Bossi Holidays
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Bossi Holiday
Our pick of the best Bossi Hotel Deals
Hotel Athena
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
NZ$334
27 Aug - 28 Aug
includes taxes & fees
9.2/10 Wonderful! (1,010 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
NZ$762
23 Aug - 24 Aug
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
NZ$962
26 Aug - 27 Aug
includes taxes & fees
9.4/10 Exceptional! (219 reviews)
"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 ..."
Reviewed on 5 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
Siena, San Gimignano, Monteriggioni & Chianti from Florence
NZ$102
per adult
88% of travellers recommend
Chianti Half Day Wine Tour from Florence
NZ$48
per adult
88% of travellers recommend
At Your Own Pace: Discovering Siena & Tuscany
NZ$2
per adult
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.
