Sinalunga Vacations from $2,208

Book a Hotel + Flight or Car together to unlock savings

Your Sinalunga Vacation

Book a custom vacation package to Sinalunga and get ready for your next big adventure. Stay in the neighborhood of Pozzo, which is great for views and nature, for a real taste of this unique city. There's plenty to see during your trip to Sinalunga, including Golf Club Valdichiana and The Saints Peter and Andrew Church. Expedia will help you escape your daily routine. Tailor your vacation to Sinalunga to suit your style of travel, whatever that may be!

The Latest Sinalunga vacation packages

Price found within the past 48 hours. Click for updated prices.
Dimora Palanca Boutique & SPA

Dimora Palanca Boutique & SPA

5 out of 5
Historic Centre of Florence
Price was $2,676, price is now $2,208 per person
$2,208
per person
Dec 29 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.4/10 Exceptional! (56 reviews)
I particularly love the authenticity of the building being hundreds of hundreds of years old and yet well cut, beautiful staff beautiful spa only lacking in the dining aspect but everything else was perfect. Highly recommend but recommend going out for dinner.

Reviewed on Nov 5, 2025

Helvetia & Bristol Firenze – Starhotels Collezione

Helvetia & Bristol Firenze – Starhotels Collezione

5 out of 5
Historic Centre of Florence
Price was $3,946, price is now $3,197 per person
$3,197
per person
Dec 29 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.2/10 Wonderful! (538 reviews)
The property is gorgeous. The concierge is never around and the staff are not knowledgeable about anything other than dinner reservations. Asking about the Uffizi gallery was a waste of time. For the price, I would have expected a concierge that was available.

Reviewed on Oct 24, 2025

Portrait Firenze - Lungarno Collection

Portrait Firenze - Lungarno Collection

5 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $7,814, price is now $6,442 per person
$6,442
per person
Dec 29 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.8/10 Exceptional! (297 reviews)
The hotel was very nice however there was construction below us. Additionally, the restaurant and bar were not open due to renovations.

Reviewed on Mar 5, 2025

Brunelleschi Hotel

Brunelleschi Hotel

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $8,949, price is now $7,399 per person
$7,399
per person
Dec 29 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.4/10 Exceptional! (645 reviews)
Charming hotel with wonderful service in ideal location to explore Florence. Highly recommend!

Reviewed on Oct 21, 2025

The St. Regis Florence

The St. Regis Florence

5 out of 5
Historic Centre of Florence
Price was $5,521, price is now $4,588 per person
$4,588
per person
Dec 29 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.6/10 Exceptional! (261 reviews)
Nice property in a great location.

Reviewed on Jun 29, 2025

Don't see what you're looking for?
See all available trips from Columbus to Sinalunga
View all trips

Discover the most popular places to visit in Sinalunga

Golf Club Valdichiana

Enjoy a round of golf in Sinalunga at Golf Club Valdichiana. While you're here, you can savor the wineries.

Golf Club Valdichiana

What to do in Sinalunga

Montepulciano Wine Tasting in the Tuscan Countryside

Montepulciano Wine Tasting in the Tuscan Countryside

$29
per adult
Montepulciano Wine Tasting in the Tuscan Countryside
3 Regions in 1 Day from Rome with Tuscany Wine Tasting & Lunch

From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch

$104
per adult
100% of travellers recommend
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
Montepulciano: Artisan Heroic Wine Tasting at the Terrace

Montepulciano: Artisan Heroic Wine Tasting at the Terrace

$58
per adult
Montepulciano: Artisan Heroic Wine Tasting at the Terrace
See all activities in Sinalunga

Sinalunga Hotel Deals

Il Poggio dell'Eremita

Il Poggio dell'Eremita

Sinalunga
$157 nightly
The price is $159 total per night from Nov 8 to Nov 9
$159 total
Nov 8 - Nov 9
Total with taxes and fees
10/10 Exceptional! (56 reviews)
This place is beautifully maintained, quiet, peaceful yet close to many of the Tuscany hill towns. Fabrizio is charming and accomodates any of your requests. Sunrise and full moon were equally spectacular. Will definitely stay again when I return to Toscanna!!!

Reviewed on Oct 9, 2025

Il Poggio dell'Eremita
Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55, Siena, SI
Fully refundableReserve now, pay when you stay
$90 nightly
The price is $102 total per night from Nov 27 to Nov 28
$102 total
Nov 27 - Nov 28
Total with taxes and fees
9.2/10 Wonderful! (1,014 reviews)
Very Good. Thank you

Reviewed on Oct 29, 2025

Hotel Athena
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
$280 nightly
The price is $313 total per night from Nov 20 to Nov 21
$313 total
Nov 20 - Nov 21
Total with taxes and fees
9.8/10 Exceptional! (249 reviews)
Incredible hotel with amazing staff

Reviewed on Nov 1, 2025

Monastero di Cortona Hotel & Spa
See all 7,586 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.

Find the Best Sinalunga Vacation Packages

Sinalunga Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Population
6,600
Max Temp Winter
45ºF
Max Temp Summer
80ºF
Top Sights
Pienza Cathedral, Terme di Montepulciano Spa and Piscine Termali Theia

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Sinalunga vacation package cost?
You can pick up a vacation package to this popular destination from $2,208 on Expedia. But how much your vacation to Sinalunga costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Sinalunga?
If you'd like to book a cheap Sinalunga vacation package, consider traveling in March, November and December. You're likely to find better prices on accommodations and flights during these quieter months — perfect for budget-conscious travelers.
How many days is enough for Sinalunga?
With a well-planned schedule, you can easily hit the top Sinalunga attractions in a few days. But if you'd like to discover hidden gems or take day trips, consider booking your Sinalunga vacation for longer.
How to find the best Sinalunga package deals?
Start your search for a Sinalunga package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Sinalunga package deal right away, simply play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Sinalunga adventure off to a flying start.
Is it cheaper to book a Sinalunga vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and hotels individually. Better still, you can tailor your Sinalunga escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Sinalunga?
Enjoy fantastic discounts by reserving your flights early with Expedia. If spontaneity is more your style, grab one of our last-minute deals for an impromptu Sinalunga trip.
How to plan a trip to Sinalunga?

  1. Choose the ideal time to travel: Your schedule, favorite season and the type of weather you enjoy can all impact your decision on when to travel to Sinalunga.
  2. Plan your budget wisely: On top of the cost of your hotel, you'll need to factor in other expenses too. These include transportation, flights and food. Also, put aside a little extra for unexpected costs that may arise during your trip to Sinalunga.
  3. Discover Sinalunga with our trip planning tool: Gain insights into the top attractions and best hotels for your trip to Sinalunga. You can also save your favorite places, collaborate with family and friends and arrange all your plans in one place.
  4. Decide how many days away: Start by compiling a list of the activities and sights you'd like to get to in Sinalunga. Then, estimate how long you'll need at each, including any travel time.
  5. Bundle your accommodations and airfare: Once you've settled on your trip dates and duration, book the right Sinalunga vacation package for you.
  6. Add on experiences and excursions: Have a look at our dedicated travel guide to find some incredible things to do in Sinalunga. Book tickets or make reservations as soon as you can to save time and skip the hassle of searching for activities once you arrive.

Does Expedia offer Book Now, Pay Later Sinalunga vacation packages?
Your Sinalunga break is meant to be an escape from your busy life, not a reason for money-related stress. So to give you more flexibility, we've teamed up with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.