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 stone building with multiple windows and a chimney.

A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, set against a stone building with a garden.

A dining area with a stone wall, wooden ceiling beams, and a table set for four.

A stone building with a gravel driveway leading to a table set for dining, surrounded by greenery and a vineyard in the background.

1. Agriturismo La Ferrozzola

0.5 km from Castellina Fortress

Ruth

NT$4,179

NT$4,743 total

includes taxes & fees

Nov 8 - Nov 9

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

A bedroom with a bed, bedside tables, a chair, and a window with curtains.

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.

2. Casa Vacanze Squarcialupi

0.2 km from Castellina Fortress

Jeffrey

NT$3,944

NT$4,558 total

includes taxes & fees

Nov 6 - Nov 7

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

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.

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

3. Albergo Il Colombaio

0.4 km from Castellina Fortress

Christine

NT$4,980

NT$5,588 total

includes taxes & fees

Nov 4 - Nov 5

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

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

A bedroom with a wooden ceiling, a bed with white bedding, a bedside table with a tray of items, and a window with curtains.

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

4. Castello La Leccia

3.3 km from Castellina Fortress

Samuel

NT$6,538

NT$7,338 total

includes taxes & fees

Nov 4 - Nov 5

An outdoor dining area with a table and chairs, surrounded by greenery and a view of a building in the background.

A room with two white armchairs, a small white table with a lamp, a rug, and framed pictures on the wall.

A two-story building with a balcony, a staircase, and a gated entrance.

A living room with a sofa, a cabinet, and two wall-mounted lamps.

5. Chiantirooms Guesthouse

13.3 km from Castellina Fortress

Pasquale

NT$3,146

NT$3,607 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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 spa area with wooden benches and a glass partition, a modern bathroom with a large sink, and a corridor leading to another room.

6. Hotel Palazzo San Lorenzo & SPA

15 km from Castellina Fortress

Maria

NT$3,765

NT$4,287 total

includes taxes & fees

Nov 8 - Nov 9

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 stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

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.

7. Belvedere di San Leonino

5.8 km from Castellina Fortress

Kevork

NT$3,499

NT$4,068 total

includes taxes & fees

Oct 27 - Oct 28

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

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

A large indoor swimming pool with clear water, surrounded by modern architecture and a glass railing.

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

8. The Club House

12.5 km from Castellina Fortress

Natalyn

NT$11,641

NT$13,170 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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

A view through an arched window of a lush landscape with trees and hills.

9. La Pensione di Vignamaggio

8.8 km from Castellina Fortress

Jacob

NT$4,865

NT$5,351 total

includes taxes & fees

Nov 5 - Nov 6

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.

A bedroom with a large bed, a sofa, a television, and a painting on the wall.

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

10. Palazzo Pacini

14.8 km from Castellina Fortress

John

NT$4,559

NT$5,087 total

includes taxes & fees

Oct 26 - Oct 27

A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.

A lobby with a marble reception desk, a vase with pampas grass, and a view of the garden through a large window.

11. Hotel Borgo San Luigi

13.5 km from Castellina Fortress

yekta

NT$4,079

NT$4,742 total

includes taxes & fees

Nov 8 - Nov 9

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.

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

12. La Certosa di Pontignano - Place of Charme

12.5 km from Castellina Fortress

Rodolfo

NT$3,093

NT$3,694 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 yellow building with stone pillars, multiple windows, and a statue in the garden.

A room with a fireplace, two armchairs, a sofa, a chandelier, and a large mirror on the wall.

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

13. Villa San Lucchese

11.3 km from Castellina Fortress

James

NT$3,389

NT$3,947 total

includes taxes & fees

Oct 28 - Oct 29

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.

An outdoor dining area with tables and chairs, a covered walkway, and a view of a vineyard.

A vineyard with rows of grapevines and decorative hanging lights.

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

14. Hotel Ristorante La Dama nella Vigna

10.3 km from Castellina Fortress

Amanda

NT$3,431

NT$3,956 total

includes taxes & fees

Nov 12 - Nov 13

An outdoor patio with tables and chairs, string lights, and hanging glass globes.

A room with a wooden door, a white chair, and a window with curtains.

A dining table set with various dishes, utensils, and a fruit bowl.

A traditional living room with a red sofa, a wooden coffee table, and a bookshelf filled with various items.

15. Bed & Breakfast Le Terrazze del Chianti

8.6 km from Castellina Fortress

Janine und Thomas

NT$3,012

NT$3,459 total

includes taxes & fees

Oct 27 - Oct 28

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

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

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

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

16. L' Eroico

11.9 km from Castellina Fortress

Angela

NT$4,207

NT$4,920 total

includes taxes & fees

Nov 2 - Nov 3

A poolside area with lounge chairs and a large pool, surrounded by well-manicured lawns and tall cypress trees.

A modern dining area with a long wooden table, black and white wicker chairs, and green decorative vases.

An outdoor dining area with tables and chairs, surrounded by a stone building and trees.

A hallway with white doors, a large potted plant, a window with white curtains, and a dark floor with a compass design.

17. One Belvedere Tuscany

6.5 km from Castellina Fortress

Hyun Min

NT$11,504

NT$12,654 total

includes taxes & fees

Nov 8 - Nov 9

An open doorway leading to a balcony with a table and chairs, a white railing, and two wall-mounted light fixtures.

A pool with lounge chairs, a stone wall, and a building with arched windows.

A stone house with a small patio, a table, and a chair.

A circular stone fountain with water jets in a garden setting.

18. Hotel Villa L'Avvenire

15 km from Castellina Fortress

Idania

NT$4,409

NT$5,032 total

includes taxes & fees

Oct 26 - Oct 27

A rustic outdoor dining area with a stone wall, wooden benches, and a table set for two.

A bathroom with a bathtub, a window with a view of a vineyard, and a small table with a bottle and glasses.

A building with a brick facade, arched entrance, and multiple windows covered in green ivy.

A white vehicle parked in front of a building with a stone facade and arched windows, surrounded by gravel and greenery.

19. Tenuta CorteDomina

7.2 km from Castellina Fortress

Edgar

NT$6,983

NT$7,827 total

includes taxes & fees

Nov 1 - Nov 2

A narrow stone pathway leading to a rustic building with a wooden door and a window.

A cozy living room with a fireplace, wooden beams, and comfortable seating.

A well-lit outdoor garden area with stone planters, a paved walkway, and a building with large windows.

A stone building with wooden shutters, a bench, and hanging purple flowers.

20. Castello di Fonterutoli Wine Resort

4 km from Castellina Fortress

Micaela

NT$5,803

NT$6,530 total

includes taxes & fees

Oct 28 - Oct 29

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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 NT$3,459

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Our top choices for Castellina Fortress hotels

1. Agriturismo La Ferrozzola

2. Casa Vacanze Squarcialupi

3. Albergo Il Colombaio

4. Castello La Leccia

5. Chiantirooms Guesthouse

6. Hotel Palazzo San Lorenzo & SPA

7. Belvedere di San Leonino

8. The Club House

9. La Pensione di Vignamaggio

10. Palazzo Pacini

11. Hotel Borgo San Luigi

12. La Certosa di Pontignano - Place of Charme

13. Villa San Lucchese

14. Hotel Ristorante La Dama nella Vigna

15. Bed & Breakfast Le Terrazze del Chianti

16. L' Eroico

17. One Belvedere Tuscany

18. Hotel Villa L'Avvenire

19. Tenuta CorteDomina

20. Castello di Fonterutoli Wine Resort

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