The Best Winery Hotels in Monticchiello from AED 339 in 2026

A stone building with red shutters, a tree in the foreground, and a staircase leading to an upper level.

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Our top choices for Monticchiello hotels with winery

A kitchen with a granite countertop, a hanging pendant light, and a brick archway.

A kitchen with a brick arch, wooden ceiling beams, a dining table, and bar stools.

A bedroom with a large bed, a wooden ceiling, a mirror, a bicycle, and a chair.

A stone building with a staircase leading to a door, surrounded by a hedge and a cobblestone ground.

1. "Il Focolare" Superior Apartment in Monticchiello

Monticchiello

Dan

AED 413

AED 504 total

includes taxes & fees

5 Oct - 6 Oct

A bedroom with a bed, a desk, and a chair. There is a wooden ceiling and a window.

A kitchen with white cabinets, a tiled backsplash, and a wooden ceiling.

A bookshelf filled with books, a wooden box labeled "Poliziano," and a staircase leading to a room.

A stone building with a staircase leading to a door, a small balcony, and a street in front.

2. The house in the village - Angelica apartment - Vald'Orcia

Monticchiello

Melissa B.

AED 409

AED 500 total

includes taxes & fees

18 Oct - 19 Oct

Two people sitting at a round table outdoors with a scenic view of mountains in the background.

A hotel entrance with a sign reading "Hotel Corsignano," a paved driveway, and a large terracotta pot.

A patio area with wicker furniture, a glass table, and a pool in the background.

A breakfast buffet with various food items and beverages.

3. Hotel Corsignano

Pienza

shane

AED 720

AED 817 total

includes taxes & fees

19 Oct - 20 Oct

A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

A buffet with various desserts and pastries, a painting on the wall, and wooden paneling.

A building with a symmetrical facade, a central entrance, and a fountain in the courtyard.

A hotel room with a bed, a desk with a computer, a TV, a wardrobe, and a mirror.

4. Hotel San Gregorio

Pienza

Nancy

AED 526

AED 603 total

includes taxes & fees

28 Oct - 29 Oct

A living room with a sofa, armchairs, a coffee table, a cabinet, and a lamp.

A buffet setup with various food items and condiments.

A hotel room with a bed, bedside lamps, a desk with a coffee maker, and a window with curtains.

A room with a herringbone floor, a bed, a sofa, a desk, and a view through a window.

5. Relais Cloister Pienza

Pienza

"Il personale che mi ha accolto è stato molto gentile ed ha saputo consigliarmi locali molto belli nelle vicinanze. L’hotel risponde di un buonissimo ristorante, situato in una terrazza panoramica che affaccia su tutta la Val d’Orcia. Dalla mia stanza vedevo la famosissima strada dove è stata girata l’ultima scena del film Il Gladiatore. La colazione era ricca, abbondante e per tutti i giusti! Tutto il personale è stato incredibilmente gentile ed ha reso il soggiorno un ricordo memorabile....

Danny

AED 473

AED 545 total

includes taxes & fees

6 Oct - 7 Oct

A narrow street with a yellow building on the left, a wooden structure in the background, and a row of white and pink flowers along the edge.

A rustic room with a fireplace, wooden furniture, and a tiled floor.

A building entrance with the name "ALBERGO LA TERRAZZA" above a wooden door.

A bicycle with potted plants attached to it, parked against a textured wall.

6. Hotel La Terrazza di Montepulciano

Montepulciano

Kevin

AED 413

AED 471 total

includes taxes & fees

5 Oct - 6 Oct

A breakfast setup with a variety of food items and a coffee machine.

A bar area with a variety of liquor bottles, a chalkboard menu, and hanging light fixtures.

A clear swimming pool with lounge chairs and a pergola.

A café with a bar area, a coffee machine, and a view of the outside.

7. AgriHotel Villa Ambra

Montepulciano

Joanne

AED 274

AED 318 total

includes taxes & fees

18 Oct - 19 Oct

A stone building with a central arched entrance, multiple windows, and potted plants at the entrance.

An outdoor patio area with tables and chairs, surrounded by plants and a stone wall.

A room with two leather chairs, a small table with a red tablecloth, and a wine bottle and glass on the table.

A living room with a fireplace, two sofas, and a coffee table.

8. Albergo Duomo

Montepulciano

Monte C

AED 281

AED 326 total

includes taxes & fees

2 Nov - 3 Nov

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Top Monticchiello Hotel Reviews

Hotel San Gregorio

8/10 Good

"All good"

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent

"Castiglion del Bosco is truly exquisite, the perfect way to experience Tuscany in luxury while still feeling completely surrounded by nature. The property is impeccable, from the beautiful gardens and grounds to the elegant rooms. Everything feels authentically Italian, refined and incredibly well maintained. The service is exceptional and very personalized. The staff genuinely goes out of their way to make you feel welcome. General Manager Nicola Migheli even greeted us personally upon arrival, which was a lovely touch. We also saw him regularly walking the property with his team, and it was clear how hands-on he is with every detail. One thing to know is that getting in and out requires about 40 minutes on a bumpy dirt road. It wasn’t terrible, but worth mentioning if you plan to explore frequently. That said, this is a hotel you don’t need to leave. It’s a beautiful place to slow down, relax and enjoy Tuscany in a truly special setting. We absolutely loved our stay!"

Palazzuolo

10/10 Excellent

"Excellent room, good location, the staff is very gentle, the breakfast is good"

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent

"Amazing views. Relaxing stay! A very romantic hotel, though I was surprised by the number of families there; given its location and amenities, I had assumed it was geared towards couples. That isn't a negative comment, though—it was simply a case of my own mistaken perception."

Hotel Corsignano

10/10 Excellent

"Everything was perfect the staff the hotel."

Hotel Panoramic Montepulciano

10/10 Excellent

"buenas vistas panorámicas , es un hotel demasiado tranquilo , pero es muy bonito"

Room 1

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Check availability on Monticchiello Winery Hotels

Our top choices for Monticchiello hotels with winery

1. "Il Focolare" Superior Apartment in Monticchiello