⭐ Top 10 Hotels Near Castellina Fortress 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 pool area with lounge chairs, a wooden deck, and a clear view of the surrounding landscape.

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

1. Villa Di Capovento

3 km from Castellina Fortress

David

S$432

includes taxes & fees

12 Oct - 13 Oct

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

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

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.

2. Mariani Bed & Breakfast

0.1 km from Castellina Fortress

Frank

S$115

includes taxes & fees

7 Oct - 8 Oct

A pool with clear water and a row of white lounge chairs facing a scenic hillside view.

A stone-walled hallway with a staircase, a glass table with a red cushion, and a wooden cabinet.

A spa room with a stone ceiling, a circular hot tub, a window, and a bench.

An outdoor patio with round tables and chairs, surrounded by potted plants and flowers.

3. Palazzo Squarcialupi

< 0.1 km from Castellina Fortress

yvette

S$295

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 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.

4. Hotel Colle Etrusco Salivolpi

0.9 km from Castellina Fortress

Monica

S$179

includes taxes & fees

18 Oct - 19 Oct

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

A stone building with a sign reading "del sogno RESIDENZIA DEL SOGNO".

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.

5. Residenzia del Sogno

2.8 km from Castellina Fortress

Katherine

S$186

includes taxes & fees

6 Oct - 7 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 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.

6. Casa Vacanze Squarcialupi

0.2 km from Castellina Fortress

Jeffrey

S$192

includes taxes & fees

21 Oct - 22 Oct

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

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

A well-decorated living room with a sofa, a coffee table, and a vase with flowers.

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

7. Fattoria di Vegi

5.1 km from Castellina Fortress

Robin

S$358

includes taxes & fees

25 Oct - 26 Oct

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

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.

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

8. L' Eroico

11.9 km from Castellina Fortress

Angela

S$234

includes taxes & fees

27 Sept - 28 Sept

A restaurant with large windows, a chandelier, and a table set for dining.

A building with a sign that reads "PENSIER ECAVATINA."

A modern outdoor seating area with a wooden pergola, a sofa, and a table.

A stone building with large windows, outdoor seating, and a gravel driveway.

9. Pensieri di Cavatina

16.2 km from Castellina Fortress

Jean

S$352

includes taxes & fees

30 Sept - 1 Oct

A dining area with a wooden table, white chairs, and a chandelier.

A spacious living area with a dining table, white chairs, a chandelier, a TV, and a sofa.

A room with a wooden cabinet, a lamp, a vase with dried flowers, a chair, a wall-mounted painting, and a door with a decorative handle.

A cozy living room with a large window, a television, and a small table with a book and a cup.

10. Villa Liberty TownHouse

16.8 km from Castellina Fortress

Percy

S$378

includes taxes & fees

6 Oct - 7 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 wooden door and window, potted plants, and a metal lantern.

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.

11. La Canonica di San Michele

15.2 km from Castellina Fortress

Sharon

S$140

includes taxes & fees

19 Oct - 20 Oct

A view from a balcony with a table and chairs, overlooking a historic town with distinctive architecture, including a prominent tower and a dome.

A dining area with a view of a historic town, featuring tables and chairs, a candle-lit table, and a large arched window.

A narrow street with historic buildings featuring multiple windows and balconies, illuminated by street lighting.

A room with a large window, a potted plant, and a view of a historic building.

12. Residenza d'Epoca Relais Campo Regio

16.9 km from Castellina Fortress

S$383

includes taxes & fees

2 Oct - 3 Oct

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

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

An arched entrance to a building with a tiled floor and a staircase leading inside.

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

13. Palazzo Pacini

14.8 km from Castellina Fortress

John

S$193

includes taxes & fees

26 Oct - 27 Oct

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

A spacious dining area with wooden tables and chairs, a fireplace, and a modern kitchen in the background.

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

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

14. Locanda le Piazze

4.9 km from Castellina Fortress

Tara

S$495

includes taxes & fees

18 Oct - 19 Oct

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

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.

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

15. Hotel Le Fontanelle

13.1 km from Castellina Fortress

Briana

S$712

includes taxes & fees

21 Oct - 22 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 bathroom with a bathtub, a window with a view of a vineyard, and a small table with a bottle and glasses.

A table set with wine glasses and a candle, viewed through a window with string lights.

16. Tenuta CorteDomina

7.2 km from Castellina Fortress

Dustin

S$374

includes taxes & fees

11 Oct - 12 Oct

A swimming pool with a wooden deck, lounge chairs, and umbrellas in a landscaped garden.

A modern living room with a sofa, a lamp, and a view through an archway to a kitchen area.

A table set for a meal with various cheeses, meats, and a bottle of wine, outdoors with a house in the background.

A bedroom with a large bed, a bathtub, a window with curtains, and a TV on the wall.

17. Borgo Elissa

15.9 km from Castellina Fortress

Danit

S$174

includes taxes & fees

15 Oct - 16 Oct

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

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

A spacious living room with a wooden staircase, a sofa, a dining table, and a radiator.

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

Ashley

S$227

includes taxes & fees

26 Oct - 27 Oct

An outdoor patio with tables and chairs, surrounded by potted plants and a red building.

A brick building with three windows, a round blue window, and a sign on the wall.

A courtyard with brick buildings, a stone wall, and a view of the surrounding town.

A swimming pool with a clear view of the water, a metal structure on the right, and a landscaped area with chairs and plants in the background.

19. Borgo Grondaie

15.9 km from Castellina Fortress

Simon

S$177

includes taxes & fees

25 Oct - 26 Oct

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 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.

20. Belvedere di San Leonino

5.8 km from Castellina Fortress

S$183

includes taxes & fees

15 Oct - 16 Oct

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Top Castellina Fortress Hotel Reviews

Fattoria di Vegi

10/10 Excellent

"This is a newly renovated and opened property cared for by a wonderful family. Everything has been taken care of down to the last detail. The food is delicious, the rooms are well appointed and till we thoroughly enjoyed exploring the property and every interesting nook! There's lots to do including a ping pong table and a beautiful pool. My only regret was not staying longer"

Belvedere di San Leonino

10/10 Excellent

"Superbe complexe au milieu de la Toscane. Je recommande fortement."

Locanda le Piazze

10/10 Excellent

"I’m not even sure where to start with this incredible property. It’s an absolute oasis in the heart of Chianti wine region. Theres an extremely well kept pool that overlooks the rolling hills of wineries. The staff are amazing, so accommodating, and predict your every need. The rooms are great and clean and perfect for a couple traveling to wine region. If you aren’t driving yourself, make sure to reach out to the hotel ahead of time to book any car services — transfers within the region are hard to come by but the hotel staff will be more than happy to help with enough lead time. Grazie mille for the wonderful stay! We will be staying here every time we are in the region!"

Hotel Villa Campomaggio

10/10 Excellent

"Great hotel"

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!"

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."

Borgo Vescine

10/10 Excellent

"⭐️⭐️⭐️⭐️⭐️ We genuinely did not want to leave Borgo Vescine was everything we hoped a stay in Tuscany would be. The property is absolutely stunning, incredibly peaceful, and so beautifully cared for that once we arrived, we honestly didn’t want to leave. What made the experience even more special was the staff. Everyone we encountered was warm, welcoming and genuinely delightful. The hospitality never felt forced or overly formal. We simply felt very well taken care of throughout our stay. We had dinner at the property and the restaurant was excellent, which made staying in for the evening an easy decision. Breakfast was included with our stay and was such a delicious treat each morning. Being able to wake up somewhere this beautiful, have a wonderful breakfast and then simply enjoy the property was exactly the kind of Tuscan experience we were looking for. The grounds themselves are gorgeous and meticulously maintained, with beautiful views and so many quiet little areas to sit and take everything in. Despite everything the property offers, it still feels serene, intimate and wonderfully quiet. Borgo Vescine is the kind of place that makes you reconsider whatever plans you had for the day because you would rather just stay there. One of our favorite stays in Tuscany and a property I would happily return to. Highly recommend."

Agritourism Villa [EXACT MATCH] Godenano - Pool & Suites

8/10 Good

"If you decide to go to this beautiful resort, you have to walk up to the little town next to it, I did that every night after coming back from Siena and Firenze. There is also another littke town 30 min away Gilda, the best foccacia sandwich I ever had at this unique butcher/snack shop. You definitely need a car during your stay here. Its secluded, grand and close to busy touristy areas at your disposal."

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, Il Molino di Grace Winery or Castello di Radda Winery is a fun way to see all the area has to offer.

Hotels near Castellina Fortress

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Treat yourself

Be picky

Check prices for these dates

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Our top choices for Castellina Fortress hotels

1. Villa Di Capovento

2. Mariani Bed & Breakfast

3. Palazzo Squarcialupi

4. Hotel Colle Etrusco Salivolpi

5. Residenzia del Sogno

6. Casa Vacanze Squarcialupi

7. Fattoria di Vegi

8. L' Eroico

9. Pensieri di Cavatina

10. Villa Liberty TownHouse

11. La Canonica di San Michele

12. Residenza d'Epoca Relais Campo Regio

13. Palazzo Pacini

14. Locanda le Piazze

15. Hotel Le Fontanelle

16. Tenuta CorteDomina

17. Borgo Elissa

18. Relais la Costa - Dimora Storica

19. Borgo Grondaie

20. Belvedere di San Leonino

Top Castellina Fortress Hotel Reviews

Fattoria di Vegi

Belvedere di San Leonino

Locanda le Piazze

Hotel Villa Campomaggio

Villa Di Capovento

Castello di Fonterutoli Wine Resort

Borgo di Pietrafitta Relais

Borgo Vescine

Agritourism Villa [EXACT MATCH] Godenano - Pool & Suites

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