The Best Hotels Closest to Castellina Fortress in Castellina in Chianti for 2026

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Our top choices for Castellina Fortress hotels

A balcony with a table, chairs, and a bottle of wine, overlooking a vineyard and distant hills.

A modern two-story residential building with a stone facade, a well-maintained garden with hedges and grass, and a clear sky.

A dining area with a wooden table and chairs, a white sofa with cushions, and a staircase with a metal railing.

A modern kitchen with dark wooden cabinets, a dining table with chairs, and a vase of flowers on the table.

1. Casa Vacanze Squarcialupi

0.2 km from Castellina Fortress

Jeffrey

₩160,069

₩184,969 total

includes taxes & fees

Nov 7 - Nov 8

A stone building with an arched entrance, a wooden door, and a small balcony with a railing.

A stone-walled room with tables set for dining, a staircase, and a lamp.

A pool area with lounge chairs and umbrellas, surrounded by greenery and trees.

A stone staircase leading to a wooden balcony with a view of a mountainous landscape.

2. Albergo Il Colombaio

0.4 km from Castellina Fortress

Christine

₩202,102

₩226,764 total

includes taxes & fees

Oct 27 - Oct 28

A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.

A well-lit outdoor bar area with a wooden structure, surrounded by lush greenery and stone pathways.

A dining area with wooden tables and chairs, large windows offering a view of a forested landscape.

A swimming pool with lounge chairs and a pergola, surrounded by a garden and a building with a tiled roof.

3. Villa Sabolini

16.7 km from Castellina Fortress

Patricia

₩106,481

₩123,078 total

includes taxes & fees

Nov 3 - Nov 4

A rustic cellar with brick walls, wooden barrels, and a stone ceiling. There is a wooden table with a wine bottle and glasses, and a television mounted on the wall.

A person relaxing in a hot tub with a view of a building and trees in the background.

A poolside area with lounge chairs and a view of the night sky.

A rustic stone building with a garden in front.

4. Belvedere di San Leonino

5.8 km from Castellina Fortress

Kevork

₩141,999

₩165,092 total

includes taxes & fees

Oct 27 - Oct 28

A stone staircase leading to a door, surrounded by stone walls and a potted plant with green leaves and purple flowers.

A pool surrounded by lush greenery and vineyards, with a stone building in the background.

A stone building with a window and a light fixture.

A stone building with a wooden door, outdoor seating, and a pergola with vines.

5. Agriturismo San Sano

9.8 km from Castellina Fortress

Glen

₩96,224

₩111,774 total

includes taxes & fees

Oct 30 - Oct 31

A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.

A pool area with lounge chairs and umbrellas, surrounded by lush greenery and hills in the background.

A courtyard with stone buildings, outdoor tables set for dining, and a gravel ground.

A dining area with a table set for two, featuring wine bottles and bread.

6. Castello La Leccia

3.3 km from Castellina Fortress

Samuel

₩265,353

₩297,816 total

includes taxes & fees

Nov 7 - Nov 8

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 aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

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

12.5 km from Castellina Fortress

Rodolfo

₩125,509

₩149,917 total

includes taxes & fees

Nov 16 - Nov 17

An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.

A room with a sofa, a desk, a bunk bed, and a patterned floor.

A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and a building in the background.

A yellow building with stone pillars, multiple windows, and a statue in the garden.

8. Villa San Lucchese

11.3 km from Castellina Fortress

James

₩138,005

₩160,728 total

includes taxes & fees

Oct 28 - Oct 29

An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

A view through a window of a stone staircase leading to a building with arched windows and a tower, overlooking a hilly landscape.

An arched entrance to a building with a tiled floor and a staircase leading inside.

A dining area with wooden chairs and tables, a chandelier, and potted plants.

9. Palazzo Pacini

14.8 km from Castellina Fortress

John

₩197,613

₩220,338 total

includes taxes & fees

Oct 27 - Oct 28

A person sitting in a hot tub with a waterfall feature in the background.

A hotel room with a large bed, a desk, and a chair, a view of a city through the window, and a ceiling light.

A tiled shower area with a square light fixture above the showerhead.

A dining area with tables and chairs, a chandelier, and wall-mounted lighting.

10. Hotel Palazzo San Lorenzo & SPA

15 km from Castellina Fortress

Maria

₩152,793

₩174,000 total

includes taxes & fees

Nov 8 - Nov 9

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

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

11. Four Points by Sheraton Siena

14.6 km from Castellina Fortress

Ralph

₩172,937

₩194,676 total

includes taxes & fees

Nov 7 - Nov 8

A modern bedroom with a wooden headboard, a large bed with white linens, a bedside table with a lamp, and a sliding glass door leading to an outdoor patio with a table and chairs.

A vineyard with a sign that reads "La dolce vita" and a cart with wine bottles.

A modern bedroom with a large bed, a built-in wardrobe, a seating area, and a view of the outdoors.

A vineyard with rows of grapevines and decorative hanging lights.

12. Hotel Ristorante La Dama nella Vigna

10.3 km from Castellina Fortress

Amanda

₩139,236

₩160,571 total

includes taxes & fees

Nov 12 - Nov 13

A pool with a pink flamingo float, surrounded by lounge chairs and a stone deck.

A bedroom with a bed, a chair, a red table, and a wardrobe.

A terrace with two chairs and a table, overlooking a scenic landscape with hills and a sunset.

A multi-story building with a tiled roof, surrounded by greenery and trees.

13. La Pensione di Vignamaggio

8.8 km from Castellina Fortress

Jacob

₩212,610

₩233,878 total

includes taxes & fees

Nov 2 - Nov 3

A swimming pool with a clear blue water, surrounded by well-maintained grass and hedges.

A cozy dining area with a table set for two, a vase of dried flowers, and candles on the table.

A bathroom with a sink, mirror, and shower.

A room with a wooden desk, a laptop, a television displaying a news channel, and a window with curtains.

14. Sangallo Park Hotel

14.3 km from Castellina Fortress

Marcio Tadeu

₩140,802

₩162,293 total

includes taxes & fees

Oct 25 - Oct 26

A stone house with a tiled roof, large glass doors, and a stone pathway leading to it.

An arched stone structure with a view of a landscaped garden and a building with outdoor seating.

A spacious living area with a high arched ceiling, a sofa set, and a glass coffee table.

An indoor dining area with brick arches, tables set for dining, and a view of the outdoors.

15. The Club House

12.5 km from Castellina Fortress

Natalyn

₩472,433

₩534,498 total

includes taxes & fees

Nov 4 - Nov 5

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

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.

A rooftop terrace with outdoor seating, including a white sofa and wicker chairs, surrounded by potted plants and overlooking a cityscape.

16. Villa Ermellina Siena, a Tribute Portfolio Hotel

15.6 km from Castellina Fortress

Sebastian

₩184,592

₩207,497 total

includes taxes & fees

Nov 24 - Nov 25

A person sitting by a swimming pool with a stone building in the background.

A person relaxing on a sun lounger by a pool with a table beside them holding a drink and a bowl.

A stone building with a wooden door and an arched window.

An indoor dining area with stone walls, tables set with tablecloths and chairs, and hanging pendant lights.

17. Hotel Borgo di Cortefreda Relais - Place of Charme

13.1 km from Castellina Fortress

Sergey

₩170,256

₩196,175 total

includes taxes & fees

Nov 19 - Nov 20

A stone building with a yellow sign reading "b&b erioico".

A hotel room with neatly folded towels on the bed, a wooden headboard, and a green pendant light.

A modern dining area with a wooden table, glass vases, and a staircase with glass railings.

A stone building with a wooden door and shutters, a sign reading "b.v. eroico", and a number "19" on the wall.

18. L' Eroico

11.9 km from Castellina Fortress

Angela

₩170,728

₩199,658 total

includes taxes & fees

Nov 20 - Nov 21

A pool with a view of a lush valley and distant buildings.

A courtyard with stone buildings, arched doorways, and potted plants.

A bedroom with a large arched window, a bed, a hanging light fixture, and a view of a green landscape.

A terraced vineyard with stone walls and a stone pathway leading to a seating area with metal chairs and tables.

19. Castello Vicchiomaggio

15.7 km from Castellina Fortress

Mary Margaret

₩242,487

₩266,736 total

includes taxes & fees

Oct 29 - Oct 30

A traditional stone building with a garden featuring geometric hedges and potted plants.

A spacious room with a high arched ceiling, frescoed walls, a white sofa, and a wooden cabinet.

A view of a garden with neatly trimmed hedges and a central water feature.

A breakfast setting with a table set for two, including plates of fruit, a cup of coffee, a glass of juice, and a bottle of wine.

20. Badia a Coltibuono

13.4 km from Castellina Fortress

Thomas

₩200,909

₩232,856 total

includes taxes & fees

Nov 1 - Nov 2

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Top Castellina Fortress Hotel Reviews

Hotel Colle Etrusco Salivolpi

10/10 Excellent

"Perfect quiet hotel. Walking distance to downtown. Great breakfast. The staff were so great with recommendations and the restaurant associated with the hotel (off-site) had amazing food. Would definitely stay again when visiting the area!!"

Hotel Villa Campomaggio

10/10 Excellent

"One of the best hotels I have ever stayed at. We loved every minute. The hotel and buildings are stunning, the landscaping and surrounding area is so picturesque, and the facilities, especially the spa, are top quality. The food was incredible. A little bit on the pricey side for dinner, but certainly fine dining. Breakfast was great - the pastries are all made fresh. Every single staff member was super friendly and accommodating. Special mention to Jessica, who gave me one of the best massages I’ve ever had. It’s a great location. Only a 10 minute drive from the beautiful Radda, and close to many lovely vineyards. Overall, I couldn’t fault a thing and would recommend this hotel to anyone. I’m sure we will be back before long!"

Palazzo Squarcialupi

8/10 Good

"It had a good location and helpful staff."

Castello di Fonterutoli Wine Resort

10/10 Excellent

"The staff and experience staying at Castello Di Fonterutoli was amazing! Everyone was so kind and welcoming! Cannot wait to go back☺️"

Borgo di Pietrafitta Relais

10/10 Excellent

"Fantastico!"

Belvedere di San Leonino

10/10 Excellent

"Very charming villa with a nice view. Staffs were all nice and friendly"

Villa Di Capovento

10/10 Excellent

"We loved our time here!! The food and service were excellent. It is a special place that we were lucky to find!! We will be back!!"

Riserva di Fizzano Residence

8/10 Good

"Had a wonderful time here over 3 days in mid-September. The room was rustic but it fit the surroundings, with the only issue being the air conditioning did not keep up with the heat at night. Their dinners were fabulous, with some of the best food and service we had in 5 weeks across Italy. Breakfast however did leave a bit to be desired. The calm and peaceful atmosphere was very enjoyable, and the sunset views over the vineyards will always be memorable."

Locanda le Piazze

10/10 Excellent

"This property is beautiful, our room was beautiful, and every staff member was friendly and very helpful. It is pretty centrally located - close to Siena and San Gimignano. We would stay here again!"

Other attractions near Castellina Fortress

Archaeological Museum of Chianti

8.0/10 (6 reviews)

You can browse the exhibits at Archaeological Museum of Chianti, a museum with a story of its own, during your trip to Castellina in Chianti. Discover the beautiful countryside in this walkable area, or enjoy its local tours.

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Via delle Volte

After visiting Via delle Volte, make a plan to see the other sights and activities in Castellina in Chianti. Discover the countryside and wineries in this quaint area.

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Walls of Monteriggioni

9.2/10 (5 reviews)

You can study the exhibits at Walls of Monteriggioni, a museum with a storied past, during your travels to Castellina in Chianti. Discover the beautiful countryside and wineries in this walkable area.

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Mazzei Winery

You can enjoy a tasting or tour at Mazzei Winery during your travels to Fonterutoli. You can enjoy the restaurants while in the area.

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Lilliano Estate Winery

You can enjoy a tasting or tour at Lilliano Estate Winery during your travels to Lilliano.

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Necropolis of Poggino

After visiting Necropolis of Poggino, make a plan to see the other sights and activities in Castellina in Chianti. Discover the countryside and wineries in this relaxing area.

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Casina di Cornia Winery

You can enjoy a tasting or tour at Casina di Cornia Winery during your travels to Castellina in Chianti. Discover the countryside and wineries in this relaxing area.

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Isole e Olena Winery

You can enjoy a tasting or tour at Isole e Olena Winery during your travels to Barberino Tavarnelle. Discover the beautiful countryside in this quaint area, or enjoy its local tours.

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Frequently asked questions

What's the area like around Castellina Fortress?

Castellina Fortress is located in Castellina in Chianti. Travelers like the surrounding area for its wineries. If you're looking for a convenient place to stay, check out the 65 hotels and other accommodations you'll find within a mile.

What's the best hotel to stay close to Castellina Fortress?

Adjacent to Castellina Fortress, Palazzo Squarcialupi is one of the top choices for your stay based on our traveler data, and this hotel offers a winery and a full-service spa. Other good choices close by include Hotel Colle Etrusco Salivolpi and Albergo Il Colombaio.

How many hotels will I be able to find close to Castellina Fortress?

Expedia has 65 hotels and other accommodations within a mile from Castellina Fortress.

If I need to cancel the hotel reservation for my stay near Castellina Fortress, will I receive a refund?

Yes! You'll find that most room reservations are refundable if you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you booked a non-refundable reservation, you might still have the option to cancel and receive a refund within 24 hours of booking. Enter your dates, click on "Search", then filter by "fully refundable" to view the best deals near Castellina Fortress.

Where can I learn more about changing or cancelling my trip in the area near Castellina Fortress?

For more information about picking new dates or cancelling your stay near Castellina Fortress, head over to our customer service page.

What can I see and do near Castellina Fortress?

Explore landmarks like Castello della Paneretta, Walls of Monteriggioni, and Montecalvario. Create some family memories at Chianti Observatory and Borgo di Vescine - Tenute di Castelvecchi. Stopping by Isole e Olena Winery, Casa Emma, or Il Molino di Grace Winery is a fun way to see all the area has to offer.

Find hotels near Castellina Fortress, Castellina in Chianti from ₩111,774

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Our top choices for Castellina Fortress hotels

1. Casa Vacanze Squarcialupi

2. Albergo Il Colombaio

3. Villa Sabolini

4. Belvedere di San Leonino

5. Agriturismo San Sano

6. Castello La Leccia

7. La Certosa di Pontignano - Place of Charme

8. Villa San Lucchese

9. Palazzo Pacini

10. Hotel Palazzo San Lorenzo & SPA

11. Four Points by Sheraton Siena

12. Hotel Ristorante La Dama nella Vigna

13. La Pensione di Vignamaggio

14. Sangallo Park Hotel

15. The Club House

16. Villa Ermellina Siena, a Tribute Portfolio Hotel

17. Hotel Borgo di Cortefreda Relais - Place of Charme

18. L' Eroico

19. Castello Vicchiomaggio

20. Badia a Coltibuono

Top Castellina Fortress Hotel Reviews

Hotel Colle Etrusco Salivolpi

Hotel Villa Campomaggio

Palazzo Squarcialupi

Castello di Fonterutoli Wine Resort

Borgo di Pietrafitta Relais

Belvedere di San Leonino

Villa Di Capovento

Riserva di Fizzano Residence

Locanda le Piazze

Other attractions near Castellina Fortress

Archaeological Museum of Chianti

Via delle Volte

Walls of Monteriggioni

Mazzei Winery

Lilliano Estate Winery

Necropolis of Poggino

Casina di Cornia Winery

Isole e Olena Winery

Frequently asked questions