San Casciano in Val di Pesa

Travel Guide

A vineyard with rows of grapevines on rolling hills, a small house, and a mountain range in the background.
A vineyard with rows of grapevines, a clear sky, and distant mountains.
A vineyard with rows of grapevines and a distant tree line under a clear sky.
A vineyard with rows of grapevines, a hill with trees, and a building in the background.
A vineyard with rows of grapevines and a hilly landscape in the background.

Where to stay in San Casciano in Val di Pesa

Find the best San Casciano in Val di Pesa areas and neighborhoods for the activities you enjoy most. Learn more about San Casciano in Val di Pesa
Learn more about San Casciano in Val di Pesa

Il Serraglio

While there might not be top attractions in Il Serraglio, you can explore the larger area and discover places like Antinori nel Chianti Classico and Monastery of Sorelle Clarisse.

Plus Florence - Hostel

Plus Florence - Hostel

Via Santa Caterina D'Alessandria, 15 Florence FI
$119 nightly
The price is $140 total per night from Oct 26 to Oct 27
$140 total
Oct 26 - Oct 27
Total with taxes and fees
Stay at this hostel in Florence. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Plus Florence - Hostel
The Social Hub Florence Belfiore

The Social Hub Florence Belfiore

4 out of 5
Viale Belfiore, 55 Florence FI
$136 nightly
The price is $166 total per night from Oct 25 to Oct 26
$166 total
Oct 25 - Oct 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Florence. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Popular attractions Piazza del Duomo and ...
The Social Hub Florence Belfiore
Hotel Paris

Hotel Paris

3 out of 5
Via Banchi 2 Florence FI
$199 nightly
The price is $233 total per night from Oct 31 to Nov 1
$233 total
Oct 31 - Nov 1
Total with taxes and fees
Stay at this hotel in Florence. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the helpful staff in our reviews. ...
9/10 Wonderful! (1,027 reviews)
"The staff was exceptional!! we absolutely loved our room as well, it was perfect for my husband, and I and our two kids!"

Reviewed on Sep 29, 2026

Hotel Paris
See all 15,180 properties in San Casciano in Val di Pesa
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.
"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C

"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C

San Casciano in Val di Pesa Tuscany
Book a stay at this family-friendly villa in San Casciano in Val di Pesa. Enjoy free WiFi, private pools, and breakfast (surcharge). Popular attractions Pitti ...
10/10 Exceptional! (138 reviews)
"10/10 -- Highly recommend Jacopo and Beatrice’s beautiful villa!My husband and I got married here last week, and we truly couldn’t have asked for a better experience. We stayed at the villa with 13 of our family members for our wedding week, and there was more than enough space for everyone. The ..."

Reviewed on Sep 24, 2026

"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C
Hu Firenze Camping In Town

Hu Firenze Camping In Town

Via Generale Dalla Chiesa, 1-3 Florence FI
Book a stay at this family-friendly campground in Florence. Enjoy free parking, an outdoor pool, and 3 poolside bars. Our guests praise the restaurant and the ...
8.8/10 Excellent! (1,741 reviews)
"The room was lovely. And clean. However the first night the A/C was not working and there was NO hot water. These were corrected the next day but no discount or other accommodation was given. Still, I highly recommend this establishment 😊"

Reviewed on Sep 23, 2026

Hu Firenze Camping In Town
La Torre Del Cestello

La Torre Del Cestello

Via Borgo San Frediano, 8 Florence FI
Stay at this residence in Florence. Enjoy free WiFi, valet parking (surcharge), and daily housekeeping. Popular attractions Ponte Vecchio and Piazza del Duomo ...
9.2/10 Wonderful! (332 reviews)
"The parking was difficult."

Reviewed on Sep 28, 2026

La Torre Del Cestello
See all properties in San Casciano in Val di Pesa
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.

Stay near popular San Casciano in Val di Pesa attractions

Antinori nel Chianti Classico

9.4/10 (16 reviews)
You can enjoy a tasting or tour at Antinori nel Chianti Classico during your travels to Bargino. Check out the churches and wineries in this walkable area.
See properties

Things to do

City Sightseeing Florence Hop-on Hop-off

City Sightseeing Florence Hop-on Hop-off Bus Tour

$33
per adult
76% of travellers recommend
City Sightseeing Florence Hop-on Hop-off Bus Tour
Florence: Pasta Cooking Class with Unlimited Wine

Florence: Pasta Cooking Class with Unlimited Wine

$21
per adult
94% of travellers recommend
Florence: Pasta Cooking Class with Unlimited Wine
Michaelangelo's David

Accademia timed-entry Ticket with App Guide

$45
per adult
90% of travellers recommend
Accademia timed-entry Ticket with App Guide
Florence Accademia Gallery Tour with Entrance Ticket Included

Florence Accademia Gallery Tour with Entrance Ticket Included

$55
per adult
94% of travellers recommend
Florence Accademia Gallery Tour with Entrance Ticket Included
Florence: Pasta & Tiramisu Cooking Class with Unlimited Wine

Florence: Pasta & Tiramisu Cooking Class with Unlimited Wine

$21
per adult
94% of travellers recommend
Florence: Pasta & Tiramisu Cooking Class with Unlimited Wine
People riding scooters in Tuscany

Florence Vespa Tour: Tuscan Hills, Food and Chianti Wine

$149
per adult
98% of travellers recommend
Florence Vespa Tour: Tuscan Hills, Food and Chianti Wine
See all activities in San Casciano in Val di Pesa

Frequently asked questions

Is San Casciano in Val di Pesa worth visiting?
San Casciano in Val di Pesa is worth visiting for its standout attractions, including the renowned Antinori nel Chianti Classico and the peaceful Monastery of Sorelle Clarisse. Travelers can also enjoy a rich culinary experience, with delicious Italian and European dining featuring classic dishes like fresh pasta and regional specialties.
When is the best time to visit San Casciano in Val di Pesa?
The best time to visit San Casciano in Val di Pesa is from May through September, when the weather is generally pleasant for exploring. For travelers seeking fewer crowds and better value, the cooler months of December through March offer a more tranquil experience, often with mild temperatures.
What is San Casciano in Val di Pesa known for?
San Casciano in Val di Pesa is known for Antinori nel Chianti Classico, a notable winery. Travelers can also visit the historic Monastery of Sorelle Clarisse and Mangiacane Winery. The area offers a rich Italian food culture, providing many culinary experiences to discover.
What is a good itinerary length for San Casciano in Val di Pesa?
A good itinerary length for San Casciano in Val di Pesa is two to three days to explore wineries like Antinori nel Chianti Classico and Mangiacane Winery, plus the Monastery of Sorelle Clarisse. An extended stay of four to five days allows for activities like a Chianti E Bike tour, a Tuscan lunch, and a private tour of Chianti and San Gimignano. See San Casciano in Val di Pesa Activities.
What are the top things to do in and around San Casciano in Val di Pesa?
San Casciano in Val di Pesa offers historic landmarks, scenic tours, and authentic Tuscan experiences:


How do I plan a trip to San Casciano in Val di Pesa?
To plan your trip to San Casciano in Val di Pesa, search for hotels and book flights and a rental car in advance. Explore activities like tours of Antinori nel Chianti Classico or Mangiacane Winery, or a Bella Toscana Private tour. For outdoor plans, such as the Chianti E Bike Tastes of Tuscany, have indoor backups for weather flexibility.
What cuisines can you find in San Casciano in Val di Pesa?
In San Casciano in Val di Pesa you can find Italian cuisine, featuring classic dishes like fresh pasta, wood-fired pizza, and rich risottos. Travelers can also enjoy a variety of Mediterranean-inspired flavors, often using local ingredients such as olive oil and fresh vegetables.
Can I book a refundable hotel in San Casciano in Val di Pesa?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in San Casciano in Val di Pesa by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to San Casciano in Val di Pesa with Expedia?
Expedia makes it easier to plan your San Casciano in Val di Pesa trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in San Casciano in Val di Pesa?
The best choice depends on your travel style. Hotels in San Casciano in Val di Pesa can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my San Casciano in Val di Pesa trip on Expedia?
Once you've booked your San Casciano in Val di Pesa trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my San Casciano in Val di Pesa trip?
Expedia offers customer support before, during, and after your San Casciano in Val di Pesa trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to San Casciano in Val di Pesa?
If it's your first trip to San Casciano in Val di Pesa, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my San Casciano in Val di Pesa hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your San Casciano in Val di Pesa hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Cities near San Casciano in Val di Pesa

A field of white flowers with a backdrop of trees and hills.

Scandicci

A bench in a field of lavender with trees and lanterns in the background.

Impruneta

A historic square with a church, a bell tower, and parked cars.

Greve in Chianti

A rural landscape with olive groves, scattered houses, and rolling hills in the background.

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