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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
The price is CA $133
CA $279 total
includes taxes & fees
May 26 - May 27
Castello di Bossi

Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
10.0 out of 10, Exceptional, (89 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
The price is CA $172
CA $196 total
includes taxes & fees
Jun 5 - Jun 6
Agriturismo San Sano

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (535 reviews)
"Magical location"
United States
Arthur
The price is CA $202
CA $234 total
includes taxes & fees
Jun 10 - Jun 11
La Certosa di Pontignano

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
The price is CA $314
CA $345 total
includes taxes & fees
Jun 17 - Jun 18
Castello Vicchiomaggio

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
The price is CA $164
CA $189 total
includes taxes & fees
Jun 14 - Jun 15
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)
"Exceptional service, good breakfast "
United States
borjan
The price is CA $115
CA $135 total
includes taxes & fees
Jun 12 - Jun 13
Palace Hotel Due Ponti

Hotel Il Viandante

Hotel Il Viandante
3.0 star property
Terranuova Bracciolini
9.2 out of 10, Wonderful, (164 reviews)
"Our girls loved having the upstairs to themselves, the staff was friendly and helpful, and the breakfast was *delicious!*"
United States
Michelle
The price is CA $132
CA $177 total
includes taxes & fees
May 24 - May 25
Hotel Il Viandante

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
The price is CA $285
CA $320 total
includes taxes & fees
Jun 21 - Jun 22
Villa Sabolini

Hotel Palazzo dei Priori

Hotel Palazzo dei Priori
4.0 star property
Siena
8.8 out of 10, Excellent, (415 reviews)
"."
Italy
Marta
The price is CA $113
CA $146 total
includes taxes & fees
Jun 3 - Jun 4
Hotel Palazzo dei Priori

Castello di Leonina Relais

Castello di Leonina Relais
4.0 star property
Asciano
9.0 out of 10, Wonderful, (127 reviews)
"This place is gorgeous! There’s not one single view that will not make your breath away! Very well maintened place, staff very respectful, breakfast and dinner was exceptional!! A place to relax, quietitude, very close to Siena!"
United States
Carolina
The price is CA $222
CA $254 total
includes taxes & fees
Jun 2 - Jun 3
Castello di Leonina Relais

Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
9.6 out of 10, Exceptional, (76 reviews)
"Whole place felt amazing, staff was super! Def recommend!"
United States
Roberto Javier Sanz
The price is CA $232
CA $263 total
includes taxes & fees
Jun 14 - Jun 15
Relais la Costa - Dimora Storica

Palazzo di Valli

Palazzo di Valli
3.0 star property
Siena
9.6 out of 10, Exceptional, (422 reviews)
"We had a great stay. Fantastic panoramic views. Very comfortable room. Super friendly host!"
United States
Yuliya
The price is CA $269
CA $304 total
includes taxes & fees
Jun 12 - Jun 13
Palazzo di Valli

Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (284 reviews)
"Great location"
Canada
Frank
The price is CA $200
CA $230 total
includes taxes & fees
Jun 7 - Jun 8
Palazzo Leopoldo Dimora Storica & Spa

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
The price is CA $154
CA $179 total
includes taxes & fees
Jun 14 - Jun 15
Hotel Palazzo San niccolò & Spa

Hotel Executive

Hotel Executive
4.0 star property
Scacciapensieri
8.4 out of 10, Very good, (538 reviews)
"excellent breakfast and very clean"
Canada
Dan
The price is CA $134
CA $155 total
includes taxes & fees
Jun 8 - Jun 9
Hotel Executive

Palazzo Ravizza

Palazzo Ravizza
4.0 star property
Siena Historical Center
9.4 out of 10, Exceptional, (801 reviews)
"Great place to stay in Siena."
United States
John L
The price is CA $223
CA $253 total
includes taxes & fees
Jun 15 - Jun 16
Palazzo Ravizza

Castello

Castello
3.0 star property
Sovicille
8.6 out of 10, Excellent, (73 reviews)
"Great little place to stay overnight. "
United States
Ivona
The price is CA $120
CA $139 total
includes taxes & fees
May 24 - May 25
Castello

Villa San Lucchese

Villa San Lucchese
4.0 star property
Poggibonsi
9.4 out of 10, Exceptional, (340 reviews)
"Breakfast was fresh and outstanding. Parking very easy. "
United States
Carol
The price is CA $164
CA $190 total
includes taxes & fees
Jun 21 - Jun 22
Villa San Lucchese

Precise House Montaperti Siena

Precise House Montaperti Siena
4.0 star property
Asciano
8.4 out of 10, Very good, (611 reviews)
"Clean modern room, helpful staff, excellent restaurant and breakfast "
Canada
Dieter
The price is CA $145
CA $169 total
includes taxes & fees
Jun 7 - Jun 8
Precise House Montaperti Siena

Hotel Italia

Hotel Italia
3.0 star property
Camollia
9.2 out of 10, Wonderful, (1,008 reviews)
"Friendly staff, great breakfast, good sized room and bathroom."
Canada
Chun
The price is CA $156
CA $180 total
includes taxes & fees
Jun 22 - Jun 23
Hotel Italia
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Top Bossi Hotel Reviews

More cheap stays in Bossi

Frequently asked questions

What is the best area to stay in Bossi?
The best area to stay in Bossi is within the historic centre of Bossi itself, or in one of the beautiful agriturismi or villas scattered across the surrounding Tuscan countryside.

The historic centre of Bossi is great for those who appreciate being able to walk to everything. It's a compact area with narrow, winding streets, historic buildings, and a central piazza where you'll find local shops, cafes, and trattorias. Staying here means you're right in the heart of local life and can easily enjoy an evening stroll after dinner. This is a great choice for couples who want to experience the local culture and have amenities on their doorstep.

For those seeking a more secluded and luxurious experience, the surrounding countryside offers numerous agriturismi and private villas. These properties often boast stunning views of rolling vineyards and olive groves, private swimming pools, and high-end amenities. They provide a tranquil retreat, ideal for families or couples looking for a peaceful escape with plenty of space and privacy. Many also offer cooking classes or wine tasting experiences right on site.
When is the best time to go to Bossi?
The best time to visit Bossi, Tuscany, is during the shoulder seasons of May, June, September, and early October.

These months offer pleasant weather, with warm days superb for exploring the countryside and enjoying outdoor activities without the intense heat or larger crowds of the peak summer months. You'll find the vineyards lush and the light ideal for photography.

Couples often find these times superb for a romantic getaway. The weather is comfortable for leisurely walks through olive groves, wine tastings at local vineyards, and dining al fresco at a trattoria. You can enjoy the scenery and local culture at a relaxed pace.

For travellers interested in culinary experiences and local festivals, September and October are particularly appealing.
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?
Members always get our best prices. Find our best Bossi hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
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 CA $89 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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