Montegrossi Holidays

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Top hotels in Montegrossi

Hotel Athena
Hotel Athena
4 out of 5
P Mascagni 55, Siena, SI
Fully refundable
The price is S$207 per night from 30 Jul to 31 Jul
S$207
30 Jul - 31 Jul
includes taxes & fees
9.2/10 Wonderful! (999 reviews)
"Before we arrived the communication with the hotel was not good, but once we arrived I was stunned with how kind and helpful everyone at the hotel is. My family keeps commenting on how nice everyone is. The breakfast is very generous and delicious. The rooms are comfortable as well as the beds. I ..."

Reviewed on 3 Jul, 2025

Hotel Athena
NH Siena
NH Siena
4 out of 5
Piazza La Lizza 1, Siena, SI
Fully refundableReserve now, pay when you stay
The price is S$194 per night from 24 Jul to 25 Jul
S$194
24 Jul - 25 Jul
includes taxes & fees
8/10 Very Good! (993 reviews)
"Nice place. Great view of the stadium out our window"

Reviewed on 18 Jun, 2025

NH Siena
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! (981 reviews)
"A very accommodating hotel we arrived early and thankfully our room is ready so we were allowed gain access to our room early. The location was good for the train station and a short walk to the sites of Siena - which are just beautiful. Breakfast was good and the room was very comfortable, we had ..."

Reviewed on 3 Jul, 2025

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Hotel Italia
See all 6,103 properties in Montegrossi
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.

Popular places to visit

Church of San Sigismondo

You can find out about the history of Gaiole in Chianti with a stop at Church of San Sigismondo. Discover the beautiful countryside and cosy cafes in this quaint area.

Church of San Sigismondo

What to do in Montegrossi

Wine tasting in the historic Cantalici winery

Wine tasting in the historical Cantalici winery

S$22
per adult
100% of travellers recommend
Wine tasting in the historical Cantalici winery
Tour of the cellar and tasting of 6 wines

Tour of the cellar and tasting of 6 wines

S$45
per adult
Tour of the cellar and tasting of 6 wines
Pizza and Gelato Cooking Class

Pizza and Gelato Cooking Class

S$171
per adult
Pizza and Gelato Cooking Class
See all activities in Montegrossi

Frequently asked questions

How much does a Montegrossi holiday package cost?
You'll find cheap prices 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?

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