TOP Winery Hotels in Siena for 2026

A historic town with terracotta-roof buildings, a prominent church, and a hilltop fortress.

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Our top choices for Siena hotels with winery

A table set with breakfast items on a balcony overlooking a historic town.

A luxurious bedroom with a four-poster bed, a chandelier, a mirror, and a television.

A spacious room with a large chandelier, a piano, and a dining area with a table and chairs.

A bathroom with a champagne bottle in a glass container, a white sink, and a mirror above the sink.

1. Residenza d'Epoca Palazzo Borghesi

Siena City Centre

Suelina

Rp2.761.795

Rp3.118.987 total

includes taxes & fees

4 Nov - 5 Nov

A brick building with two arched windows, one with a metal grill and the other with a decorative glass design.

A modern bedroom with a large bed, a built-in vanity with a mirror, and a bedside lamp.

A historic building with arched ceilings, brick walls, and a staircase leading to an upper level. Tables and chairs are arranged in the lower area, and there are decorative shields on the ceiling.

A narrow, stone-walled stairwell with a small, enclosed area at the bottom featuring a desk and a chair.

2. Hotel Palazzetto Rosso

Siena City Centre

Dawn

Rp2.869.468

Rp3.156.456 total

includes taxes & fees

19 Nov - 20 Nov

A hotel room with a large bed, a vanity with a mirror, and a green archway.

An arched hallway with a marble reception desk, potted plants, and a staircase in the background.

An outdoor dining area with tables and chairs, potted plants, and a tiled floor.

A covered outdoor seating area with a pool in the background.

3. Hotel Certosa Di Maggiano

Siena

Tulsi

Rp4.626.187

Rp5.210.324 total

includes taxes & fees

25 Nov - 26 Nov

A spacious lobby with a modern white sofa set, a glass coffee table, and a large abstract painting on the wall.

An outdoor dining area with tables and chairs, covered by a canopy, and surrounded by greenery.

A hotel entrance with a sign reading "HOTEL EXPO".

A modern living room with a glass coffee table, white sofas, and decorative plants.

4. Hotel Executive

Scacciapensieri

Andras

Rp1.634.983

Rp1.859.241 total

includes taxes & fees

22 Nov - 23 Nov

A modern hotel lobby with a high ceiling and a glass roof, featuring wooden paneling, comfortable seating, and a large wall mural.

A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

A building with a modern architectural style, featuring a prominent entrance with a sign that reads "FOUR POINTS."

A reception area with a wooden reception desk, two chairs, a vase with flowers, and a large pillar.

5. Four Points by Sheraton Siena

Scacciapensieri

Ralph

Rp2.363.176

Rp2.660.252 total

includes taxes & fees

7 Nov - 8 Nov

A table set for breakfast with a scenic view of hills and a cloudy sky.

A breakfast buffet with various food items and beverages, set in a room with arched ceilings and yellow walls.

An arched entrance with a brick pathway leading to a building, surrounded by lush greenery and purple flowering vines.

An open wooden door leading to a courtyard with potted plants and a view of buildings in the background.

6. Palazzo di Valli

Siena

Luanne

Rp1.938.780

Rp2.193.417 total

includes taxes & fees

21 Nov - 22 Nov

A candle on a tray with corks, a glass with a drink and an orange slice, and a table with chairs in an outdoor setting with arches in the background.

An interior corridor with arches, columns, and a brick wall.

A restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.

A corridor with a wooden door at the end, a metal railing on one side, and a light fixture above.

7. La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

Rodolfo

Rp1.715.075

Rp2.048.607 total

includes taxes & fees

16 Nov - 17 Nov

A grand entrance with a staircase leading to a white building, surrounded by lush greenery and potted plants.

A swimming pool with a wooden deck, lounge chairs, and umbrellas.

A spacious indoor dining area with wooden ceiling beams, green and pink upholstered chairs, and a central bar area.

A lobby with a reception desk, a large painting, a potted plant, and a patterned floor.

8. Villa Ermellina Siena, a Tribute Portfolio Hotel

Camollia

Sebastian

Rp2.522.440

Rp2.835.443 total

includes taxes & fees

24 Nov - 25 Nov

View all properties

Top Siena Hotel Reviews

Hotel Athena

10/10 Excellent

"Over all a good hotel in a good location, a little dated but clean and breakfast good"

Villa Ermellina Siena, a Tribute Portfolio Hotel

10/10 Excellent

"Beautiful hotel and setting, plenty parking for a hire car and a bus into Siena centre at the end of the drive. Very comfortable room and helpful, attentive staff. Excellent base for exploring the area."

Hotel Chiusarelli

10/10 Excellent

"Perfect in location, cleanliness,staff, amenities.... Wonderful 👍"

NH Siena

10/10 Excellent

"The room isn't cleaned too well. There were some crumbs that were attracting ants. Other than that- no issues"

Grand Hotel Continental Siena – Starhotels Collezione

8/10 Good

"Excellent location. Very nice service."

Hotel Minerva

10/10 Excellent

"The check-in staff were very friendly, helpful, and spoke English. The €20 parking in their garage was very nice and convenient, especially when it rained. Nice view from the room."

Il Chiostro del Carmine

8/10 Good

"Breakfast"

Hotel Italia

10/10 Excellent

"We stayed at this basic but nice 3-star hotel just one night while visiting Siena. We had a room for 3 for my wife and I and our adult daughter. The hotel was easy walking distance from the train/bus station. It's kind of weird because you enter an indoor shopping area across the street from the station and then go up about 6 banks of escalators to get up the hillside. Then the hotel is just a block away. One of the AC units didn't work but friendly staff helped start the other one. All staff were very friendly and spoke English. Easy walk a few blocks into the old city. Wonderful breakfast!!! We were able to leave our bags for most of the day while we explored the city prior to leaving on the bus again. I would definitely stay again."

ApartHotel Anghel

8/10 Good

"하루머무르기 넘 좋었어요. 시내까지 걸어갈만합니다 ."

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Room 1

Change your mind

Treat yourself

Be picky

Check availability on Siena Winery Hotels

Our top choices for Siena hotels with winery

1. Residenza d'Epoca Palazzo Borghesi

2. Hotel Palazzetto Rosso

3. Hotel Certosa Di Maggiano

4. Hotel Executive

5. Four Points by Sheraton Siena

6. Palazzo di Valli

7. La Certosa di Pontignano - Place of Charme

8. Villa Ermellina Siena, a Tribute Portfolio Hotel

9. Casa di Osio

10. Palazzo Masi

Top Siena Hotel Reviews

Hotel Athena

Villa Ermellina Siena, a Tribute Portfolio Hotel

Hotel Chiusarelli

NH Siena

Grand Hotel Continental Siena – Starhotels Collezione

Hotel Minerva

Il Chiostro del Carmine

Hotel Italia

ApartHotel Anghel

Explore a world of travel with Expedia

Search Winery Hotels in Siena

Change your mind

Treat yourself

Be picky

Check availability on Siena Winery Hotels

Our top choices for Siena hotels with winery

1. Residenza d'Epoca Palazzo Borghesi

2. Hotel Palazzetto Rosso

3. Hotel Certosa Di Maggiano

4. Hotel Executive

5. Four Points by Sheraton Siena

6. Palazzo di Valli

7. La Certosa di Pontignano - Place of Charme

8. Villa Ermellina Siena, a Tribute Portfolio Hotel

9. Casa di Osio

10. Palazzo Masi

Top Siena Hotel Reviews

Hotel Athena

Villa Ermellina Siena, a Tribute Portfolio Hotel

Hotel Chiusarelli

NH Siena

Grand Hotel Continental Siena – Starhotels Collezione

Hotel Minerva

Il Chiostro del Carmine

Hotel Italia

ApartHotel Anghel

Explore a world of travel with Expedia