Casole d'Elsa Vacations from $667

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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.
Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Price was $968, price is now $667 per person
$667
per person
Feb 22 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
7.6/10 Good! (1,002 reviews)
Close to train station and everything you need.

Reviewed on Nov 21, 2025

Portrait Firenze - Lungarno Collection

Portrait Firenze - Lungarno Collection

5 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $2,845, price is now $1,884 per person
$1,884
per person
Feb 17 - Feb 21
just found
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.8/10 Exceptional! (299 reviews)
Great location and got fantastic service from the hotel. Room was very clean and comfortable. Definitely my first choice for staying in Firenze!

Reviewed on Nov 17, 2025

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was $1,041, price is now $699 per person
$699
per person
Feb 22 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
7.8/10 Good! (1,000 reviews)
Breakfast was good. Staff super friendly. Overall the expected quality for the paid price.

Reviewed on Nov 20, 2025

Eurostars Florence Boutique

Eurostars Florence Boutique

4 out of 5
Historic Centre of Florence
Price was $1,071, price is now $760 per person
$760
per person
Feb 12 - Feb 18
found 14 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Florence (FLR)
8.6/10 Excellent! (476 reviews)
Great little hotel. Everything is within walking distance. The view from the terrace was amazing.

Reviewed on Aug 6, 2025

Villa Cora

Villa Cora

5 out of 5
Oltrarno
Price was $2,450, price is now $1,804 per person
$1,804
per person
Feb 16 - Feb 21
found 21 hours ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.8/10 Exceptional! (467 reviews)
Nice property and staff.

Reviewed on Nov 13, 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

Chianti Half Day Wine Tour from Florence

Chianti Half Day Wine Tour from Florence

$50
per adult
88% of travellers recommend
Chianti Half Day Wine Tour from Florence
Full-Day Tour of San Gimignano, Siena & Chianti

San Gimignano, Siena and Chianti - Small Group Tour

$137
per adult
86% of travellers recommend
San Gimignano, Siena and Chianti - Small Group Tour
Monteriggioni fortress

Tuscany Hiking Tour from Siena Including Wine Tasting

$64
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
9.6/10 Exceptional! (79 reviews)
Amazing hotel - friendly staff - top of hotel world

Reviewed on Nov 12, 2025

Get rates
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
$87 nightly
The price is $100 total per night from Jan 9 to Jan 10
$100 total
Jan 9 - Jan 10, 2026
Total with taxes and fees
9.2/10 Wonderful! (1,003 reviews)
Excellent hotel, very helpful staff, highly recommended

Reviewed on Dec 6, 2025

Hotel Athena
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

5 out of 5
Via Spaltenna 13 Gaiole in Chianti SI
9.4/10 Exceptional! (260 reviews)
All good

Reviewed on Oct 20, 2025

Get rates
Castello di Spaltenna- Small Luxury Hotels of the World
See all 8,245 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.

Find the Best Casole d'Elsa Vacation Packages

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 $667 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.