http://www.poggiolo.info/

San Quirico is the real thing!

Thank you so much, I'll look into that.

Are you and your husband experienced road cyclists? Can you repair a flat tire and fix other minor mechanical problems? Have you investigated how/where you can rent bikes?

If you answer 'no' or 'maybe' to any of the above, I would consider finding a small organized cycling tour or a guide. There are no bike lanes anywhere and very minimal shoulder, and, although the locals are attentive to cyclists, tourist drivers not so much. If you join a tour, the company is responsible for all mechanical issues and will know the safest, most enjoyable routes. A tour company can also make reservations at a few wineries, most of which do not accommodate drop-in visitors.

If you want to do the cycling independently, I suggest you investigate where you can rent bikes before you decide on where you will stay. Tuscany is a large area, and you don't want to spend half a day driving to a rental spot or paying to have the bikes delivered. Some companies have a minimal rental of 3-4 days, and some rent bikes without pedals on the assumption you'll bring your own. IMO, you should bring your own helmets. If you're talking about June 2012, you may be late in finding exactly the type of bike you prefer. Here's one company I've heard about (but there are others):

http://www.gustocycling.com/holiday-packages/tuscany-cycle-hire.html

Thanks Jean. We are experienced road cyclist. I don't, however, enjoy biking on busy roads. Do you have suggestions for an area where there are more "roads less traveled"?
Driving is a concern. We will be driving from the Cinque Terre and I'd I love input on whether it is worth it to drive a bit further past Siena to Pienza or Montepulicano OR if we should look into staying in the Chianti region.

Thanks again

PS, Bob-I have sent an inquiry to Il Poggiolo.

After several driving vacations in Tuscany, my (serious cyclist) husband has abandoned (nearly) all desire to cycle there. Roads are narrow, little/no shoulder, often twisty-turny, blind corners, occasional farm vehicles, etc., although we have been on some roads with sparse traffic (mostly in/near towns not frequently mentioned here). Last October, we encountered a group tour having lunch in Radda, then heading to Lucolena and back to their base outside Greve. 50 km. r/t.

Frankly, I think you need to look for the bikes first and then decide where you'll stay. The rental companies can help with suggested routes in the immediate area, useful tips, etc. You also need to decide if you want to cycle a small geographic area for two days or explore Tuscany (with a car). I love the area between Montepulciano and Montalcino, but I wouldn't cycle there without some very specific road advice from locals.

I will seek out as much advice and detailed maps (and upload them to our garmin) from where ever we rent bikes. I know that there is a good place in the Chianti area and based out of Siena.
We are driving Tuscany on our day down from the Cinque Terre and our day back up to Florence. So, for our 2 days of biking we want to just explore a small area.
So, should we base ourselves out of
1. Chianti (thanks Jean for the tip about that group ride you saw there) OR
2. the Montepulciano area

Is it worth the longer drive down & back from the north to get South of Siena?

Thanks again for all your input, my wheels are turning and I'm a googling machine.

Cassidy

This is a good company in Pienza.
http://www.cicloposse.com/

I agree with Jean--it is not easy to bike in Tuscany without help. The area south of Pienza toward Montichiello is the best I have seen for the definitive Tuscany expereince.

Ok, thanks guys. I had originally planned on staying in Chianti to keep our drive time shorter, but now I think I'll try to find a place to stay in the Pienza area.

I'd love recommendations for B&B's or hotels that are within walking/biking distance from shopping & restaurants in this area. I don't even know where to start


Cassidy

The choice is enormous but you need to decide if you like riding hills or the flat. If the flat stick to the valley bottoms and slog dwon from Pisa airport to Chiusi with a variety of detours.

If over the hills there is no limit however you might like to do the "Heroes" race which starts in Florence and goes due south out of Siena on the main ridge road. I think its 450kms in 24 hours and I did 25kms in 2 hours trying to beat the setting sun as I had no lights, tough but straight.

Pienza (on hill) not a bad place, plenty of tours do Montepulicano from there. Use Google maps to find bike hire.

Jane, I too have been looking for that place in Tuscany with a rural setting but near shops and places to eat. After 20 years of looking, and hundreds of hours of research, and 17 trips to Italy, I have found few that meet those criteria. One is above !

We stayed here a couple of weeks ago. It's located about half a block from the walls of Pienza. It's a new hotel but it's not a cookie-cutter hotel by any stretch. Each room is different and service was outstanding. We had the most amazing view from our balcony over-looking the stunning Val d’orcia.

http://www.hotelcorsignano.it/hotel.aspx