Sinalunga Vacations from $616

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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.
Eurostars Florence Boutique

Eurostars Florence Boutique

4 out of 5
Historic Centre of Florence
Price was $877, price is now $616 per person
$616
per person
Jan 9 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
8.6/10 Excellent! (474 reviews)
Great little hotel. Everything is within walking distance. The view from the terrace was amazing.

Reviewed on Aug 6, 2025

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $1,330, price is now $857 per person
$857
per person
Jan 9 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.6/10 Exceptional! (485 reviews)
the hotel is located a little far from historic area of the town. but if you are a go walking person, it is 15 minutes walk. the hotel itself is very good. fresh and nice design, very nice buffet breakfast and kind stuff.

Reviewed on Oct 21, 2025

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was $1,066, price is now $692 per person
$692
per person
Jan 9 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.8/10 Good! (1,015 reviews)
The custmer service was outstanding. The young lady, Letizia, at the front desk was so helpful. She helped me with my phone and gave me directions to a leather shop among many things. She was great! Also, the young man, Sampath, who I think was a house cleaner was so helpful and friendly. They both improved my stay beyond measure. They deserve a big thank you.

Reviewed on Oct 26, 2025

Hotel Duomo Firenze

Hotel Duomo Firenze

3 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $1,338, price is now $905 per person
$905
per person
Jan 9 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9/10 Wonderful! (1,006 reviews)
Loved the quaintness of the hotel. Staff are excellent and helpful. Great sitting area and breakfast area. Food was delicious. The area can’t be beat. So walkable to many sites. My only problem was the antique hairdryer. lol you have to see it to understand.

Reviewed on Oct 21, 2025

Plaza Hotel Lucchesi

Plaza Hotel Lucchesi

4 out of 5
Historic Centre of Florence
Price was $1,143, price is now $818 per person
$818
per person
Jan 9 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.4/10 Exceptional! (999 reviews)
Wonderful hotel. Incredible views from the huge rooftop bar/pool deck. Wonderful breakfast buffet with many hot and cold options. Main level bar is beautiful and the seating areas are both well-appointed and comfortable. Both bars offer gratis snacks. View of the river Arno, Piazza el Michelangelo and more from our room window were stunning. You can literally walk almost anywhere in the city from this location.

Reviewed on Oct 18, 2025

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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

$50
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
$158 nightly
The price is $160 total per night from Nov 8 to Nov 9
$160 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
$84 nightly
The price is $96 total per night from Nov 26 to Nov 27
$96 total
Nov 26 - Nov 27
Total with taxes and fees
9.2/10 Wonderful! (1,008 reviews)
Excellent hotel with great service.

Reviewed on Oct 19, 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
$279 nightly
The price is $312 total per night from Nov 20 to Nov 21
$312 total
Nov 20 - Nov 21
Total with taxes and fees
9.8/10 Exceptional! (246 reviews)
fabulous hotel with the most beautiful aperol spritz I have ever had served by the pool, and that was only one of the wonderful things I have to say about this beautiful hotel. The staff were helpful and accomodating, breakfast in the courtyard outstanding and our room was divine. Cant recommend ...

Reviewed on Oct 9, 2025

Monastero di Cortona Hotel & Spa
See all 7,617 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

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Frequently asked questions

How much does a Sinalunga vacation package cost?
You can pick up a vacation package to this popular destination from $616 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.