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 traditional interior with stone arches, a staircase, and a cozy seating area with a table.

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

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

A rustic kitchen with wooden cabinets, a stone floor, and hanging pots.

1. Agriturismo La Ferrozzola

0.5 km from Castellina Fortress

Ruth

₩169,596

₩192,483 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 modern two-story residential building with a stone facade, a well-maintained garden with hedges and grass, and a clear sky.

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

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

2. Casa Vacanze Squarcialupi

0.2 km from Castellina Fortress

Jeffrey

₩160,069

₩184,969 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 stone staircase leading to a wooden balcony with a view of a mountainous landscape.

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

A stone building with a large arched doorway, a bench, and a potted plant outside.

3. Albergo Il Colombaio

0.4 km from Castellina Fortress

Christine

₩202,102

₩226,764 total

includes taxes & fees

Oct 29 - Oct 30

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

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

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

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

4. Chiantirooms Guesthouse

13.3 km from Castellina Fortress

Pasquale

₩127,681

₩146,377 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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.

5. Hotel Palazzo San Lorenzo & SPA

15 km from Castellina Fortress

Maria

₩152,793

₩174,000 total

includes taxes & fees

Nov 8 - Nov 9

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

6. Castello La Leccia

3.3 km from Castellina Fortress

Samuel

₩265,353

₩297,816 total

includes taxes & fees

Nov 4 - Nov 5

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.

An outdoor patio with stone flooring, a table with chairs, and potted plants.

7. Hotel Borgo San Luigi

13.5 km from Castellina Fortress

JOHN

₩165,526

₩192,454 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 rustic stone building with a garden in front.

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

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

8. Belvedere di San Leonino

5.8 km from Castellina Fortress

Kevork

₩136,308

₩158,832 total

includes taxes & fees

Oct 27 - Oct 28

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 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.

9. Villa San Lucchese

11.3 km from Castellina Fortress

James

₩137,538

₩160,185 total

includes taxes & fees

Oct 28 - Oct 29

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.

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.

10. 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

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

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

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.

11. La Pensione di Vignamaggio

8.8 km from Castellina Fortress

Jacob

₩197,433

₩217,175 total

includes taxes & fees

Nov 5 - Nov 6

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

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.

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 couple dining at an outdoor table with a view of the countryside.

A woman in a blue bikini in a spa pool with a stone wall and a blue light fixture.

A spacious room with high arched ceilings, a wooden dining table, chairs, and a bookshelf.

A narrow street with buildings on either side, a flag, and a bench.

13. Palazzo Leopoldo Dimora Storica & Spa

7.3 km from Castellina Fortress

Elizabeth

₩137,295

₩159,917 total

includes taxes & fees

Nov 23 - Nov 24

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

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

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

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

14. The Club House

12.5 km from Castellina Fortress

Natalyn

₩472,433

₩534,498 total

includes taxes & fees

Nov 1 - Nov 2

A courtyard with a stone building featuring green shutters, surrounded by a lush green landscape and trees.

A room with exposed wooden beams, a white radiator, a potted plant, and a small table with a pink orchid.

A dining area with stone walls, wooden beams, and a chandelier. Tables are set with white tablecloths and tea sets.

A stone building with a large archway, a tree in the foreground, and outdoor seating.

15. Arnolfo B&B

14.7 km from Castellina Fortress

Elsa

₩115,201

₩129,685 total

includes taxes & fees

Nov 2 - Nov 3

A spa area with a stone ceiling, a pool, and two sun loungers.

A spa area with multiple white massage chairs arranged in a row, a brick ceiling, and a staircase in the background.

A buffet area with various fruits and a bar with bottles.

A courtyard with outdoor seating, stone walls, and a staircase.

16. Hotel Palazzo San niccolò & Spa

7.3 km from Castellina Fortress

Afeefa

₩129,975

₩151,865 total

includes taxes & fees

Nov 15 - Nov 16

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

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

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

A bedroom with a large bed, a wooden ceiling, a wardrobe, and a desk with a lamp.

17. Bed & Breakfast Le Terrazze del Chianti

8.6 km from Castellina Fortress

Janine und Thomas

₩122,234

₩140,386 total

includes taxes & fees

Oct 27 - Oct 28

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

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

18. Castello di Fonterutoli Wine Resort

4 km from Castellina Fortress

Micaela

₩235,523

₩265,003 total

includes taxes & fees

Oct 28 - Oct 29

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

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.

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

19. One Belvedere Tuscany

6.5 km from Castellina Fortress

Hyun Min

₩466,869

₩513,556 total

includes taxes & fees

Nov 1 - Nov 2

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

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

A stone building with a gravel path leading to a glass door entrance.

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

20. Hotel Borgo di Cortefreda Relais - Place of Charme

13.1 km from Castellina Fortress

Sergey

₩166,982

₩192,573 total

includes taxes & fees

Nov 19 - Nov 20

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Top Castellina Fortress Hotel Reviews

Fattoria di Vegi

10/10 Excellent

"Phenomenal. We stayed 4 nights of our honeymoon at the Fattoria de Vegi and can't wait to return in the future. The staff were all so friendly and helpful, the property is set in the most beautiful quiet location with many places to lounge and explore. Everything we ate both for breakfast and from the restaurant for dinner was excellent. It was our favourite stay of the 4 locations we visited on our trip in Italy! Would recommend a cooking class also, it was a lovely addition to our stay. You can tell the attention to detail taken throughout the renovations to turn this property into an absolute class destination."

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."

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 ₩129,685

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Our top choices for Castellina Fortress hotels

1. Agriturismo La Ferrozzola

2. Casa Vacanze Squarcialupi

3. Albergo Il Colombaio

4. Chiantirooms Guesthouse

5. Hotel Palazzo San Lorenzo & SPA

6. Castello La Leccia

7. Hotel Borgo San Luigi

8. Belvedere di San Leonino

9. Villa San Lucchese

10. La Certosa di Pontignano - Place of Charme

11. La Pensione di Vignamaggio

12. Hotel Ristorante La Dama nella Vigna

13. Palazzo Leopoldo Dimora Storica & Spa

14. The Club House

15. Arnolfo B&B

16. Hotel Palazzo San niccolò & Spa

17. Bed & Breakfast Le Terrazze del Chianti

18. Castello di Fonterutoli Wine Resort

19. One Belvedere Tuscany

20. Hotel Borgo di Cortefreda Relais - Place of Charme

Top Castellina Fortress Hotel Reviews

Fattoria di Vegi

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

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