Montemassi Holidays from £407
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- Rest easyPackages with flights are ATOL protected
Your Montemassi Holiday
When you organise a holiday package to Montemassi, you can relax and enjoy your break knowing that all your travel plans are in order. Uncover the many charms of this lively city while based in a neighbourhood like Valpiana, which is good for views. Make your trip to Montemassi even more enjoyable by going sightseeing. Podere Ristella Vineyards and Winery, Church of San Nicola and Sassoforte Castle are among the major attractions worth exploring. Whatever your travel plans or the size of your budget, putting together the ultimate tailored Montemassi holiday is a cinch with Expedia.
Top Montemassi Flight + Hotel Deals
Hotel Villa Kinzica
Reviewed on 24 Feb 2026
Eurostars Florence Boutique
Reviewed on 13 Dec 2025
Residenza Florentia
Reviewed on 12 Jun 2025
L'Andana
Reviewed on 5 Jul 2025
Montemassi Essential Information
Language | Italian |
|---|---|
Currency | Euros |
Local Welcome | Ciao |
Local Goodbye | Ciao |
Population | 180 |
Max Temp Winter | 13ºC |
Max Temp Summer | 27ºC |
Top Sights | Podere Ristella Vineyards and Winery, Castello del Belagaio and Sassoforte Castle |
Top hotels in Montemassi
Castiglion del Bosco, A Rosewood Hotel
Everything was perfect
Reviewed on 25 Mar 2026
Grand Hotel Bastiani
This is Not a 4star hotel!!!!!! No Bathroom amenities but a liquid soap to do all!! And the one in the shower didn’t even work! No boxes of tissues! Just Horrible, no bell service, had no Water for 4 hours!, Breakfast was subpar, would not recommend anyone to stay here!!! Staff also was no Friendly ...
Reviewed on 20 Mar 2026
Popular places to visit
Podere Ristella Vineyards and Winery
You can enjoy a tasting or tour at Podere Ristella Vineyards and Winery during your travels to Roccastrada. Wander the gardens or discover the area's countryside.
What to do in Montemassi
La Maliosa Farm Experience & Wine Tasting
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
