The Best Winery Hotels in Monticchiello from AED 369 in 2026 | Expedia

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Check availability on Monticchiello Winery Hotels

Tonight

21 Oct - 22 Oct

Tomorrow

22 Oct - 23 Oct

This weekend

23 Oct - 25 Oct

Next weekend

Our top choices for Monticchiello hotels with winery

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

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.

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

1. "Il Focolare" Superior Apartment in Monticchiello

Monticchiello

Australia

Dan

AED 412

AED 502 total

includes taxes & fees

2 Nov - 3 Nov

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 narrow stone pathway leading to a wooden door, surrounded by greenery and a metal railing.

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

United States

Melissa B.

AED 390

AED 480 total

includes taxes & fees

22 Oct - 23 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 patio area with wicker furniture, a glass table, and a pool in the background.

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

3. Hotel Corsignano

Pienza

Canada

Tatiana

AED 478

AED 551 total

includes taxes & fees

12 Nov - 13 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 hallway with arched ceilings, framed pictures on the walls, and a staircase leading to another room.

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

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

4. Hotel La Terrazza di Montepulciano

Montepulciano

United States

Phillip

AED 412

AED 469 total

includes taxes & fees

22 Oct - 23 Oct

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

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.

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

5. Hotel San Gregorio

Pienza

United States

Michael

AED 467

AED 538 total

includes taxes & fees

8 Nov - 9 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 room with a herringbone floor, a bed, a sofa, a desk, and a view through a window.

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

6. Relais Cloister Pienza

Pienza

United States

Karen

AED 472

AED 544 total

includes taxes & fees

2 Nov - 3 Nov

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

A spacious room with a dining area, a fireplace, and a television.

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.

7. Meublé Il Riccio

Montepulciano

United States

Christopher

AED 558

AED 631 total

includes taxes & fees

28 Oct - 29 Oct

A villa with a swimming pool, terraced garden, and a view of distant mountains.

A fire pit with burning logs, surrounded by stone blocks and a metal grill.

A stone building with a tiled roof, surrounded by a grassy area and flowering plants.

A cozy living room with a fireplace, comfortable seating, and a table set with various desserts.

8. Agriturismo Il Macchione

Pienza

South Korea

YOUNG BAE

AED 561

AED 634 total

includes taxes & fees

18 Nov - 19 Nov

View all properties

Top Monticchiello Hotel Reviews

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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