Montegrossi Holidays

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Montegrossi Holiday

Our pick of the best Montegrossi Hotel Deals

Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55, Siena, SI
Fully refundable
The price is NZ$291 per night from 23 Aug to 24 Aug
NZ$291
23 Aug - 24 Aug
includes taxes & fees
9.2/10 Wonderful! (999 reviews)
"Beautiful location overlooking the hills of Tuscany! Right from Martina checking us in, and the beautiful room with views, everything was amazing! Very clean rooms and comfortable bed. Very nice bathroom and all the amenities. We enjoyed the breakfast each morning, nice selection of food to choose ..."

Reviewed on 3 Aug. 2025

Hotel Athena
Palazzo Ravizza

Palazzo Ravizza

4 out of 5
Pian dei Mantellini 34, Siena, SI
Fully refundableReserve now, pay when you stay
The price is NZ$233 per night from 18 Aug to 19 Aug
NZ$233
18 Aug - 19 Aug
includes taxes & fees
9.2/10 Wonderful! (684 reviews)
Just beautiful
"The building, the views, the staff, the food, everything was just incredible. It was so quiet we felt like we were the only people there until we went for breakfast and realised there were others in the hotel. The view from the our room at the back of the hotel over the Tuscan hills will live with ..."

Reviewed on 9 Aug. 2025

Palazzo Ravizza
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

5 out of 5
Via Spaltenna 13, Gaiole in Chianti, SI
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (241 reviews)
"This is truly my favorite place in the world—peaceful, beautiful, and filled with the kindest staff. I’m so glad we found it. I didn’t want to leave and joked with my family that I might just run away and stay forever. The location and scenery are absolutely stunning. We enjoyed fantastic meals during ..."

Reviewed on 16 Jul. 2025

Get rates
Castello di Spaltenna- Small Luxury Hotels of the World
See all 6,129 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.

What to do in Montegrossi

Brolio Castle

Small-Group Chianti Trip with Wine Tasting from Siena

NZ$351
per adult
Small-Group Chianti Trip with Wine Tasting from Siena
Large cutting board, 6 wine tasting and Guided tour

Large cutting board, 6 wine tasting and Guided tour

NZ$117
per adult
Large cutting board, 6 wine tasting and Guided tour
Sunny day view of Monteriggioni, a Comune in Italy

Chianti Half Day Wine Tour from Florence

NZ$96
per adult
88% of travellers recommend
Chianti Half Day Wine Tour from Florence
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.