Montegrossi Holidays
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- Better togetherSave up to €900 when you book a flight and hotel together*
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Top Flight + Hotel Deals in Montegrossi
Price found within the past 48 hours. Click for updated prices.
Plaza Hotel Lucchesi
Historic Centre of Florence
€1,337
per person
6 Jan - 10 Jan
found 15 hours ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9.4/10 Exceptional! (1,002 reviews)
Hotel was wonderful. Stayed in the superior room which had a beautiful view over the city. Staff were incredibly helpful and the rooftop bar was fantastic.
Reviewed on 21 Oct 2026
Bernini Palace
Historic Centre of Florence
€1,440
per person
6 Jan - 10 Jan
found 15 hours ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9.8/10 Exceptional! (1,006 reviews)
We were very happy with our stay at the bernini Palace. The hotel waas beautifully appointed, and the staff was helpful and friendly.
Reviewed on 24 Oct 2026
Hotel L'Orologio Firenze
Historic Centre of Florence
€1,284
per person
6 Jan - 10 Jan
found 15 hours ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9.6/10 Exceptional! (1,000 reviews)
It gave a old school elegant feel. The rooms was very spacious and the staff was friendly and informative.
Reviewed on 23 Oct 2026
Hotel degli Orafi
Historic Centre of Florence
€1,427
per person
6 Jan - 10 Jan
found 15 hours ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9.6/10 Exceptional! (1,005 reviews)
Everything was wonderful! Perfect location, beautiful rooms and the breakfast room looks like a museum with an incredible breakfast buffet. The staff couldn't have been more helpful. I watched the sunset from the rooftop bar and listened to opera coming from the plaza below. Fantastic experience!
Reviewed on 24 Oct 2026
Top hotels in Montegrossi
Hotel Athena
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
€109
24 Nov - 25 Nov
includes taxes & fees
Grand Hotel Continental Siena – Starhotels Collezione
Banchi Di Sopra 85 Siena SI
Fully refundableReserve now, pay when you stay
€336
9 Nov - 10 Nov
includes taxes & fees
9.2/10 Wonderful! (643 reviews)
"Excellent location. Very nice service."
Reviewed on 23 Oct 2026
Hotel Minerva
Via Garibaldi, 72 Siena SI
Fully refundableReserve now, pay when you stay
€88
6 Nov - 7 Nov
includes taxes & fees
8.4/10 Very good! (1,002 reviews)
"The check-in staff were very friendly, helpful, and spoke English. The €20 parking in their garage was very nice and convenient, especially when it rained. Nice view from the room."
Reviewed on 22 Oct 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
€79
per adult
88% of travellers recommend
Siena: Cathedral Complex Pass with Audio Guide (OPA SI PASS)
€20
per adult
Tuscany Day Trip to Siena & San Gimignano with Optional Wine Tasting
€47
per adult
88% of travellers recommend
Frequently asked questions
How much does a Montegrossi holiday package cost?
You'll find cheap prices from €1,211 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.
