×
Interested in our Partner Program for businesses or our Local Guide Program for experienced expats and digital nomads? Click here to learn more.
Digital Nomad Exchange - 7 Weekend Getaways for Digital Nomads Living in Siena 2024
Digital Nomad Exchange
Free MembershipSign In


7 Weekend Getaways for Digital Nomads Living in Siena

By Joshua Wood, LPC

Italian For A While
Italian For A While

Summary: Planning a quick weekend getaway is a great way to save money while still seeing new places. Here are 7 fun weekend getaways for digital nomads living in Siena.

Siena, is a charming medieval city known for its picturesque streets, stunning architecture, and vibrant cultural scene. It's an ideal base for digital nomads who want to blend work with the exploration of Tuscany's rich history and landscapes. While the city itself offers plenty to see and do, the surrounding region is dotted with destinations perfect for weekend getaways. From popular tourist spots to hidden gems, here are seven places within easy reach of Siena that promise to enrich your Italian experience.

Florence

Florence, the cradle of the Renaissance, is a must-visit for anyone living in Siena. Just an hour away, this city is overflowing with art, history, and culture. Visit the Uffizi Gallery to see works by Michelangelo and Leonardo da Vinci, or climb to the top of the Duomo for breathtaking views of the city. Stroll along the Ponte Vecchio, a medieval stone bridge lined with jewelry shops, and unwind in the Boboli Gardens.

How to Get There: The best way to reach Florence from Siena is by bus or train, with the journey taking approximately 1.5 to 2 hours.

Travel Tip: Don't miss the opportunity to sample gelato from one of Florence's many artisanal gelaterias. The quality and variety of flavors are some of the best in Italy.

Where to Stay: For a luxurious stay, consider the Hotel Brunelleschi, which offers stunning views of the Duomo. If you're looking for something cozier, the Firenze Number Nine Wellness Hotel provides a boutique experience.

Where to Eat: Trattoria Mario is a historic spot famous for its Florentine steak. It's a bustling place that offers an authentic Tuscan dining experience.

Pienza

Pienza is a small town in the Val d'Orcia region, renowned for its Pecorino cheese and Renaissance architecture. It's the perfect place to enjoy a slower pace of life. Wander through the town's quaint streets, visit the Palazzo Piccolomini, and take in the panoramic views of the Tuscan countryside. Pienza is also an excellent spot for food lovers looking to sample local delicacies.

How to Get There: The best way to reach Pienza from Siena is by car or bus, with the journey taking about 1 hour.

Travel Tip: Visit the Pienza Cheese Market held in September to taste and buy a variety of local cheeses directly from the producers.

Where to Stay: La Bandita Townhouse offers a chic stay right in the heart of Pienza, with a beautiful garden to relax in.

Where to Eat: Sette di Vino is a popular spot among locals, serving simple yet delicious Tuscan dishes and a selection of regional wines.

San Gimignano

San Gimignano, known as the 'Town of Fine Towers,' is a UNESCO World Heritage site that offers a glimpse into medieval Tuscany. The town's skyline, dotted with 14 towers, is visible from miles away. Visitors can climb the Torre Grossa, the tallest tower, for stunning views, or explore the local museums and churches. The town is also famous for its white wine, Vernaccia di San Gimignano.

How to Get There: To get to San Gimignano from Siena, you can take a bus or drive, with the trip taking around 1 hour and 15 minutes.

Travel Tip: Try the world champion gelato at Gelateria Dondoli, located in the Piazza della Cisterna.

Where to Stay: Hotel La Cisterna is situated in a prime location with rooms offering views of the Tuscan hills.

Where to Eat: Ristorante Dorando' is an intimate spot with a creative menu that gives a modern twist to traditional Tuscan cuisine.

Montepulciano

Montepulciano is a medieval and Renaissance hill town known for its noble wine, Vino Nobile di Montepulciano. The town offers a blend of architectural styles, with beautiful squares, a fortress, and several underground wine cellars that are open for tours and tastings. The surrounding countryside is also dotted with vineyards and olive groves, making it a picturesque destination for nature and wine enthusiasts.

How to Get There: The journey from Siena to Montepulciano can be made by bus or car, taking approximately 1 hour and 30 minutes.

Travel Tip: Participate in a wine tasting tour at one of the local vineyards to learn more about the region's winemaking traditions and sample some of the best Vino Nobile.

Where to Stay: Albergo Il Rondò offers a charming stay with a beautiful garden, just a short walk from the town center.

Where to Eat: Osteria Acquacheta is renowned for its steak and lively atmosphere, where the owner often interacts with guests.

Volterra

Volterra, a lesser-known gem, is a walled mountaintop town with Etruscan roots and a rich alabaster crafting tradition. Explore the Etruscan Museum, the Roman Theatre, and the medieval buildings. The town's alabaster workshops offer a unique insight into the traditional craft, and visitors can purchase handcrafted items as souvenirs.

How to Get There: Reaching Volterra from Siena requires a car or bus ride, typically taking around 1 hour and 30 minutes.

Travel Tip: Visit the Alabaster EcoMuseum to see live demonstrations of alabaster being carved and learn about its historical significance in Volterra.

Where to Stay: Hotel Etruria is located in the historic center, offering a comfortable stay with easy access to the town's attractions.

Where to Eat: La Vecchia Lira offers a variety of traditional Tuscan dishes with a focus on fresh, local ingredients.

Montalcino

Montalcino is a quaint hill town famous for its Brunello di Montalcino wine. The town's fortress offers panoramic views of the surrounding vineyards and valleys. Wine lovers can indulge in tastings at the local enotecas and wineries. Montalcino also boasts beautiful art and architecture, with several churches and museums to explore.

How to Get There: The best way to get to Montalcino from Siena is by car or bus, with the journey taking about 1 hour.

Travel Tip: Time your visit to coincide with the Jazz & Wine Festival in July, where you can enjoy great music and exceptional wine in a stunning setting.

Where to Stay: Castello Banfi - Il Borgo offers luxurious accommodations in a restored 12th-century castle surrounded by vineyards.

Where to Eat: Re di Macchia serves up hearty Tuscan cuisine with a focus on local ingredients and a great selection of Brunello wines.

Chiusure

Chiusure is an off-the-beaten-path village located near the Abbey of Monte Oliveto Maggiore. This small, tranquil spot offers a true escape from the hustle and bustle of touristy areas. The abbey itself is a highlight, with its impressive frescoes and serene atmosphere. The surrounding countryside is perfect for leisurely walks and picnics among the rolling hills.

How to Get There: To reach Chiusure, it's best to drive from Siena, as public transport options are limited. The drive takes about 45 minutes.

Travel Tip: Make sure to check the opening times for the Abbey of Monte Oliveto Maggiore, as they can vary throughout the year.

Where to Stay: Agriturismo Bagnacci offers a rustic stay in a farmhouse setting, complete with a swimming pool and local cuisine.

Where to Eat: Ristorante La Porta di Sotto is known for its traditional dishes and offers stunning views of the Crete Senesi landscape.

About the Author

Joshua Wood Joshua Wood, LPC is one of the Founders of Digital Nomad Exchange and serves as Co-President of Expat Exchange. Prior to Expat Exchange and Digital Nomad Exchange, Joshua worked for NBC Cable (MSNBC and CNBC Primetime). Joshua has a BA from Syracuse and a Master's in Clinical and Counseling Psychology from Fairleigh Dickinson University. Mr. Wood is also a licensed counselor and psychotherapist.

Some of Joshua's articles include Pros and Cons of Living in Portugal, 10 Best Places to Live in Ireland and Pros and Cons of Living in Uruguay. Connect with Joshua on LinkedIn.


Cigna Global Health
Cigna Global Health

Get a quote in 2 minutes from our partner, Cigna Global Health.
Get Quote

Cigna Global HealthCigna Global Health

Get a quote in 2 minutes from our partner, Cigna Global Health.
Get Quote

Digital-Nomad-Visa-for-ItalyDigital Nomad Visa for Italy

Learn about the Digital Nomad Visa for Italy and what is involved in obtaining one. This is one of the most important aspects of moving to Italy as a digital nomad.

Italy Forum Italy Forum
Talk with other digital nomads and expats in Italy on our Italy forum - meet people, get advice and help others.

Contribute to Italy Network Contribute
Help others in Italy by answering questions about the challenges and adventures of living in Italy.

Expat Healthcare Advice in ItalyHealthcare & Health Insurance in Italy

Digital Nomads in Italy offer advice about healthcare, hospital visits, emergency rooms visits, finding a doctor and buying health insurance in Italy.

Real Estate in ItalyRentals in Italy

Rentals in popular cities and towns in Italy.

Cigna Global Health
Cigna Global Health

Get a quote in 2 minutes from our partner, Cigna Global Health.
Get Quote

Cigna Global HealthCigna Global Health

Get a quote in 2 minutes from our partner, Cigna Global Health.
Get Quote

Digital-Nomad-Visa-for-ItalyDigital Nomad Visa for Italy

Learn about the Digital Nomad Visa for Italy and what is involved in obtaining one. This is one of the most important aspects of moving to Italy as a digital nomad.

Contribute to Italy Network Contribute
Help others in Italy by answering questions about the challenges and adventures of living in Italy.

Italian For A While
Italian For A While

Copyright 1997-2024 Burlingame Interactive, Inc.

Privacy Policy Legal Partners & Local Guides