Sinalunga Vacations from $623

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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.
Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was $847, price is now $623 per person
$623
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Florence (FLR)
7.8/10 Good! (1,015 reviews)
Very nice staff! Close to everything.

Reviewed on Nov 9, 2025

Collegio alla Querce, Auberge Collection

Collegio alla Querce, Auberge Collection

5 out of 5
Le Cure
Save 100% on your flight
Price was $4,522, price is now $3,082 per person
$3,082
per person
Jan 30 - Feb 4
found 12 hours ago
Roundtrip flight included
Miami (MIA) to Florence (FLR)
10/10 Exceptional! (3 reviews)
The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Price was $892, price is now $665 per person
$665
per person
Jan 28 - Jan 31
just found
Roundtrip flight included
New York (JFK) to Florence (FLR)
9.6/10 Exceptional! (485 reviews)
Our stay of 8 days was incredibly nice. Ended up going with a smaller room and did just fine, would recommend a larger room if you tend to bring more than a medium amount of luggage. Everything is clean, comfortable and very organized. A few things definitely stood out to both my wife and I. We ate the breakfast offered each morning, high quality and VERY healthy. We take our dietary nutrition very seriously and was able to stay on a track eating here. One of our favorite things was interacting with Francois who I believe is the manager (or main waitstaff) of the hotel restraunt? Francois is very impressive. He remembered my drink each morning and had our breakfast orders going within short order. He was always pleasant, polite and professionally interactive. Really made sure we got what we needed and we were on our way for the day. My wife and I have never received such great service and I want to make that clear. Also, the very nice woman (I wish I remembered her name) that cleaned and organized our room was the absolute best. We tipped both Francois and our room staff because they absolutely deserved it. Lastly, the SPA. The spa staff always smiled and opened the doors for us, treating us to the full experience each day. My wife and I walked about 81 miles in the 8 days we stayed, the spa was great way to close the evening. We give this place more than five stars and will definitely be back. Would recommend to everyone.

Reviewed on Nov 9, 2025

The St. Regis Florence

The St. Regis Florence

5 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $3,598, price is now $2,704 per person
$2,704
per person
Jan 2 - Jan 8
found 10 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Florence (FLR)
9.6/10 Exceptional! (261 reviews)
Nice property in a great location.

Reviewed on Jun 29, 2025

Villa Tolomei Hotel & Resort

Villa Tolomei Hotel & Resort

5 out of 5
Oltrarno
Price was $886, price is now $676 per person
$676
per person
Jan 28 - Jan 31
just found
Roundtrip flight included
New York (JFK) to Florence (FLR)
8.8/10 Excellent! (397 reviews)
Great place to stay near Florence, it’s quite and relaxing. The pool is great.

Reviewed on Jul 31, 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
Oil museum and oil mill in Tuscany: tour and tasting

Oil museum and oil mill in Tuscany: tour and tasting

$23
per adult
Oil museum and oil mill in Tuscany: tour and tasting
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 10 to Nov 11
$159 total
Nov 10 - Nov 11
Total with taxes and fees
10/10 Exceptional! (57 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
$81 nightly
The price is $93 total per night from Dec 9 to Dec 10
$93 total
Dec 9 - Dec 10
Total with taxes and fees
9.2/10 Wonderful! (999 reviews)
All clean. Great room. Good breakfast. Nice bar.

Reviewed on Nov 6, 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
$277 nightly
The price is $309 total per night from Nov 20 to Nov 21
$309 total
Nov 20 - Nov 21
Total with taxes and fees
9.8/10 Exceptional! (250 reviews)
What a unique place. Near the top of the hill. Staff service and amenities were all great. Not an easy place to drive to. The taxis drive-in backwards the last eighth of a mile.

Reviewed on Nov 4, 2025

Monastero di Cortona Hotel & Spa
See all 7,590 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 $623 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.