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

A stone building with multiple windows and a chimney.

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

1. Agriturismo La Ferrozzola

0.5 km from Castellina Fortress

Ruth

￥19,907

￥22,601 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 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.

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

￥18,978

￥21,930 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 building with a large arched doorway, a bench, and a potted plant outside.

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.

3. Albergo Il Colombaio

0.4 km from Castellina Fortress

Christine

￥20,848

￥23,460 total

includes taxes & fees

Oct 29 - Oct 30

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.

4. Castello La Leccia

3.3 km from Castellina Fortress

Samuel

￥26,302

￥29,636 total

includes taxes & fees

Nov 8 - Nov 9

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.

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

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

5. The Club House

12.5 km from Castellina Fortress

Natalyn

￥52,652

￥59,674 total

includes taxes & fees

Nov 2 - Nov 3

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 bedroom with a stone wall, a TV, a chandelier, a bed, a nightstand, and a window with curtains.

6. Chiantirooms Guesthouse

13.3 km from Castellina Fortress

Pasquale

￥15,138

￥17,355 total

includes taxes & fees

Nov 1 - Nov 2

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 rustic stone building with a garden in front.

7. Belvedere di San Leonino

5.8 km from Castellina Fortress

Kevork

￥16,161

￥18,831 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 spa area with wooden benches and a glass partition, a modern bathroom with a large sink, and a corridor leading to another room.

8. Hotel Palazzo San Lorenzo & SPA

15 km from Castellina Fortress

Maria

￥17,935

￥20,431 total

includes taxes & fees

Nov 26 - Nov 27

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

A stone house with a courtyard, surrounded by greenery and hills.

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

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

9. One Belvedere Tuscany

6.5 km from Castellina Fortress

Hyun Min

￥47,605

￥52,365 total

includes taxes & fees

Nov 4 - Nov 5

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

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

An aerial view of a town with a central square, surrounding buildings, and vineyards.

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

10. L' Eroico

11.9 km from Castellina Fortress

Angela

￥20,242

￥23,673 total

includes taxes & fees

Nov 2 - Nov 3

A hallway with a bed, a mirror, and a small plant.

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.

11. La Pensione di Vignamaggio

8.8 km from Castellina Fortress

Jacob

￥23,408

￥25,749 total

includes taxes & fees

Nov 5 - Nov 6

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.

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

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

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

12. La Certosa di Pontignano - Place of Charme

12.5 km from Castellina Fortress

Rodolfo

￥14,166

￥16,989 total

includes taxes & fees

Nov 26 - Nov 27

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

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

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

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

13. Hotel Villa L'Avvenire

15 km from Castellina Fortress

Idania

￥21,101

￥24,090 total

includes taxes & fees

Oct 30 - Oct 31

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

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

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

14. Hotel Borgo San Luigi

13.5 km from Castellina Fortress

JOHN

￥17,662

￥20,658 total

includes taxes & fees

Nov 21 - Nov 22

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.

15. Villa San Lucchese

11.3 km from Castellina Fortress

James

￥16,307

￥18,992 total

includes taxes & fees

Oct 28 - Oct 29

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 rustic room with a stone wall, a wooden desk, a chair, a bed, and a small table with food.

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

16. Arnolfo B&B

14.7 km from Castellina Fortress

Elsa

￥13,249

￥14,925 total

includes taxes & fees

Nov 3 - Nov 4

A building with a stone facade, a central arched doorway, and a window with a decorative frame.

A room with a view of a forest through a window, a table with a lamp, and a chair.

A narrow, tree-lined road leading to a house with a tiled roof and a stone wall on one side.

A cozy living room with a sofa, a coffee table, and a view of greenery through large windows.

17. Dievole Wine Resort

8.1 km from Castellina Fortress

Magdalena

￥39,712

￥45,090 total

includes taxes & fees

Nov 16 - Nov 17

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

18. Hotel Ristorante La Dama nella Vigna

10.3 km from Castellina Fortress

Amanda

￥14,617

￥16,958 total

includes taxes & fees

Nov 1 - Nov 2

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

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.

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

19. Tenuta CorteDomina

7.2 km from Castellina Fortress

Edgar

￥33,600

￥37,663 total

includes taxes & fees

Nov 1 - Nov 2

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.

20. Bed & Breakfast Le Terrazze del Chianti

8.6 km from Castellina Fortress

Janine und Thomas

￥14,493

￥16,645 total

includes taxes & fees

Nov 11 - Nov 12

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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!!"

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!"

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!!"

Agriturismo Villa Godenano - Pool & Suites

10/10 Excellent

"What a beautiful and relaxing place to stay! The staff goes above and beyond to welcome you. The rooms and bathrooms are huge - even for US standards. Breakfast buffet is delicious. The pool was amazing. Overall our favorite property in Italy!"

Farmhouse in the heart of the real chiantishire

10/10 Excellent

"Sehr schöne Zeit in dem Farmhaus verbracht.Es ist Alles da was man braucht, wunderschöne Lage ,gutAusgangspunkt um die Chianti erkunden"

detached villa with private pool and garden

10/10 Excellent

"Séjour parfait ! On reviendra"

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 ￥14,925

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Treat yourself

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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. The Club House

6. Chiantirooms Guesthouse

7. Belvedere di San Leonino

8. Hotel Palazzo San Lorenzo & SPA

9. One Belvedere Tuscany

10. L' Eroico

11. La Pensione di Vignamaggio

12. La Certosa di Pontignano - Place of Charme

13. Hotel Villa L'Avvenire

14. Hotel Borgo San Luigi

15. Villa San Lucchese

16. Arnolfo B&B

17. Dievole Wine Resort

18. Hotel Ristorante La Dama nella Vigna

19. Tenuta CorteDomina

20. Bed & Breakfast Le Terrazze del Chianti

Top Castellina Fortress Hotel Reviews

Fattoria di Vegi

Hotel Colle Etrusco Salivolpi

Palazzo Squarcialupi

Castello di Fonterutoli Wine Resort

Borgo di Pietrafitta Relais

Villa Di Capovento

Agriturismo Villa Godenano - Pool & Suites

Farmhouse in the heart of the real chiantishire

detached villa with private pool and garden

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