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 rectangular pool with clear water, surrounded by white lounge chairs and a grassy area.

A garden with a gravel path leading to a white metal table and chairs, surrounded by red roses and a large terracotta pot.

A historic building with a courtyard, stone arches, and a tiled roof.

A pool area with lounge chairs, surrounded by well-maintained lawns and trees, with a view of rolling hills in the background.

1. Palazzo Squarcialupi

< 0.1 km from Castellina Fortress

yvette

AED 740

AED 839 total

includes taxes & fees

21 Oct - 22 Oct

A spacious lobby with a stone archway, wooden ceiling beams, a bar area with a wine rack, and a reception desk.

A rustic living room with exposed wooden beams, a sofa, a coffee table, and a dining area with chairs.

A clear blue pool with lounge chairs and a stone building in the background.

A stone building with a wooden bench outside.

2. Hotel Colle Etrusco Salivolpi

0.9 km from Castellina Fortress

Monica

AED 404

AED 456 total

includes taxes & fees

21 Oct - 22 Oct

A kitchen with wooden cabinets, a glass display case, and a dining area with a table and chairs.

A room with a window featuring sheer curtains, a radiator below, and a view of a green landscape.

A bedroom with a bed, a painting, and a bathroom door.

A covered outdoor seating area with wicker furniture and potted plants.

3. Mariani Bed & Breakfast

0.1 km from Castellina Fortress

Frank

AED 320

AED 369 total

includes taxes & fees

15 Oct - 16 Oct

A stone building with a staircase leading up to a window, surrounded by lush greenery and flowering plants.

A swimming pool with stone walls, lounge chairs, and a building with stone architecture.

A stone building with a balcony and a garden with pink flowers.

A stone-walled dining area with tables set for a meal, a stone fireplace, and a sign indicating 'Colleluono'.

4. Collelungo

1.5 km from Castellina Fortress

Daniel

AED 467

AED 530 total

includes taxes & fees

8 Oct - 9 Oct

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

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

5. Albergo Il Colombaio

0.4 km from Castellina Fortress

Christine

AED 483

AED 544 total

includes taxes & fees

17 Oct - 18 Oct

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

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.

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

6. Casa Vacanze Squarcialupi

0.2 km from Castellina Fortress

Jeffrey

AED 420

AED 487 total

includes taxes & fees

6 Nov - 7 Nov

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

A stone building with a window and a light fixture.

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

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

7. Agriturismo San Sano

9.8 km from Castellina Fortress

Glen

AED 268

AED 312 total

includes taxes & fees

18 Oct - 19 Oct

A covered patio with wooden tables and chairs, large windows, and a view of the garden.

A bedroom with a bed, a nightstand, a dresser, a mirror, and a window.

A bedroom with a bed, a sofa, a dresser, and a window.

A rustic stone building with a tiled roof, surrounded by a wooden fence and tall trees.

8. Albergo Villa San Michele

12.3 km from Castellina Fortress

Michael

AED 443

AED 499 total

includes taxes & fees

19 Oct - 20 Oct

A stately building with a grand entrance, multiple arches, and a well-lit facade.

A spacious living room with two sofas, a coffee table, and a mural of trees on the walls.

A restaurant with stone walls, wooden furniture, and a wine cellar.

A swimming pool with lounge chairs and an umbrella, surrounded by trees.

9. Fattoria di Vegi

5.1 km from Castellina Fortress

Robin

AED 902

AED 1,017 total

includes taxes & fees

26 Oct - 27 Oct

A table with a bottle of wine, two glasses, a lamp, and a potted plant by a window with floral curtains.

A stone building with a garden, a bench, and a covered area.

A cozy room with a wooden ceiling, a sofa, a chair, a cabinet, and a window with curtains.

A stone building with a wooden door and window, potted plants, and a metal lantern.

10. La Canonica di San Michele

15.2 km from Castellina Fortress

Sharon

AED 351

AED 407 total

includes taxes & fees

18 Oct - 19 Oct

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

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.

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

11. Castello La Leccia

3.3 km from Castellina Fortress

Eva

AED 842

AED 943 total

includes taxes & fees

7 Nov - 8 Nov

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

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.

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

12. Palazzo Pacini

14.8 km from Castellina Fortress

John

AED 461

AED 515 total

includes taxes & fees

7 Nov - 8 Nov

A stone building with a circular window and a door, surrounded by purple flowers.

A bottle of wine and two glasses on a windowsill with a vineyard view.

A stone building with a tiled roof, arched windows, and a well-maintained lawn.

A terrace with wicker furniture, a pool, and a vineyard view.

13. La pietra del cabreo

13 km from Castellina Fortress

Jorge Aaron

AED 1,015

AED 1,133 total

includes taxes & fees

9 Oct - 10 Oct

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.

14. The Club House

12.5 km from Castellina Fortress

Natalyn

AED 1,252

AED 1,419 total

includes taxes & fees

2 Nov - 3 Nov

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.

15. Hotel Villa L'Avvenire

15 km from Castellina Fortress

Dakota

AED 585

AED 664 total

includes taxes & fees

28 Oct - 29 Oct

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.

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.

16. L' Eroico

11.9 km from Castellina Fortress

Angela

AED 496

AED 579 total

includes taxes & fees

2 Nov - 3 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 aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

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.

17. La Certosa di Pontignano

12.5 km from Castellina Fortress

Leslie

AED 356

AED 425 total

includes taxes & fees

2 Nov - 3 Nov

A stone building with a swimming pool, surrounded by trees and a view of the landscape.

A stone wall with a rustic stone building partially visible behind it.

A stone-walled terrace with a table set for two, a bottle, and candles.

A stone building with a paved entrance and a well-maintained garden with potted plants.

18. Relais la Costa - Dimora Storica

13.9 km from Castellina Fortress

Doug

AED 567

AED 645 total

includes taxes & fees

29 Oct - 30 Oct

A bedroom with a bed, a lamp, and a door leading to another room.

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

19. Chiantirooms Guesthouse

13.3 km from Castellina Fortress

Pasquale

AED 356

AED 408 total

includes taxes & fees

1 Nov - 2 Nov

A large, historic building with a tiled roof and multiple windows, surrounded by lush gardens and a stone pathway.

A table set for breakfast with various dishes, drinks, and a newspaper.

A restaurant with stone pillars, wooden beams, and white tablecloths. Tables are arranged for dining.

A spacious living room with a high ceiling, exposed wooden beams, and a large arched brick structure. There are multiple seating areas with floral-patterned sofas and armchairs. A fireplace and bookshelves are visible in the background.

20. Hotel Le Fontanelle

13.1 km from Castellina Fortress

Cristina

AED 1,782

AED 2,001 total

includes taxes & fees

21 Oct - 22 Oct

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Top Castellina Fortress Hotel Reviews

ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views

10/10 Excellent

"Isola Serena is truly a magical place. We stayed here with 15 friends to celebrate my husband Bryan’s 50th birthday, and it could not have been a more perfect setting for such a special occasion.The villa is majestic, incredibly spacious and beautifully appointed. Every couple had the privacy of their own bedroom and bathroom, while the generous shared spaces made it easy for everyone to gather and enjoy time together.The property itself is spectacular. The patio quickly became our favourite place to sit with a glass of wine and watch the most beautiful Tuscan sunsets, and the pool was the perfect place to spend a lazy afternoon.We also followed Serena’s recommendations and hired a local pizza maker one evening, which was such a fun and memorable experience. We also had a chef come to the villa twice, once for dinner and once for a beautiful lazy day brunch. Both meals were absolutely spectacular especially the lasagna at brunch.The location is ideal for exploring the best of Tuscany, while still feeling completely private and peaceful. Castellina di Chianti is a local gem.Serena and her entire team were wonderful, and a very special mention must go to Raffaella, the house manager, who was warm, helpful and incredibly attentive throughout our stay.Isola Serena gave us memories we will treasure forever. We would return without hesitation to enjoy this extraordinary villa again and discover even more of the hidden gems in this beautiful corner of Tuscany."

Fattoria di Vegi

10/10 Excellent

"The entire estate was perfectly curated, every aspect was completely flawless. Food and wine…. 10/10. Best place we’ve ever stayed."

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!"

Borgo Vescine

10/10 Excellent

"The staff was amazing and incredibly kind."

Palazzo Squarcialupi

10/10 Excellent

"Beautiful, clean hotel in the perfect location. The breakfast was wonderful and we enjoyed a delicious dinner on the terrace overlooking the pool and lovely grounds. The view is fantastic. We briefly visited the spa. Don't miss this! Our room was spacious and they even provided toothbrush and shaving kits. We would definitely return! Our greeting upon arrival from the staff was welcoming and I had a fantastic Aperol sprits from the small bar. I wish we had planned a longer stay!"

Villa Casalecchi Country Hotel

8/10 Good

"The Villa itself is beautiful and is a gorgeous setting. However, their road off the main road is not paved or lit. We didn't have our own car as we had a car service but we walked in Castellina each night for dinner, which is about a 25 minute walk. Coming back in pitch black wasn't the most fun! Also, they state their rooms have AC but they're glorified fans and do not cool down the room. Other than these two things, it's a very rustic and authentic Tuscan Villa and the owners are wonderful!"

Villa Di Capovento

10/10 Excellent

"Beautiful property, lovely room with gorgeous view. Wonderful hostess Stella made us feel at home. Meals were terrifico and we can't wait to go back. Thank you!"

Borgo di Pietrafitta Relais

10/10 Excellent

"Amazing property! Just what you imagined Tuscany would look like."

Hotel Colle Etrusco Salivolpi

10/10 Excellent

"Wonderful place. And Staff was superb."

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 AED 312

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Our top choices for Castellina Fortress hotels

1. Palazzo Squarcialupi

2. Hotel Colle Etrusco Salivolpi

3. Mariani Bed & Breakfast

4. Collelungo

5. Albergo Il Colombaio

6. Casa Vacanze Squarcialupi

7. Agriturismo San Sano

8. Albergo Villa San Michele

9. Fattoria di Vegi

10. La Canonica di San Michele

11. Castello La Leccia

12. Palazzo Pacini

13. La pietra del cabreo

14. The Club House

15. Hotel Villa L'Avvenire

16. L' Eroico

17. La Certosa di Pontignano

18. Relais la Costa - Dimora Storica

19. Chiantirooms Guesthouse

20. Hotel Le Fontanelle

Top Castellina Fortress Hotel Reviews

ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views

Fattoria di Vegi

Agriturismo Villa Godenano - Pool & Suites

Borgo Vescine

Palazzo Squarcialupi

Villa Casalecchi Country Hotel

Villa Di Capovento

Borgo di Pietrafitta Relais

Hotel Colle Etrusco Salivolpi

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