Bossi Vacations from $957
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Your Bossi Vacation
Say farewell to planning worries and hello to a Bossi vacation package. With your travel details organized 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 vacation is only clicks away with Expedia.
The Latest Bossi vacation packages
Price found within the past 48 hours. Click for updated prices.
The Moon Boutique Hotel & Spa
Historic Centre of Florence
$957
per person
Nov 30 - Dec 6
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.6/10 Exceptional! (592 reviews)
Great location. We suggest taking the river down to the city center every day. The free breakfast and coffee is great way to start your day. Schedule a spa day at least once so you can relax before the walk to dinner! Reception was super nice and even helped us call a taxi.
Reviewed on Sep 21, 2026
Hotel La Scaletta Al Ponte Vecchio
Historic Centre of Florence
$996
per person
Nov 30 - Dec 6
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9/10 Wonderful! (1,005 reviews)
I would say this is a 3.5 star property. The room was clean but basic, same for the bathroom and amenities like soap etc. the location is very central but the room was still quiet. There is no concierge and the staff was not able to make any reservations for us.
Reviewed on Sep 19, 2026
Aurum Firenze
Historic Centre of Florence
$1,054
per person
Nov 22 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.6/10 Good! (1,003 reviews)
Breakfast was great. Our room was a little small but okay. Close to Mercato Centrale and Piazza del Duomo. Lots of great places to eat. Special mention to Trattoria Palle d’oro.
Reviewed on Sep 20, 2026
Aurum Uffizi
Historic Centre of Florence
$1,189
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.6/10 Good! (1,001 reviews)
Clean, good location, free breakfast was good. Room was basic with no storage. Shower was small, dark and had no curtain or door, WiFi rarely worked.
Reviewed on Sep 21, 2026
Il Rivalta - Place of Charme
Historic Centre of Florence
$1,090
per person
Nov 30 - Dec 6
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.4/10 Exceptional! (605 reviews)
Il Rivata was above and beyond my expectations. It was an incredible value in a wonderful location
Reviewed on Sep 21, 2026
What to do in Bossi
Siena, San Gimignano, Monteriggioni & Chianti from Florence
$61
per adult
88% of travellers recommend
From Siena: Chianti and Castles Tour with Wine Tastings
$99
per adult
88% of travellers recommend
Florence Day Trip: Medieval Villages & Cooking Class
$185
per adult
86% of travellers recommend
Bossi Hotel Deals
Hotel Athena
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
$233 nightly
$262 total
Oct 22 - Oct 23
Total with taxes and fees
La Certosa di Pontignano
loc. Pontignano, 5 Castelnuovo Berardenga SI
Fully refundableReserve now, pay when you stay
$101 nightly
$120 total
Oct 6 - Oct 7
Total with taxes and fees
9.4/10 Exceptional! (564 reviews)
"Magical place! We loved jazz night and the amazing wine paired dinner. Fantastic place!"
Reviewed on Sep 16, 2026
Grand Hotel Continental Siena – Starhotels Collezione
Banchi Di Sopra 85 Siena SI
Fully refundableReserve now, pay when you stay
$574 nightly
$643 total
Oct 12 - Oct 13
Total with taxes and fees
9.2/10 Wonderful! (631 reviews)
"Our stay was just ok. Very noisy streets. And the bread at the breakfast buffet was extremely stale for both mornings. We could not eat it. If you are allergic to dust be warned that their curtains and bed headers are very dusty."
Reviewed on Sep 16, 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.
Find the Best Bossi Vacation Packages
Bossi Essential Information
Language | Italian |
|---|---|
Currency | Euros |
Local Welcome | Ciao |
Local Goodbye | Ciao |
Top Sights | Terra di Seta, San Felice Winery and Vittorio Alfieri Theater |
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Frequently asked questions
How much does a Bossi vacation package cost?
You can pick up a vacation package to this popular destination from $957 on Expedia. But how much your vacation 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?
If you're hoping to score a cheap Bossi vacation package, consider planning a trip in August, November and December. You'll generally find lower prices on hotels and flights during these quieter months — ideal for budget-conscious travelers.
How many days is enough for Bossi?
The ideal duration for your Bossi vacation depends on what you'd like to see and do. Generally, a few days to a week will give you time to hit all the major attractions and discover some hidden treasures along the way.
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 personalize 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 vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging accommodations and flights separately. Better still, you can personalize 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 vacation 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 travel: Check your diary and get packing. Your preferred season and the activities on offer will also help you decide when to escape to Bossi.
- Budget wisely: As well as the price of your stay, you should consider other expenses too. These include transportation, food and flights. Also, set aside a little extra for unexpected expenses that could crop up during your trip to Bossi.
- Discover Bossi using our trip planning tool: Gain insights into the top attractions and best properties for your trip to Bossi. You can also save your favorite locations, collaborate with your group and organize all your plans in one place.
- Set the duration of your trip: Start by making a list of all the activities and attractions you want to experience in Bossi. Then, estimate how long you'll need at each, as well as any travel time.
- Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a personalized Bossi vacation package.
- Book activities and experiences ahead of time: Whether it's a ticket to a big attraction or a walking tour, you won't have to worry about missing out on Bossi's best offerings. Find all the exciting things to do in Bossi with our dedicated activity guide.
Does Expedia offer Book Now, Pay Later Bossi vacation packages?
If you're anything like us, you love going away but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your Bossi vacation across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure great vacation packages with payment plans as soon as you see them.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
