Bossi Holidays from £274
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £750 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPackages with flights are ATOL protected
Your Bossi Holiday
Say farewell to planning worries and hello to a Bossi holiday package. With your travel details organised before you take off, you can focus on discovering this city, starting with Badia Coltibuono, which is good for families, nature and walking. You'll want to do some exploring during your trip to Bossi. Don't miss big-name attractions such as Siena Circuit, Chianti Sculpture Park and Piazza Marconi. Whoever you're going away with and whatever your budget, your ultimate Bossi holiday is only clicks away with Expedia.
Top Bossi Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Ginori al DUOMO
Historic Centre of Florence
£444
per person
22 Oct - 25 Oct
found 3 hours ago
Return direct flight included
London (LGW) to Florence (FLR)
8.6/10 Excellent! (56 reviews)
Great location, lovely staff and good breakfast. Our room was stunning and the pool was a great added bonus in the hot weather.
Reviewed on 26 Aug 2026
Bossi Essential Information
Language | Italian |
|---|---|
Currency | Euros |
Local Welcome | Ciao |
Local Goodbye | Ciao |
Max Temp Winter | 10ºC |
Max Temp Summer | 29ºC |
Top Sights | Castle of Brolio, Monteriggioni Castle and Castello di Albola |
Top hotels in Bossi
Hotel Athena
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
£159
28 Aug - 29 Aug
includes taxes & fees
9.2/10 Wonderful! (1,013 reviews)
"The hotel was close downtown Siena and parking was on site. The continental breakfast was delicious. The room was clean and bed was comfortable. The AC keep shutting off in the night, made it uncomfortable for sleep."
Reviewed on 18 Aug 2026
Grand Hotel Continental Siena – Starhotels Collezione
Banchi Di Sopra 85 Siena SI
Fully refundableReserve now, pay when you stay
£283
31 Aug - 1 Sept
includes taxes & fees
9.2/10 Wonderful! (624 reviews)
"Everything was absolutely perfect, this is our newest favorite hotel in sienna and we will definitely come back"
Reviewed on 18 Aug 2026
Borgo Scopeto Wine & Country Relais
Strada Comunale 14 Siena - Vagliagli 18 Castelnuovo Berardenga SI
Fully refundableReserve now, pay when you stay
£460
30 Aug - 31 Aug
includes taxes & fees
9.4/10 Exceptional! (222 reviews)
"This is a very special Tuscan style hotel in the beautiful countryside surrounded by vineyards and olive groves. The staff were excellent, special mention goes to Elisa ,and the food was amazing. My only feedback, if you pay for a treatment the other spa facilities should be included. Also, the gym ..."
Reviewed on 26 Aug 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
What to do in Bossi
Chianti Half Day Wine Tour from Florence
£21
per adult
88% of travellers recommend
Siena, San Gimignano, Monteriggioni & Chianti from Florence
£44
per adult
88% of travellers recommend
Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine
£61
per adult
88% of travellers recommend
Frequently asked questions
How much does a Bossi travel package cost?
Get ready to book, because a getaway to Bossi starts from just £274. When you combine your hotels, flights and car rentals into a package, you'll land the best bargains.
If I'm not able to travel, can I cancel my Bossi travel package?
We totally understand that unexpected stuff happens. If you've booked a Bossi travel package and have to cancel or change it, we're here to help. We suggest checking out our Customer Service Portal first for information. But generally speaking, if you've booked your package in the last 24 hours, you may be able to cancel or amend your itinerary at no cost. If it's been longer than 24 hours, your hotel, airline or car rental company may charge a fee.
How do I get a cheap travel package to Bossi?
Think of all the amazing things you could do in Bossi with a wad of extra cash in your wallet. Watch your savings stack up when you bundle your flights and hotel into a Bossi holiday package. You have plenty of choice when you book your trip with Expedia too. In fact, you can choose from over 550 air carriers and 1,000,000 hotels around the globe. Whether you're heading off with the whole family or adventuring alone, exploring Bossi is better with a package.
Does Expedia offer Book Now, Pay Later Bossi holidays?
We sure do. Expedia has joined forces with online lender Klarna to help you conveniently pay for your trip in manageable instalments. Simply pick the payment plan that works for you during checkout and take the stress out of budgeting for your next trip. Remember to bundle your accommodation, car hire and flights with Expedia to get the biggest bang for your holiday buck. Take a look at our flexible payment options below:
- Pay monthly holidays: Escape on that dream holiday sooner with Klarna's monthly instalment plans. If paying just a small amount each month works for you, pick this option at checkout.
- Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay off your holiday in multiple transactions.
- Low deposit holidays: When you want to grab an amazing deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you secure your getaway.
Where should I stay in Bossi?
A getaway to Bossi wouldn't be complete without stopping by San Felice Winery. Why not choose a hotel close to this great attraction?
What are the top hotels in Bossi?
Get your holiday off to a great start by booking a room at Hotel Borgo San Felice. It's one of most sought-after properties in Bossi. Another welcoming option is Dievole Wine Resort.
How far in advance should I book my Bossi holiday?
Savvy travellers book early. Airlines generally advertise flight tickets up to a year ahead of departure, and this is a great opportunity to land some of the cheapest prices. Boss just told you to take your holiday time in a few weeks? Don't fret. Expedia are never short of fantastic bargains to help you have the getaway of your dreams, at an affordable price.
What does an Expedia Bossi travel package include?
Hotels, flights and a cool set of wheels for all your fun road trip adventures. Simply pick and choose your preferred bundle and get access to incredible deals. Once you've made your booking, add on a couple of experiences and tours and watch your savings stack up. When it comes to organising your Bossi getaway, you're the boss!
What should I know before booking a Bossi travel package?
A travel package can be more affordable than individually booking all you need for your getaway. For example, bundle your hotels, flights and rental cars and land a great deal. Whatever kind of holiday you're planning, there's sure to be a package that best suits your budget.
Can I choose my airline with a Bossi Expedia travel package?
With a travel package, the choice is in your hands. Whether you want to fly to Bossi in business or coach, simply pick from the available airline options. Expedia has access to over 550 airline partners across the world.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
