Casole d'Elsa Vacations from $943

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Your Casole dElsa Vacation

Let our vacation packages to Casole dElsa inspire your next adventure. There's lots to like about this captivating city, starting with the neighborhood of Frosini, which is great for history and culture. Make sure to do some sightseeing during your trip to Casole dElsa. Hedonistic Hiking and Archeological and Collegiate Church Museum are some top places to visit. Expedia is here to help you escape your routine. Tailor your vacation to Casole dElsa to suit your travel style, whatever that may look like.

The Latest Casole d'Elsa vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Continentale - Lungarno Collection

Hotel Continentale - Lungarno Collection

4 out of 5
Historic Centre of Florence
Price was $1,298, price is now $943 per person
$943
per person
Dec 3 - Dec 7
found 13 hours ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
9.4/10 Exceptional! (702 reviews)
Outstanding boutique hotel and staff. Modern beautiful rooms. Staff went far out of their way to accommodate every request.

Reviewed on Sep 13, 2025

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Price was $1,749, price is now $1,186 per person
$1,186
per person
Dec 19 - Dec 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Florence (FLR)
9.6/10 Exceptional! (477 reviews)
Everything was perfect

Reviewed on Oct 1, 2025

Villa Cora

Villa Cora

5 out of 5
Oltrarno
Save 100% on your flight
Price was $2,577, price is now $1,817 per person
$1,817
per person
Nov 3 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9.8/10 Exceptional! (461 reviews)
The hotel is very beautiful, and the surrounding environment is also excellent.

Reviewed on Sep 26, 2025

Hotel Lungarno - Lungarno Collection

Hotel Lungarno - Lungarno Collection

5 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $1,763, price is now $1,250 per person
$1,250
per person
Dec 3 - Dec 7
found 20 hours ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
9.6/10 Exceptional! (588 reviews)
Worth the price tag, excellent quality everything. Great views of Arno and the Ponte Vecchio.

Reviewed on Sep 18, 2025

Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux

5 out of 5
Price was $1,536, price is now $1,129 per person
$1,129
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.4/10 Exceptional! (118 reviews)
Absolutely Amazing place / stay ! My wife and I only have raving reviews…for us it is in our Top 3 best Hotel stay ever…and we have been to some amazing Hotels before around the world.

Reviewed on Sep 16, 2025

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Discover the most popular places to visit in Casole d'Elsa

Archeological and Collegiate Church Museum

You can spend an afternoon exploring the galleries in Archeological and Collegiate Church Museum during your travels in Casole d'Elsa. Discover the beautiful countryside and wineries in this quaint area.

Archeological and Collegiate Church Museum

What to do in Casole d'Elsa

Medieval Centre

Skip the Line: Siena Duomo and City Walking Tour

$47
per adult
100% of travellers recommend
Skip the Line: Siena Duomo and City Walking Tour
Full-Day Tour of San Gimignano, Siena & Chianti

San Gimignano, Siena and Chianti - Small Group Tour

$141
per adult
86% of travellers recommend
San Gimignano, Siena and Chianti - Small Group Tour
Monteriggioni fortress

Tuscany Hiking Tour from Siena Including Wine Tasting

$65
per adult
Tuscany Hiking Tour from Siena Including Wine Tasting
See all activities in Casole d'Elsa

Casole d'Elsa Hotel Deals

Castello di Casole, A Belmond Hotel, Tuscany

Castello di Casole, A Belmond Hotel, Tuscany

5 out of 5
Localita Querceto, Casole d'Elsa, SI
Fully refundableReserve now, pay when you stay
$1,361 nightly
The price is $1,500 total per night from Nov 2 to Nov 3
$1,500 total
Nov 2 - Nov 3
Total with taxes and fees
9.6/10 Exceptional! (74 reviews)
"Overall stunning all the way Staff was very attentive Great time !"

Reviewed on Sep 10, 2025

Castello di Casole, A Belmond Hotel, Tuscany
Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55, Siena, SI
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $119 total per night from Nov 2 to Nov 3
$119 total
Nov 2 - Nov 3
Total with taxes and fees
9.2/10 Wonderful! (1,012 reviews)
"NA"

Reviewed on Sep 28, 2025

Hotel Athena
Hotel Ristorante Alcide

Hotel Ristorante Alcide

4 out of 5
Viale Marconi, 67/A, Poggibonsi, SI
Fully refundableReserve now, pay when you stay
$58 nightly
The price is $71 total per night from Oct 12 to Oct 13
$71 total
Oct 12 - Oct 13
Total with taxes and fees
8/10 Very Good! (454 reviews)
Good Value for the cost !
"The hotel was good value for the price. The room was clean. The hotel is in a good, safe area. The A/C was able to keep up with the 98F temps outside. Check in was easy. The breakfast was very good. Parking is a little tricky but not to bad. The only issues we had with our room was the safe wouldnt ..."

Reviewed on Jul 7, 2025

Hotel Ristorante Alcide
See all 8,404 properties in Casole d'Elsa
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.

Casole dElsa Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Population
1,000
Max Temp Winter
50ºF
Max Temp Summer
85ºF
Top Sights
Tenuta Torciano Winery, Monteriggioni Castle and Sovestro in Poggio Winery

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Frequently asked questions

How much does a Casole d'Elsa vacation package cost?
You'll find cheap prices from $943 on Expedia for your Casole d'Elsa break. However, a range of factors like the hotel choice, length of stay and season will influence how much your vacation to Casole d'Elsa costs.
What are the cheapest months to go to Casole d'Elsa?
February, October and December are the best times to search for cheap Casole d'Elsa vacation packages. Opting to travel in quieter periods means you can generally find better prices on flights and hotels.
How many days is enough for Casole d'Elsa?
Usually, a handful of days is enough to visit the top sights during your Casole d'Elsa vacation. But if you prefer to have some time to relax or take day tours, think about extending your itinerary.
How to find the best Casole d'Elsa package deals?
Begin your search for a Casole d'Elsa package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply some filters, like "Property type" and "Guest rating," 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 Casole d'Elsa package deal straight away, simply play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Casole d'Elsa adventure underway.
Is it cheaper to book a Casole d'Elsa vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll usually land a better deal than booking each component separately. And you'll still get the flexibility to create a tailored Casole d'Elsa vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Casole d'Elsa?
Enjoy fantastic discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for a spur-of-the-moment Casole d'Elsa getaway.
How to plan a trip to Casole d'Elsa?

  1. Choose when to travel: Check your calendar and get your bags packed. Your preferred time of year and the type of activities available will also help you decide when to escape to Casole d'Elsa.
  2. Set your budget: Consider costs such as flights, transportation and food when calculating how much to put aside for your trip to Casole d'Elsa. Then, select a property that matches your budget, whether that's an economical option or a swankier retreat.
  3. Explore Casole d'Elsa using our trip planning tool: Gain insights into the most popular attractions and best properties for your trip to Casole d'Elsa. You can also save your favorite places, collaborate with friends and family and organize your plans in one place.
  4. Decide how long to go away for: Now that you're more familiar with Casole d'Elsa, you can work out the perfect length of your vacation. Pull together a rough plan and allocate enough time for all the things you want to do.
  5. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to pick a Casole d'Elsa vacation package that brings all your bookings together.
  6. Book experiences or activities ahead of time: Whether it's entrance to a major attraction or a day trip, you won't have to worry about missing out on the best Casole d'Elsa has to offer. Find all the incredible things to do in Casole d'Elsa with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Casole d'Elsa vacation packages?
If you're anything like us, you love discovering new places but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the cost of your Casole d'Elsa vacation over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.

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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.