Castellina Scalo Vacation Packages

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Your Castellina Scalo Vacation

When a city getaway is calling, answer it with a Castellina Scalo vacation package. The neighborhood of Lecchi in Chianti, which is good for walking, cycling and views, makes an awesome base for your adventures. There's plenty to include on your must-do list during a trip to Castellina Scalo, starting with leading sights such as Monteriggioni Castle and San Leonardo al Lago. Don't delay exploring this destination any longer. Your perfect Castellina Scalo vacation is a couple of clicks away with Expedia.

Top Castellina Scalo Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was CA $2,276, price is now CA $1,456 per person
CA $1,456
per person
Aug 12 - Aug 17
found 12 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
7.6/10 Good! (1,006 reviews)
Clean, conveniently located hotel with friendly, helpful staff.

Reviewed on Jul 5, 2026

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Price was CA $2,916, price is now CA $1,625 per person
CA $1,625
per person
Oct 2 - Oct 8
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Florence (FLR)
7.4/10 Good! (1,008 reviews)
Good service and the room was clean

Reviewed on Jul 10, 2026

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Price was CA $6,026, price is now CA $3,536 per person
CA $3,536
per person
Sep 5 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Florence (FLR)
9.6/10 Exceptional! (147 reviews)

Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

4 out of 5
Historic Centre of Florence
Price was CA $3,852, price is now CA $2,347 per person
CA $2,347
per person
Sep 13 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Florence (FLR)
8.8/10 Excellent! (1,002 reviews)
Excellent location! Rooftop lounge perfect for sunset!!

Reviewed on Jul 11, 2026

Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

5 out of 5
Price was CA $3,885, price is now CA $2,755 per person
CA $2,755
per person
Aug 16 - Aug 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Florence (FLR)
9.4/10 Exceptional! (207 reviews)
Absolutely wonderful stay. The onsite restaurant was amazing and the staff was very attentive and helpful. There are nice wineries and restaurants nearby too and the concierge made very helpful recommendations and reservations for us. Use the hotel name (and not just the address) since the Apple Maps and Google Maps gets confused otherwise.

Reviewed on Jul 8, 2026

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Castellina Scalo Hotel Deals

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

5 out of 5
Banchi Di Sopra 85 Siena SI
Fully refundableReserve now, pay when you stay
The price is CA $411 per night from Aug 10 to Aug 11
CA $411
CA $469 total
Aug 10 - Aug 11
includes taxes & fees
Grand Hotel Continental Siena – Starhotels Collezione
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

5 out of 5
Strada Comunale 14 Siena - Vagliagli 18 Castelnuovo Berardenga SI
Fully refundableReserve now, pay when you stay
The price is CA $691 per night from Aug 2 to Aug 3
CA $691
CA $777 total
Aug 2 - Aug 3
includes taxes & fees
9.4/10 Exceptional! (211 reviews)
"Absolutely wonderful stay. The onsite restaurant was amazing and the staff was very attentive and helpful. There are nice wineries and restaurants nearby too and the concierge made very helpful recommendations and reservations for us. Use the hotel name (and not just the address) since the Apple ..."

Reviewed on Jul 8, 2026

Borgo Scopeto Wine & Country Relais
Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
The price is CA $229 per night from Jul 19 to Jul 20
CA $229
CA $260 total
Jul 19 - Jul 20
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
"Beautiful rooms, we had one with the terrace and a view. Very quiet. Gorgeous rooftop restaurant, easy parking. 10 min walk to the square."

Reviewed on Jul 9, 2026

Hotel Athena
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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 Castellina Scalo

Tuscany in 1 day: Pisa, San Gimignano and Siena with Lunch

Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch

CA $80
per adult
78% of travellers recommend
Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch
Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine

Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine

CA $128
per adult
88% of travellers recommend
Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine
Chianti Half Day Wine Tour from Florence

Chianti Half Day Wine Tour from Florence

CA $36
per adult
88% of travellers recommend
Chianti Half Day Wine Tour from Florence
See all activities in Castellina Scalo

Frequently asked questions

How much does a Castellina Scalo vacation package cost?
You can snap up a vacation package to this top destination from CA $1,456 on Expedia. But how much your vacation to Castellina Scalo costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Castellina Scalo?
The off-season is the best time to head to Castellina Scalo if you're hoping to keep costs down. Another tip for getting cheap Castellina Scalo vacation packages? Try to avoid public holidays and any major festivals or events.
How many days is enough for Castellina Scalo?
The ideal length of your Castellina Scalo vacation depends on what you'd like to see. Typically, a few days to a week will give you time to tick off all the top attractions and discover some hidden spots along the way.
How to find the best Castellina Scalo package deals?
Use Expedia's filters to help you find some great Castellina Scalo package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or search for Castellina Scalo package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Castellina Scalo vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and stays individually. Better still, you can tailor your Castellina Scalo getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Castellina Scalo?
If you're planning a spontaneous Castellina Scalo getaway, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land terrific deals on your hotels and flights by booking well in advance.
How to plan a trip to Castellina Scalo?

  1. Choose your travel dates: The things you'd like to do in Castellina Scalo and your favourite season will help you decide when to go.
  2. Budget wisely: Besides the cost of your accommodations, you'll need to factor in other expenses too. These include food, flights and transportation. Also, set aside some extra funds for unexpected expenses that could crop up during your trip to Castellina Scalo.
  3. Determine how many days away: Start by compiling a list of the sights and activities you'd like to get to in Castellina Scalo. Then, estimate how long you'll need at each, as well as any travel time.
  4. Combine your accommodations and airfare: Once you've nailed down your trip dates and duration, book the ideal Castellina Scalo vacation package for you.

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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.