If you are looking for a perfect mix of tranquility, scenic beauty, and authentic Italian charm, Umbria should be at the top of your list. Known as Italy’s “Green Heart,” this region is a haven for travelers seeking a slower pace, picturesque landscapes, and a genuine connection with nature and culture. From medieval villages perched on hills to rolling vineyards and olive groves, Umbria offers countless opportunities to escape the hustle of everyday life.

Based on my overall experience, spending time in Umbria is not just a trip; it’s an immersive experience that nurtures your senses, your creativity, and your appreciation for the simple pleasures in life. In this guide, I will walk you through cozy countryside retreats in Umbria that you must see, along with activities and experiences that will make your visit unforgettable.


1. Agriturismo La Vialla – A Slice of Rural Luxury

Nestled in the hills of Perugia, Agriturismo La Vialla is a charming retreat that combines rustic Italian charm with modern comforts. The property is surrounded by vineyards and olive groves, offering breathtaking panoramic views. You can stay in stone cottages that feature traditional terracotta floors and exposed wooden beams, which instantly make you feel at home.

Things to do:

  • Take part in olive oil and wine tastings.
  • Explore nearby hiking trails through vineyards and forests.
  • Join cooking classes to learn authentic Umbrian recipes.

This retreat is ideal if you want a hands-on experience of countryside living while still enjoying the comfort of a well-kept and thoughtfully designed property.


2. Borgo dei Conti Resort – Medieval Elegance

Borgo dei Conti Resort is a beautifully restored medieval village offering a unique blend of history and modern luxury. Each room is individually decorated, reflecting the rich heritage of the property, while common areas provide stunning views of the surrounding valleys.

Things to do:

  • Visit the nearby towns of Spoleto and Assisi for art and history.
  • Enjoy a private guided tour of the olive groves and wine cellars.
  • Take part in traditional Umbrian festivals if visiting during the right season.

From my own personal experience, waking up in a centuries-old stone room with the morning sun spilling over the hills is one of the most serene feelings imaginable.


3. Casale del Castello – Intimate and Charming

This intimate retreat is located in the heart of Umbria’s countryside and offers a sense of privacy and calm that is hard to find. Casale del Castello is a restored farmhouse with cozy rooms, a beautiful courtyard, and a small pool surrounded by gardens.

Things to do:

  • Take leisurely walks along nearby trails lined with cypress trees.
  • Participate in local cooking workshops that highlight seasonal produce.
  • Explore local artisan markets for handmade crafts and traditional foods.

What makes Casale del Castello special is its attention to detail: from handcrafted furniture to freshly baked bread served in the morning, every moment feels thoughtful and personal.


4. Il Poggio di Assisi – Hilltop Views and Tranquility

Perched just outside Assisi, Il Poggio di Assisi offers sweeping views of the surrounding valleys and hills. This retreat perfectly balances solitude with accessibility to some of Umbria’s most famous cultural landmarks.

Things to do:

  • Visit Assisi’s Basilica of Saint Francis and historic streets.
  • Walk or cycle along country lanes lined with olive trees.
  • Relax in the garden with a glass of local wine as the sun sets.

From my own personal experience, the serenity of watching the sun dip behind the Umbrian hills while surrounded by nature is unforgettable.


5. Tenuta Castelbuono – Wine and Nature Retreat

For wine lovers, Tenuta Castelbuono is a must-see. This countryside retreat is centered around a working vineyard, giving visitors the chance to enjoy immersive wine experiences.

Things to do:

  • Participate in wine tastings directly from the barrels.
  • Take vineyard tours and learn about organic farming practices.
  • Enjoy guided hikes through olive groves and forests nearby.

The combination of rustic charm and the sensory delight of wine tasting makes this retreat a truly authentic Umbrian experience.


6. La Fattoria Umbra – Farmhouse Living

La Fattoria Umbra offers a more hands-on experience of Umbrian life, perfect for those who want to connect with nature and local traditions. It’s a working farm, so you can observe or participate in the daily rhythms of farm life.

Things to do:

  • Help with olive harvesting or cheese-making sessions.
  • Walk or cycle through the surrounding hills and woodlands.
  • Relax with a book in the farmhouse garden, listening to birdsong and the distant rustle of olive trees.

From my own personal experience, nothing compares to enjoying a meal made from farm-fresh ingredients that you helped harvest just hours before.


7. Relais del Lago – Lakeside Serenity

For a change of scenery, Relais del Lago offers calm waterside views and a peaceful atmosphere. Located near Lake Trasimeno, this retreat is perfect for water activities and nature walks.

Things to do:

  • Kayak or paddleboard on Lake Trasimeno.
  • Explore lakeside villages and local markets.
  • Enjoy evening strolls along the water’s edge, watching the reflection of the hills in the lake.

This retreat offers a perfect blend of relaxation and light adventure, making it ideal for a slow, rejuvenating stay.


8. Villa Collina – Romantic Countryside Escape

Villa Collina is perfect for couples seeking a romantic getaway. This elegant villa is surrounded by lush gardens, vineyards, and olive groves, providing a private retreat with stunning views.

Things to do:

  • Wine and olive oil tastings on the property.
  • Sunset walks through the rolling hills.
  • Enjoy in-villa dining prepared with fresh, local ingredients.

Based on my overall experience, the peace and intimacy of a villa stay like this allows you to reconnect, unwind, and truly enjoy the slower pace of Umbrian life.


9. Casale Le Terre – Authentic Umbrian Experience

Casale Le Terre offers a more rustic, authentic experience of Umbria. The property features traditional stone buildings, a small pool, and easy access to trails and small towns.

Things to do:

  • Hike the scenic trails nearby for unforgettable views.
  • Explore local villages and sample Umbrian cuisine.
  • Relax in the outdoor lounge or by the pool with a book.

This retreat is ideal for travelers seeking a more grounded, real-world connection to Umbrian culture and countryside living.


10. Borgo Antico – History Meets Comfort

Finally, Borgo Antico is a medieval village converted into a modern retreat, offering a rare combination of historical charm and contemporary comfort. Cobblestone streets, antique furniture, and cozy fireplaces make this place truly memorable.

Things to do:

  • Explore nearby castles and historical landmarks.
  • Participate in local craft workshops.
  • Enjoy leisurely walks through the vineyards and olive groves.

From my own personal experience, staying in Borgo Antico is like stepping back in time while still enjoying the comforts of modern living—it’s a rare and rewarding experience.


Making the Most of Your Umbria Retreat

No matter which retreat you choose, there are a few things that will enhance your experience:

  • Embrace local cuisine: Umbria is known for truffles, fresh pasta, and locally produced wine and olive oil. Try regional specialties at every opportunity.
  • Explore beyond your retreat: Small towns and hidden corners of the region hold unexpected treasures, from artisan workshops to historic churches.
  • Engage with locals: The friendliness and hospitality of Umbrians will make your stay more meaningful and authentic.
  • Slow down: Take time to appreciate the views, the quiet, and the rhythms of rural life.

Umbria offers a perfect escape from the fast pace of everyday life. From serene lakesides to rolling hills dotted with medieval villages, the region is a treasure trove of beauty, culture, and unforgettable experiences. Whether you’re seeking romantic seclusion, hands-on farm experiences, or simply a place to breathe and unwind, these 10 countryside retreats will give you a genuine taste of Umbrian life.

From my own personal experience, each retreat holds its own charm, and visiting them allows you to create memories that will stay with you long after you leave. Pack your bags, slow down, and immerse yourself in the green heart of Italy.