Asciano Vacations from $802

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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.
Hotel Bencista

Hotel Bencista

3 out of 5
Save 100% on your flight
per person
Aug 22 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
7.2/10 Good! (12 reviews)
The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip flight included
New York (JFK) to Florence (FLR)
9.6/10 Exceptional! (462 reviews)
Hands down the best place we have stayed. They accommodated to go breakfasts for our tours, arranged taxis, made cappuccino when we were heading out the door. Wonderful experience

Reviewed on Jun 6, 2025

Palazzo Firenze by Baglioni Hotels & Resorts

Palazzo Firenze by Baglioni Hotels & Resorts

5 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
Aug 18 - Aug 25
found 18 hours ago
Roundtrip flight included
New York (NYC) to Florence (FLR)
9.4/10 Exceptional! (225 reviews)
Great service esp Fillippo and Daniel at the breakfast service

Reviewed on Jul 6, 2025

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
Sep 21 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.8/10 Good! (1,000 reviews)
Amazing location. Super nice, clean and updated rooms.

Reviewed on Jul 8, 2025

Collegio alla Querce - Auberge Resorts

Collegio alla Querce - Auberge Resorts

5 out of 5
Le Cure
Save 100% on your flight
per person
Aug 19 - Aug 25
found 14 hours ago
Roundtrip flight included
New York (NYC) to Florence (FLR)
10/10 Exceptional! (1 review)
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Discover the most popular places to visit in Asciano

Crete Senesi

4.5/5(6 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.

Crete Senesi

Monte Oliveto Maggiore Abbey

5/5(2 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.

Monte Oliveto Maggiore Abbey

What to do in Asciano

Small-Group Montepulciano and Pienza Day Trip from Siena

Small-Group Montepulciano and Pienza Day Trip from Siena

$207
per adult
100% of travellers recommend
Small-Group Montepulciano and Pienza Day Trip from Siena
Enjoy this private food tour of Siena with a local foodie host

The Most Delicious Private Food Tour of Siena: 10 Tastings

$445
per adult
The Most Delicious Private Food Tour of Siena: 10 Tastings
Asciano and Crete Senesi E-Bike Tour with Pick up and Drop off

Asciano and Crete Senesi PRIVATE E-Bike Tour + Pick Up & Drop Off

$429
per adult
Asciano and Crete Senesi PRIVATE E-Bike Tour + Pick Up & Drop Off
See all activities in Asciano

Asciano Hotel Deals

Precise House Montaperti Siena
Precise House Montaperti Siena
4 out of 5
Str. di Poggio al Vento 1/A, Località Casanova Pansarine, Asciano, SI
Fully refundableReserve now, pay when you stay
8.2/10 Very Good! (583 reviews)
"Great hotel! Very clean with a lot of extras! Will be back!"

Reviewed on Sep 11, 2024

Get rates
Precise House Montaperti Siena
Hotel Athena
Hotel Athena
4 out of 5
P Mascagni 55, Siena, SI
Fully refundable
$142 nightly
The price is $162 total per night from Jul 30 to Jul 31
$162 total
Jul 30 - Jul 31
Total includes taxes and fees
9.2/10 Wonderful! (999 reviews)
"Before we arrived the communication with the hotel was not good, but once we arrived I was stunned with how kind and helpful everyone at the hotel is. My family keeps commenting on how nice everyone is. The breakfast is very generous and delicious. The rooms are comfortable as well as the beds. I ..."

Reviewed on Jul 3, 2025

Hotel Athena
NH Siena
NH Siena
4 out of 5
Piazza La Lizza 1, Siena, SI
Fully refundableReserve now, pay when you stay
$132 nightly
The price is $151 total per night from Jul 13 to Jul 14
$151 total
Jul 13 - Jul 14
Total includes taxes and fees
8/10 Very Good! (993 reviews)
"Nice place. Great view of the stadium out our window"

Reviewed on Jun 18, 2025

NH Siena
See all 8,828 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.

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 $802 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.
  5. 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.
  6. 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.