Montegrossi 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 Flight + Hotel Deals in Montegrossi
Price found within the past 48 hours. Click for updated prices.
Dimora Palanca Boutique & SPA
Historic Centre of Florence
€884
per person
17 Oct - 21 Oct
just found
Return direct flight included
Dublin (DUB) to Florence (FLR)
9.2/10 Wonderful! (69 reviews)
The accommodation very much complimented our wonderful experience and love for Florence. Our room, the connected amenities and the wonderful attentive service made our trip very memorable.
Reviewed on 7 Sept 2026
Top hotels in Montegrossi
La Certosa di Pontignano
loc. Pontignano, 5 Castelnuovo Berardenga SI
€138
30 Sept - 1 Oct
includes taxes & fees
9.4/10 Exceptional! (560 reviews)
"Beautiful place, very quiet, in love with gardens"
Reviewed on 31 Aug 2026
Hotel Athena
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
€271
30 Sept - 1 Oct
includes taxes & fees
9.4/10 Exceptional! (1,011 reviews)
"Clean, well located, friendly staff, wonderful views"
Reviewed on 7 Sept 2026
Grand Hotel Continental Siena – Starhotels Collezione
Banchi Di Sopra 85 Siena SI
Fully refundableReserve now, pay when you stay
€600
14 Sept - 15 Sept
includes taxes & fees
9.2/10 Wonderful! (627 reviews)
"All the staff in the hotel were very helpful and we would like to stay there again."
Reviewed on 8 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 Montegrossi
Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine
€71
per adult
88% of travellers recommend
Siena, San Gimignano, Monteriggioni & Chianti from Florence
€52
per adult
88% of travellers recommend
Tuscany Day Trip to Siena & San Gimignano with Optional Wine Tasting
€47
per adult
90% of travellers recommend
Frequently asked questions
How much does a Montegrossi holiday package cost?
You'll find cheap prices from €390 on Expedia for your Montegrossi break. However, factors like the season, choice of hotel and length of stay will influence how much your holiday to Montegrossi costs.
What are the cheapest months to go to Montegrossi?
January, February and November are the best times to search for cheap Montegrossi holiday packages. Choosing to travel in less busy periods means you can typically find lower prices on flights and hotels.
How many days is enough for Montegrossi?
Usually, a handful of days is enough to visit the main attractions during your Montegrossi holiday. But if you prefer to have time to relax or go on day tours, consider extending your trip.
How to find the best Montegrossi package deals?
Use Expedia's filter tool to help you find some tempting Montegrossi package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for Montegrossi package deals in the off-peak season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your holiday package well in advance.
Is it cheaper to book a Montegrossi holiday as a package?
An Expedia holiday package could land you considerable savings when compared to booking flights and accommodation separately. Better still, you can customise your Montegrossi trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a holiday package to Montegrossi?
If you're planning an impromptu Montegrossi getaway, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can find incredible deals on your flights and hotels by booking ahead.
How to plan a trip to Montegrossi?
- Choose the perfect time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to travel to Montegrossi.
- Work out your budget: Make sure you have enough money to pay for everything from transportation and food to flights and activities. Your hotel will probably be the biggest expense during your trip to Montegrossi.
- Determine how many days away: Start by compiling a list of the sights and activities you'd like to experience in Montegrossi. Then, estimate how long you'll need for each, including any travel time.
- Combine your accommodation and airfare: After you've settled on your trip dates and duration, lock in the right Montegrossi holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
