Sinalunga

Travel Guide

A hilltop town with historic buildings, lush green fields, and a clear blue sky.
A hillside town with terraced vineyards and historic buildings.
Rolling green hills, a rustic house surrounded by trees, and distant hills under a partly cloudy sky.
A field with hay bales and a large tree.
A cobblestone street with historic buildings, a wooden chair, and potted plants.
La Certosa di Pontignano

La Certosa di Pontignano

loc. Pontignano, 5 Castelnuovo Berardenga SI
$101 nightly
The price is $120 total per night from Oct 16 to Oct 17
$120 total
Oct 16 - Oct 17
Total with taxes and fees
Book a stay at this business-friendly B&B in Castelnuovo Berardenga. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the breakfast and ...
9.4/10 Exceptional! (564 reviews)
"Magical place! We loved jazz night and the amazing wine paired dinner. Fantastic place!"

Reviewed on Sep 16, 2026

La Certosa di Pontignano
Hotel Executive

Hotel Executive

4 out of 5
Via Nazareno Orlandi 32 Siena SI
$81 nightly
The price is $95 total per night from Oct 12 to Oct 13
$95 total
Oct 12 - Oct 13
Total with taxes and fees
Book a stay at this family-friendly hotel in Siena. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
Hotel Executive
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
$648 nightly
The price is $722 total per night from Sep 30 to Oct 1
$722 total
Sep 30 - Oct 1
Total with taxes and fees
Book a stay at this luxury hotel in Cortona. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
9.8/10 Exceptional! (250 reviews)
"Stunning little hotel with the most beautiful setting, gardens and pool. The room was exceptionally appointed clean. The best part of the stay was the restaurant. The best meals we had on our entire trip. Definitely recommend hiring e-bikes and riding up to Cortona!"

Reviewed on Sep 20, 2026

Villa di Piazzano - Small Luxury Hotel of the World
See all 7,503 properties in Sinalunga
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.
Il Poggio dell'Eremita

Il Poggio dell'Eremita

Sinalunga Tuscany
Stay at this villa in Sinalunga. Enjoy free WiFi, a garden, and patios. Popular attractions Torre Il Cassero and Piazza del Tribunal are located nearby.
10/10 Exceptional! (70 reviews)
"Peaceful, beautiful property. Comfortable, clean house. Quick 10 minute drive to Sinalunga or Lucignano for groceries and restaurants. Fabrizio was fantastic and made us feel at home. He provided excellent recommendations as well. Loved it!"

Reviewed on Sep 18, 2026

Il Poggio dell'Eremita
Villa Bramasole Large Private Pool, WiFi

Villa Bramasole Large Private Pool, WiFi

Sinalunga Tuscany
Stay at this villa in Sinalunga. Enjoy private pools, laundry facilities, and cable/satellite TV service. Popular attractions Torre Il Cassero and Piazza del ...
10/10 Exceptional! (24 reviews)
Really good!
"Really good!"

Reviewed on Sep 9, 2026

Villa Bramasole Large Private Pool, WiFi
Hotel San Gregorio

Hotel San Gregorio

3 out of 5
Via Della Madonnina 4 Pienza SI
Book a stay at this business-friendly residence in Pienza. Enjoy free WiFi, an outdoor pool, and room service. Popular attractions Enoteca Di Ghino and Artemisia ...
9.4/10 Exceptional! (157 reviews)
"Quaint but modern hotel walking distance to all - good breakfast and service in hotel restaurant. Spacious rooms with air conditioning (which gets turned off when staff cleans room - call desk to turn back on), safe, and bathroom with tub- but no shower curtain- took a while to learn how to negotiate ..."

Reviewed on Sep 17, 2026

Hotel San Gregorio
See all properties in Sinalunga
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 Sinalunga attractions

The International Kitchen - Classic Tuscan Table

8.0/10 (1 review)
After visiting The International Kitchen - Classic Tuscan Table, make a plan to see the other sights and activities in Sinalunga. Stroll along the riverfront or experience the fascinating museums in this vibrant area.
See properties

Things to do

Montepulciano Wine Tasting in the Tuscan Countryside

Montepulciano Wine Tasting in the Tuscan Countryside

$29
per adult
Montepulciano Wine Tasting in the Tuscan Countryside
Montepulciano: Winery Tour and Tasting

Montepulciano: Winery Tour and Tasting

$41
per adult
100% of travellers recommend
Montepulciano: Winery Tour and Tasting
Horseback riding through the vineyards in Montepulciano Tuscany

Horseback riding through the vineyards in Montepulciano Tuscany

$93
per adult
Horseback riding through the vineyards in Montepulciano Tuscany
Montepulciano Gran Tour

Montepulciano Gran Tour

$18
per adult
Montepulciano Gran Tour
Montepulciano: Tuscan Cooking Class with Fresh Pasta & Wine

Montepulciano: Tuscan Cooking Class with Fresh Pasta & Wine

$93
per adult
Montepulciano: Tuscan Cooking Class with Fresh Pasta & Wine
Cellar Tour & Wine Tasting

Cellar Tour & Wine Tasting

$58
per adult
Cellar Tour & Wine Tasting
See all activities in Sinalunga

Frequently asked questions

Is Sinalunga worth visiting?
Sinalunga is worth visiting for travelers seeking a relaxing getaway, with highlights like the Golf Club Valdichiana. You can also enjoy delicious Italian and European cuisine. The area is conveniently accessible, offering practical train access for easy travel to and from the destination.
When is the best time to visit Sinalunga?
The best time to visit Sinalunga is from May through September, when the climate is generally most pleasant for travelers. For fewer crowds and better value, the quieter months of November through February are a good option, offering cooler temperatures and a more tranquil experience.
What is Sinalunga known for?
Sinalunga is known for Golf Club Valdichiana. Travelers visiting this Italian city can also experience a strong Italian food culture, with many opportunities to savor local culinary traditions and authentic flavors.
What is a good itinerary length for Sinalunga?
A good itinerary length for Sinalunga is one to two days to enjoy the Golf Club Valdichiana and experience a typical Tuscan cooking lesson or a food and wine tasting. An extended stay of three to four days offers more time to savor the local Italian and European cuisine, with options for travel by train to explore the surrounding area. See Sinalunga Activities.
How do you get around Sinalunga?
Travelers in Sinalunga can primarily get around by train, with services available from Sinalunga Station and Sinalunga Rigomagno Station, connecting to nearby areas. For more flexible travel within and around Sinalunga, rideshare services offer a convenient option to explore at your own pace.
What are the top things to do in and around Sinalunga?
In Sinalunga, travelers can enjoy golf, learn local cooking, and savor authentic Tuscan food and wines:

  • Play a round at Golf Club Valdichiana.
  • Learn to cook traditional Tuscan dishes.
  • Savor typical Tuscan food and wines.

What cuisines can you find in Sinalunga?
In Sinalunga you can find Italian cuisine, with dishes like fresh pasta, wood-fired pizza, and creamy risotto. Travelers can also enjoy European options, including Mediterranean flavors, and a selection of steakhouses for heartier meals.
Can I book a refundable hotel in Sinalunga?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Sinalunga 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 Sinalunga with Expedia?
Expedia makes it easier to plan your Sinalunga 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 Sinalunga?
The best choice depends on your travel style. Hotels in Sinalunga 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 Sinalunga trip on Expedia?
Once you've booked your Sinalunga 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 Sinalunga trip?
Expedia offers customer support before, during, and after your Sinalunga 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 Sinalunga?
If it's your first trip to Sinalunga, 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 Sinalunga 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 Sinalunga hotel.

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

Cities near Sinalunga

A hillside town with historic buildings, a church, and vineyards.

Cortona

A historic church with a checkered facade and a bell tower.

Trequanda

A hillside village with historic buildings and a prominent church tower.
Photo by LigaDue (Creative Commons Attribution-Share Alike 4.0)

Torrita di Siena

Rolling hills, a line of tall cypress trees, and a misty valley.

Asciano

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