Bossi Holidays

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Top hotels in Bossi

Hotel Athena
Hotel Athena
4 out of 5
P Mascagni 55, Siena, SI
Fully refundableReserve now, pay when you stay
The price is S$220 per night from 16 Jul to 17 Jul
S$220
16 Jul - 17 Jul
includes taxes & fees
9.2/10 Wonderful! (1,006 reviews)
"The staff was very helpful and welcoming. Rooms were clean and well equipped. The walk to the main piazza is about 15-20 mins but it’s safe to walk. Only thing is the walls are “thin”. You hear everything next door and that was an issue for us."

Reviewed on 18 Jun, 2025

Hotel Athena
Hotel Borgo di Cortefreda Relais
Hotel Borgo di Cortefreda Relais
4 out of 5
Via Roma 191, Barberino Tavarnelle, FI
Fully refundableReserve now, pay when you stay
The price is S$245 per night from 23 Jun to 24 Jun
S$245
23 Jun - 24 Jun
includes taxes & fees
9.2/10 Wonderful! (419 reviews)
"The pool was very nice overlooking the hills of Tuscany. The hotel has a nice ambience, rustic but very clean an updated. I like there were big windows that could open to a garden from the room. Getting around was a bit difficult even with a car. Very steep hills and is not so walkable. Very windy ..."

Reviewed on 7 Jun, 2025

Hotel Borgo di Cortefreda Relais
Hotel Italia
Hotel Italia
3 out of 5
Viale Camillo Benso Conte di Cavour, 67, Siena, SI
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (984 reviews)
Crisp, clean linen
"Perfect location for day trips because it is a three minute walk to the train station, which is part of a mall with a big supermarket. The breakfast is wonderful, and the breakfast staff is friendly and kind. Our room was clean and modern with crisp linen. We would stay at Hotel Italia again."

Reviewed on 14 Jun, 2025

Hotel Italia
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.

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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.

Popular places to visit

What to do in Bossi

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.