Monteriggioni Holidays

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Monteriggioni Holiday

Our pick of the best Monteriggioni Hotel Deals

Hotel Borgo San Luigi

Hotel Borgo San Luigi

STRADA DELLA CERRETA,7 Monteriggioni SI
NZ$402
9 Sept - 10 Sept
includes taxes & fees
Hotel Borgo San Luigi
Hotel Il Piccolo Castello

Hotel Il Piccolo Castello

Strada Provinciale Colligiana, 8 Monteriggioni SI
Fully refundableReserve now, pay when you stay
NZ$286
15 Sept - 16 Sept
includes taxes & fees
8.8/10 Excellent! (359 reviews)
"The rooms are a little dated, with a strong smell of damp. But for the few nights we stayed, it was acceptable and comfortable. The receptionist wasn't particularly friendly. The breakfast is good, and the pool is nice. The location is lovely."

Reviewed on 16 Aug 2026

Hotel Il Piccolo Castello
La Certosa di Pontignano

La Certosa di Pontignano

loc. Pontignano, 5 Castelnuovo Berardenga SI
Fully refundableReserve now, pay when you stay
NZ$210
8 Sept - 9 Sept
includes taxes & fees
9.4/10 Exceptional! (557 reviews)
"Great property with unique setting being an old monastery. We thought we had booked a room with A/C but there wasn’t. They moved us to a room with A/C at no additional cost."

Reviewed on 4 Aug 2026

La Certosa di Pontignano
See all 8,038 properties in Monteriggioni
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.

Stay near popular Monteriggioni attractions

Monteriggioni Castle

9.0/10 (61 reviews)
This 13th-century fortress, immortalised in Dante's Divine Comedy, features an intact circular wall with 14 towers. Wander through the medieval village inside and climb the walls for sweeping Tuscan countryside views.
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San Leonardo al Lago

9.0/10 (2 reviews)
This 12th-century Tuscan hermitage features Gothic frescoes by Sienese masters. Wander through oak forests to discover this tranquil sanctuary where medieval monastic life meets artistic splendour.
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What to do in Monteriggioni

Siena, San Gimignano, Monteriggioni & Chianti from Florence

Siena, San Gimignano, Monteriggioni & Chianti from Florence

NZ$102
per adult
88% of travellers recommend
Siena, San Gimignano, Monteriggioni & Chianti from Florence
Chianti Half Day Wine Tour from Florence

Chianti Half Day Wine Tour from Florence

NZ$43
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$139
per adult
88% of travellers recommend
Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine
See all activities in Monteriggioni

Frequently asked questions

How much does a Monteriggioni holiday package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a holiday to Monteriggioni costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Monteriggioni?
The off-season is the best time to head to Monteriggioni if you're trying to save. Another tip for finding cheap Monteriggioni holiday packages? Avoid visiting during public holidays and any major festivals.
How many days is enough for Monteriggioni?
Typically, a handful of days is enough to explore the top attractions during your Monteriggioni holiday. But if you'd like to have some time to relax or go on day tours, think about extending your trip.
How to find the best Monteriggioni package deals?
Use Expedia's handy filters to help you find some terrific Monteriggioni package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or look for Monteriggioni package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your holiday package well in advance.
Is it cheaper to book a Monteriggioni holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll generally land a better deal than booking each component separately. And you'll still have the freedom to create a tailored Monteriggioni holiday by choosing your preferred accommodation type, airline and car class.
When to book a holiday package to Monteriggioni?
Land incredible bargains by reserving your flights ahead of time with Expedia. If spontaneity is more your style, grab one of our last-minute deals for a spur-of-the-moment Monteriggioni getaway.
How to plan a trip to Monteriggioni?
  1. Choose your dates: What you want to do in Monteriggioni and your preferred season can help you decide when to go.
  2. Work out your budget: Make sure you have enough money to pay for everything from meals and transportation to flights and experiences. Your accommodation will likely be the biggest expense during your trip to Monteriggioni.
  3. Decide your trip length: Think about how much time you'd like to spend discovering Monteriggioni. Plan your days so you can get to all the activities and attractions you're interested in without rushing.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a personalised Monteriggioni holiday package.

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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.