A hillside town with historic buildings and a prominent church.

Search Boutique Hotels in Montepulciano

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Montepulciano Boutique Hotels

Tonight
22 Sep - 23 Sep
Tomorrow
23 Sep - 24 Sep
This weekend
25 Sep - 27 Sep
Next weekend
2 Oct - 4 Oct

Our top choices for Montepulciano boutique hotels

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 detailed ceiling with ornate designs and a central medallion.
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.

1. Palazzo Carletti

Palazzo Carletti
Montepulciano
United States
Michael
฿8,129
฿9,095 total
includes taxes & fees
4 Oct - 5 Oct
Palazzo Carletti
A large estate with multiple buildings, a well-maintained garden, and a vineyard in the background.
A bedroom with a large bed, a bench, a window, and a bathroom with a tiled wall and a mirror.
An outdoor patio with brick arches, wicker furniture, and hanging lanterns.
A dining area with a brick archway, tables set for dining, and a fireplace.

2. Lupaia

Lupaia
Torrita di Siena
United States
Jaclyn
฿30,487
฿33,688 total
includes taxes & fees
14 Oct - 15 Oct
Lupaia
A stone-walled room with a large arched doorway, a sofa, a table with a vase, and a view of the landscape.
An aerial view of a villa with a swimming pool, terraced gardens, and a stone pathway.
An open archway leading to a kitchen with a wooden ceiling, a hanging lantern, and a tiled backsplash.
An outdoor dining area with tables and chairs, large windows, and a view of the surrounding landscape.

3. Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
Montalcino
United Kingdom
Abdel
฿77,949
฿86,125 total
includes taxes & fees
8 Oct - 9 Oct
Castiglion del Bosco, A Rosewood Hotel
A stone building with a pool overlooking a mountainous landscape.
A dining area with a table and chairs, a vase with flowers, and a view of the countryside through an arched window.
A stone pathway leading to a gate with tall cypress trees on either side, illuminated by soft lighting.
A terrace with stone walls, potted plants, and outdoor furniture overlooking a valley with a river and distant hills during sunset.

4. Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery
Montalcino
United States
Juan
฿25,254
฿28,160 total
includes taxes & fees
23 Oct - 24 Oct
Castello di Velona Resort Thermal SPA & Winery
A pool with lounge chairs, surrounded by trees and a hilly landscape.
A reception area with a wooden reception desk, a striped armchair, and a brick ceiling.
A bedroom with a bed, bedside tables, a mirror, and a hanging light fixture.
A bar area with two glasses of white wine, a tray with nuts and a small bowl, and various bottles of liquor.

5. Hotel Villa il Patriarca

Hotel Villa il Patriarca
Chiusi
Canada
Julien
฿4,734
฿5,208 total
includes taxes & fees
18 Oct - 19 Oct
Hotel Villa il Patriarca
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a stone building in the background.
A buffet with various food items, a vase of flowers, and a mirror reflecting the room.
A large estate with a swimming pool, surrounded by lush greenery and hills.
An outdoor dining area with tables set for a meal, surrounded by greenery and trees.

6. Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World
Cortona
United Kingdom
Rushab
฿23,168
฿25,790 total
includes taxes & fees
8 Oct - 9 Oct
Villa di Piazzano - Small Luxury Hotel of the World
A villa with a swimming pool surrounded by lush greenery and tall cypress trees.
A table with two chairs, a potted plant with oranges, and a scenic view of a valley.
An indoor swimming pool with arched windows and a skylight.
A dining table with two glasses of white wine, a cheese board with various cheeses and a raspberry, and a view of green hills through a window.

7. Relais Villa Monte Solare Wellness & SPA

Relais Villa Monte Solare Wellness & SPA
Panicale
United States
Natalia
฿7,202
฿7,923 total
includes taxes & fees
6 Oct - 7 Oct
Relais Villa Monte Solare Wellness & SPA
View all properties

Top Montepulciano Hotel Reviews

Villa Cicolina

Villa Cicolina

10/10 Excellent
"I wish I could live here! This place was fantastic, the staff was incredible and the accessibility to anything you’d want to do in southern Tuscany was perfect. The staff set us up with a truffle hunting experience with an amazing gentleman and his dog- an experience I’ll never forget. The food is delicious and our room was incredible spacious and comfortable. Not a bad thing to say about this place. Worth the stay!"
Lauren 3-night trip
Posted 2 weeks ago
Villa Cicolina

Frequently asked questions

What's the best boutique hotel in Montepulciano?
Palazzo Carletti is a favourite B&B with our travellers looking for stylish accommodation, and features 5 guestrooms, free parking and free WiFi. If you're searching for a boutique hotel, also consider Il Rondò Boutique Hotel.
What's there to see and do in Montepulciano?
The wineries, historic landmarks and countryside are just some of the things to enjoy while you're in the area. Palazzo Avignonesi, Cantina del Redi and Palazzo Ricci are some of the local sights worth visiting. You might also like to explore more of the area and take in additional sights like Piazza Grande, Consorzio del Vino Nobile di Montepulciano and San Biagio while you're here.
What kind of weather should I plan for when I travel to Montepulciano?
Getting an idea of what to expect from the weather in Montepulciano will help you enjoy your stay to the fullest. The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 5°C. Average annual precipitation for Montepulciano is 1065 mm.
What's the best way to get to my boutique hotel in Montepulciano?
You have a few options for transportation to and around Montepulciano. The nearest major airport is Perugia San Francesco d'Assisi – Umbria Intl. Airport (PEG), which is located 36.1 mi (58.1 km) from the heart of the city. To venture out into the surrounding area, take a train from Montepulciano Station.

Explore a world of travel with Expedia