Where to Stay in Tuscany: Best Hotels & Towns (Avoid These Mistakes!)

Plan your dream trip with our Where to Stay Tuscany guidebook featuring the best areas to stay, villages, hotels and agritourismos:

Where to Stay in Tuscany: Best Areas & Hotels + Maps

#wheretostayintuscany #tuscany #tuscanyhotels #tuscanytravel

📍 Book the Best Tuscany Tours:
https://thetourguy.com/tours/tuscany

🍷 Tuscany Wine Tours:
https://thetourguy.com/tours/wine-day-trips

📕 Tuscany Travel Guide:

Tuscany

Where to stay in Tuscany can be a difficult choice for travelers. Do you pick a hilltop town, a wine villa, or a boutique countryside hotel? In this video, Travel Journalist Angel Castellanos breaks down the very best towns, hotels, agriturismos, and wine estates across Tuscany. From Lucca’s Renaissance walls to Siena’s Gothic swagger, so you can plan a stay in Tuscany that feels effortless and unforgettable.

We’ll show you the ideal bases in Tuscany for wine lovers, photographers, families, couples, and anyone chasing that slow Tuscan rhythm. From Chianti’s vineyard-lined roads to Montepulciano’s Renaissance palazzi and Cortona’s under-the-radar authenticity, this guide gives you a clear plan, insider tips, and the right stay for your vibe.

Where to Stay in Tuscany Covers:
• How to get to Tuscany: airports, trains, and rental car tips (with Maps)
• Choosing the right Tuscany itinerary base town or village for your trip
• Agriturismos vs. boutique hotels vs. historic villas
• Lucca, Siena, San Gimignano, Montepulciano, Cortona, and Chianti explained
• Our recommended hotels and wine estates with real insider tips

📍 Book the Best Tuscany Tours:
https://thetourguy.com/tours/tuscany

🍷 Tuscany Wine Tours:
https://thetourguy.com/tours/wine-day-trips

📕 Tuscany Travel Guide:

Tuscany

Where to Stay in Tuscany Chapters:
00:00 Intro: Why Tuscany is overwhelming
01:03 Getting to Tuscany: airports & trains
02:13 Why you need a rental car
03:01 How to choose your base town
03:20 Lucca: Renaissance walls & boutique stays
05:18 San Gimignano: medieval towers & agriturismos
08:55 Chianti: historic villas & wine estates
12:20 Siena: Gothic swagger & the perfect hub
14:46 Montepulciano: Vino Nobile & Renaissance palazzi
17:17 Borgo San Vincenzo: boutique countryside luxury
18:37 Cortona: Under the Tuscan Sun town
19:43 Wrap-up & final tips

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🎙️ Special thanks to:
Producer, Writer, Host: Angel Castellanos / www.instagram.com/angels_travels
Exec Producers: Sean Finelli & Brandon Shaw
TTG Customer Service & Procurement Team

Pamela Barberi, TTG Florence Team
Francesca Mazetii, Sommelier & Food Expert
Count Sebastiano Capponi, Villa Calcinaia
Diletta Malenchini & Villa Medicea di Lilliano
Shannon & Scott Kircher, Borgo San Vincenzo