Casole d'Elsa Vacation Packages

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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.

Top Casole d'Elsa Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Eurostars Florence Boutique

Eurostars Florence Boutique

4 out of 5
Historic Centre of Florence
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
8.6/10 Excellent! (464 reviews)
Nice hotel, very clean, a little far from main attractions, but in general I really like it

Reviewed on Jul. 14, 2025

Collegio alla Querce - Auberge Resorts

Collegio alla Querce - Auberge Resorts

5 out of 5
Le Cure
per person
Sep 4 - Sep 10
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
10/10 Exceptional! (1 review)
Il Perseo

Il Perseo

3 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
Sep 23 - Sep 29
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9.4/10 Exceptional! (1,005 reviews)
Excellent location and friendly accomdating staff

Reviewed on Jul. 20, 2025

Hotel Balestri

Hotel Balestri

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
Sep 23 - Sep 29
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9.2/10 Wonderful! (956 reviews)
Loved the location and cleanliness, only complaint was the pillows and beds weren't comfortable. (Mattress were hard and pillows too thin)

Reviewed on Jul. 16, 2025

Villa Cora

Villa Cora

5 out of 5
Oltrarno
Save 100% on your flight
per person
Sep 26 - Oct 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
9.8/10 Exceptional! (452 reviews)
Honestly I am blown away from the service at Villa Cora. From the warmest welcome at check in, to the friendly smiles and service at lunch. Every inch of this stay was perfection. We will definitely be returning very soon! Thank you Villa Cora you made Florence an absolute dream!

Reviewed on Jul. 18, 2025

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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
The price is CA $2,399 per night from Aug 7 to Aug 8
CA $2,399
CA $2,643 total
Aug 7 - Aug 8
includes taxes & fees
9.6/10 Exceptional! (70 reviews)
✨Slow luxury in Tuscany ✨
"Golden hills bathed in soft sunlight, cypress-lined avenues leading to hidden resort- A serene escape at Castello di Casole, A Belmond Hotel, Tuscany, where timeless elegance meets Tuscan charm. Service is great and truffle hunting is a definitely recommend experience！"

Reviewed on Jun. 19, 2025

Castello di Casole, A Belmond Hotel, Tuscany
Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55, Siena, SI
Fully refundable
The price is CA $182 per night from Jul 30 to Jul 31
CA $182
CA $208 total
Jul 30 - Jul 31
includes taxes & fees
9.2/10 Wonderful! (1,005 reviews)
"Great service . Location is very nice too"

Reviewed on Jul. 20, 2025

Hotel Athena
NH Siena

NH Siena

4 out of 5
Piazza La Lizza 1, Siena, SI
Fully refundableReserve now, pay when you stay
The price is CA $164 per night from Aug 20 to Aug 21
CA $164
CA $189 total
Aug 20 - Aug 21
includes taxes & fees
8/10 Very Good! (994 reviews)
Very nice hotel
"Very nice and clean hotel. Just outside the ztl, close to historic city centre area."

Reviewed on Jul. 10, 2025

NH Siena
See all 8,458 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.

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What to do in Casole d'Elsa

Sunny day view of Monteriggioni, a Comune in Italy

Chianti Half Day Wine Tour from Florence

CA $79
per adult
88% of travellers recommend
Chianti Half Day Wine Tour from Florence
From Florence: Siena & San Gimignano Day Trip with Lunch & Wine Tasting

From Florence: Siena & San Gimignano Day Trip with Lunch & Wine Tasting

CA $121
per adult
88% of travellers recommend
From Florence: Siena & San Gimignano Day Trip with Lunch & Wine Tasting
From Siena: Chianti and Castles Tour with Wine Tastings

From Siena: Chianti and Castles Tour with Wine Tastings

CA $136
per adult
From Siena: Chianti and Castles Tour with Wine Tastings
See all activities in Casole d'Elsa

Frequently asked questions

How much does a Casole d'Elsa vacation package cost?
You'll find cheap prices from CA $1,544 on Expedia for your Casole d'Elsa getaway. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your vacation to Casole d'Elsa costs.
What are the cheapest months to go to Casole d'Elsa?
The off-season is the best time to head to Casole d'Elsa if you're trying to save. Another tip for scoring cheap Casole d'Elsa vacation packages? Try to avoid public holidays and any major festivals.
How many days is enough for Casole d'Elsa?
To get the most out of your Casole d'Elsa vacation, we suggest staying for 4 days. Split your time between discovering Archeological and Collegiate Church Museum, Hedonistic Hiking and other top attractions, in addition to exploring neighbourhoods like Mensanello and Lano. If you've got some spare time, include a day trip in your Casole d'Elsa vacation itinerary.
How to find the best Casole d'Elsa package deals?
Use Expedia's filter tool to find some terrific Casole d'Elsa package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or browse for Casole d'Elsa package deals in the off-peak season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Casole d'Elsa vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll usually get a better deal than booking each component individually. And you'll still get the flexibility to create a tailored Casole d'Elsa vacation by choosing your favourite airline, accommodation type and car class.
When to book a vacation package to Casole d'Elsa?
Score incredible discounts by reserving your flights in advance with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Casole d'Elsa vacation.
How to plan a trip to Casole d'Elsa?

  1. Pick your dates: What you want to do in Casole d'Elsa and your favourite season can help you decide when to get away.
  2. Calculate your budget: Make sure you have enough money to cover everything from transportation and food to flights and activities. Your hotel will probably be the largest expense during your trip to Casole d'Elsa.
  3. Decide how many days away: Start by making a list of all the activities and sights you want to get to in Casole d'Elsa. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a customized Casole d'Elsa vacation package.

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