A historic town with terracotta-roofed buildings, a prominent church, and rolling hills in the background.

B&B in Montepulciano

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B&B in Montepulciano

A room with a large window overlooking a scenic landscape.

A luxurious room with ornate decorations, including a chandelier, red upholstered furniture, and a television.

A hotel room with a large bed, a wooden headboard, a desk with a lamp, and a view of the outdoors through the windows.

A historic building with a prominent tower, arched windows, and a paved street.

1. Palazzo Nobile di San Donato

Montepulciano

$145

$164 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 detailed ceiling with ornate designs and a central medallion.

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

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.

2. Palazzo Carletti

Montepulciano

$212

$238 total

includes taxes & fees

Nov 3 - Nov 4

A spacious interior with exposed wooden beams, a large chandelier, and various tables and chairs.

A bedroom with a wooden bed, a nightstand, a desk, a window with curtains, a radiator, and a television on a table.

A brick building with the sign "Cantina Medice" and "Ristorante La Corcetta" on the facade. There are two cars parked in front, and a blue car is parked on the right side.

An outdoor dining area with tables and chairs, overlooking a lush green landscape and a hill with buildings.

3. La Corte Medicea

Montepulciano

$102

$117 total

includes taxes & fees

Oct 12 - Oct 13

A building facade with a large wooden door, flanked by two potted plants.

A room with a wooden cabinet, a green upholstered chair, and a mirror.

A bedroom with a bed, a wooden bench, a desk, and a mirror.

A vintage sewing machine, a wooden desk, a piano, and a painting on the wall.

4. Palazzo Danesi

Montepulciano

$92

$105 total

includes taxes & fees

Oct 11 - Oct 12

A bedroom with a patterned wallpaper, a large bed with a white bedspread, a wooden nightstand with a lamp, and a chair.

5. Palazzo Tombesi Trecci

Montepulciano

$94

$108 total

includes taxes & fees

Oct 22 - Oct 23

A window view of a vineyard with rows of grapevines and tall trees, a clear sky, and distant hills.

A wine tasting event with a bottle of Golo Orio wine, glasses, and a table with food and documents.

A swimming pool with lounge chairs and umbrellas, surrounded by a brick patio and a house.

Two people toasting with wine glasses at a table with a view of a green landscape.

6. Tenuta Golo

Montepulciano

$658

$729 total

includes taxes & fees

Nov 4 - Nov 5

A lush garden with tall trees and a swimming pool.

A patio area with a stone wall, outdoor seating, and yellow flowers.

A spacious living room with a high arched brick ceiling, a chandelier, and a dining area with a wooden table and chairs.

An aerial view of a property with a main house, a swimming pool, and surrounding greenery.

7. Al Giardino degli Etruschi

Chiusi

$90

$99 total

includes taxes & fees

Oct 21 - Oct 22

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

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

8. L'Orto delle Terme

San Quirico d'Orcia

$127

$144 total

includes taxes & fees

Nov 1 - Nov 2

A brick house with a large glass front, outdoor seating, and a well-maintained lawn.

A covered patio with a table and chairs, surrounded by potted plants and a view of the countryside.

A wooden sauna with a large arched window, a charcoal bin, and a wooden bucket.

A rustic interior with a wooden counter, a brick archway, and various items like a bowl, packaged goods, and a sign.

9. B&B Il Casale di Sandra

Chiusi

$94

$113 total

includes taxes & fees

Oct 13 - Oct 14

A stone house with a tiled roof, a patio with a lounge chair, and a view of rolling hills in the background.

A bedroom with a bed, a chair, a desk, and a window with curtains.

A spacious underground hall with brick arches, stone flooring, and a staircase leading to another level.

10. Relais Val d'Orcia

Pienza

$241

$270 total

includes taxes & fees

Oct 25 - Oct 26

A stone-walled corridor with a wooden floor, a red flag, and a view into a courtyard.

A room with a large window, wooden floor, and a bed with a blue blanket.

A stone-walled wine cellar with wooden beams, a wooden table, and wine racks.

A bedroom with a bed, a view of a village through a window, and a wooden ceiling.

11. PALAZZO DEL CARDINALE

Montalcino

$126

$148 total

includes taxes & fees

Oct 30 - Oct 31

A hot tub with two glasses of white wine and a plate of strawberries and roses.

A room with ornate ceiling, a chandelier, a sofa, chairs, a table, and a patterned rug.

A breakfast setup with a variety of pastries, a bottle of champagne, and glasses on a table in a room with a bed and decorative wall sconces.

A richly decorated room with ornate wallpaper, a chandelier, and classic furniture.

12. Residenza Dei Ricci Relais

Chiusi

$160

$182 total

includes taxes & fees

Oct 18 - Oct 19

A room with a grand piano, a fireplace, and a stone wall.

A cozy room with a fireplace, a table set with dishes, and various decorative items.

A rustic stone building with a sign reading "La Locanda del Loggiato" and a number "30" above the entrance.

A room with a piano, a window, and a brick wall.

13. Locanda del Loggiato

San Quirico d'Orcia

$150

$169 total

includes taxes & fees

Oct 15 - Oct 16

A hot tub with a view of a historic building and mountains.

A wine cellar with wooden racks and tables, a sign reading "DROGHERIA," and a rustic ceiling.

A staircase with stone steps leading to a room with a large window, wooden beams on the ceiling, and a stone wall.

A brick-walled bar with wooden shelves stocked with bottles, tables, and chairs.

14. Casa Franci Montalcino

Montalcino

$188

$218 total

includes taxes & fees

Oct 14 - Oct 15

A large, rectangular swimming pool surrounded by a well-maintained lawn, with a house and garden in the background.

A house with a tiled roof, surrounded by a well-maintained garden and trees.

A sauna, a glass-enclosed shower, and a bathtub with a modern design.

A traditional villa with a garden, outdoor seating, and a clear blue sky.

15. Casa Bellavista

Cortona

$194

$217 total

includes taxes & fees

Oct 19 - Oct 20

A wooden door with a metal handle, set in a stone wall with decorative carvings.

A breakfast setting with a glass display case, two glasses of orange juice, a bowl of cereal, and a plate with a folded napkin.

A modern living room with a sofa, a TV, and a dining table.

A modern hotel room with a white color scheme, a large bathtub, a wooden coffee table, and a green accent pillow.

16. Palazzo Pio III

Sarteano

$184

$207 total

includes taxes & fees

Oct 24 - Oct 25

A patio with a table and chairs, a bottle of wine, and a glass of red wine. The patio overlooks a scenic landscape with rolling hills and a distant building.

A bedroom with a brick archway, a wooden bed, a dresser, and a sliding glass door leading to a balcony.

A stone building with a tiled roof, illuminated by ground lights.

A view through a brick archway of a green field with trees and a fence.

17. Cordella in Valdorcia Truffle & Olive Oil Resort - Podere Borgasso

Montalcino

$69

$80 total

includes taxes & fees

Oct 18 - Oct 19

A bedroom with a bed, a chair, a table, and a stone wall.

An underground wine cellar with wooden tables, wine bottles, and a piano.

An outdoor patio with stone walls, a pergola, and a table set for dining.

A piano with sheet music, an easel with a drawing, and a wine bottle in a stone-walled room.

18. Dimora delle Muse

Montalcino

$176

$202 total

includes taxes & fees

Nov 2 - Nov 3

A kitchen with a brick archway, a wooden table with pies, and a clock on the wall.

A modern kitchen with a wooden countertop, white appliances, and a backsplash of blue tiles.

A potted plant in a doorway with a balcony above.

A breakfast table with a variety of food items, including pastries, cereal, and juice, along with cups and a spoon.

19. A Casa di BiaGio B&B

Rapolano Terme

$98

$112 total

includes taxes & fees

Nov 2 - Nov 3

A nighttime swimming pool with stone buildings in the background.

A large house with a spacious backyard, a swimming pool, and a well-maintained garden.

A stone archway leading to a staircase with terracotta planters on the left.

A stone building with arched windows and a tiled roof, surrounded by a well-maintained lawn and potted plants.

20. B&B Le Caselle

Lucignano

$103

$113 total

includes taxes & fees

Oct 13 - Oct 14

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Top landmarks in Montepulciano

Piazza Grande

9.4/10 (125 reviews)

Get a few outdoor pics when passing through Piazza Grande, located 0.5 mi (0.8 km) from central Montepulciano.

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Terme di Montepulciano Spa

9.0/10 (54 reviews)

Terme di Montepulciano Spa is in the heart of Sant'Albino, so why not stop by during your stay.

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Dome of Montepulciano

9.4/10 (144 reviews)

Dome of Montepulciano is 0.5 mi (0.9 km) from central Montepulciano, why not stop by during your stay.

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Palazzo Avignonesi

9.6/10 (19 reviews)

If you're planning a bit of sightseeing during your trip, head to Palazzo Avignonesi— just one of the monuments in central Montepulciano.

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Palazzo Ricci

9.6/10 (17 reviews)

If you're planning a bit of sightseeing during your trip, head to Palazzo Ricci— just one of the landmarks located 0.5 mi (0.8 km) from central Montepulciano.

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San Biagio

9.6/10 (14 reviews)

You might want to get your camera out and head to San Biagio— just one of the landmarks located 0.8 mi (1.3 km) from central Montepulciano.

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Consorzio del Vino Nobile di Montepulciano

9.6/10 (24 reviews)

Travelers might want a tour of Consorzio del Vino Nobile di Montepulciano, just one of the places to visit, and located 0.5 mi (0.8 km) from central Montepulciano. If you enjoy your tour, head to Cantina Contucci or Cantina del Redi, both within a short walk.

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Cantina del Redi

8.8/10 (5 reviews)

Travelers might want a tour of Cantina del Redi, just one of the places to visit, and located 0.5 mi (0.8 km) from central Montepulciano. If you enjoy your tour, head to Consorzio del Vino Nobile di Montepulciano or Cantina Contucci, both within a short walk.

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Learn more about Montepulciano

Notable for its wineries, Montepulciano features attractions such as Palazzo Avignonesi and Cantina del Redi. This historical city has something for everyone including sights like Civic Museum and Palazzo Ricci within a rural setting.

See all hotels in Montepulciano

About the destination

Spend time appreciating the historic sites, and checking out the wine tasting in Montepulciano. Simply book a local tour to enjoy your stay a little more. Learn about the local heritage of Montepulciano at landmarks like Palazzo Avignonesi and Palazzo Ricci. And while you're here, be sure to stop by Cantina del Redi and Civic Museum.