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Our top choices for Bossi hotels

Castello di Bossi

Castello di Bossi
2.0 star property
Castelnuovo Berardenga
7.8 out of 10, Good, (8 reviews)
"The location is great if you get to the hotel in a car. "
Mexico
CESAR JAVIER
$196 nightly
The price is $221
Jun 4 - Jun 5
Total with taxes and fees
Castello di Bossi

Hotel Borgo Antico

Hotel Borgo Antico
3.0 star property
Monteroni d'Arbia
8.8 out of 10, Excellent, (98 reviews)
"A hidden gem on the Via Francigena. We loved our stay after a day of walking from Siena. Delicious food too. "
United Kingdom
Charles
$103 nightly
The price is $119
Jun 2 - Jun 3
Total with taxes and fees
Hotel Borgo Antico

Hotel Ristorante La Dama nella Vigna

Hotel Ristorante La Dama nella Vigna
Monteriggioni
9.4 out of 10, Exceptional, (41 reviews)
"Great place to stay and visit all the surrounding hill towns! Breakfast was excellent. Daniela took amazing care of us! Will definitely return!"
United States
Norma
$121 nightly
The price is $139
Jun 14 - Jun 15
Total with taxes and fees
Hotel Ristorante La Dama nella Vigna

Palace Hotel Due Ponti

Palace Hotel Due Ponti
3.0 star property
Due Ponti
8.4 out of 10, Very Good, (58 reviews)
"Breakfast was good. Refrigerator did not work in room but staff allowed us to use a other fridge."
Canada
Gregory
$83 nightly
The price is $97
Jun 12 - Jun 13
Total with taxes and fees
Palace Hotel Due Ponti

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (535 reviews)
"Magical location"
United States
Arthur
$146 nightly
The price is $170
Jun 10 - Jun 11
Total with taxes and fees
La Certosa di Pontignano

Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
10.0 out of 10, Exceptional, (90 reviews)
"This place is amazing. Wonderful drive to the hotel and the solitude is so great. The breakfast was amazing. Staff was very friendly for our stay. Definitely go back."
Canada
Shawn
$126 nightly
The price is $143
Jun 5 - Jun 6
Total with taxes and fees
Agriturismo San Sano

Villa Sabolini

Villa Sabolini
4.0 star property
Colle di Val d'Elsa
9.2 out of 10, Wonderful, (204 reviews)
"What a lovely stay at a beautiful historic hotel. The grounds are so well kept and peaceful. Dinner was amazing both nights, highly recommend this property. "
Canada
DEANA
$170 nightly
The price is $192
Jun 24 - Jun 25
Total with taxes and fees
Villa Sabolini

Castello di Leonina Relais

Castello di Leonina Relais
4.0 star property
Asciano
9.0 out of 10, Wonderful, (129 reviews)
"We had a wonderful stay. The place was immaculate, beautifully maintained, and truly one of our favorite accommodations in Italy. Although it was a bit farther from Montepulciano, Pienza, and Montalcino, it was absolutely worth the drive. Its proximity to Siena made it a perfect base, and we genuinely enjoyed every moment of our stay."
Canada
Raphaelle
$113 nightly
The price is $131
Jun 18 - Jun 19
Total with taxes and fees
Castello di Leonina Relais

Il Gentiluomo Hotel & SPA

Il Gentiluomo Hotel & SPA
4.0 star property
Arezzo
8.6 out of 10, Excellent, (156 reviews)
"3 star hotel only"
Canada
David Joseph
$63 nightly
The price is $76
Jun 17 - Jun 18
Total with taxes and fees
Il Gentiluomo Hotel & SPA

Palagina la cascina

Palagina la cascina
Figline e Incisa Valdarno
9.0 out of 10, Wonderful, (115 reviews)
"Everything went very smooth, helpful people and great property. A true gem!"
United States
Bogdan
$100 nightly
The price is $113
May 26 - May 27
Total with taxes and fees
Palagina la cascina

Hotel Palazzo dei Priori

Hotel Palazzo dei Priori
4.0 star property
Siena
8.8 out of 10, Excellent, (416 reviews)
"."
Italy
Marta
$90 nightly
The price is $105
May 26 - May 27
Total with taxes and fees
Hotel Palazzo dei Priori

Fattoria Pieve a Salti

Fattoria Pieve a Salti
Montalcino
9.0 out of 10, Wonderful, (41 reviews)
"Super stay !! "
Canada
Patryk
$122 nightly
The price is $139
May 27 - May 28
Total with taxes and fees
Fattoria Pieve a Salti

Villa San Lucchese

Villa San Lucchese
4.0 star property
Poggibonsi
9.4 out of 10, Exceptional, (341 reviews)
"Breakfast was fresh and outstanding. Parking very easy. "
United States
Carol
$129 nightly
The price is $149
Jun 11 - Jun 12
Total with taxes and fees
Villa San Lucchese

Hotel Palazzo Renieri - 3stelle S

Hotel Palazzo Renieri - 3stelle S
3.0 star property
Colle di Val d'Elsa
8.6 out of 10, Excellent, (87 reviews)
"Clean room and the staff was very nice. The breakfast was delicious and the only heads-up I would give is that the front desk is not staffed all the time so there are only specific hours that you are able to have assistance at the desk."
United States
Anonymous traveler
$82 nightly
The price is $94
Jun 7 - Jun 8
Total with taxes and fees
Hotel Palazzo Renieri - 3stelle S

Hotel La Vecchia Cartiera

Hotel La Vecchia Cartiera
3.0 star property
Colle di Val d'Elsa
8.4 out of 10, Very Good, (206 reviews)
"Small bathroom but it did have a shower and a bathtub. Very nice breakfast. Great location."
United States
John
$81 nightly
The price is $92
Jun 7 - Jun 8
Total with taxes and fees
Hotel La Vecchia Cartiera

Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (186 reviews)
"Everything was awesome, the hotel staff was very helpful and friendly."
United States
gary
$105 nightly
The price is $122
Jun 2 - Jun 3
Total with taxes and fees
Hotel Palazzo San niccolò & Spa

Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
9.4 out of 10, Exceptional, (384 reviews)
"Great views and property. Staff were all very nice"
Canada
Steven
$215 nightly
The price is $236
Jun 10 - Jun 11
Total with taxes and fees
Castello Vicchiomaggio

Hotel Italia

Hotel Italia
3.0 star property
Camollia
9.2 out of 10, Wonderful, (1,001 reviews)
"Friendly staff, great breakfast, good sized room and bathroom."
Canada
Chun
$106 nightly
The price is $123
Jun 21 - Jun 22
Total with taxes and fees
Hotel Italia

Albergo Il Colombaio

Albergo Il Colombaio
3.0 star property
Castellina in Chianti
8.4 out of 10, Very Good, (61 reviews)
"I was a little hesitant about staying outside a "major city," but I'm so glad we did. Very cute hotel and room. It was a short walk to the local town, which had lots of options for dinner and chianti tasting. "
United States
Christine
$137 nightly
The price is $154
Jun 12 - Jun 13
Total with taxes and fees
Albergo Il Colombaio

Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
$352 nightly
The price is $394
Jun 11 - Jun 12
Total with taxes and fees
Fattoria di Vegi
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Top Bossi Hotel Reviews

More cheap stays in Bossi

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.

Why book with Expedia?

  • Flexible booking

    On Expedia, you can find plenty of hotels with flexible cancellation in Bossi using the “Fully refundable property” search filter. Just be sure to always double-check each hotel's cancellation policy before booking.

  • Book now and pay later

    With countless book now, pay later options, there's no need to wait till payday to grab a deal. Use the “Reserve now, pay later” search filter to view all properties available with this payment option in Bossi.

  • Hotel comparison

    Thanks to the handy “Compare properties” tool on Expedia, you can compare hotels in Bossi side by side with just a few clicks.

  • Member prices

    Join Expedia's loyalty program, One Key, for free and unlock Member Prices and rewards on select hotels worldwide. Simply log in when you search and look out for the blue savings label.

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 can I save on a Bossi hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Bossi hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
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 $63 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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