Tuscan hill towns for older travelers.

Besides the towns themselves, you need to consider where the parking is. For many towns, you have to leave your car outside the historic center, sometimes downhill of it. Two that pop to mind that are not too hilly and with fairly level-in parking are Pienza and Pitigliano. Orvieto (I know it's not in Tuscany, but it's close.) has easy parking below and a funicular to take you up to the old town.

I, too recall that Pienza was relatively flat.

Was recently in Pienza and reasonably flat. We parked on a side street and walked through the town. There is also a beautiful flat path around the back of the town which has beautiful scenic views of the countryside

Assisi, also in Umbria, can be a downhill walk from the Piazza Matteotti parking lot to the Basilica of San Francesco. Then continue to the parking area at Piazza UNITA d'Italia and take the bus back to the top of the hill.

Lucca is a Tuscan hill town without any hill, so I guess it's not really a hill town. But it is Tuscan, enjoyable, with some fine food and some type of Puccini concert almost every evening. You can go up a flight of steps to the park on top of the very wide wall, which circles the whole town. Great for hiking, biking, strolling, picnics, etc. Just a half hour from the city of Pisa, which is also pretty flat, unless you climb its tower.

Thank you all very much. I'm amazed that so many of you reached out with good advice. I also uncovered Greve, and San Quirico in Tuscany, Bevagna and Todi in Umbria. Any comments about those?

Two other lovely towns that were not very hilly are San Gimignano and Volterra. As long as you park in the lots recommended in the Rick Steve's guidebook then you will not be walking up steep inclines and can negotiate the part of the town you want to see.

I love Todi, and have stayed there several weeks, but only the main piazza is on the flats. Anywhere that I can think of to park is a good ways downhill from the centro.

I spent two weeks in Assisi last year. As much as I loved it, I would NOT recommend it as a destination for someone who has mobility issues. Have you considered Orvieto? I recall that most of the historic center is pretty flat, esp. in the main drag.

Have you been using Google Maps Streetview to look around for yourself at some of the places you're investigating?

Greve in Chianti is for sure flat, Panzano , Loro Chiufffina, many great places in Tuscany are flat and easily accessible by car

Anything away from the main Piazza Duomo area in Orvieto involves an incline or decline at some point, but parts of the streets just off the piazza are flat for a few hundred meters. There are also two bus routes, take the longer one if you want an overview of the town (including some hilly streets). The other bus only runs between the Duomo and the funivia.

Todi also has a small bus that does a circular route, but it is much longer. The flat part of Todi is smaller than that of Orvieto.

I have stayed in Cortona and the old town is relatively flat and worth visiting,Volterra and San Gimigiano are a bit more hilly than Cortona.
Mike

The thing about Orvieto is that the upper (historic) town is rather large. It's a fairly lenghty walk to the cathedral and the main square. The first few blocks from the funivia toward the center are definitely uphill. It's not really steep, but it was very noticeable to me as I pulled a somewhat-too-heavy wheeled suitcase. I believe the slope is more gradual after those first few blocks, and as noted above, there's bus service to the main square.

Umbria:Bevagna in Umbria is totally flat. Montefalco is flat at the top but you can drive up. Todi is flat on top but hou have to get up there. Perugia, flat on top. Take escalators up from parking garages. But you have to hike down or get a taxi back to garage.
Tuscany: Lucca is flat. Pienza too. Castellina in Chianti. Greve. Radda. Panzano is flat in one section, the newer section,which is still charming and not so new, but the older part of town is up the hill where you see the church. Cortona is flat at the top but it's a steep hike up.

Cortona also has a bus to Piazza Garibaldi, which is at the flat end of the main street.

Thank you ALL for your very helpful suggestions.

You do not fail to rock!