Asciano Vacations from $1,148
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Your Asciano Vacation
Prepare to experience Asciano on your terms with a custom Asciano vacation package! Discovering the best parts of this lively city is easier with a base in a neighborhood such as Armaiolo, which is good for views, among many other things. You'll want to do a little exploring during your trip to Asciano. Carve out some time for big-name attractions such as San Giovanni Terme Rapolano, Terme Antica Querciolaia and Monte Oliveto Maggiore Abbey. Don't delay exploring this destination any longer. The perfect Asciano vacation is a few quick clicks away with Expedia.
The Latest Asciano vacation packages
Price found within the past 48 hours. Click for updated prices.
Palazzo Lorenzo Hotel Boutique & Spa
San Lorenzo
$1,148
per person
Dec 6 - Dec 13
found 18 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9.4/10 Exceptional! (622 reviews)
It is an excellent place to stay - closer to the train station-10 minutes.
Kept very clean and nice size of room
Breakfast was great
Very helpful staff.
Reviewed on Oct 16, 2026
Monastero di Cortona Hotel & Spa
Cortona Old Town
$1,506
per person
Dec 6 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
10/10 Exceptional! (337 reviews)
Frederico went above and beyond to transfer us to our villa and Giulio was a fantastic bartender
Reviewed on Oct 13, 2026
The Moon Boutique Hotel & Spa
Historic Centre of Florence
$1,253
per person
Nov 18 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.6/10 Exceptional! (605 reviews)
Even having arrived very early our room was immediately available. All staff were very helpful.
Our room was immaculately clean. The breakfast staff were outstanding very friendly and very hospitable.
The highlight though was the spa facility - out of this world.
Highly recommend The Moon Boutique.
Reviewed on Oct 16, 2026
Stay near popular Asciano attractions
Monte Oliveto Maggiore Abbey
9.2/10 (12 reviews)
You can learn about the history of Asciano with a trip to Monte Oliveto Maggiore Abbey. Visit the area's spas, or simply enjoy its wineries.
Crete Senesi
9.8/10 (12 reviews)
After visiting Crete Senesi, make a plan to see the other sights and activities in Asciano. Discover the beautiful countryside while you're in the area.
Museo Cassioli
You can spend an afternoon studying the exhibits at Museo Cassioli during your travels in Asciano. Discover the countryside in this relaxing area.
What to do in Asciano
Siena: Cathedral Complex Pass with Audio Guide (OPA SI PASS)
$21
per adult
Siena, San Gimignano, Monteriggioni & Chianti from Florence
$75
per adult
88% of travellers recommend
Pasta-making class at a Cesarina's home with tasting - Siena
$207
per adult
Asciano Hotel Deals
Castello di Leonina Relais
Strada Di Leonina 5 Asciano SI
Fully refundableReserve now, pay when you stay
$126 nightly
$145 total
Oct 19 - Oct 20
Total with taxes and fees
9/10 Wonderful! (161 reviews)
"My wife and I had the best time ever. The staff was amazing and exceeded all expectations. We would recommend this location to all and would be happy to return on our next trip to Italy/ Tuscany."
Reviewed on Oct 14, 2026
Hotel Athena
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
$121 nightly
$137 total
Nov 18 - Nov 19
Total with taxes and fees
Hotel Chiusarelli
Viale Curtatone 15 Siena SI
Fully refundableReserve now, pay when you stay
$93 nightly
$106 total
Nov 17 - Nov 18
Total with taxes and fees
9/10 Wonderful! (1,001 reviews)
"It was OK for the price. The breakfast was so so, the parking very small and often full. The building is old and was making weird noises occasionally. The location was excellent: just outside LTZ but very close to all the points of interest."
Reviewed on Oct 15, 2026
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.
Find the Best Asciano Vacation Packages
Asciano Essential Information
Language | Italian |
|---|---|
Currency | Euros |
Local Welcome | Ciao |
Local Goodbye | Ciao |
Population | 4,100 |
Max Temp Winter | 50ºF |
Max Temp Summer | 85ºF |
Top Sights | Pienza Cathedral, Terme Antica Querciolaia and Palazzo Piccolomini |
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Frequently asked questions
How much does an Asciano vacation package cost?
You'll find cheap prices from $1,148 on Expedia for your Asciano escape. However, factors like the length of stay, hotel choice and season will determine how much your vacation to Asciano costs.
What are the cheapest months to go to Asciano?
You can usually find reduced prices and greater availability in February, August and November. Take a look at our cheap Asciano vacation packages and you could get some great off-season discounts.
How many days is enough for Asciano?
Typically, a handful of days is enough to check out the top attractions during your Asciano vacation. But if you prefer to have some time to kick back or go on day trips, consider extending your itinerary.
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 vacation as a package?
You can enjoy significant savings on your Asciano break by booking a tailored vacation package. Click on the "Package" heading, then select your destination and travel dates to see the best flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation 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?
- Choose when to get away: Check your calendar and get your bags packed. Your preferred time of year and the activities available will also help you decide when to visit Asciano.
- Work out your budget: Ensure you have enough money to cover everything from transportation and dining out to experiences and flights. Your hotel will probably be the biggest expense during your trip to Asciano.
- Organize your Asciano getaway with our trip planning tool: Search for and book hotels and experiences all in one place. You can also collaborate with friends and family to plan an unforgettable trip to Asciano together.
- Decide how long to go for: Now that you know more about Asciano, you can work out the right length of your vacation. Pull together a rough plan and allocate enough time for all the things you want to do.
- Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a tailored Asciano vacation package.
- Book any activities or excursions: Here's the fun part — locking in everything you want to see and do. Explore some of the top things to do in Asciano and book your tickets in advance to save time (and maybe some dollars too!).
Does Expedia offer Book Now, Pay Later Asciano vacation packages?
Your Asciano break is meant to be an escape from your daily routine, not a reason for money-related stress. So to give you more flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.
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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.
