La Strada-Santa Cristina Vacations from $1,155

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Your La Strada-Santa Cristina Vacation

Build a custom vacation package to La Strada-Santa Cristina and start looking forward to your next great adventure. Consider staying in the neighborhood of Orzale, which is good for views and nature, for a real taste of this vibrant city. If your trip to La Strada-Santa Cristina includes some sightseeing, hit up much-loved attractions like Tennis Club Castiglionese, Cassero Tower and Archaeological Museum. Browse Expedia's wide range of travel options and book your ultimate vacation to La Strada-Santa Cristina today.

The Latest La Strada-Santa Cristina 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 $1,611, price is now $1,155 per person
$1,155
per person
Jul 16 - Jul 21
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.6/10 Good! (1,012 reviews)
The evening adter 10pm manager on duty was very helpful!!! He was able to assist and provide everything we needed. Sorry, I don't remember his name. Thank you!

Reviewed on May 19, 2026

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Save 100% on your flight
Price was $3,299, price is now $2,344 per person
$2,344
per person
Jul 30 - Aug 5
found 8 hours ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
9.4/10 Exceptional! (133 reviews)
Good hotel, the only problem for us was that the food menu is very limited, the kitchen is closed most of the time and in La Toscana there is no life outside the hotel, so If the kitchen is closed there is no delivery service or restaurants around.

Reviewed on May 9, 2026

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was $1,632, price is now $1,163 per person
$1,163
per person
Jul 16 - Jul 21
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.6/10 Good! (1,011 reviews)
Great location. Clean and Comfortable room. Friendly staff. We went out for breakfast even though some fruit etc was available in the morning.

Reviewed on May 21, 2026

Hotel degli Orafi

Hotel degli Orafi

4 out of 5
Historic Centre of Florence
Price was $2,170, price is now $1,560 per person
$1,560
per person
Jul 30 - Aug 5
found 8 hours ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
9.6/10 Exceptional! (1,003 reviews)
I found the bed extremely stiff. The breakfast was mediocre. I was surprised because of the good reviews. The coffee was subpar.

Reviewed on May 21, 2026

Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

5 out of 5
Price was $2,733, price is now $1,989 per person
$1,989
per person
Jul 30 - Aug 5
found 8 hours ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
9.2/10 Wonderful! (195 reviews)
This hotel is absolutely gorgeous. The staff, food and grounds are fantastic. Can’t recommend more! Big thanks to Luka and Giuseppe for making our stay so special. Great wine tasting and delicious wine recommendations. Won’t disappoint

Reviewed on Sep 2, 2025

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Discover the most popular places to visit in La Strada-Santa Cristina

Cassero Tower

Find out about the history of Castiglion Fiorentino when you spend time at Cassero Tower. You can enjoy the wineries while in the area.

Cassero Tower

Tennis Club Castiglionese

Catch an event at Tennis Club Castiglionese during your trip to Castiglion Fiorentino. You can enjoy the wineries while in the area.

Tennis Club Castiglionese

Agricola Buccelletti Winery

You can enjoy a tasting or tour at Agricola Buccelletti Winery during your travels to La Strada-Santa Cristina. Discover the area's countryside and wineries.

Agricola Buccelletti Winery

What to do in La Strada-Santa Cristina

Montepulciano Wine Tasting in the Tuscan Countryside

Montepulciano Wine Tasting in the Tuscan Countryside

$29
per adult
Montepulciano Wine Tasting in the Tuscan Countryside
Cellar Tour & Wine Tasting

Cellar Tour & Wine Tasting

$59
per adult
Cellar Tour & Wine Tasting
Arezzo: Val di Chiana Wine Tasting Experience

Arezzo: Val di Chiana Wine Tasting Experience

$47
per adult
Arezzo: Val di Chiana Wine Tasting Experience
See all activities in La Strada-Santa Cristina

La Strada-Santa Cristina Hotel Deals

Spacious Tuscan Villa with Large Pool near Castiglion Fiorentino.

Spacious Tuscan Villa with Large Pool near Castiglion Fiorentino.

Castiglion Fiorentino
9.8/10 Exceptional! (39 reviews)
"Pros: From the first night it felt like home away from home. The kitchen was very well equipped. Plenty of cookware, glasses, and dishware. The pool was wonderful, though too cold to get into because it was too early in the season. The view from the pool was indescribable! We had two dinners prepared ..."

Reviewed on May 11, 2026

Get rates
Spacious Tuscan Villa with Large Pool near Castiglion Fiorentino.
Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

5 out of 5
Localita Piazzano, C.P. 6 Cortona AR
$626 nightly
The price is $698 total per night from Jun 3 to Jun 4
$698 total
Jun 3 - Jun 4
Total with taxes and fees
9.8/10 Exceptional! (235 reviews)
"The Hotel and grounds are beautiful and immaculately maintained. The entire staff really stands out. So friendly and welcoming. Those little gestures of respect and kindness are appreciated. Also it’s very convenient that they can speak English. There are several beautiful hotels in the area to experience, ..."

Reviewed on May 14, 2026

Villa di Piazzano - Small Luxury Hotel of the World
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Via del Salvatore Cortona AR
Fully refundableReserve now, pay when you stay
$338 nightly
The price is $381 total per night from Jun 7 to Jun 8
$381 total
Jun 7 - Jun 8
Total with taxes and fees
10/10 Exceptional! (277 reviews)
"All aspects of service are superlative! The spa, restaurants and bar are excellent. The location in Cortona is very nice. Historic features of the hotel are impressive, as is the restoration."

Reviewed on May 20, 2026

Monastero di Cortona Hotel & Spa
See all 4,370 properties in La Strada-Santa Cristina
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 La Strada-Santa Cristina Vacation Packages

La Strada-Santa Cristina Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Population
80
Max Temp Winter
45ºF
Max Temp Summer
80ºF
Top Sights
Agricola Buccelletti Winery, Archaeological Museum and Municipal Art Gallery

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Frequently asked questions

How much does a La Strada-Santa Cristina vacation package cost?
You'll find cheap prices from $1,155 on Expedia for your La Strada-Santa Cristina break. However, a range of factors like the length of stay, the season and your choice of hotel will influence how much your vacation to La Strada-Santa Cristina costs.
What are the cheapest months to go to La Strada-Santa Cristina?
You can typically find lower prices and greater availability in November, December and January. Take a look at our cheap La Strada-Santa Cristina vacation packages and you could land some great off-season discounts.
How many days is enough for La Strada-Santa Cristina?
Generally, a handful of days is enough to go to the top sights during your La Strada-Santa Cristina vacation. However, if you want to have some time to kick back or go on day trips, consider extending your trip.
How to find the best La Strada-Santa Cristina package deals?
Use Expedia's handy filters to help you find some tempting La Strada-Santa Cristina 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 escape for midweek, or search for La Strada-Santa Cristina package deals in the off-season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a La Strada-Santa Cristina vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll usually score a better deal than booking each component individually. And you'll still have the freedom to create a tailored La Strada-Santa Cristina vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to La Strada-Santa Cristina?
If you're planning a spur-of-the-moment La Strada-Santa Cristina getaway, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can score incredible deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later La Strada-Santa Cristina vacation packages?
Set off on your dream trip to La Strada-Santa Cristina with help from our Book Now, Pay Later vacations. No need to scrimp and save or wait for your next payday — we've joined forces with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans let you spread the cost across 3, 6 or 12 months. With no late payment fees or extra charges, it's easy to budget for your trip and snap up bargains while they last.

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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.