Montemassi

Travel Guide

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
$909 nightly
The price is $1,012 total per night from Dec 2 to Dec 3
$1,012 total
Dec 2 - Dec 3
Total with taxes and fees
Book a stay at this luxury hotel in Montalcino. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Castiglion del Bosco Winery and Corte ...
10/10 Exceptional! (87 reviews)
"Unique property well maintained and quite Serene , great staff"

Reviewed on Oct 30, 2026

Castiglion del Bosco, A Rosewood Hotel
Grand Hotel Bastiani

Grand Hotel Bastiani

4 out of 5
Piazza Gioberti 64 Grosseto GR
$69 nightly
The price is $76 total per night from Dec 7 to Dec 8
$76 total
Dec 7 - Dec 8
Total with taxes and fees
Book a stay at this luxury hotel in Grosseto. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the property condition in our reviews. ...
8.6/10 Excellent! (260 reviews)
"Great staff, nice breakfast, beautiful building and location."

Reviewed on Oct 9, 2026

Grand Hotel Bastiani
The Sense Experience Resort - Preferred Hotels & Resorts

The Sense Experience Resort - Preferred Hotels & Resorts

5 out of 5
Viale Italia 315 Follonica GR
Book a stay at this luxury hotel in Follonica. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
The Sense Experience Resort - Preferred Hotels & Resorts
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.
Camping Maremma Sans Souci

Camping Maremma Sans Souci

3 out of 5
Località Casa Mora Castiglione della Pescaia GR
Book a stay at this beach campground in Castiglione della Pescaia. Enjoy free WiFi, free parking, and a private beach. Popular attractions Natural Reserve Diaccia ...
8/10 Very Good! (32 reviews)
"Impressively clean and well ran campsite. Access to the beach, has its own market, restaurant, coffee bar etc. Enjoyed our two nights stay!"

Reviewed on Oct 2, 2026

Camping Maremma Sans Souci
PuntAla Camp & Resort

PuntAla Camp & Resort

4 out of 5
Punta Ala Castiglione della Pescaia GR
Book a stay at this beach campground in Castiglione della Pescaia. Enjoy free WiFi, free parking, and 2 restaurants. Popular attractions Cala Violina and Cala ...
8.6/10 Excellent! (63 reviews)
"Lovely camping, very safe and clean! Calm if you choose to be, or active if you choose to be…. Activities organized for young and old… nice beach, sun beds for rent, or your own towel…. Easy to rent water equipment, reasonable prices in restaurants, good choice of cuisine, delicious and satisfying ..."

Reviewed on Jul 17, 2026

PuntAla Camp & Resort
Casa Viale Italia - homely house with direct access to the sandy beach

Casa Viale Italia - homely house with direct access to the sandy beach

Follonica Toskana
Stay at this vacation home in Follonica. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions State Natural Reserve Tomboli Follonica and Amedeo ...
Casa Viale Italia - homely house with direct access to the sandy beach
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

Frequently asked questions

When is the best time to visit Montemassi?
The best time to visit Montemassi is from May through September, when the climate is most favorable. For fewer crowds and better value, the quieter months of December through February are a good option, offering a cooler experience for exploring the area.
Can I book a refundable hotel in Montemassi?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Montemassi 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 Montemassi with Expedia?
Expedia makes it easier to plan your Montemassi 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 Montemassi?
The best choice depends on your travel style. Hotels in Montemassi 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 Montemassi trip on Expedia?
Once you've booked your Montemassi 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 Montemassi trip?
Expedia offers customer support before, during, and after your Montemassi 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 Montemassi?
If it's your first trip to Montemassi, 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 Montemassi 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 Montemassi hotel.

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

Cities near Montemassi

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