Hotels in Monticchiello

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Where to stay in Monticchiello?

A patio area with outdoor seating, potted plants, and a view of the landscape.

A cozy living room with a fireplace, a dining area, and a black leather chair.

A well-maintained garden with a brick pathway, various potted plants, and trees.

A cozy dining area with a table set for four, surrounded by wooden chairs and a patterned tablecloth.

1. Affitacamere Maria Gabriella

Pienza

$109

$147 total

includes taxes & fees

Oct 12 - Oct 13

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

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

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

A buffet setup with various food items and condiments.

2. Relais Cloister Pienza

Pienza

$128

$148 total

includes taxes & fees

Oct 25 - Oct 26

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 breakfast buffet with various food items and beverages.

3. Hotel Corsignano

Pienza

$138

$159 total

includes taxes & fees

Nov 8 - Nov 9

An indoor swimming pool with a central circular platform, large columns, and a stone wall.

A modern hotel lobby with a stone wall, a seating area, and a glass partition.

A modern interior with a stone wall, a staircase, and a seating area.

A view from a window overlooking a landscape with a small building and hills.

4. Albergo San Biagio

Montepulciano

$55

$65 total

includes taxes & fees

Nov 2 - Nov 3

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

A hallway with arched ceilings, framed pictures on the walls, and a staircase leading to another room.

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

5. Hotel La Terrazza di Montepulciano

Montepulciano

$112

$128 total

includes taxes & fees

Oct 14 - Oct 15

A restaurant with brick arches, wooden tables, and chairs. There are wine bottles on a shelf and a hanging light fixture.

A stone building with a large arched doorway, potted plants, and a tiled courtyard.

A grand entrance with a red carpet leading to a staircase, flanked by two lion statues.

A historic building with a grand entrance, a red carpet, and two potted plants at the entrance.

6. Palazzo Mosela Alla Porta

Montepulciano

$122

$139 total

includes taxes & fees

Nov 2 - Nov 3

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

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

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.

7. AgriHotel Villa Ambra

Montepulciano

$73

$85 total

includes taxes & fees

Oct 18 - Oct 19

A neatly made bed with white linens and two pillows, a bedside table with a bowl of fruit and a cup, and a window with curtains.

A reception area with a curved desk, a lamp, and framed artwork on the wall.

A bathroom with a sink, mirror, towel rack, and a shower area.

A modern living room with white furniture, a flat-screen TV, and decorative plants.

8. Hotel I Due Cigni

Montepulciano

$82

$94 total

includes taxes & fees

Nov 1 - Nov 2

A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

A cozy living room with two white sofas, a television, and a dining area with a table and chairs.

A bedroom with a wooden ceiling, a bed with white bedding, a bedside table with a lamp, and a window with sheer curtains.

A spacious loft with exposed wooden beams, a dining area with a table set for two, a sofa, and a television in the living area.

9. Bed & Breakfast Vicolo dell'Oste

Montepulciano

$105

$120 total

includes taxes & fees

Nov 1 - Nov 2

A stone building with a pathway leading to a door, surrounded by trees and illuminated by warm lights.

A couple in a hot tub with water jets, surrounded by a wooden wall and a blurred background.

A woman in a green swimsuit standing in a pool with a stone wall and a glass ceiling.

A stone building with a view of a courtyard, a pool, and surrounding greenery.

10. L'Orto delle Terme

San Quirico d'Orcia

$127

$144 total

includes taxes & fees

Oct 26 - Oct 27

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

A stone building with a gravel pathway leading to the entrance.

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.

11. Agriturismo Il Macchione

Pienza

$135

$153 total

includes taxes & fees

Nov 5 - Nov 6

A terrace with a table and chairs, overlooking a forested landscape and a distant view of a house.

A swimming pool with multiple lanes, surrounded by lounge chairs and trees.

A bed with a woven blanket and two pillows, a window with curtains, and a view of greenery outside.

A row of wine glasses with red wine, set against a historic building with a tower.

12. Hotel Panoramic Montepulciano

Montepulciano

$46

$65 total

includes taxes & fees

Oct 19 - Oct 20

A stone building with a courtyard and a canal.

A stone patio with a round table and chairs, surrounded by potted plants, overlooking a hilly landscape.

A spacious room with a large bed, two armchairs, a sofa, and a view of the outdoors through a large window.

A bar area with wooden shelves, books, and a brick wall. There are three green bar stools and a patterned rug on the floor.

13. Palazzo Brandano

Trequanda

$71

$81 total

includes taxes & fees

Nov 8 - Nov 9

A hotel room with a classic design, featuring a large bed, a sitting area with a table and chairs, and a wooden door with a brass handle.

A room with a spiral staircase, a large mirror, and a view of a balcony with curtains.

A bedroom with a bed, a sofa, a small round table, a chair, and a mirror.

A bathroom with a vanity, a sink, and a mirror. There is a shelf with a cup and a tissue box. The walls are decorated with a patterned wallpaper.

14. Palazzo Carletti

Montepulciano

$212

$238 total

includes taxes & fees

Nov 3 - Nov 4

A swimming pool with lounge chairs and umbrellas, surrounded by buildings and trees.

A room with large arched windows, brick walls, and wooden beams. There are two purple chairs and a small table.

A two-story building with a stone facade, arched windows, and a balcony.

A stone building with a paved pathway leading to a circular stone feature. Tall, slender trees line the pathway.

15. Nuovo Etruria Resort

Montepulciano

$132

$150 total

includes taxes & fees

Oct 11 - Oct 12

An indoor swimming pool with a curved design, surrounded by lounge chairs and a modern ceiling with recessed lighting.

A revolving door entrance to a hotel with a marble floor and a sign reading "Hotel Villa Riocci."

A chef preparing food in a kitchen with stainless steel appliances and white tiled walls.

A rooftop lounge with multiple sun loungers and a clear view of the landscape.

16. Hotel Villa Ricci

Chianciano Terme

$73

$84 total

includes taxes & fees

Oct 18 - Oct 19

A table set with a bottle of wine, two wine glasses, and a vase with flowers.

A living room with a sofa, armchair, and a wooden cabinet.

A cozy living room with a sofa, armchair, and a coffee table with a vase.

An open door leading to a balcony with a stone wall and a view of a landscaped garden.

17. Poggio Paradiso Resort & Spa

Torrita di Siena

$208

$233 total

includes taxes & fees

Nov 8 - Nov 9

A terrace with two sun loungers, a metal railing, and a view of a town with buildings and trees.

A modern hotel lobby with a seating area, a reception desk, and a dining space.

A hallway with a red fire alarm, a door, and a window at the end.

A spacious lobby with a marble floor, a reception desk, and a staircase leading to upper floors.

18. Santa Caterina Hotel & Bike

Chianciano Terme

$90

$102 total

includes taxes & fees

Oct 22 - Oct 23

An aerial view of a vineyard estate with rows of grapevines, a swimming pool, and a red building.

An outdoor dining area with string lights, tables set for a meal, and a natural backdrop.

A bedroom with a large bed, wooden headboard, a chandelier, a nightstand, and a red rug.

A traditional room with a fireplace, wooden furniture, and a large mirror.

19. Podere La Rocca

Montepulciano

$155

$175 total

includes taxes & fees

Oct 28 - Oct 29

A garden pathway leading to a rustic building with a tiled roof, surrounded by lush greenery and red flowers.

A modern hotel room with a large window, a bathtub, a seating area, and a view of the outdoors.

A modern bedroom with a large bed, a TV, a fireplace, and a bathtub.

A spa setting with a stone wall, a fireplace, and a massage table.

20. Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso

San Quirico d'Orcia

$124

$141 total

includes taxes & fees

Nov 2 - Nov 3

View all properties

Go beyond your typical stay in Monticchiello

Pet friendly

Spa

Apartment

Apart hotel

Hot tub

Pool

Family friendly

Farm

Top landmarks in Monticchiello

Art Studio di Adelina Quadri

Art fans might want to check out the upcoming exhibitions at Art Studio di Adelina Quadri in the heart of Monticchiello. If you have fun at Art Studio di Adelina Quadri, you'll love La Foce, located nearby.

See properties

Learn more about Monticchiello

The region around Monticchiello is home to attractions such as Art Studio di Adelina Quadri and Pienza Cathedral.

See all hotels in Monticchiello

A narrow stone street with old buildings, a wooden door, and potted plants.

Check out reviews of Monticchiello hotels guests love

Hotel San Gregorio

8/10 Good

"Great location, clean room and communal space. We were disappointed that we were given a room with jacuzzi but no shower and refrigerator was broken. Overall a nice experience"

Precise Tale Poggio Alla Sala

10/10 Excellent

"Great, peaceful place to stay. Gorgeous property with pools and spa. Could use another food option but otherwise excellent."

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent

"Nice and quiet excellent hospitality"

Nuovo Etruria Resort

10/10 Excellent

"Beautiful pool with view. Friendly staff members. Town is walkable but there is also a bus stop nearby that does the uphill drive to the top of town. Maybe not the most suitable for those who have proper mobility concerns for getting into town, but for everyone else the location is great"

Casanova - Panoramic Rooms and Suites

8/10 Good

"Great location and lovely pool. Rooms were large but the place is definitely dated. Breakfast was decent with a lot of options. Parking wasn’t all that great but nevertheless on the property itself"

Relais Cloister Pienza

10/10 Excellent

"Just a fantastic place in the most beautiful setting. Medieval historical ambiance with a modern vibe. Pool area - perfect. Breakfast - perfect. Dinner - perfect. Views - incredible! Location - the best in town!"

Palazzo Brandano

10/10 Excellent

"Bello lugar, bella vista panoramica. Hay que trasladarse para comer a pueblos vecinos próximos."

Palazzuolo

10/10 Excellent

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

Hotel Villa Ricci

10/10 Excellent

"Personal, muy amable y educado, muy cálida, recepción, lindo hotel. Lo aconsejo para quienes quieran visitar la toscana y sobretodo Montepulciano."

Frequently asked questions

What accommodations do travelers like in Monticchiello?

Guests like Nuovo Etruria Resort, L'Orto delle Terme and Precise Tale Poggio Alla Sala.

Where can I find free parking with my stay in Monticchiello?

Park your car for free at In Toscana Affittacamere.

Can I book a refundable hotel in Monticchiello?

If you need the flexibility to change your plans to Monticchiello, most hotels offer refundable* rates you can book. You can see these properties by searching our site and using the "fully refundable" filter to narrow the results down.

Where can I stay in Monticchiello if I want a vacation rental instead of a hotel?

If you're looking for a good alternative to a hotel, browse our selection of 8 vacation homes. You can also book one of 11 apartments or 7 villas.

What will the weather in Monticchiello be like during my vacation?

August and July are typically the warmest months in Monticchiello when the average temp is 69°F. January and February are the coldest months when the average temperature is 42°F. November and May are the months with the most rain.

Why should I book my Monticchiello accommodation with Hotels.com?

There are lots of reasons to book your Monticchiello trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Keep exploring

More ways to book

Book Hotels in Monticchiello on it.hotels.com