Montisi Holidays

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    Save up to €900 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Top hotels in Montisi

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Via Di Poggio Alla Sala, 10 Montepulciano SI
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Precise Tale Poggio Alla Sala
Nuovo Etruria Resort

Nuovo Etruria Resort

4 out of 5
Via di S. Martino snc Montepulciano SI
The price is €94 per night from 1 Nov to 2 Nov
€94
1 Nov - 2 Nov
includes taxes & fees
9.2/10 Wonderful! (151 reviews)
"Beautiful and perfect stay in Montepulciano!"

Reviewed on 27 Oct 2026

Nuovo Etruria Resort
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

5 out of 5
Localita Castiglion del Bosco Montalcino SI
Fully refundableReserve now, pay when you stay
The price is €1,182 per night from 5 Nov to 6 Nov
€1,182
5 Nov - 6 Nov
includes taxes & fees
10/10 Exceptional! (87 reviews)
"Unique property well maintained and quite Serene , great staff"

Reviewed on 30 Oct 2026

Castiglion del Bosco, A Rosewood Hotel
See all 4,963 properties in Montisi
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 Montisi

Montepulciano Gran Tour

Montepulciano Gran Tour

€15
per adult
Montepulciano Gran Tour
3 Regions in 1 Day from Rome with Tuscany Wine Tasting & Lunch

From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch

€109
per adult
98% of travellers recommend
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
Montalcino, Pienza & Montepulciano Wine & Food Tour

Val d’Orcia Wine Tour with Lunch & Brunello

€119
per adult
84% of travellers recommend
Val d’Orcia Wine Tour with Lunch & Brunello
See all activities in Montisi

Frequently asked questions

How much does a Montisi holiday package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a holiday to Montisi costs! Our packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Montisi?
Travel in the low or shoulder season and you're likely to score cheap Montisi holiday packages. Remember that public holidays and major festivals and events can impact prices, so do a little research before booking.
How many days is enough for Montisi?
Usually, a handful of days is enough to go to the major sights during your Montisi holiday. But if you prefer to have more time to rest or take day tours, think about extending your trip.
How to find the best Montisi package deals?
Use Expedia's filters to find some tempting Montisi package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or look for Montisi package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your holiday package as early as possible.
Is it cheaper to book a Montisi holiday as a package?
You can enjoy significant savings on your Montisi break by booking a tailored holiday package. Click on the "Package" heading, then select your travel dates and destination to browse some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to Montisi?
Secure incredible bargains by reserving your flights ahead of time with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for a spur-of-the-moment Montisi getaway.
How to plan a trip to Montisi?

  1. Choose your dates: What you want to do in Montisi and your favourite season will help you decide when to go.
  2. Budget wisely: Besides the price of your stay, you should factor in other expenses too. These include flights, food and transportation. Also, set aside some extra funds for unexpected expenses that could crop up during your trip to Montisi.
  3. Decide how many days away: Start by compiling a list of the attractions and activities you'd like to get to in Montisi. Then, estimate how long you'll need at each, including any travel time.
  4. Combine your accommodation and airfare: After you've nailed down your dates and duration, lock in the ideal Montisi 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.