Sasso d'Ombrone Vacations from $1,001

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Sasso d'Ombrone 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 $1,596, price is now $1,001 per person
$1,001
per person
Aug 23 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.6/10 Good! (1,012 reviews)
The hotel was conveniently located, and the service was good. Overall, it was a pleasant stay. However, I hope the hotel improves its Wi-Fi coverage, as the connection can become unstable when multiple guests are accessing the network.

Reviewed on Jun 5, 2026

Bernini Palace

Bernini Palace

5 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $2,342, price is now $1,612 per person
$1,612
per person
Aug 23 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.8/10 Exceptional! (1,000 reviews)
The staff. The breakfast. The bar. All perfect. We really really loved our stay here. Planning on staying every year!

Reviewed on Jun 18, 2026

Alfieri9

Alfieri9

3 out of 5
Historic Centre of Florence
Price was $2,106, price is now $1,469 per person
$1,469
per person
Sep 6 - Sep 12
found 2 hours ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.6/10 Exceptional! (164 reviews)
Nested in a residential area. Amazing restaurants and a market a few minutes away. Specious rooms. Great AC.

Reviewed on Jun 16, 2026

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Save 100% on your flight
Price was $3,419, price is now $2,401 per person
$2,401
per person
Sep 11 - Sep 15
found 5 hours ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.6/10 Exceptional! (144 reviews)
It’s a beautiful property, but be aware that it is secluded and that the restaurant menu is quite limited and after a couple of days, we were happy to go elsewhere. The waiting staff was attentive and nice, front desk not as much (maybe the la guard barrier?)

Reviewed on Jun 19, 2026

Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux

5 out of 5
Save 100% on your flight
Price was $2,534, price is now $1,784 per person
$1,784
per person
Sep 11 - Sep 15
found 5 hours ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.4/10 Exceptional! (127 reviews)
Excellent staff and experiences! We had a wonderful time.

Reviewed on Nov 29, 2025

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

What to do in Sasso d'Ombrone

Montalcino: Guided Winery Tour and Wine Tasting

Montalcino: Guided Winery Tour and Wine Tasting

$52
per adult
Montalcino: Guided Winery Tour and Wine Tasting
Montalcino: Renowned Tuscan Olive Oil Mill Tour & Tasting

Montalcino: Renowned Tuscan Olive Oil Mill Tour & Tasting

$81
per adult
Montalcino: Renowned Tuscan Olive Oil Mill Tour & Tasting
Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

$221
per adult
100% of travellers recommend
Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena
See all activities in Sasso d'Ombrone

Sasso d'Ombrone Hotel Deals

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

5 out of 5
Località Velona Montalcino SI
Fully refundableReserve now, pay when you stay
$727 nightly
The price is $811 total per night from Jul 23 to Jul 24
$811 total
Jul 23 - Jul 24
Total with taxes and fees
9/10 Wonderful! (358 reviews)
"Beautiful location, views and rooms. The dinners and lunches are overpriced but the rest of the experience was fantastic."

Reviewed on Jun 19, 2026

Castello di Velona Resort Thermal SPA & Winery
Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites

3 out of 5
Strada Provinciale 146 di Chianciano San Quirico d'Orcia SI
Fully refundableReserve now, pay when you stay
$160 nightly
The price is $181 total per night from Jul 23 to Jul 24
$181 total
Jul 23 - Jul 24
Total with taxes and fees
9.2/10 Wonderful! (91 reviews)
"Everything was great"

Reviewed on May 16, 2026

Casanova - Panoramic Rooms and Suites
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

5 out of 5
Localita Castiglion del Bosco Montalcino SI
Fully refundableReserve now, pay when you stay
$2,294 nightly
The price is $2,535 total per night from Jul 4 to Jul 5
$2,535 total
Jul 4 - Jul 5
Total with taxes and fees
Castiglion del Bosco, A Rosewood Hotel
See all 1,782 properties in Sasso d'Ombrone
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 Sasso d'Ombrone Vacation Packages

Sasso dOmbrone Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Population
310
Max Temp Winter
55ºF
Max Temp Summer
80ºF

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 Sasso d'Ombrone vacation package cost?
You can pick up a vacation package to this destination from $1,001 on Expedia. However, how much your vacation to Sasso d'Ombrone costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Sasso d'Ombrone?
October, November and December are great times to look for cheap Sasso d'Ombrone vacation packages. Choosing to travel in quieter months means you can typically find better prices on flights and hotels.
How many days is enough for Sasso d'Ombrone?
The ideal duration for your Sasso d'Ombrone vacation depends on what you'd like to do and see. Usually, a few days to a week will give you enough time to visit all the leading attractions and explore some hidden spots along the way.
How to find the best Sasso d'Ombrone package deals?
Finding a cheap Sasso d'Ombrone package deal is a breeze with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget, add some filters and see what's available. You can fine-tune your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Sasso d'Ombrone package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Sasso d'Ombrone vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging stays and flights individually. Better still, you can personalize your Sasso d'Ombrone escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Sasso d'Ombrone?
Land incredible discounts by booking your flights ahead of time with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Sasso d'Ombrone break.
Does Expedia offer Book Now, Pay Later Sasso d'Ombrone vacation packages?
Your Sasso d'Ombrone getaway is meant to be an escape from your daily routine, not a source of money-related stress. So to give you that extra flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.