Montecastelli Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Montecastelli

Hotel Italia
Hotel Italia
3 out of 5
Viale Camillo Benso Conte di Cavour, 67, Siena, SI
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (982 reviews)
"The hotel is very welcoming with an excellent location and walking distance to all. - The staff are professional, friendly and helpful - The bed is very comfortable and clean, the bathroom is clean and neat - it’s very traditional and durable built - the breakfast buffet is fresh and delicious Overall ..."

Reviewed on 2 Jun, 2025

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Hotel Italia
Hotel Ristorante Alcide
Hotel Ristorante Alcide
4 out of 5
Viale Marconi, 67/A, Poggibonsi, SI
Fully refundableReserve now, pay when you stay
The price is S$95 per night from 22 Jun to 23 Jun
S$95
22 Jun - 23 Jun
includes taxes & fees
8/10 Very Good! (447 reviews)
"Room was nice and spacious. Air conditioner barely kept up with the heat. Had mosquitoes in the room the second night and don’t know how it got in the room. Overall all it’s a decent place to stay."

Reviewed on 28 May, 2025

Hotel Ristorante Alcide
Poderi Arcangelo
Poderi Arcangelo
Localita Capezzano, San Gimignano, SI
The price is S$220 per night from 26 Jun to 27 Jun
S$220
26 Jun - 27 Jun
includes taxes & fees
8.8/10 Excellent! (288 reviews)
"Absolutely perfect - accommodation, countryside location, typical Tuscan dinners, wonderful relaxing pool and nicely sized with a lovely family run feeling, whilst easily accessible to nearby hill top villages. We couldn’t have asked for more."

Reviewed on 10 Jun, 2025

Poderi Arcangelo
See all 4,343 properties in Montecastelli
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.

Frequently asked questions

How much does a Montecastelli holiday package cost?
Offering great value package deals on Expedia, you’ll be thrilled with how little a holiday to Montecastelli costs! Expedia’s packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Montecastelli?
January, February and November are great times to search for cheap Montecastelli holiday packages. Travelling in quieter months means you can typically find lower prices on flights and accommodation.
How many days is enough for Montecastelli?
The ideal duration of your Montecastelli holiday depends on what you’d like to see. Usually, a few days to a week will give you enough time to hit all the leading sights and explore some hidden gems along the way.
How to find the best Montecastelli package deals?
Landing a cheap Montecastelli package deal is easy with Expedia. After you’ve entered your destination and travel dates under our “Packages” tab, set your budget, add a couple of filters and see what’s available. You can fine-tune your search by “Area,” “Amenities,” “Property type” and more. Sort the results by “Price: low to high” to view the most wallet-friendly Montecastelli package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Montecastelli holiday as a package?
An Expedia holiday package could land you great savings when compared to arranging flights and hotels individually. Better still, you can tailor your Montecastelli trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a holiday package to Montecastelli?
If you’re planning a spontaneous Montecastelli holiday, browse our last-minute deals that can be booked up to one week before you go. Don’t want to leave things to the last minute? You can find incredible deals on your hotels and flights by booking well in advance.
How to plan a trip to Montecastelli?

  1. Pick your dates: What you’d like to do in Montecastelli and your preferred season will help you decide when to travel.
  2. Budget wisely: Besides the price of your stay, you should consider other expenses. These include transportation, food and flights. Also, set aside some extra funds for unexpected costs that could arise during your trip to Montecastelli.
  3. Work out your trip length: Consider how much time you’d like to spend exploring Montecastelli. Plan your days so you can get to all the experiences and attractions you’re interested in at a leisurely pace.
  4. Combine your accommodation and airfare: Once you’ve settled on your travel dates and duration, book the ideal Montecastelli 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.