Top 10 Hotels Near Castellina Fortress in Castellina in Chianti for 2026

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Our top choices for Castellina Fortress hotels

An outdoor seating area with wicker chairs and umbrellas, surrounded by lush greenery and stone pathways.

A stone building with a balcony, potted plants, and a stone pathway leading to the entrance.

A garden with stone steps, outdoor seating, and a variety of plants.

A dining table set with wine glasses, a candle, and a decorative vase.

1. Villa Di Capovento

3 km from Castellina Fortress

William

RM1,340

RM1,492 total

includes taxes & fees

22 Oct - 23 Oct

A spa area with a stone ceiling, a large bathtub, and a seating area.

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

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

A bedroom with a bed, bedside tables, a sofa, a window with curtains, and a wall with a painting.

2. Palazzo Squarcialupi

< 0.1 km from Castellina Fortress

yvette

RM752

RM855 total

includes taxes & fees

18 Oct - 19 Oct

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

A building with a sign reading "MARIANI B&B" and a statue of a cherub in front.

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

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

3. Mariani Bed & Breakfast

0.1 km from Castellina Fortress

Frank

RM376

RM432 total

includes taxes & fees

20 Oct - 21 Oct

A pool area with lounge chairs and umbrellas, surrounded by greenery and a stone building.

An open door leading to a patio with a round wooden table and chairs, overlooking a hilly landscape.

A stone building with outdoor seating, potted plants, and flags.

A stone wall with a sign reading "pool" and a lantern. There are various plants and flowers, including white and red roses.

4. Residenzia del Sogno

2.8 km from Castellina Fortress

Katherine

RM514

RM584 total

includes taxes & fees

18 Oct - 19 Oct

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

A rustic interior with a brick archway, wooden beams, a bar area, and potted plants.

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.

5. Hotel Colle Etrusco Salivolpi

0.9 km from Castellina Fortress

Monica

RM500

RM564 total

includes taxes & fees

26 Oct - 27 Oct

A stone-walled dining area with a table set for four, a bench, and a view through an open doorway to the outside.

A cozy living room with a stone fireplace, striped sofas, and a coffee table.

A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and lush greenery, overlooking a valley.

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

6. Borgo di Pietrafitta Relais

3 km from Castellina Fortress

Alejandro

RM363

RM417 total

includes taxes & fees

1 Nov - 2 Nov

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

A stone building with a gravel path leading to a wooden door. There are potted plants and a metal gate in the foreground.

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

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

7. Collelungo

1.5 km from Castellina Fortress

Daniel

RM517

RM587 total

includes taxes & fees

20 Oct - 21 Oct

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

8. Casa Vacanze Squarcialupi

0.2 km from Castellina Fortress

Jeffrey

RM449

RM522 total

includes taxes & fees

6 Nov - 7 Nov

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

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

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.

9. Fattoria di Vegi

5.1 km from Castellina Fortress

Robin

RM998

RM1,125 total

includes taxes & fees

22 Oct - 23 Oct

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

A grassy field with tall trees and a clear sky.

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

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

10. Albergo Villa San Michele

12.3 km from Castellina Fortress

Michael

RM539

RM607 total

includes taxes & fees

20 Oct - 21 Oct

A wicker chair, a lantern, and a vase of flowers on a balcony with a mountain view.

A rustic stone building with a tiled roof, surrounded by lush greenery and white flowers.

A spacious living room with a high ceiling, large windows with diamond-patterned blinds, a sofa set, a coffee table, and a painting on the wall.

A pool area with a view of a hilly landscape.

11. Borgo Del Cabreo

13.2 km from Castellina Fortress

Brian

RM1,269

RM1,415 total

includes taxes & fees

22 Oct - 23 Oct

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

A marble staircase with a white console table and a potted plant.

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.

12. Hotel Villa L'Avvenire

15 km from Castellina Fortress

Idania

RM623

RM699 total

includes taxes & fees

16 Nov - 17 Nov

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

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.

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

13. Castello La Leccia

3.3 km from Castellina Fortress

Eva

RM819

RM920 total

includes taxes & fees

4 Nov - 5 Nov

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

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.

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

14. The Club House

12.5 km from Castellina Fortress

Natalyn

RM1,459

RM1,651 total

includes taxes & fees

1 Nov - 2 Nov

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

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.

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

15. La pietra del cabreo

13 km from Castellina Fortress

Jorge Aaron

RM974

RM1,089 total

includes taxes & fees

18 Oct - 19 Oct

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

A rustic interior with a stone fireplace, wooden beams, and a staircase leading to an upper level.

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

A stone building with a window and a light fixture.

16. Agriturismo San Sano

9.8 km from Castellina Fortress

Glen

RM297

RM345 total

includes taxes & fees

28 Oct - 29 Oct

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

A pool area with lounge chairs and umbrellas, a large building in the background, and a view of the countryside.

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.

17. Hotel Le Fontanelle

13.1 km from Castellina Fortress

Cristina

RM2,241

RM2,511 total

includes taxes & fees

26 Oct - 27 Oct

A large stone building with a tower, surrounded by lush greenery and a well-maintained lawn.

A vineyard landscape with rows of grapevines and a person holding a glass.

A modern interior with a bar area, seating, and a staircase.

A person in a white hat and white top walking towards a building with a pool, surrounded by greenery and a hilly landscape.

18. Locanda le Piazze

4.9 km from Castellina Fortress

Colleen

RM1,498

RM1,675 total

includes taxes & fees

24 Oct - 25 Oct

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

RM875

RM981 total

includes taxes & fees

1 Nov - 2 Nov

A stone building with arched windows, a grassy courtyard, and outdoor seating.

A person relaxing in a clear pool surrounded by natural scenery.

A cozy living room with a sofa, a dining table with chairs, a hanging lamp, and a mirror on the wall.

An aerial view of a residential property with multiple buildings, a swimming pool, and landscaped gardens.

20. Pieve Aldina - Relais & Châteaux

7.8 km from Castellina Fortress

Paul

RM1,420

RM1,599 total

includes taxes & fees

28 Oct - 29 Oct

View all properties

Top Castellina Fortress Hotel Reviews

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!!"

Fattoria di Vegi

10/10 Excellent

"LOVE LOVE LOVE This was the highlight of our 2.5 week Toscana trip!! You won't regret booking. The space is stunning and newly opened and staff are welcoming and wonderful!"

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!"

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!"

Castello di Fonterutoli Wine Resort

10/10 Excellent

"Beautiful property! Enjoyed sunset on the way back from the wine tour and tasting! Amazing dinner and breakfast, again with a phenomenal view of the Tuscan landscape! Very comfortable and spacious room!"

Borgo di Pietrafitta Relais

10/10 Excellent

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

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 travels 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 trip 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. Travellers like the surrounding area for its wineries. If you're looking for a convenient place to stay, take a look at the 65 hotels and other accommodation options you'll find within a mile.

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

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

How many hotels are there near Castellina Fortress?

Expedia has 65 hotels and other accommodation options 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 most room reservations are fully refundable if you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If you have a reservation that's non-refundable, you might be able to cancel it and receive a refund within a 24-hour period of booking. Add your dates and click on "Search", then you can filter by "fully refundable" to get the top deals on offer near Castellina Fortress.

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.

Hotels near Castellina Fortress

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Our top choices for Castellina Fortress hotels

1. Villa Di Capovento

2. Palazzo Squarcialupi

3. Mariani Bed & Breakfast

4. Residenzia del Sogno

5. Hotel Colle Etrusco Salivolpi

6. Borgo di Pietrafitta Relais

7. Collelungo

8. Casa Vacanze Squarcialupi

9. Fattoria di Vegi

10. Albergo Villa San Michele

11. Borgo Del Cabreo

12. Hotel Villa L'Avvenire

13. Castello La Leccia

14. The Club House

15. La pietra del cabreo

16. Agriturismo San Sano

17. Hotel Le Fontanelle

18. Locanda le Piazze

19. Tenuta CorteDomina

20. Pieve Aldina - Relais & Châteaux

Top Castellina Fortress Hotel Reviews

Villa Di Capovento

Fattoria di Vegi

Locanda le Piazze

Agriturismo Villa Godenano - Pool & Suites

Borgo Vescine

Palazzo Squarcialupi

Villa Casalecchi Country Hotel

Castello di Fonterutoli Wine Resort

Borgo di Pietrafitta Relais

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