Nestled in the heart of Italy, Umbria is often called the “green heart” of the country. Unlike its more famous neighbor Tuscany, Umbria retains a quieter, more authentic charm. Rolling hills, medieval towns, and serene landscapes create the perfect backdrop for countryside retreats. Whether you’re seeking a peaceful escape, culinary adventures, or a chance to reconnect with nature, Umbria has something for you. From my own personal experience, exploring this region feels like stepping into a timeless painting—each village, hilltop, and vineyard tells a story waiting to be discovered.

In this guide, I’ll take you through 10 cozy countryside retreats in Umbria. Each offers unique experiences, from relaxing in rustic villas to enjoying local food and wine. These are not just places to stay—they are gateways to the heart of Umbria.


1. Borgo dei Conti Resort – Near Spoleto

Borgo dei Conti is a charming retreat perched on the hills near Spoleto. Its stone-built villas and tranquil gardens make it an ideal spot for a relaxing escape.

Things to Do:

  • Wander through the lush gardens and enjoy panoramic views of the Umbrian valley.
  • Take a short drive to Spoleto’s historic center to explore the Roman theater and medieval bridges.
  • Participate in cooking classes offered at the resort, learning traditional Umbrian dishes like truffle pasta and roasted lamb.

Why You’ll Love It:
The resort combines rustic charm with modern comfort. From my own personal experience, waking up to the soft morning light over the rolling hills was one of the most peaceful moments of my travels in Umbria.


2. Casale Le Cerquette – Near Assisi

This restored farmhouse offers an authentic Umbrian countryside experience. Casale Le Cerquette provides cozy rooms with stone walls, wooden beams, and a warm, welcoming atmosphere.

Things to Do:

  • Explore Assisi’s famous Basilica of Saint Francis and the surrounding medieval streets.
  • Enjoy the resort’s organic farm, where you can taste fresh cheeses, olive oil, and wines.
  • Take nature walks through nearby olive groves and vineyards.

Why You’ll Love It:
You can disconnect from the rush of daily life while still being a short drive away from cultural highlights. It’s a retreat that balances peace, history, and gastronomy beautifully.


3. La Macchia – Near Perugia

La Macchia is a hidden gem in the Umbrian countryside, perfect for travelers who want solitude and nature. The retreat offers rustic cottages with private terraces and wood-fired fireplaces.

Things to Do:

  • Explore the charming town of Perugia, including its medieval streets and vibrant piazzas.
  • Take a hike in the surrounding hills, enjoying views of vineyards, forests, and streams.
  • Participate in olive oil tasting sessions, learning about traditional production methods.

Why You’ll Love It:
Based on my overall experience, La Macchia offers an intimate connection with the land. The simplicity of the cottages and the breathtaking natural surroundings make it a true countryside sanctuary.


4. Villa di Montebuono – Near Todi

Villa di Montebuono is an elegant villa set in the rolling hills near Todi. With its mix of classic architecture and cozy interiors, it offers both style and comfort.

Things to Do:

  • Explore Todi’s medieval streets and climb to the viewpoint at Piazza del Popolo.
  • Join wine tasting tours in the villa’s vineyards.
  • Take guided cycling tours around the rolling Umbrian hills.

Why You’ll Love It:
The villa has a serene energy that instantly puts you at ease. From my own personal experience, sipping local red wine on the terrace at sunset while overlooking the hills was unforgettable.


5. Agriturismo Il Castagneto – Near Orvieto

This family-run agriturismo blends cozy accommodations with authentic farm life. Guests can enjoy traditional Umbrian cuisine and participate in daily farming activities.

Things to Do:

  • Visit Orvieto’s stunning cathedral and underground tunnels.
  • Join the hosts in harvesting olives or truffles depending on the season.
  • Enjoy cooking lessons featuring fresh farm produce.

Why You’ll Love It:
You’ll feel immersed in Umbrian life. Based on my overall experience, staying at Il Castagneto feels like being part of a local family while still enjoying all the comforts of a modern retreat.


6. Residenza Antica Canonica – Near Spello

This retreat offers a blend of historical charm and countryside calm. The stone walls, wooden beams, and antique furnishings create a warm, inviting atmosphere.

Things to Do:

  • Explore Spello, famous for its flower-decorated streets and Roman mosaics.
  • Take walking tours of the surrounding countryside, discovering hidden chapels and olive groves.
  • Relax at the retreat’s spa, enjoying massages and wellness treatments.

Why You’ll Love It:
The combination of history, serenity, and personalized hospitality makes this a perfect escape. From my own personal experience, the mornings spent walking through quiet cobblestone streets were magical.


7. Tenuta Castelbuono – Near Gubbio

This countryside retreat offers both luxury and rustic charm. Its villas overlook vast vineyards and olive groves, providing a tranquil setting for rest and relaxation.

Things to Do:

  • Visit Gubbio, known for its medieval architecture and the famous Palio dei Ceri festival.
  • Enjoy wine and olive oil tastings directly on the estate.
  • Take horseback rides through the rolling Umbrian hills.

Why You’ll Love It:
Tenuta Castelbuono offers a sense of space and freedom. Based on my overall experience, the combination of outdoor activities and quiet relaxation made it one of my favorite stays in Umbria.


8. Borgo San Faustino – Near Narni

This charming village retreat offers historic houses converted into cozy accommodations. The surrounding landscape features rolling hills, vineyards, and olive groves.

Things to Do:

  • Explore Narni’s underground tunnels and medieval streets.
  • Enjoy local cuisine prepared with ingredients from the retreat’s own gardens.
  • Take scenic walks along nearby trails with panoramic views of the Umbrian countryside.

Why You’ll Love It:
It’s like stepping back in time while enjoying modern comforts. From my own personal experience, the quiet evenings and starlit skies made this retreat unforgettable.


9. Villa Fabri – Near Trevi

Villa Fabri combines historical elegance with countryside charm. Its rooms are tastefully decorated, offering comfort and character.

Things to Do:

  • Explore Trevi’s medieval streets and sample the region’s famous olive oil.
  • Participate in guided walks through the surrounding hills and vineyards.
  • Enjoy cooking classes that focus on traditional Umbrian recipes.

Why You’ll Love It:
The villa offers both beauty and tranquility. Based on my overall experience, the combination of history, scenery, and authentic experiences made this a memorable stay.


10. Relais Il Canalicchio – Near Montefalco

Relais Il Canalicchio is a peaceful retreat set among vineyards and olive groves. Its rustic charm and luxurious amenities make it a perfect countryside escape.

Things to Do:

  • Explore Montefalco, famous for its Sagrantino wine and medieval architecture.
  • Join wine tasting tours and learn about local winemaking traditions.
  • Take nature walks through the surrounding hills and olive groves.

Why You’ll Love It:
This retreat perfectly balances relaxation and exploration. From my own personal experience, the quiet mornings spent sipping coffee while overlooking the vineyards were pure bliss.


Final Thoughts on Umbria’s Countryside Retreats

Umbria offers a unique blend of tranquility, culture, and nature. Each of these retreats provides a chance to experience the region authentically, whether through cooking, wine, outdoor activities, or simply relaxing in a beautiful setting. From my own personal experience, spending time in these countryside retreats allowed me to slow down, appreciate the simple joys, and connect deeply with the Umbrian way of life.

If you’re planning a trip to Umbria, these 10 retreats are more than just places to stay—they are experiences that immerse you in the region’s beauty and charm. Whether you’re drawn to the hills, the vineyards, or the historic towns, you’ll find a retreat that feels like your perfect home away from home.