Asciano Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Asciano

Castello di Leonina Relais

Castello di Leonina Relais

4 out of 5
Strada Di Leonina 5 Asciano SI
Fully refundableReserve now, pay when you stay
The price is S$307 per night from 9 Jul to 10 Jul
S$307
9 Jul - 10 Jul
includes taxes & fees
9/10 Wonderful! (133 reviews)
"The breakfast was amazing and so was the staff. It is a beautiful facility and Maximo went out of his way to help us with a car issue. It was our best and most luxurious stay of our trip!"

Reviewed on 11 Jun, 2026

Castello di Leonina Relais
Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Via Poggio alla Sala 10 Montepulciano SI
Fully refundableReserve now, pay when you stay
The price is S$846 per night from 17 Jul to 18 Jul
S$846
17 Jul - 18 Jul
includes taxes & fees
9.6/10 Exceptional! (147 reviews)
"It’s a beautiful property, but be aware that it is secluded and that the restaurant menu is quite limited and after a couple of days, we were happy to go elsewhere. The waiting staff was attentive and nice, front desk not as much (maybe the la guard barrier?)"

Reviewed on 19 Jun, 2026

Precise Tale Poggio Alla Sala
Hotel Executive

Hotel Executive

4 out of 5
Via Nazareno Orlandi 32 Siena SI
Fully refundableReserve now, pay when you stay
The price is S$155 per night from 26 Jul to 27 Jul
S$155
26 Jul - 27 Jul
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 Jun, 2026

Hotel Executive
See all 8,743 properties in Asciano
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 Asciano attractions

Monte Oliveto Maggiore Abbey

9.2/10 (12 reviews)
You can learn about the history of Asciano with a visit to Monte Oliveto Maggiore Abbey. Visit the area's spas or simply enjoy its wineries.
See properties

What to do in Asciano

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

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

S$117
per adult
88% of travellers recommend
Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine
From Florence: Siena & San Gimignano Day Trip with Lunch & Wine Tasting

Tuscany Day Trip to Siena & San Gimignano with Optional Wine Tasting

S$73
per adult
90% of travellers recommend
Tuscany Day Trip to Siena & San Gimignano with Optional Wine Tasting
Oil museum and oil mill in Tuscany: tour and tasting

Oil museum and oil mill in Tuscany: tour and tasting

S$30
per adult
Oil museum and oil mill in Tuscany: tour and tasting
See all activities in Asciano

Frequently asked questions

How much does an Asciano holiday package cost?
You'll find cheap prices on Expedia for your Asciano escape. However, factors like the length of stay, hotel choice and season will determine how much your holiday to Asciano costs.
What are the cheapest months to go to Asciano?
Travel in the low season and you're likely to find cheap Asciano holiday packages. Keep in mind that public holidays and major festivals and events can have an impact on prices, so do your research before booking.
How many days is enough for Asciano?
With a well-organised schedule, you can easily hit the main Asciano attractions in a few days. But if you want to discover hidden gems or go on day tours, consider booking your Asciano holiday for longer.
How to find the best Asciano package deals?
Begin your search for an Asciano package deal by entering your travel dates and destination under our "Packages" tab. Then apply a few filters, like "Property type" and "Popular locations," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Asciano package deal right away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Asciano adventure underway.
Is it cheaper to book an Asciano holiday as a package?
You can enjoy significant savings on your Asciano break by booking a tailored holiday package. Click on the "Package" heading, then select your destination and travel dates to see the best flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a holiday package to Asciano?
Land incredible discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu Asciano trip.
How to plan a trip to Asciano?

  1. Choose your travel dates: What you'd like to do in Asciano and your preferred season will help you decide when to go.
  2. Set a budget: Consider expenses such as food, flights and transportation when calculating how much to put aside for your trip to Asciano. Then, choose a hotel that fits your budget, whether that's a low-cost option or a lavish getaway.
  3. Decide how long to go for: Now that you're up to speed on Asciano, you can figure out the ideal length of your holiday. Put together a rough plan and give yourself enough time to get through everything on your must-do list.
  4. Combine your airfare and accommodation: After you've settled on your travel dates and duration, book the ideal Asciano holiday package for you.

Explore a world of travel with Expedia

* 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.