Montegrossi Trips (flight + hotel)

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Top hotels in Montegrossi

Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55, Siena, SI
Fully refundableReserve now, pay when you stay
The price is P8,384 per night from Aug 10 to Aug 11
P8,384
P9,559 total
Aug 10 - Aug 11
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
"This is a great location if you are driving to Siena. It was close to all the attractions. Great view from our room. Easy to find by car and on foot."

Reviewed on Aug 1, 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 P6,341 per night from Aug 7 to Aug 8
P6,341
P7,312 total
Aug 7 - Aug 8
includes taxes & fees
9.2/10 Wonderful! (682 reviews)
"Amazing property with a back patio to die for. Nothing like eating a superb breakfast and enjoying a view of the hills and city."

Reviewed on Aug 2, 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! (240 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 Jul 16, 2025

Get rates
Castello di Spaltenna- Small Luxury Hotels of the World
See all 6,125 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

Castle of Brolio

You can find out about the history of Gaiole in Chianti with a stop at Castle of Brolio. Discover the beautiful countryside and charming coffeehouses in this walkable area.

Castle of Brolio

What to do in Montegrossi

Brolio Castle

Small-Group Chianti Trip with Wine Tasting from Siena

P11,842
per adult
Small-Group Chianti Trip with Wine Tasting from Siena
Sunny day view of Monteriggioni, a Comune in Italy

Chianti Half Day Wine Tour from Florence

P3,224
per adult
88% of travellers recommend
Chianti Half Day Wine Tour from Florence
From Florence: Siena & San Gimignano Day Trip with Lunch & Wine Tasting

From Florence: Siena & San Gimignano Day Trip with Lunch & Wine Tasting

P4,974
per adult
88% of travellers recommend
From Florence: Siena & San Gimignano Day Trip with Lunch & Wine Tasting
See all activities in Montegrossi

Frequently asked questions

How much does a Montegrossi vacation 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 vacation 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 vacation 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 vacation. 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 vacation package well in advance.
Is it cheaper to book a Montegrossi vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and accommodations separately. Better still, you can customize 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 vacation 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 accommodations and airfare: After you've settled on your trip dates and duration, lock in the right Montegrossi vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.