Montegrossi Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 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
Your Montegrossi Vacation
The stress-free way to experience this city is with a tailor-made Montegrossi vacation package. Base yourself in the neighborhood of Badia Coltibuono, which is good for families, nature and walking or choose someplace else — our packages are all about you. Every trip to Montegrossi needs a well-designed itinerary. Fill yours with famous sights like Castle of Brolio, Meleto Castle and Badia a Coltibuono. Expedia will help you escape your daily routine. Tailor your vacation to Montegrossi to match your travel style, whatever that may look like.
Top Montegrossi Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hotel La Scaletta Al Ponte Vecchio
Historic Centre of Florence
CA $1,496
per person
Dec 5 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9/10 Wonderful! (1,002 reviews)
First time in Italy and what a great introduction to Florence with this great hotel in the middle of this vibrant city. The staff was fun and amazing giving good advice where to dine at traditional restaurants that is walking distance. The best part is the upstairs indoor outdoor breakfast area with good selection of pastry, eggs, bacon etc even fresh honeycomb honey u can spoon it right out. In the evening outdoor terrace serves drinks and cocktail overlooking the city of Florence for a beautiful sunset. The elevator was a bit small and if u took the stairs was a little confusing but that was part of the charm and character of this hotel that made it special. I truly felt like i was experiencing Italy in this hotel and that's what makes traveling most enjoying.
Reviewed on Oct 18, 2026
Ready to book your vacation to Montegrossi?
Montegrossi Hotel Deals
Hotel Athena
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
CA $180
CA $202 total
Nov 13 - Nov 14
includes taxes & fees
Grand Hotel Continental Siena – Starhotels Collezione
Banchi Di Sopra 85 Siena SI
Fully refundableReserve now, pay when you stay
CA $460
CA $516 total
Nov 20 - Nov 21
includes taxes & fees
Hotel Chiusarelli
Viale Curtatone 15 Siena SI
Fully refundableReserve now, pay when you stay
CA $131
CA $149 total
Nov 17 - Nov 18
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"It was OK for the price. The breakfast was so so, the parking very small and often full. The building is old and was making weird noises occasionally. The location was excellent: just outside LTZ but very close to all the points of interest."
Reviewed on Oct 15, 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 Montegrossi
Siena: Cathedral Complex Pass with Audio Guide (OPA SI PASS)
CA $29
per adult
Chianti Half Day Wine Tour from Florence
CA $39
per adult
88% of travellers recommend
SMALL-GROUP Wine Safari: Tuscany Wine Tasting Tour from Florence
CA $209
per adult
100% of travellers recommend
Frequently asked questions
How much does a Montegrossi vacation package cost?
You can snap up a vacation package to this destination from CA $1,224 on Expedia. However, how much your vacation to Montegrossi costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Montegrossi?
If you're looking to score a cheap Montegrossi vacation package, consider travelling in January, February and November. You're likely to find lower rates on accommodations and flights during these months — perfect for budget-conscious travellers.
How many days is enough for Montegrossi?
Montegrossi vacations come in all shapes and sizes, but to really get a feel for this destination, we'd suggest 2 days is about right. This will mean you can visit top sights like Church of San Sigismondo and PoggioBrandani along with underrated spots. Don't miss out on neighbourhoods such as Badia Coltibuono and Vertine either. If you plan wisely, you can even allow for a day trip outside of Montegrossi too.
How to find the best Montegrossi package deals?
Finding a cheap Montegrossi package deal is a breeze with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget range, apply a few filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Traveller experience" and more. Order the results by "Price: low to high" to view the most economical Montegrossi package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Montegrossi vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll usually land a better deal than booking each component separately. And you'll still enjoy the freedom to create a customized Montegrossi vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to Montegrossi?
Secure fantastic discounts by booking your flights ahead of time with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for a spur-of-the-moment Montegrossi trip.
How to plan a trip to Montegrossi?
- Choose when to travel: Check your diary and get packing. Your favourite season and the activities on offer will also help you decide when to escape to Montegrossi.
- Budget wisely: As well as the price of your stay, you should consider other expenses. These include flights, transportation and food. Also, set aside some extra funds for unexpected expenses that may arise during your trip to Montegrossi.
- Determine how many days away: Start by compiling a list of the attractions you'd like to get to in Montegrossi. Then, estimate how long you'll need for each, as well as any travel time.
- Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to choose a Montegrossi vacation 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.
