Visit Monti di Sotto: 2026 Travel Guide for Monti di Sotto, Gaiole in Chianti

La Certosa di Pontignano

loc. Pontignano, 5 Castelnuovo Berardenga SI

$135 nightly

$157 total

Sep 30 - Oct 1

Total with taxes and fees

Book a stay at this business-friendly B&B in Castelnuovo Berardenga. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the breakfast and ...

9.4/10 Exceptional! (560 reviews)

"Beautiful place, very quiet, in love with gardens"

Reviewed on Aug 31, 2026

Hotel Athena

P Mascagni 55 Siena SI

$281 nightly

$315 total

Sep 30 - Oct 1

Total with taxes and fees

Book a stay at this business-friendly hotel in Siena. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the breakfast and the helpful staff ...

9.4/10 Exceptional! (1,011 reviews)

"Clean, well located, friendly staff, wonderful views"

Reviewed on Sep 7, 2026

Grand Hotel Continental Siena – Starhotels Collezione

Banchi Di Sopra 85 Siena SI

$624 nightly

$698 total

Sep 14 - Sep 15

Total with taxes and fees

Book a stay at this luxury hotel in Siena. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...

9.2/10 Wonderful! (626 reviews)

"Great location, beautiful rooms, wonderful staff!"

Reviewed on Aug 28, 2026

See all 5,855 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.

Hu Norcenni Girasole Village

Via Norcenni 7 Figline e Incisa Valdarno FI

Book a stay at this family-friendly campground in Figline e Incisa Valdarno. Enjoy free parking, 7 outdoor pools, and 3 restaurants. Popular attractions Fashion ...

8.6/10 Excellent! (331 reviews)

"Amazing venue , lots of kids entertainment. Lots of facilities- shops restaurants. Splash parks were brilliant. Highly recommended."

Reviewed on Sep 3, 2026

Guild Living Siena Senior Resort & Residence

STRADA DI MALIZIA 57 B Siena SI

Stay at this residence in Siena. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Piazza del Campo and Basilica dell'Osservanza are located ...

Villa San Filippo

Strada delle Ginestre, 6 Barberino Tavarnelle FI

Book a stay at this family-friendly residence in Barberino Tavarnelle. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Castello di Barberino ...

8.8/10 Excellent! (52 reviews)

"Great location close to lots of exploration and 3 min drive from super market and the cutest little village for restrairants and a gorgeous pizza at Picu. We stayed in a two bed family apartment and was lovely eating breakfast on the lawn overlooking nature and the pool. Note that the other family ..."

Reviewed on Sep 3, 2026

See all 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.

Things to do

Chianti Half Day Wine Tour from Florence

$26

per adult

88% of travellers recommend

From Siena: Chianti and Castles Tour with Wine Tastings

$99

per adult

88% of travellers recommend

Siena, San Gimignano, Monteriggioni & Chianti from Florence

$61

per adult

88% of travellers recommend

Florence Day Trip: Medieval Villages & Cooking Class

$185

per adult

86% of travellers recommend

From Florence: Siena & San Gimignano Day Trip with Lunch & Wine Tasting

Tuscany Day Trip to Siena & San Gimignano with Optional Wine Tasting

$54

per adult

90% of travellers recommend

Tootbus Tuscany Intercity Multi-day Pass

Tootbus Tuscany Multi-Day Tours from Florence: Explore at Your Own Pace

$40

per adult

See all activities in Monti di Sotto

Frequently asked questions

When is the best time to visit Monti di Sotto?

The best time to visit Monti di Sotto is from May through September, when the climate is most pleasant for travelers. For fewer crowds and potentially better value, the quieter months of November through February are a good option, offering a milder experience.

Can I book a refundable hotel in Monti di Sotto?

Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Monti di Sotto by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.

Why book a trip to Monti di Sotto with Expedia?

Expedia makes it easier to plan your Monti di Sotto trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.

Should I stay in a hotel or vacation rental in Monti di Sotto?

The best choice depends on your travel style. Hotels in Monti di Sotto can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.

How can I manage my Monti di Sotto trip on Expedia?

Once you've booked your Monti di Sotto trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.

What if I need help during my Monti di Sotto trip?

Expedia offers customer support before, during, and after your Monti di Sotto trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.

How can Expedia help me plan my first trip to Monti di Sotto?

If it's your first trip to Monti di Sotto, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.

How can I save on my Monti di Sotto hotel booking with Expedia?

Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Monti di Sotto hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Monti di Sotto

Travel Guide