Casole d'Elsa Vacations from $951
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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
Historic Centre of Florence
$951
per person
Nov 1 - Nov 7
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.6/10 Good! (1,003 reviews)
The shower in our room was ridiculously small. I am only 5'7 and 178 and had a very hard time just getting in and out . I actually scraped my side getting in yesterday. The floor in the room was dirty and the breakfast was just ok. The breakyvire was spectacular however. there is no way they can advertise this as a 4 star hotel.
The restaurant Bondi directly across the street is absolutely phenomenal .
Reviewed on Sep 15, 2026
Grand Hotel Cavour
Historic Centre of Florence
$1,010
per person
Nov 18 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9.2/10 Wonderful! (1,004 reviews)
Lovely hotel and great position in Florence. Staff were friendly and helpful. Breakfast was lovely plenty of choice. Wouldn’t hesitate to stay there again. Perfect for the usual sightseeing !
Reviewed on Sep 15, 2026
The Moon Boutique Hotel & Spa
Historic Centre of Florence
$1,491
per person
Oct 30 - Nov 5
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.6/10 Exceptional! (592 reviews)
We had a wonderful stay at The Moon hotel. The staff are excellent and we had a speedy and very easy check in experience. The Moon is a beautiful, calm place slightly out of the central sights of Florence, but within an easy walk. Our rooms were beautiful. Great showers and the beds were so comfortable. We slept very well. Breakfast was of a high quality, the fresh egg dishes were delicious. If you like cake for breakfast, you will be spoilt for choice. We used the spa area which was lovely at the end of the day. If not included in your room deal it is extra and you need to book a slot. The hydrotherapy pool is not huge, but works well. Sauna and steam room were very good. Overall a wonderful experience and special thanks to Giorgio for his quick check in and excellent and friendly customer service throughout our stay.
Reviewed on Sep 13, 2026
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View all tripsStay near popular Casole d'Elsa attractions
Archeological and Collegiate Church Museum
8.0/10 (1 review)
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.
Terre di Vini
Enjoy an outing to Terre di Vini during your stay in Pievescola. Discover the beautiful countryside and wineries in this walkable area.
What to do in Casole d'Elsa
From Siena: Chianti and Castles Tour with Wine Tastings
$99
per adult
88% of travellers recommend
Siena, San Gimignano, Monteriggioni & Chianti from Florence
$61
per adult
88% of travellers recommend
Tuscany Day Trip to Siena & San Gimignano with Optional Wine Tasting
$54
per adult
90% of travellers recommend
Casole d'Elsa Hotel Deals
Castello di Casole, A Belmond Hotel, Tuscany
Localita Querceto Casole d'Elsa SI
Fully refundableReserve now, pay when you stay
$1,860 nightly
$2,048 total
Oct 15 - Oct 16
Total with taxes and fees
9.6/10 Exceptional! (84 reviews)
"Once in a lifetime trip. The facilities, the staff, the rooms, the views, the activities were all exceptional."
Reviewed on Jul 29, 2026
Castelfalfi
Loc. Castelfalfi Montaione FI
$978 nightly
$1,087 total
Oct 15 - Oct 16
Total with taxes and fees
9.6/10 Exceptional! (183 reviews)
"Stunning estate. Excellent food."
Reviewed on Sep 9, 2026
Hotel Athena
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
$260 nightly
$292 total
Oct 15 - Oct 16
Total with taxes and fees
9.4/10 Exceptional! (1,001 reviews)
"We had a wonderful stay at Hotel Athena in Siena. The service was exceptional, the staff were warm, welcoming and genuinely helpful throughout our visit. The location was fantastic for exploring Siena, with everything within walking distance, while the hotel itself provided a comfortable and relaxing ..."
Reviewed on Sep 11, 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 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 $951 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?
- 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.
- 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.
- 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.
- 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.
- 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.
- 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.
