The Best Hotels Closest to 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 garden with stone steps, outdoor seating, and a variety of plants.

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

A pool area with lounge chairs, a wooden deck, and a clear view of the surrounding landscape.

1. Villa Di Capovento

3 km from Castellina Fortress

David

₩380,483

₩424,536 total

includes taxes & fees

Oct 19 - Oct 20

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

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.

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

2. Palazzo Squarcialupi

< 0.1 km from Castellina Fortress

yvette

₩262,822

₩298,111 total

includes taxes & fees

Oct 18 - Oct 19

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

3. Mariani Bed & Breakfast

0.1 km from Castellina Fortress

Frank

₩116,683

₩134,356 total

includes taxes & fees

Oct 14 - Oct 15

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.

4. Hotel Colle Etrusco Salivolpi

0.9 km from Castellina Fortress

Monica

₩144,786

₩163,769 total

includes taxes & fees

Oct 12 - Oct 13

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

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.

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

5. Collelungo

1.5 km from Castellina Fortress

Daniel

₩169,484

₩192,437 total

includes taxes & fees

Oct 12 - Oct 13

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

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

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

A dining area with a wooden table and chairs, a white sofa with cushions, and a staircase with a metal railing.

6. Casa Vacanze Squarcialupi

0.2 km from Castellina Fortress

Jeffrey

₩149,818

₩173,807 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 pool area with lounge chairs and umbrellas, surrounded by greenery and trees.

A stone-walled room with tables set for dining, a staircase, and a lamp.

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

7. Albergo Il Colombaio

0.4 km from Castellina Fortress

Christine

₩204,702

₩229,682 total

includes taxes & fees

Oct 13 - Oct 14

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

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

8. Fattoria di Vegi

5.1 km from Castellina Fortress

Robin

₩328,160

₩370,000 total

includes taxes & fees

Oct 26 - Oct 27

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

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

A bedroom with a large bed, a bedside table, and a chair.

9. Borgo Del Cabreo

13.2 km from Castellina Fortress

Brian

₩294,779

₩330,262 total

includes taxes & fees

Oct 11 - Oct 12

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

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

10. La pietra del cabreo

13 km from Castellina Fortress

Jorge Aaron

₩319,343

₩357,282 total

includes taxes & fees

Oct 13 - Oct 14

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 circular stone fountain with water jets in a garden setting.

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

11. Hotel Villa L'Avvenire

15 km from Castellina Fortress

Dakota

₩203,890

₩231,785 total

includes taxes & fees

Oct 29 - Oct 30

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

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

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

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

12. La Canonica di San Michele

15.2 km from Castellina Fortress

Jean

₩135,721

₩156,799 total

includes taxes & fees

Oct 20 - Oct 21

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.

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

13. The Club House

12.5 km from Castellina Fortress

Natalyn

₩478,510

₩541,373 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 table set with wine glasses and a candle, viewed through a window with string lights.

14. Tenuta CorteDomina

7.2 km from Castellina Fortress

Edgar

₩164,653

₩187,123 total

includes taxes & fees

Nov 8 - Nov 9

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

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

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

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

15. Locanda le Piazze

4.9 km from Castellina Fortress

Colleen

₩491,298

₩549,434 total

includes taxes & fees

Oct 18 - Oct 19

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

16. Hotel Le Fontanelle

13.1 km from Castellina Fortress

Cristina

₩734,981

₩823,491 total

includes taxes & fees

Oct 21 - Oct 22

A historic stone building with multiple windows and a courtyard.

A pool area with lounge chairs and a service person attending to a guest.

A room with a large window overlooking a landscape with trees and hills. There are two upholstered sofas with a patterned rug in the center.

An outdoor dining area with tables set for two, covered by large umbrellas, and a brick wall in the background.

17. Borgo San Felice Resort

16.5 km from Castellina Fortress

Cynthia

₩1,016,713

₩1,133,396 total

includes taxes & fees

Oct 11 - Oct 12

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 rustic interior with a fireplace, wooden beams, and a metal rack holding various tools.

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.

18. Borgo Grondaie

15.9 km from Castellina Fortress

Simon

₩115,524

₩131,580 total

includes taxes & fees

Nov 9 - Nov 10

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

A multi-story building with a tiled roof, surrounded by greenery and trees.

A terrace with two chairs and a table, overlooking a scenic landscape with hills and a sunset.

A bedroom with a bed, a chair, a red table, and a wardrobe.

19. La Pensione di Vignamaggio

8.8 km from Castellina Fortress

Jacob

₩239,905

₩263,894 total

includes taxes & fees

Nov 2 - Nov 3

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

A poolside area with lounge chairs and a view of the night sky.

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

20. Belvedere di San Leonino

5.8 km from Castellina Fortress

Michelle Reene

₩148,439

₩172,290 total

includes taxes & fees

Oct 15 - Oct 16

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Top Castellina Fortress Hotel Reviews

Belvedere di San Leonino

10/10 Excellent

"What a beautiful property and wonderful staff. We happened upon it randomly and what a pleasant surprise. Check in was easy. Dinner was delicious. The room was small, but more than what we needed! I'm just sorry we had to leave before breakfast!! We will definitely go back and highly recommend!!"

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!"

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!"

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 ₩131,580

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Our top choices for Castellina Fortress hotels

1. Villa Di Capovento

2. Palazzo Squarcialupi

3. Mariani Bed & Breakfast

4. Hotel Colle Etrusco Salivolpi

5. Collelungo

6. Casa Vacanze Squarcialupi

7. Albergo Il Colombaio

8. Fattoria di Vegi

9. Borgo Del Cabreo

10. La pietra del cabreo

11. Hotel Villa L'Avvenire

12. La Canonica di San Michele

13. The Club House

14. Tenuta CorteDomina

15. Locanda le Piazze

16. Hotel Le Fontanelle

17. Borgo San Felice Resort

18. Borgo Grondaie

19. La Pensione di Vignamaggio

20. Belvedere di San Leonino

Top Castellina Fortress Hotel Reviews

Belvedere di San Leonino

Fattoria di Vegi

Locanda le Piazze

Agriturismo Villa Godenano - Pool & Suites

Borgo Vescine

Palazzo Squarcialupi

Villa Casalecchi Country Hotel

Hotel Villa Campomaggio

Villa Di Capovento

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