Montegrossi Holidays

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Montegrossi Holiday

Our pick of the best Montegrossi Hotel Deals

Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

5 out of 5
Strada Comunale 14 Siena - Vagliagli 18 Castelnuovo Berardenga SI
Fully refundableReserve now, pay when you stay
The price is NZ$967 per night from 8 July to 9 July
NZ$967
8 July - 9 July
includes taxes & fees
9.4/10 Exceptional! (207 reviews)
"Wonderful on all counts"

Reviewed on 22 June 2026

Borgo Scopeto Wine & Country Relais
Hotel Executive

Hotel Executive

4 out of 5
Via Nazareno Orlandi 32 Siena SI
Fully refundableReserve now, pay when you stay
The price is NZ$211 per night from 26 July to 27 July
NZ$211
26 July - 27 July
includes taxes & fees
8.4/10 Very good! (541 reviews)
"My mother and sister stayed at this property together after hiking the spiritual pilgrimage Francigena through Italy and stopped in Siena for 2 nights and a day. Overall the property is very stunning appearance wise, clean and fairly updated. Felt very safe for us ladies alone. The restaurant options ..."

Reviewed on 6 June 2026

Hotel Executive
Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
The price is NZ$310 per night from 30 July to 31 July
NZ$310
30 July - 31 July
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
"Excellent service from the staff on reception and the terrace restaurant. The room and balcony was clean and well maintained. Awesome breakfast."

Reviewed on 14 June 2026

Hotel Athena
See all 6,001 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

Chianti Half Day Wine Tour from Florence

Chianti Half Day Wine Tour from Florence

NZ$44
per adult
88% of travellers recommend
Chianti Half Day Wine Tour from Florence
Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine

Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine

NZ$156
per adult
88% of travellers recommend
Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine
Florence Day Trip: Medieval Villages & Cooking Class

Florence Day Trip: Medieval Villages & Cooking Class

NZ$275
per adult
86% of travellers recommend
Florence Day Trip: Medieval Villages & 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.

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