Default HTG hotel image

Find hotels in Bossi from $82

  • Upfront pricing

    Our total price for your stay includes taxes and fees
  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Aug 11 - Aug 12
Tomorrow
Aug 12 - Aug 13
This weekend
Aug 14 - Aug 16
Next weekend
Aug 21 - Aug 23

Filter by

Star rating

Guest rating

Our top choices for Bossi hotels

1. Castello di Bossi

Castello di Bossi
Castelnuovo Berardenga
Mexico
CESAR JAVIER
$220 nightly
$247 total
Sep 8 - Sep 9
Total with taxes and fees
Castello di Bossi

2. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
United States
Edyta
$73 nightly
$90 total
Sep 8 - Sep 9
Total with taxes and fees
La Certosa di Pontignano

3. Borgo San Felice Resort

Borgo San Felice Resort
Castelnuovo Berardenga
Canada
Cynthia
$634 nightly
$709 total
Aug 20 - Aug 21
Total with taxes and fees
Borgo San Felice Resort

4. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
United States
Paula
$140 nightly
$159 total
Aug 27 - Aug 28
Total with taxes and fees
Agriturismo San Sano

5. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
United States
Austin
$214 nightly
$245 total
Aug 24 - Aug 25
Total with taxes and fees
Castello di Tornano Wine Resort

6. Castello di Leonina Relais

Castello di Leonina Relais
Asciano
Canada
Meghan
$137 nightly
$158 total
Sep 1 - Sep 2
Total with taxes and fees
Castello di Leonina Relais

7. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
United States
Rory
$333 nightly
$375 total
Aug 30 - Aug 31
Total with taxes and fees
Dievole Wine Resort

8. Precise House Montaperti Siena

Precise House Montaperti Siena
Asciano
Canada
Dieter
$116 nightly
$134 total
Aug 30 - Aug 31
Total with taxes and fees
Precise House Montaperti Siena

9. Palace Hotel Due Ponti

Palace Hotel Due Ponti
Due Ponti
United States
borjan
$87 nightly
$102 total
Aug 19 - Aug 20
Total with taxes and fees
Palace Hotel Due Ponti

10. Hotel Le Fontanelle

Hotel Le Fontanelle
Castelnuovo Berardenga
United States
Malcolm
$529 nightly
$593 total
Aug 23 - Aug 24
Total with taxes and fees
Hotel Le Fontanelle

11. Hotel Executive

Hotel Executive
Scacciapensieri
United Kingdom
Susan
$71 nightly
$84 total
Sep 7 - Sep 8
Total with taxes and fees
Hotel Executive

12. Palazzo di Valli

Palazzo di Valli
Siena
United States
Payton
$130 nightly
$148 total
Aug 27 - Aug 28
Total with taxes and fees
Palazzo di Valli

13. Four Points by Sheraton Siena

Four Points by Sheraton Siena
Scacciapensieri
Canada
Keith
$142 nightly
$162 total
Aug 28 - Aug 29
Total with taxes and fees
Four Points by Sheraton Siena

14. Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel
Scacciapensieri
United Kingdom
Nigel
$205 nightly
$231 total
Aug 18 - Aug 19
Total with taxes and fees
Villa Scacciapensieri Boutique Hotel

15. The Club House

The Club House
Castelnuovo Berardenga
United States
Karla
$753 nightly
$840 total
Sep 8 - Sep 9
Total with taxes and fees
The Club House

16. Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel
Gaiole in Chianti
United States
Hannah
$156 nightly
$181 total
Sep 9 - Sep 10
Total with taxes and fees
Ultimo Mulino Wellness Country Hotel

17. Hotel Ristorante La Dama nella Vigna

Hotel Ristorante La Dama nella Vigna
Monteriggioni
Canada
Yael
$129 nightly
$148 total
Aug 12 - Aug 13
Total with taxes and fees
Hotel Ristorante La Dama nella Vigna

18. Hotel Chiusarelli

Hotel Chiusarelli
Siena City Centre
United States
Clara
$100 nightly
$115 total
Aug 20 - Aug 21
Total with taxes and fees
Hotel Chiusarelli

19. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
United States
Christopher
$127 nightly
$146 total
Sep 10 - Sep 11
Total with taxes and fees
Belvedere di San Leonino

20. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
United States
Giancarlo
$191 nightly
$215 total
Aug 25 - Aug 26
Total with taxes and fees
Castello di Fonterutoli Wine Resort
View all properties
Save an average of 15% on thousands of hotels when you're signed in

Top Bossi Hotel Reviews

Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel

10/10 Excellent
"A"
Megan 1-night trip
Posted 6 hours ago
Villa Ermellina Siena, a Tribute Portfolio Hotel
 Palazzo Ravizza

Palazzo Ravizza

8/10 Good
"The hotel is old and charming, courtyard is fantastic, breakfast was incredible and more importantly staff were really friendly and welcoming."
manoochehr 2-night trip
Posted 13 hours ago
Palazzo Ravizza
Hotel Athena

Hotel Athena

10/10 Excellent
"Wonderful hotel in great location just a short walk from the centre but quiet and peaceful in the evening. Fabulous helpful staff. Breakfast always fresh and lots of choice. We used the terrace restaurant once and it was fabulous - what amazing views! Highly recommended for a short or longer stay"
Richard 7-night trip
Posted 5 days ago
Hotel Athena
Hotel Chiusarelli

Hotel Chiusarelli

8/10 Good
"Location was great - 5 mins to the bus station and town centre. Staff were friendly and helpful. Room was comfortable. Only issue we faced was with the hairdryer - attached to the wall in the bathroom - it kept cutting out. Luckily one of the team were able to bring a portable one - but was a bit of a pain. Would defo recommend if you are in Siena."
linda 5-night trip
Posted 6 days ago
Hotel Chiusarelli
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

10/10 Excellent
"We spent a wonderful week at Borgo Scopeto and thoroughly enjoyed every minute. It has everything you'd hope for from a luxury Tuscan retreat: beautiful historic buildings, immaculately kept grounds, and a peaceful atmosphere full of character. The staff were warm, attentive and genuinely welcoming without ever feeling intrusive, and the food was consistently excellent. One of the biggest advantages is its location. Siena is only a short drive away - you can even see the city's campanile while having breakfast - so it was easy to combine days by the pool with exploring one of Tuscany's most beautiful cities (and, inevitably, a bit of shopping to keep our teenage daughter happy). A fantastic place to stay, and one we'd happily recommend."
Nicholas 7-night trip
Posted 7 days ago
Borgo Scopeto Wine & Country Relais
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"Just an amazing overall experience, super welcoming and hospitable staff. Vacationing in an estate that is 1100 years old makes it even more memorable. Thank you Spaltena"
Ashley 2-night trip
Posted 7 days ago
Castello di Spaltenna- Small Luxury Hotels of the World
La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"Great property with unique setting being an old monastery. We thought we had booked a room with A/C but there wasn’t. They moved us to a room with A/C at no additional cost."
Frederic 4-night trip
Posted 7 days ago
La Certosa di Pontignano
Hotel Borgo San Luigi

Hotel Borgo San Luigi

10/10 Excellent
"Beautiful hotel and helpful staff Excellent food and amenities"
Onix 2-night trip
Posted 7 days ago
Hotel Borgo San Luigi
Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel

10/10 Excellent
"Very enjoyable stay"
Nigel 3-night trip
Posted 9 days ago
Villa Scacciapensieri Boutique Hotel

More cheap stays in Bossi

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
$86 nightly
$101 total
Aug 22 - Aug 23
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
$97 nightly
$112 total
Aug 18 - Aug 19
Total with taxes and fees
Piccolo Hotel Etruria
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
$98 nightly
$113 total
Aug 18 - Aug 19
Total with taxes and fees
8.8/10 Excellent! (104 reviews)
Albergo Centrale
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
$101 nightly
$117 total
Aug 22 - Aug 23
Total with taxes and fees
10/10 Exceptional! (48 reviews)
Torre del Fuggisole
Porta Pispini Residence

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI
$112 nightly
$128 total
Aug 12 - Aug 13
Total with taxes and fees
9.4/10 Exceptional! (23 reviews)
Porta Pispini Residence
Castello di Bossi

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI
$220 nightly
$247 total
Sep 8 - Sep 9
Total with taxes and fees
Castello di 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.

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 $82 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.

Explore a world of travel with Expedia