Bossi Holidays
- Plan, book, travel with confidence
- Better togetherSave up to €900 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 easyPlan, book, and manage your trip all in one place
Top hotels in Bossi
Hotel Athena
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
€255
15 Oct - 16 Oct
includes taxes & fees
9.4/10 Exceptional! (1,001 reviews)
"We had a wonderful stay at Hotel Athena in Siena. The service was exceptional, the staff were warm, welcoming and genuinely helpful throughout our visit. The location was fantastic for exploring Siena, with everything within walking distance, while the hotel itself provided a comfortable and relaxing ..."
Reviewed on 11 Sept 2026
La Certosa di Pontignano
loc. Pontignano, 5 Castelnuovo Berardenga SI
€133
15 Oct - 16 Oct
includes taxes & fees
9.4/10 Exceptional! (561 reviews)
"Beautiful place, very quiet, in love with gardens"
Reviewed on 31 Aug 2026
Grand Hotel Continental Siena – Starhotels Collezione
Banchi Di Sopra 85 Siena SI
Fully refundableReserve now, pay when you stay
€560
16 Oct - 17 Oct
includes taxes & fees
9.2/10 Wonderful! (630 reviews)
"The first night was super noisy we could hear the party noise from outside till 4am , we let the staff know. They did not agree with us. Very few 5 star amenities ."
Reviewed on 13 Sept 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
Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine
€79
per adult
88% of travellers recommend
Tuscany Day Trip to Siena & San Gimignano with Optional Wine Tasting
€47
per adult
90% of travellers recommend
Siena, San Gimignano, Monteriggioni & Chianti from Florence
€65
per adult
88% of travellers recommend
Frequently asked questions
How much does a Bossi holiday package cost?
You can pick up a holiday package to this popular destination on Expedia. But how much your holiday to Bossi costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Bossi?
The off-season is the best time to travel to Bossi if you're hoping to keep costs down. Another tip for getting cheap Bossi holiday packages? Avoid visiting during public holidays and any major festivals or events.
How many days is enough for Bossi?
With a well-organised schedule, you can easily visit the most popular Bossi attractions in a few days. But if you'd like to venture off the beaten track or go on day tours, consider booking your Bossi holiday for longer.
How to find the best Bossi package deals?
Finding a cheap Bossi package deal is a breeze with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget, add some filters and browse what's available. You can personalise your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most pocket-friendly Bossi package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Bossi holiday as a package?
An Expedia holiday package could score you significant savings when compared to arranging accommodation and flights separately. Better still, you can personalise your Bossi getaway to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a holiday package to Bossi?
If you've got your Bossi travel dates locked in, book as soon as you can to snap up some outstanding deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are great for quick escapes.
How to plan a trip to Bossi?
- Choose when to go: Check your schedule and get your bags packed. Your favourite time of year and the type of activities on offer will also help you decide when to holiday in Bossi.
- Figure out your budget: Ensure you have enough money to cover everything from meals and transportation to activities and airfares. Your hotel will likely be the largest expense during your trip to Bossi.
- Decide how many days away: Start by compiling a list of the activities and attractions you'd like to experience in Bossi. Then, estimate how long you'll need for each, as well as any travel time.
- Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to choose a Bossi holiday package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
