Best Places to Stay in Tuscany (Travel Guide)

Join Angel Castellanos Travel Journalist on this complete guide and everything you need to know on the can't miss towns near Florence Italy, how to get around tuscany, the top villages in Tuscany and the best places to stay in Tuscany.

This episode covers the incredible towns near Florence that are the best places to stay in Tuscany : Pienza, Montepulciano, Chianti Classico, Lucca and Siena.
Free Online Tuscany Guidebook

Where to Stay in Montepulciano

Where to Stay in Tuscany near Florence:

7 Dreamy Vineyards with Accommodation in Tuscany

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Best Places to Stay in Tuscany Towns Near Florence Italy Chapters
00:00 Intro
0:50 In this Episode
1:50 Where is Tuscany Italy
2:00 Getting to Tuscany Italy
2:36 Getting Around Tuscany Italy
3:31 the Best Towns near Florence Italy
4:43 Chianti Classico Area
7:12 Siena
8:55 Montepulciano
11:20 Borgo San Vincenzo
12:53 Pienza
13:42 Val D'Orcia Tuscany
14:01 Podere Val D'Orcia
15:15 Lucca Tuscany
16:01 Grand Universe Lucca
16:33 Renaissance Il Ciocco
17:06 Cortona
17:59 Arezzo
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Special thanks to:
Exec Producers Sean Finelli & Brandon Shaw
Gianlucca, Selene, Selene from Podere Val D'Orcia
Shannon & Scott Kircher, Borgo San Vincenzo
Sebastiano Capponi, Villa Calcinaia
Icario Winery
De Ricci Winery
Toscana Promozione
ENIT

[maypage]

Your videos are amazing ….brilliantly executed. I have only been to Puglia this Christmas, I want to get to a more typical Italian experience and had no clue, till your video popped up on my screen .

[rebeccarehder]

Such a comprehensive overview of Tuscany and much needed. Side note, I've seen your content over the years and with the vlog especially, it's gotten really great.

[arturodelrio]

I NEED to go to Tuscany ASAP! Awesome video Angel!!

[cgreen]

I've toured all of these Tuscan towns you mentioned (and more), and my heart is with Arezzo, a gem that tourists haven't overrun! A group of us rented a 14th century stone house with modern updates for a week on a working vineyard ( Pomero di Pomaio) overlooking the town, so I got to know it well. The historic area is very walkable, not as hilly as some Tuscan towns . There's also a modern side of Arezzo that I didn't see in the other hilltop towns, so you can have the best of both worlds. I returned in May 2024 and it was just as magical. I'd also recommend Rick Steves' favorite Tuscan town, Volterra, an easy drive from Montepulciano and Siena.

[pamfiction]

Beautiful video – thank you for sharing and showcasing the wonderful Tuscany!

[seanpfinelli]

Love the opening here Angel! You do a great job articulating to viewers on how amazing Tuscany is and why travelers need to spread out to towns outside of Florence. Overtourism's epicenter is Italy so getting outside of the main cities is so important.

[dorisgilman]

We stayed in Montepulciano for 5 days, we fell in love with this town and people.

[cherylguthrie]

This was a fantastic video Angel! Very interesting & informative & just makes me want to head there right now! Thank you so much for making my dreams come alive 🤩🤩

[rodion]

Great video Angel! Tuscany just might be the most beautiful place on earth!

[doloressanchez]

Beautiful video Angel .
Happy Holidays 🌟🎄💕

[nickadams]

Incredible information! Definitely going to add this to the bucket list

[njo]

Cracking video! Couple of places I've not heard of yet thought I knew Tuscany! So thank you! They are now on the hit list to visit!

[laylabono]

I was born in Tuscany i moved away 20 years ago .Now I live WA State.I was in Vacation for 3 weeks in September I visited Siena, Lucca, Pienza Pisa Volterra, and More . I'm ready to go back.❤

[timmbottoni]

Thanks for the video. Tons of good info that will help us planning our vacation to this area in 2026. We will probably just stay in Florence and take day tours, but who knows.

[gfbroussard]

I long to live somewhere in Tuscany! My heart aches for it! ❤

[iveteluz]

Saudades, saudades, saudades da Toscana ❤

[misterspray]

A buddy of mine and I rented a "House in Tuscany" (La Murata, San Rapalano) back in 1993.
A year later it was a plot on Seinfeld. "There are no houses to rent in Tuscany, don't even try."
I highly recommend it.

[maypage]

I see this was during winter too …was this during Christmas season?

[scottandtracytraveling]

We love Siena and Pienza but there is just so many places in the world to see that I don’t know if we’ll ever get back

[maricar]

Hi there!! My husband & I are to going to Florence/Tuscany next month. We both love to drink wine & its a must for us to do wine tasting in Tuscany. Our plan is to go first in Florence, will stay for 3 days then drive to Tuscany & stay for 3-4 days. My question is do you think it’s better for us just to take the day trip tour to visit Tuscany area & do the wine tasting & stay a bit longer in Florence OR it’s a must that we have to drive in Tuscany & stay there? Hope u can give me advise. thank you!