From the outskirts, Grosseto is not a visually very attractive town. But it's well worth a visit,…read morebecause the historic Center is very charming and still quite little known and underrated. There's plenty of parking lots around the northern gate. The heart would be the Piazza Dante and the Corso Carducci is the main drag leading there. It's a charming walking street with little to no traffic (closed for public traffic). It's lined with a good number of shops and stores as well as a handful cafes and restaurants. It's a really nice stroll and on a sunday afternoon (in spring) you almost have the town to yourself.

Whenever we go out of for dinner (southern end of town) we choose this parking lot…read more Yes, there are some limited free spots around, but mostly they are taken. And the street parking lots are mostly a bit small, if you arrive with a bigger car. We had a longer station wagon, and parking sideways would have been a bit of an issue. So we always park our car here. It's right at the port and it's covered. Costs between 1.50 and 2 Euros and hour, which we found fair. It's a really safe and secure lot (well, the whole town is safe and peaceful). But there's even a security patrolling around, so, no worries about your vehicle. There are always some spots free, so if you're willing to pay a few bucks you will safe some time driving around looking for a spot. Just head here.

We arrived here on a weekday around 11am. The parcheggio was already full, but there was no line…read more(yet). So we just waited until a car left the lot. Which only took 2-3mins. The spaces are a bit narrow. We had a long station wagon, but the space was big and long enough, just let your passengers exit first maybe. Charge was 2 Euro an hour, which I think is fair for the location. Because it's only a few steps to the old towns southern entrance. Later on the parking lot was packed and cars weren't even allowed to line up anymore. The next bigger lot is at the northern end. This location here is a lot better, so don't show up to late if possible. Paying is cash or credit card. Very simple, very safe. Felt secure leaving my car here. San Gimignano is a fantastic little old town. If you are anywhere near this area, don't miss it!

Beautiful town with stunning views, a beautiful church--actually at least two…read morechurches--restaurants, and cute shops. We enjoyed a tour of the churches and enjoyed the beauty and history of this village.

Pienza is a beautiful hilltop town in the heart of the Val D'Orcia in Tuscany and is a UNESCO World…read moreHeritage Site. The town is best known for being rebuilt by Pope Pius II as an "ideal city of the renaissance." The town is small and you can easily walk from one end to another. The center of the town is where you'll find the duomo and the Palazzo Piccolomini. It's stunning and surrounded by beautiful flowers. And if you're a fellow foodie, this is the place to stock up on Pecorino cheese (sheep's milk). The town is packed with cheese shops, which are all pretty much identical, so there are plenty of opportunities to make a purchase. The views from Pienza are also stunning, but this is luckily the case with most of the hilltop towns in the Val d'Orcia.