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

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.

1. Villa Di Capovento

3 km from Castellina Fortress

David

AED 1,107

AED 1,235 total

includes taxes & fees

12 Oct - 13 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.

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

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

2. Palazzo Squarcialupi

< 0.1 km from Castellina Fortress

yvette

AED 739

AED 837 total

includes taxes & fees

31 Oct - 1 Nov

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

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

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

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

3. Mariani Bed & Breakfast

0.1 km from Castellina Fortress

Frank

AED 311

AED 358 total

includes taxes & fees

16 Oct - 17 Oct

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

A stone building with a wooden bench outside.

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.

4. Hotel Colle Etrusco Salivolpi

0.9 km from Castellina Fortress

Monica

AED 374

AED 423 total

includes taxes & fees

26 Oct - 27 Oct

A historic building with a stone facade, multiple windows with shutters, and a well-maintained garden with potted plants and flowers.

A clear blue pool with lounge chairs and umbrellas, surrounded by lush greenery and a forested hillside.

A hallway with a wooden altar, benches, and a carpet with a floral pattern.

A spacious living room with striped sofas, a coffee table, and a chandelier.

5. Villa Casalecchi Country Hotel

1.9 km from Castellina Fortress

Alexandra

AED 510

AED 586 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 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.

6. Collelungo

1.5 km from Castellina Fortress

Daniel

AED 470

AED 534 total

includes taxes & fees

1 Oct - 2 Oct

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

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

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

AED 488

AED 550 total

includes taxes & fees

8 Oct - 9 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 pool surrounded by lush greenery and vineyards, with a stone building in the background.

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

8. Agriturismo San Sano

9.8 km from Castellina Fortress

Glen

AED 270

AED 314 total

includes taxes & fees

18 Oct - 19 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 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.

9. Fattoria di Vegi

5.1 km from Castellina Fortress

Robin

AED 908

AED 1,024 total

includes taxes & fees

25 Oct - 26 Oct

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

A living room with a sofa, a cabinet, and two wall-mounted lamps.

A two-story building with a balcony, a staircase, and a gated entrance.

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

10. Chiantirooms Guesthouse

13.3 km from Castellina Fortress

Pasquale

AED 393

AED 449 total

includes taxes & fees

13 Oct - 14 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 stone building with a wooden door and window, potted plants, and a metal lantern.

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

11. La Canonica di San Michele

15.2 km from Castellina Fortress

Sharon

AED 354

AED 410 total

includes taxes & fees

21 Oct - 22 Oct

A courtyard with a stone building featuring green shutters, surrounded by a lush green landscape and trees.

A stone building with a large archway, a tree in the foreground, and outdoor seating.

A dining area with stone walls, wooden beams, and a chandelier. Tables are set with white tablecloths and tea sets.

A room with exposed wooden beams, a white radiator, a potted plant, and a small table with a pink orchid.

12. Arnolfo B&B

14.7 km from Castellina Fortress

Elsa

AED 331

AED 373 total

includes taxes & fees

4 Oct - 5 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 pool area with lounge chairs and umbrellas, surrounded by lush greenery and hills in the background.

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

13. Castello La Leccia

3.3 km from Castellina Fortress

Eva

AED 1,044

AED 1,165 total

includes taxes & fees

9 Oct - 10 Oct

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

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

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.

14. Hotel Villa L'Avvenire

15 km from Castellina Fortress

Dakota

AED 613

AED 695 total

includes taxes & fees

29 Oct - 30 Oct

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

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

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.

15. Relais la Costa - Dimora Storica

13.9 km from Castellina Fortress

Doug

AED 572

AED 650 total

includes taxes & fees

13 Oct - 14 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.

An arched stone structure with a view of a landscaped garden and a building with outdoor seating.

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

16. The Club House

12.5 km from Castellina Fortress

Natalyn

AED 2,522

AED 2,816 total

includes taxes & fees

21 Oct - 22 Oct

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

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

AED 1,794

AED 2,015 total

includes taxes & fees

21 Oct - 22 Oct

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

A vineyard with rows of grapevines and decorative hanging lights.

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

18. Hotel Ristorante La Dama nella Vigna

10.3 km from Castellina Fortress

Amanda

AED 434

AED 498 total

includes taxes & fees

6 Oct - 7 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 person relaxing in a hot tub with a view of a building and trees in the background.

A rustic stone building with a garden in front.

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

19. Belvedere di San Leonino

5.8 km from Castellina Fortress

Michelle Reene

AED 453

AED 523 total

includes taxes & fees

15 Oct - 16 Oct

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.

A restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.

A corridor with a wooden door at the end, a metal railing on one side, and a light fixture above.

An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

20. La Certosa di Pontignano

12.5 km from Castellina Fortress

Leslie

AED 359

AED 428 total

includes taxes & fees

19 Oct - 20 Oct

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Top Castellina Fortress Hotel Reviews

Fattoria di Vegi

10/10 Excellent

"Booked this as a last minute decision to shorten our time in Milan (and fine a place close to Florence on our way to Montepulciano) We only stayed one night, but wish it had been longer. If you are looking for informal luxury, you will find it at this idyllic Tuscan Estate. They are still expanding their amenities to include a gym, tennis court, and Spa (planned for a 2027 open) what they DO offer is a quiet, thoughtful experience. The room was perfection and the restaurant on the property - delicious. There were a few artists there taking advantage of the atelier, or painting on the property. The estate is located an hour’s drive outside of Florence and is well worth the trip if you are looking for a place to relax. We hope to return with more time to enjoy it."

Palazzo Squarcialupi

10/10 Excellent

"Simplement parfait!"

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!"

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

10/10 Excellent

"We had a wonderful stay at this outstanding villa and its guest houses near the lovely town of Castellina in Chianti in Italy. The property is over-the-top beautiful, with buildings and outdoor spaces that embrace the sloping terrain. Every addition and renovation feels thoughtful and lovingly done. The quality of everything is of the highest quality. Nothing was cheaply done!Our group of 18 had plenty of room and never felt cramped. We made full use of the expansive pool, cabanas, more than enough chaises and chairs on many decks, top tier huge umbrellas, as well as the two barbecues and pizza oven. There was space to gather and enjoy one another’s company, with separate living areas when we wanted a quieter moment. The main kitchen was all well stocked for at least 25 people. It had 2 frigs and 2 freezers. They even had some oil, salt, coffee, etc supplies to get started. There were washer and dryers in each building along with the bar area. The photos don’t fully show the newer improvements to the property. There is now an enclosed bar by the pool with glasses and dishes to serve 25 people. An addition to guest house #2 has also created two separate living spaces with bedrooms. The 5 new cabanas by the pool were of highest quality and they had lovely soft cushions. The manager, Raefela was just amazing! Always there to answer or to help.I know you will enjoy this fantastic place as much as we did! It is the most private place we have ever stayed at."

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 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 314

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Be picky

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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. Villa Casalecchi Country Hotel

6. Collelungo

7. Albergo Il Colombaio

8. Agriturismo San Sano

9. Fattoria di Vegi

10. Chiantirooms Guesthouse

11. La Canonica di San Michele

12. Arnolfo B&B

13. Castello La Leccia

14. Hotel Villa L'Avvenire

15. Relais la Costa - Dimora Storica

16. The Club House

17. Hotel Le Fontanelle

18. Hotel Ristorante La Dama nella Vigna

19. Belvedere di San Leonino

20. La Certosa di Pontignano

Top Castellina Fortress Hotel Reviews

Fattoria di Vegi

Palazzo Squarcialupi

Villa Casalecchi Country Hotel

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

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