Monti di Sotto Vacation Packages

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Your Monti di Sotto Vacation

Book a tailored Monti di Sotto vacation package that has everything you need and no unnecessary extras. Good for families, nature and walking, think about basing yourself in the neighborhood of Badia Coltibuono. Every trip to Monti di Sotto needs a well-designed itinerary. Fill yours with big-name attractions like Castle of Brolio, Meleto Castle and Cantalici Winery. Don't put off your visit to this destination any longer. Your ultimate Monti di Sotto vacation is only a few clicks away with Expedia.

Top Monti di Sotto Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

Historic Centre of Florence
CA $1,341
per person
Nov 8 - Nov 14
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9.6/10 Exceptional! (592 reviews)
Excellent staff. Extremely helpful. Booked reservations for us and always happy to help. Hotel is nice and well maintained. Room was spacious for Italy. Shower was only tight squeeze

Reviewed on Sep 18, 2026

Grand Hotel Cavour

Grand Hotel Cavour

Historic Centre of Florence
Save 100% on your flight
CA $1,709
per person
Nov 8 - Nov 14
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9.2/10 Wonderful! (1,004 reviews)
Lovely hotel and great position in Florence. Staff were friendly and helpful. Breakfast was lovely plenty of choice. Wouldn’t hesitate to stay there again. Perfect for the usual sightseeing !

Reviewed on Sep 15, 2026

Aurum Firenze

Aurum Firenze

Historic Centre of Florence
Save 100% on your flight
CA $1,438
per person
Oct 22 - Oct 28
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to Florence (FLR)
7.6/10 Good! (1,003 reviews)
Brilliant location, no more than 15-20 maximum minutes to walk to all the main sites. The staff worked hard and were very friendly and helpful.

Reviewed on Sep 17, 2026

Hotel Duomo Firenze

Hotel Duomo Firenze

Historic Centre of Florence
CA $1,775
per person
Nov 25 - Nov 29
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9.2/10 Wonderful! (1,001 reviews)
Breakfast was delicious with plenty of options before you start the day.

Reviewed on Sep 18, 2026

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

Save 100% on your flight
CA $3,063
per person
Nov 8 - Nov 14
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9/10 Wonderful! (367 reviews)

Ready to book your vacation to Monti di Sotto?

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Monti di Sotto Hotel Deals

Hotel Athena

Hotel Athena

P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
CA $328
CA $369 total
Oct 20 - Oct 21
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
"We had a wonderful stay at Hotel Athena in Siena. The service was exceptional, the staff were warm, welcoming and genuinely helpful throughout our visit. The location was fantastic for exploring Siena, with everything within walking distance, while the hotel itself provided a comfortable and relaxing ..."

Reviewed on Sep 11, 2026

Hotel Athena
La Certosa di Pontignano

La Certosa di Pontignano

loc. Pontignano, 5 Castelnuovo Berardenga SI
Fully refundableReserve now, pay when you stay
CA $141
CA $168 total
Oct 6 - Oct 7
includes taxes & fees
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
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

Banchi Di Sopra 85 Siena SI
Fully refundableReserve now, pay when you stay
CA $811
CA $908 total
Oct 5 - Oct 6
includes taxes & fees
9.2/10 Wonderful! (631 reviews)
"Our stay was just ok. Very noisy streets. And the bread at the breakfast buffet was extremely stale for both mornings. We could not eat it. If you are allergic to dust be warned that their curtains and bed headers are very dusty."

Reviewed on Sep 16, 2026

Grand Hotel Continental Siena – Starhotels Collezione
See all 5,824 properties in Monti di Sotto
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.

What to do in Monti di Sotto

Chianti Half Day Wine Tour from Florence

Chianti Half Day Wine Tour from Florence

CA $36
per adult
88% of travellers recommend
Chianti Half Day Wine Tour from Florence
Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine

Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine

CA $115
per adult
88% of travellers recommend
Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine
From Siena: Chianti and Castles Tour with Wine Tastings

From Siena: Chianti and Castles Tour with Wine Tastings

CA $137
per adult
88% of travellers recommend
From Siena: Chianti and Castles Tour with Wine Tastings
See all activities in Monti di Sotto

Frequently asked questions

How much does a Monti di Sotto vacation package cost?
Offering great value package deals from CA $1,341 on Expedia, you'll be pleasantly surprised at how much a vacation to Monti di Sotto costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Monti di Sotto?
If you'd like to score a cheap Monti di Sotto vacation package, consider planning a trip in January, February and November. You'll generally find better rates on hotels and flights during these quieter months — perfect for a budget-friendly break.
How many days is enough for Monti di Sotto?
Monti di Sotto vacations come in all shapes and sizes, but to really sink your teeth into this destination, we'd suggest 2 days is a good ballpark. With this timeframe, you can fit in headline attractions like PoggioBrandani and Castle of Brolio as well as underrated gems. Don't forget to visit cool areas such as Lecchi in Chianti and Vertine either. If you're clever with your time, you can even take a day trip from Monti di Sotto too.
How to find the best Monti di Sotto package deals?
Use Expedia's filter tool to find some unbeatable Monti di Sotto package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Monti di Sotto package deals in the off-peak season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Monti di Sotto vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll typically snag a better deal than booking each component separately. And you'll still enjoy the freedom to create a customized Monti di Sotto vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Monti di Sotto?
If you're considering an impromptu Monti di Sotto trip, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Monti di Sotto?
  1. Choose the right time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to go to Monti di Sotto.
  2. Set a budget: Factor in costs like flights, food and transportation when calculating how much to save for your trip to Monti di Sotto. Then, choose a property that works with your budget, whether that's an affordable option or a lavish retreat.
  3. Decide how long to go for: Now that you're up to speed on Monti di Sotto, you can figure out the ideal length of your vacation. Pull together a rough itinerary and give yourself enough time to cover everything you want to see.
  4. Combine your airfare and accommodations: After you've settled on your dates and duration, lock in the perfect Monti di Sotto vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.