The Best Winery Hotels in Monticchiello from AED 315 in 2026 | Expedia

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Check availability on Monticchiello Winery Hotels

Tonight

23 Oct - 24 Oct

Tomorrow

24 Oct - 25 Oct

This weekend

23 Oct - 25 Oct

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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 kitchen with a brick archway, two bar stools, a countertop, and a hanging light fixture.

1. "Il Focolare" Superior Apartment in Monticchiello

Monticchiello

Australia

Dan

AED 412

AED 503 total

includes taxes & fees

23 Nov - 24 Nov

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

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

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

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

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

Monticchiello

United States

Melissa B.

AED 368

AED 458 total

includes taxes & fees

25 Oct - 26 Oct

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

A bar area with a wooden bar counter, three orange chairs, and a variety of bottles and glasses.

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.

3. Hotel Corsignano

Pienza

Canada

Tatiana

AED 445

AED 515 total

includes taxes & fees

23 Nov - 24 Nov

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 poolside area with lounge chairs and umbrellas, a stone wall, and a clear sky.

4. Relais Cloister Pienza

Pienza

United States

Karen

AED 472

AED 544 total

includes taxes & fees

29 Oct - 30 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 hotel room with a bed, a desk with a computer, a TV, a wardrobe, and a mirror.

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

5. Hotel San Gregorio

Pienza

United States

Michael

AED 531

AED 609 total

includes taxes & fees

8 Nov - 9 Nov

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

United States

Phillip

AED 412

AED 470 total

includes taxes & fees

27 Oct - 28 Oct

A crowded restaurant with brick walls and multiple tables and chairs.

An outdoor dining table with a meal consisting of bread, tomatoes, and cured meat, accompanied by a glass of white wine.

A hotel room with a bed, a chair, a lamp, and a view of the outdoors.

A rustic interior with exposed brick walls, wooden beams, and a fireplace. There are framed pictures on the wall and seating areas with tables and chairs.

7. La Locanda di San Francesco

Montepulciano

Canada

Colin

AED 603

AED 680 total

includes taxes & fees

15 Nov - 16 Nov

An interior courtyard with stone columns, arches, and a mosaic.

An interior courtyard with arches, columns, and potted plants.

A hotel room with a bed, a desk with a computer, a chair, a wardrobe, and a balcony with a railing.

A balcony with a view of a historic town, featuring terracotta-roofed buildings and a prominent church tower.

8. Meublé Il Riccio

Montepulciano

United States

Christopher

AED 581

AED 656 total

includes taxes & fees

28 Oct - 29 Oct

View all properties

Top Monticchiello Hotel Reviews

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent

"Fabulous service. Gorgeous location and pristine hotel. Great food choices and services."

Hotel San Gregorio

Hotel San Gregorio

8/10 Good

"Nice hotel in a great location, very close to Pienza’s historic center. The room was clean, and the staff were helpful. Breakfast could be improved, particularly in terms of the variety of hot food available. The daily parking fee was also somewhat expensive."

Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent

"Absolutely beautiful! Astonishing views! If you are looking for peace and quiet with great service this is the place."

Hotel Villa Ricci

Hotel Villa Ricci

10/10 Excellent

"It's a lovely hotel, but it is the staff that make it truly special. Attentive and cheerful, I felt well looked after from the moment I walked in. Wonderful stay, I'll definitely be back."

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent

"La vue est panoramique et le château est grandiose"

Hotel Panoramic Montepulciano

Hotel Panoramic Montepulciano

8/10 Good

"Ok."

Palazzuolo

Palazzuolo

10/10 Excellent

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

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