Monteriggioni Holidays from £239

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Your Monteriggioni Holiday

There's no better way to embark on an adventure than with one of our holiday packages to Monteriggioni. The medieval heritage and spectacular views are among the convincing reasons you'll want to visit this awesome city. Want to venture out and explore? Monteriggioni Castle, Museo del Cristallo di Colle di Val dElsa and Sentierelsa Trail are just a few of the top-rated places to visit during your trip to Monteriggioni. Expedia will help you escape your routine. Tailor your holiday to Monteriggioni to suit your style of travel, whatever that may look like.

Top Monteriggioni Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
5 Oct - 7 Oct
found 1 day ago
Return flight included
London (LGW) to Florence (FLR)
7.6/10 Good! (1,012 reviews)
Walking distance to all attractions and train station. Room little small but ok , loved the balcony for breakfast that was awesome. Very friendly staff.

Reviewed on 2 Aug 2025

Hotel Bencista

Hotel Bencista

3 out of 5
per person
6 Sept - 13 Sept
found 1 day ago
Return flight included
London (LON) to Florence (FLR)
7.4/10 Good! (13 reviews)
Palazzo Firenze by Baglioni Hotels & Resorts

Palazzo Firenze by Baglioni Hotels & Resorts

5 out of 5
Historic Centre of Florence
per person
5 Oct - 8 Oct
found 3 hours ago
Return flight included
London (LGW) to Florence (FLR)
9.4/10 Exceptional! (228 reviews)
I VERY MUCH ENJOYED THE STAY

Reviewed on 18 Jul 2025

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
per person
12 Sept - 17 Sept
found 14 hours ago
Return flight included
London (LON) to Florence (FLR)
9.4/10 Exceptional! (104 reviews)
The staff were incredibly kind and helpful. I got a flat tire the day I was leaving the hotel and the staff went above and beyond to help me get the tire fixed so I could be on my way. The hotel is beautiful and the food was excellent. I also requested a more private room and the staff changed the room for me right away. Highly recommended for beauty, serene peace and quiet

Reviewed on 19 Jul 2025

Villa Pitiana

Villa Pitiana

4 out of 5
Save 100% on your flight
per person
4 Oct - 10 Oct
found 13 hours ago
Return flight included
London (LON) to Florence (FLR)
8.6/10 Excellent! (146 reviews)
Great for staty with family and kids Great breakfast You need to drive allot if you want to visit Firenze Excellent fiendly staff

Reviewed on 22 Jun 2024

Monteriggioni Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Closest Airport
Peretola Airport (FLR)
Max Temp Winter
10ºC
Max Temp Summer
29ºC
Top Sights
Siena Cathedral, Tenuta Torciano Winery and Monteriggioni Castle

Top hotels in Monteriggioni

Hotel Borgo San Luigi

Hotel Borgo San Luigi

4 out of 5
STRADA DELLA CERRETA,7, Monteriggioni, SI
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (387 reviews)
"Clean and attentive staff"

Reviewed on 31 Jul 2025

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Hotel Borgo San Luigi
Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55, Siena, SI
Fully refundableReserve now, pay when you stay
The price is £124 per night from 10 Aug to 11 Aug
£124
10 Aug - 11 Aug
includes taxes & fees
9.2/10 Wonderful! (1,012 reviews)
"Staff was incredible - 10 minute walk to everything. Highly recommend! Especially loved front desk crew and Robert in the restaurant."

Reviewed on 29 Jul 2025

Hotel Athena
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 16 Jul 2025

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Castello di Spaltenna- Small Luxury Hotels of the World
See all 8,263 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.
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What to do in Monteriggioni

Siena: Siena Cathedral and Piccolomini Library Entry Ticket

Siena: Siena Cathedral and Piccolomini Library Entry Ticket

£7
per adult
Siena: Siena Cathedral and Piccolomini Library Entry Ticket
Full-Day Tour of San Gimignano, Siena & Chianti

San Gimignano, Siena and Chianti - Small Group Tour

£104
per adult
86% of travellers recommend
San Gimignano, Siena and Chianti - Small Group Tour
Sunny day view of Monteriggioni, a Comune in Italy

Chianti Half Day Wine Tour from Florence

£43
per adult
88% of travellers recommend
Chianti Half Day Wine Tour from Florence
See all activities in Monteriggioni

Frequently asked questions

Why should I book my Monteriggioni holiday with Expedia?
Choose Expedia to organise your next big escape simply and all in the same place. Our insider tip for landing a terrific deal on a Monteriggioni retreat? Bundle your flights, hotel and/or hire car into a package holiday. Then add a few awesome tours and activities. Many bookings also include flexible cancellation policies, so there's no need to stress if you have to change plans. Round-the-clock assistance with cancelling and amending your trip is available via our Customer Service Portal link.
When is the best time of year to holiday in Monteriggioni?
February, May and June are the busiest months in Monteriggioni, while January, September and December are generally a lot quieter. With daytime average temperatures of 4ºC, January is the coolest period in Monteriggioni. The warmest month is July, when you can expect average temperatures of 24ºC during the day. Whatever the temperature, you'll find plenty of things to keep you occupied here.
What are the top hotels for my holiday in Monteriggioni?
Hotel Il Piccolo Castello and Hotel Borgo San Luigi are some excellent picks in the Montarioso neighbourhood. If you want to stay in the Carpineta area, lock in a room at La Canonica di San Michele or Relais la Costa - Dimora Storica.
How do I get a cheap holiday to Monteriggioni?
One of the easiest ways to save cash (and time) is to combine your bookings with Expedia. Hotels, flights, hire cars and activities — we've got them all covered. Choose a combination that suits you and see your savings grow. Of course, holidays are never one-size-fits-all. That's why we offer over 400 air carriers and 321,000 hotel options around the globe, which lets you customise your Monteriggioni holiday your way. Learn more about how you can save money on your next holiday when you book a flight and hotel together with Expedia.
What should I do on my Monteriggioni holiday?
Offering top attractions like Monteriggioni Castle and Castello di Monsanto, a holiday in Monteriggioni is packed with exciting places to visit. Castello della Paneretta and Sentierelsa Trail are a couple of other sights also worth a look.
What is the best area to stay in when on holiday in Monteriggioni?
If you plan to visit Monteriggioni Castle, save yourself the hassle of commuting and lock in a stay nearby. It's one of the best attractions in Monteriggioni.
Do I need a visa for my Monteriggioni holiday?
Official government websites have all the information you need on visa requirements, application procedures and any supporting documentation. Your nationality and reason for travelling, whether it be for work or pleasure, will determine if you'll need a visa for Monteriggioni. Also be sure that your passport is up to date and has a minimum of six months validity remaining beyond the date of your return. Finalise all your travel planning ahead of time to avoid any last-minute surprises.
What should I wear on my Monteriggioni holiday?
Though everyone's personal style differs, it can help to have a few guidelines for what to bring during your holiday in Monteriggioni. Consider browsing style blogs before you go to get inspiration for local fashion trends. Daytime temperatures during January, Monteriggioni's coolest month, average around 4ºC. July marks this city's warmest month when the average temperature reaches 24ºC. Our top tip? Take the guesswork out of packing and check the local weather conditions.
What does an Expedia Monteriggioni holiday include?
Hotels, flights and a reliable car for your road trip adventures. Simply choose your favourite bundle and get access to incredible deals. Once you've made your booking, add on a couple of tours and activities and watch your savings stack up. When it comes to creating your Monteriggioni holiday, the choice is all yours! Apartments and villas are a few of the most sought-after property types in Monteriggioni. No matter your group size or holiday style, you can rely on Expedia for the freedom to tailor your next big adventure.
Does Expedia offer Book Now, Pay Later Monteriggioni holidays?
Your bank balance shouldn't get in the way of going on holiday, so Expedia has worked out a solution to help. Thanks to our partnership with online lender Klarna, it's easier than ever to book a fabulous getaway without drying up your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your break. Consider one of these flexible payment options:

  • Pay monthly holidays: Klarna offers payments in multiple instalments that suit all types of budgets, so you can have that well-deserved holiday now.
  • No-deposit holidays: When you come across an unbeatable deal but your budget doesn't quite cover it yet, Klarna's no-deposit holiday plan will allow you to Book Now, Pay Later to lock in your escape.

Can I choose my airline with a Monteriggioni Expedia holiday?
Yes — that's the beauty of an Expedia holiday package. You're the boss! We have access to more than 400 partner airlines all over the world, so you have lots of choice when organising your Monteriggioni trip.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.