and fees
Palazzo di Valli

13. Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel
Gaiole in Chianti
Canada
Samantha
$95 nightly
$114 total
Oct 22 - Oct 23
Total with taxes and fees
Ultimo Mulino Wellness Country Hotel

14. Hotel Executive

Hotel Executive
Scacciapensieri
United Kingdom
Susan
$81 nightly
$95 total
Oct 12 - Oct 13
Total with taxes and fees
Hotel Executive

15. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
India
Saion
$203 nightly
$228 total
Oct 18 - Oct 19
Total with taxes and fees
Castello di Fonterutoli Wine Resort

16. Four Points by Sheraton Siena

Four Points by Sheraton Siena
Scacciapensieri
Australia
Raul
$168 nightly
$190 total
Oct 21 - Oct 22
Total with taxes and fees
Four Points by Sheraton Siena

17. The Club House

The Club House
Castelnuovo Berardenga
United States
Karla
$672 nightly
$751 total
Oct 20 - Oct 21
Total with taxes and fees
The Club House

18. Villa Elda Boutique Hotel

Villa Elda Boutique Hotel
San Prospero
United States
Brian
$132 nightly
$151 total
Oct 17 - Oct 18
Total with taxes and fees
Villa Elda Boutique Hotel

19. Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel
Scacciapensieri
United Kingdom
Nigel
$165 nightly
$187 total
Oct 18 - Oct 19
Total with taxes and fees
Villa Scacciapensieri Boutique Hotel

20. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
Canada
Els
$124 nightly
$144 total
Oct 15 - Oct 16
Total with taxes and fees
Belvedere di San Leonino
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Top Bossi Hotel Reviews

Hotel Chiusarelli

Hotel Chiusarelli

8/10 Good
"This hotel is well maintained and delicious breakfast. Great location to walk to everything in Siena"
Christian 2-night trip
Posted 21 hours ago
Hotel Chiusarelli
Hu Norcenni Girasole Village

Hu Norcenni Girasole Village

10/10 Excellent
"Perfect can’t fault it. Maybe a bigger train/bus at peak times would help. Lovely restaurant, bars, ice cream. Clean swimming pools. Good, kind, friendly staff. Safe place. Clean accommodation. Peaceful environment. Must take mosquito treatment as they’re bad out here. Lovely bonus is the pump at the pools to pump donuts up. Can’t fault it. Will 100000% return."
Sade 3-night trip
Posted 2 days ago
Hu Norcenni Girasole Village
 Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"Lovely historic hotel, certainly captured the essence of the period it was built in. Room was spacious, beds very comfortable and considering the average temp was 35 degrees for the 3 nights we stayed, the air conditioning worked well enough. C The"
Mark 3-night trip
Posted 3 days ago
Palazzo Ravizza
NH Siena

NH Siena

10/10 Excellent
"El hotel está fuera de las murallas de la ciudad, fuera de la zona restringida para autos, pero cerca de las atracciones de la parte histórica de la ciudad."
Hugo 1-night trip
Posted 4 days ago
NH Siena
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

10/10 Excellent
"This resort was simply beautiful! We stayed in the grand room as there were 5 of us, and it was much bigger than I expected! Three bedrooms, 3 washrooms, huge living room - it was great! As we had 2 kids, we had to use the family pool, which was conveniently close to our room. No bar at the pool, but there was a QR code to order drinks and food. There were towels at the pool as well. The staff were very kind and helpful. We appreciated the welcome gift of wine, juice, and snacks too! The breakfast buffet was lovely with lots of variety of hot and cold items. Would highly recommend this resort."
Geeta 1-night trip
Posted 4 days ago
Borgo Scopeto Wine & Country Relais
Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel

10/10 Excellent
"The villa is amazing and the perfect little world in itself. Its closeness to Siena makes it easier to visit the city. The patio is the perfect place to view Siena at sunset. The staff was very courteous and ready to help. This hotel is a gem."
Federica 1-night trip
Posted 7 days ago
Villa Scacciapensieri Boutique Hotel
Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"What an amazing hotel. The attention to detail on the refurb of the property is phenomenal. Once the tennis court, spa etc are completed this will easily be high hundreds per night. We visited all the other properties in the surrounding area and nothing came close to this hotel. The food and drinks were also brilliant - best meal we had in Tuscany was in the hotel. My only suggestions would be to rotate the staff more - they seemed slightly over worked. Easily one of the best hotels I have stayed in."
David 4-night trip
Posted 7 days ago
Fattoria di Vegi
La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"Magical place! We loved jazz night and the amazing wine paired dinner. Fantastic place!"
Roberto 2-night trip
Posted 7 days ago
La Certosa di Pontignano
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

8/10 Good
"Our stay was just ok. Very noisy streets. And the bread at the breakfast buffet was extremely stale for both mornings. We could not eat it. If you are allergic to dust be warned that their curtains and bed headers are very dusty."
Lilianne 2-night trip
Posted 7 days ago
Grand Hotel Continental Siena – Starhotels Collezione

More cheap stays in Bossi

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
$90 nightly
$104 total
Oct 21 - Oct 22
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
$106 nightly
$123 total
Sep 27 - Sep 28
Total with taxes and fees
7.8/10 Good! (439 reviews)
Piccolo Hotel Etruria
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
$122 nightly
$140 total
Sep 24 - Sep 25
Total with taxes and fees
8.8/10 Excellent! (108 reviews)
Albergo Centrale
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
$129 nightly
$148 total
Sep 30 - Oct 1
Total with taxes and fees
10/10 Exceptional! (49 reviews)
Torre del Fuggisole
Antico Borgo Poggiarello

Antico Borgo Poggiarello

Strada Di San Monti 12 Monteriggioni SI
$165 nightly
$185 total
Oct 24 - Oct 25
Total with taxes and fees
9/10 Wonderful! (20 reviews)
Antico Borgo Poggiarello
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 $95 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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