Autumn in Le Marche is a season of transformation. The rolling hills turn golden, vineyards are heavy with grapes, and the crisp air carries the scent of wood fires and chestnuts roasting. It’s the perfect time to slow down, embrace the beauty of nature, and explore cozy retreats that feel like a warm hug. From my own personal experience, visiting this region in autumn is like stepping into a painting—every village, every path, and every hill has its own story. If you’re planning a trip to Le Marche, here are ten countryside retreats that you truly need to see, along with things to do that you will genuinely love.


1. Agriturismo Il Casale di Piero – A Hilltop Haven

Nestled on a hilltop near Fermo, Il Casale di Piero offers breathtaking views of the surrounding valleys and vineyards. The rustic stone farmhouse is warm and inviting, perfect for autumn mornings with a cup of local coffee.

Things to do:

  • Take a walking tour of the nearby olive groves and vineyards.
  • Participate in the autumn harvest and grape-picking.
  • Enjoy a cooking class focused on traditional Marche cuisine, including polenta and truffle-based dishes.

The retreat also features a small library where you can curl up with a book, surrounded by the gentle sounds of nature—a perfect way to unwind after a day of exploring.


2. Borgo della Luna – Medieval Charm in the Hills

Borgo della Luna is a restored medieval village near Macerata, offering a mix of history and modern comfort. The stone cottages and narrow cobbled streets give it a timeless charm, ideal for an autumn escape.

Must-see experiences:

  • Wander the village streets and admire centuries-old architecture.
  • Join a truffle hunting tour in nearby woodlands.
  • Attend a local wine tasting event featuring Verdicchio wines.

This retreat immerses you in the authentic life of Le Marche, and from my overall experience, staying here feels like stepping back in time while still enjoying modern comforts.


3. La Collina dei Gelsi – Nature and Wellness

Set amidst rolling hills near Ancona, La Collina dei Gelsi combines rustic charm with wellness-focused amenities. Surrounded by forests, this retreat is ideal for those who want to reconnect with nature in autumn.

Things to enjoy:

  • Morning yoga sessions overlooking the valley.
  • Guided hikes through the surrounding trails, perfect for leaf-peeping.
  • Seasonal farm-to-table meals highlighting local mushrooms, chestnuts, and fresh cheeses.

The peaceful ambiance allows you to slow down, reflect, and fully immerse yourself in the natural beauty of Le Marche.


4. Tenuta di Montecchio – Vineyard Luxury

If you love wine, Tenuta di Montecchio near Jesi offers an unforgettable experience. The estate sits among vineyards that glow gold and amber in autumn. You can enjoy wine tasting tours and even participate in grape harvesting.

Highlights:

  • Private vineyard tours with the winemaker.
  • Wine and food pairing dinners featuring locally sourced ingredients.
  • Cycling through the hills for stunning panoramic views.

From my own personal experience, sipping a glass of Verdicchio while watching the sunset over these hills is an experience you’ll never forget.


5. Fattoria dei Colli – Farm Stay with Local Flavor

Fattoria dei Colli offers a hands-on farm stay experience. Located near Urbino, it’s a retreat where you can participate in farm life while enjoying the cozy comforts of a countryside villa.

Activities to explore:

  • Collecting fresh produce and helping with seasonal harvests.
  • Learning to make handmade pasta and traditional sauces.
  • Evening bonfires with storytelling and local music.

This retreat is perfect if you want to feel connected to the land and truly experience the rhythms of Marche’s countryside life.


6. Castello di Montefiore – Castle Living

For a touch of historical luxury, Castello di Montefiore offers stays in a centuries-old castle near Ascoli Piceno. Surrounded by gardens and hills, it is especially magical in the autumn light.

Experiences to embrace:

  • Explore the castle’s historic rooms and private chapels.
  • Stroll through vineyards and forests with golden leaves.
  • Attend seasonal events featuring local art and crafts.

From my overall experience, there’s something profoundly calming about spending a few nights in a castle, where history meets nature’s quiet beauty.


7. Podere di Sotto – Rustic Elegance

Podere di Sotto, near Recanati, is a beautifully restored farmhouse offering rustic elegance and cozy interiors. The surrounding hills are perfect for autumn walks.

Activities to enjoy:

  • Horseback riding along scenic trails.
  • Cooking lessons using local truffles, chestnuts, and cured meats.
  • Photography walks through nearby medieval villages.

This retreat balances relaxation with adventure, allowing you to explore the countryside while retreating to a warm, inviting home each evening.


8. Villa del Bosco – Forest Retreat

Villa del Bosco is set in a secluded forest area near Camerino, ideal for nature lovers. Autumn transforms the woods into a sea of gold and crimson, creating the perfect backdrop for hiking or quiet reflection.

Must-do activities:

  • Guided nature walks to spot wildlife and autumn flora.
  • Mushroom foraging tours with local experts.
  • Cozy evenings by the fireplace with homemade local desserts.

From my own personal experience, there’s nothing more peaceful than listening to the wind through the trees while sipping hot cider in this setting.


9. Casale Rosso – Art and Countryside

Casale Rosso, near Pesaro, blends artistic inspiration with countryside tranquility. The villa features workshops and studios where you can engage with local art traditions while enjoying stunning views of the autumn landscape.

Things to try:

  • Painting or pottery classes inspired by the surroundings.
  • Harvest walks and photography excursions.
  • Sampling regional specialties such as aged cheeses and prosciutto.

This retreat is ideal for those seeking creativity and serenity in equal measure.


10. Tenuta La Quercia – Luxury in Nature

Nestled near San Severino Marche, Tenuta La Quercia combines luxury with nature immersion. Surrounded by vineyards, olive groves, and forests, it offers an autumn experience filled with color, aroma, and taste.

Highlights to explore:

  • Spa treatments using local ingredients like olive oil and wine extracts.
  • Private wine and truffle tasting tours.
  • Sunset walks along rolling hills with panoramic views.

From my overall experience, this retreat embodies the essence of Le Marche in autumn—luxury, comfort, and deep connection to nature.


Autumn in Le Marche is a season of warmth, flavor, and color. Each retreat listed here offers its own unique charm, blending cozy accommodations with authentic local experiences. Whether you’re wandering through vineyards, exploring medieval villages, or simply sipping a hot drink by a fireplace, these countryside escapes will leave you refreshed, inspired, and connected to the heart of Italy.

By embracing the slower pace of autumn and exploring these retreats, you’ll discover not only the beauty of Le Marche but also a sense of calm and wonder that stays with you long after you leave.