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 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".

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

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

1. Residenzia del Sogno

2.8 km from Castellina Fortress

Katherine

₩172,132

₩195,826 total

includes taxes & fees

Aug 28 - Aug 29

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

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

2. Collelungo

1.5 km from Castellina Fortress

Marc

₩182,717

₩207,463 total

includes taxes & fees

Sep 15 - Sep 16

A stone building with an arched entrance, a wooden door, and a small balcony with a railing.

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.

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

3. Albergo Il Colombaio

0.4 km from Castellina Fortress

Christine

₩220,684

₩247,614 total

includes taxes & fees

Aug 27 - Aug 28

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

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.

4. La Certosa di Pontignano

12.5 km from Castellina Fortress

Edyta

₩98,002

₩120,749 total

includes taxes & fees

Sep 8 - Sep 9

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

A courtyard with stone buildings, tables with white tablecloths, and chairs arranged for dining.

A dining area with a table set for two, featuring wine bottles and bread.

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

5. Castello La Leccia

3.3 km from Castellina Fortress

Samuel

₩444,153

₩495,042 total

includes taxes & fees

Sep 4 - Sep 5

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 vineyard with rows of grapevines and decorative hanging lights.

A modern bedroom with a large bed, a built-in wardrobe, a seating area, and a view of the outdoors.

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

6. Hotel Ristorante La Dama nella Vigna

10.3 km from Castellina Fortress

Allan

₩183,288

₩209,708 total

includes taxes & fees

Aug 30 - Aug 31

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

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

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.

7. Palazzo Pacini

14.8 km from Castellina Fortress

John

₩157,248

₩176,209 total

includes taxes & fees

Sep 2 - Sep 3

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

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.

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

8. Fattoria di Vegi

5.1 km from Castellina Fortress

"This property has been under renovation for the past few years, with about another year of construction still to go. They are transforming an old winery into what will eventually be a 5- or 6-star resort, complete with a spa and other amenities. We stayed for two nights with our 11- and 13-year-olds and booked a family suite. The master bedroom bed was extremely comfortable, and the kids’ fold-out bed was large and surprisingly comfortable as well. The bathroom was brand new and had a door...

Brian

₩539,588

₩603,255 total

includes taxes & fees

Sep 22 - Sep 23

An outdoor patio with tables and chairs, string lights, and hanging glass globes.

A traditional living room with a red sofa, a wooden coffee table, and a bookshelf filled with various items.

A dining table set with various dishes, utensils, and a fruit bowl.

A room with a wooden door, a white chair, and a window with curtains.

9. Bed & Breakfast Le Terrazze del Chianti

8.6 km from Castellina Fortress

Robert

₩133,474

₩153,295 total

includes taxes & fees

Sep 17 - Sep 18

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

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

10. La Canonica di San Michele

15.2 km from Castellina Fortress

Erin

₩163,201

₩187,613 total

includes taxes & fees

Aug 29 - Aug 30

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

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

A room with a glass table, a vase with flowers, a bottle of wine, and a chair.

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

11. Dievole Wine Resort

8.1 km from Castellina Fortress

Nicole

₩451,532

₩509,633 total

includes taxes & fees

Aug 25 - Aug 26

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

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

12. Locanda le Piazze

4.9 km from Castellina Fortress

Oluwafunmilayo

₩529,656

₩592,332 total

includes taxes & fees

Aug 30 - Aug 31

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 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.

A rustic stone building with a garden in front.

13. Belvedere di San Leonino

5.8 km from Castellina Fortress

Jess

₩160,108

₩185,824 total

includes taxes & fees

Sep 21 - Sep 22

A clear swimming pool with a view of a lush green landscape and distant hills.

A courtyard with outdoor seating, a gravel path, and a building covered in ivy.

A bar area with a fireplace, bar stools, a table with bottles, and a shelf with glasses.

A restaurant with multiple tables set for dining, featuring wooden beams and a chandelier.

14. Villa Le Barone

7.7 km from Castellina Fortress

Aditi

₩307,731

₩348,214 total

includes taxes & fees

Aug 31 - Sep 1

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

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

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

A bedroom with a wooden ceiling, a stone wall, a bed, a desk, a chair, a sofa, and a window with curtains.

15. Pieve Aldina - Relais & Châteaux

7.8 km from Castellina Fortress

Matteo

₩869,960

₩969,903 total

includes taxes & fees

Sep 2 - Sep 3

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

A white vehicle parked in front of a building with a stone facade and arched windows, surrounded by gravel and greenery.

A building with a brick facade, arched entrance, and multiple windows covered in green ivy.

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

₩388,561

₩433,891 total

includes taxes & fees

Aug 26 - Aug 27

An outdoor dining area with a table and chairs, surrounded by greenery and a view of a building in the background.

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

A room with two white armchairs, a small white table with a lamp, a rug, and framed pictures on the wall.

A table with a glass container, two wine glasses, and a bunch of grapes.

17. Chiantirooms Guesthouse

13.3 km from Castellina Fortress

Pasquale

₩160,736

₩183,284 total

includes taxes & fees

Aug 25 - Aug 26

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

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

A swimming pool with a clear blue water surface, surrounded by a building with a tiled roof and a few trees in the background.

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

18. Pensieri di Cavatina

16.2 km from Castellina Fortress

Jean

₩288,485

₩330,281 total

includes taxes & fees

Aug 25 - Aug 26

An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.

A room with a fireplace, two armchairs, a sofa, a chandelier, and a large mirror on the wall.

A room with a sofa, a desk, a bunk bed, and a patterned floor.

A yellow building with stone pillars, multiple windows, and a statue in the garden.

19. Villa San Lucchese

11.3 km from Castellina Fortress

Simona

₩208,472

₩239,030 total

includes taxes & fees

Sep 9 - Sep 10

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

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.

A stone building with a tiled pathway leading to a large planter.

20. La pietra del cabreo

13 km from Castellina Fortress

Sara

₩370,759

₩414,309 total

includes taxes & fees

Aug 25 - Aug 26

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Top Castellina Fortress Hotel Reviews

Hotel Villa Campomaggio

10/10 Excellent

"This property is amazing! The views are absolutely breathtaking, and the food is delicious. I highly recommend it. It’s also a fantastic choice for families, as the staff are incredibly accommodating and welcoming toward children."

Villa Di Capovento

8/10 Good

"Very clean room. Breakfast was good. but Very repetitive. not much variety. just cake, and juice . The room was very hot. We asked about this, but no response and they didn't seem to care that it was very hot at night. I get during the day, if it's a little warm, but even at night when outside it's about 65 out, but inside it was still 76F. Even at night it would only get to about 76F. So if you're going during a hot time, be wary of that. Also. The views a great here. But the grounds could use some maintenance. Like around the pool, there's tons of weeds that they could use a trimmer to get rid of, but there all grown out."

Agriturismo Villa Godenano - Pool & Restaurant

10/10 Excellent

"We loved our stay at this beautiful place. The staff at this family ran hotel were all lovely, friendly and helpful. We booked 5 x nights bed & breakfast but we had a couple of lunches here too. Food was very good. Lots of choice at breakfast, yummy cakes, croissants, fruit, meats etc. The grounds were beautiful and the pool was lovely and clean and much appreciated in the hot month of August. Just a 10 minute walk away or 2 minute drive is Castellina in Chianti, a beautiful & enchanting little town with a few shops, restaurants and bars which we visited a few evenings. We booked a lunch & wine tasting at Poggio Amorelli a nearby vineyard which was wonderful and the hotel kindly arranged transport to and from the vineyard. The hotel was ideally placed to visit many beautiful places like Siena, Perugia & San Gimignano. We had a fantastic time here. Would whole heartedly recommend."

Castello di Fonterutoli Wine Resort

10/10 Excellent

"Beautiful location complete with rustic charm and modern amenities like air con to make the stay comfortable. We received a free room upgrade to a suite and the restaurant were more than accommodating of my dietary needs being pregnant. Would definitely recommend"

Palazzo Squarcialupi

10/10 Excellent

"Fantastic one night stay - we hope to come back again for longer! Large, clean, comfortable rooms, excellent facilities and super friendly staff who were always available to assist with any enquiries."

Belvedere di San Leonino

10/10 Excellent

"The most beautiful and breathtaking place to stay. The staff were lovely, the rooms were quiet, the views were exceptional. The breakfast was perfect. Idyllic!"

Castello La Leccia

10/10 Excellent

"The staff, location, rooms and food were all outstanding. 5 stars across the board. I chose to spend my 60th birthday here and I’m glad I did. I will be back."

Villa Casalecchi Country Hotel

8/10 Good

"Peaceful, quiet place to stay. Good location to stay at to explore Tuscany. Breakfast was good and the staff was responsive and helpful."

Locanda le Piazze

10/10 Excellent

"We arrived early and expected to wait until check in at 4pm however we were met by a delightful young man at recent that came to our car to collect our luggage and then proceed to take us to our accommodation. The accommodation was spotless and roomy we had lots of wardrobe space and room to move around. The pool was well set out into the grounds and there was plenty of sun loungers, bathing towels were provided. Breakfast was plentiful and lots of selection. The staff were always friendly and happy to bring food to your lounger. We participated in the sound bath and yoga sessions and took a massage and body peel treatment of which both were amazing and had a fantastic dinner in the restaurant. We will definitely be back if I had to comment on anything negative it would only be that the toilet flush was a little awkward at times however this did not impact our stay it was amazing all round. I ca"

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 relaxing 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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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 Val d'Elsa. Discover the beautiful countryside in this relaxing area, or enjoy its local tours.

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Casa Emma

7.0/10 (2 reviews)

You can enjoy a tasting or tour at Casa Emma during your travels to Barberino Val d'Elsa. Discover the beautiful countryside and wineries in this quaint area.

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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 Chianti Classico Home Panoramic View and Hotel Colle Etrusco Salivolpi.

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

Find hotels near Castellina Fortress, Castellina in Chianti from ₩120,749

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Our top choices for Castellina Fortress hotels

1. Residenzia del Sogno

2. Collelungo

3. Albergo Il Colombaio

4. La Certosa di Pontignano

5. Castello La Leccia

6. Hotel Ristorante La Dama nella Vigna

7. Palazzo Pacini

8. Fattoria di Vegi

9. Bed & Breakfast Le Terrazze del Chianti

10. La Canonica di San Michele

11. Dievole Wine Resort

12. Locanda le Piazze

13. Belvedere di San Leonino

14. Villa Le Barone

15. Pieve Aldina - Relais & Châteaux

16. Tenuta CorteDomina

17. Chiantirooms Guesthouse

18. Pensieri di Cavatina

19. Villa San Lucchese

20. La pietra del cabreo

Top Castellina Fortress Hotel Reviews

Hotel Villa Campomaggio

Villa Di Capovento

Agriturismo Villa Godenano - Pool & Restaurant

Castello di Fonterutoli Wine Resort

Palazzo Squarcialupi

Belvedere di San Leonino

Castello La Leccia

Villa Casalecchi Country Hotel

Locanda le Piazze

Other attractions near Castellina Fortress

Archaeological Museum of Chianti

Via delle Volte

Walls of Monteriggioni

Mazzei Winery

Lilliano Estate Winery

Casina di Cornia Winery

Isole e Olena Winery

Casa Emma

Frequently asked questions