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 stone building with a tiled roof, surrounded by greenery and a large terracotta pot.

1. Agriturismo La Ferrozzola

0.5 km from Castellina Fortress

Ruth

NT$4,734 total

includes taxes & fees

Nov 13 - Nov 14

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

2. Casa Vacanze Squarcialupi

0.2 km from Castellina Fortress

Jeffrey

NT$4,332 total

includes taxes & fees

Nov 16 - Nov 17

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

3. Albergo Il Colombaio

0.4 km from Castellina Fortress

Christine

NT$5,577 total

includes taxes & fees

Nov 15 - Nov 16

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

4. Chiantirooms Guesthouse

13.3 km from Castellina Fortress

Pasquale

NT$3,782 total

includes taxes & fees

Nov 16 - Nov 17

A stone house with a courtyard, surrounded by greenery and hills.

5. One Belvedere Tuscany

6.5 km from Castellina Fortress

Hyun Min

NT$9,021 total

includes taxes & fees

Nov 13 - Nov 14

A stone building with a covered patio, a table with chairs, and a hanging plant.

6. Terre di Baccio

12.1 km from Castellina Fortress

Gage

NT$9,451 total

includes taxes & fees

Nov 13 - Nov 14

A pathway leading to a building with a fountain, surrounded by trees and a stone wall.

7. Hotel Villa L'Avvenire

15 km from Castellina Fortress

Idania

NT$3,888 total

includes taxes & fees

Nov 16 - Nov 17

A dining table with a variety of food and drinks, a vase with flowers, and a view of an outdoor patio with chairs and umbrellas.

8. Relais degli Angeli

16.6 km from Castellina Fortress

Manjeet

NT$4,172 total

includes taxes & fees

Dec 1 - Dec 2

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.

9. Belvedere di San Leonino

5.8 km from Castellina Fortress

Kevork

NT$4,060 total

includes taxes & fees

Nov 20 - Nov 21

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

10. Bed & Breakfast Le Terrazze del Chianti

8.6 km from Castellina Fortress

Janine und Thomas

NT$3,287 total

includes taxes & fees

Dec 3 - Dec 4

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

11. Arnolfo B&B

14.7 km from Castellina Fortress

Elsa

NT$3,033 total

includes taxes & fees

Nov 23 - Nov 24

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

12. La Certosa di Pontignano - Place of Charme

12.5 km from Castellina Fortress

Rodolfo

NT$2,785 total

includes taxes & fees

Nov 16 - Nov 17

A stately building with a bell tower, surrounded by well-manicured hedges and tall trees.

13. COMO Castello Del Nero

12.3 km from Castellina Fortress

Nawaf

NT$26,207 total

includes taxes & fees

Nov 20 - Nov 21

A narrow, tree-lined road leading to a house with a tiled roof and a stone wall on one side.

14. Dievole Wine Resort

8.1 km from Castellina Fortress

Magdalena

NT$10,362 total

includes taxes & fees

Nov 16 - Nov 17

A covered outdoor seating area with a wooden door, wicker chairs, and potted plants.

15. Borgo Vescine

3.5 km from Castellina Fortress

Natalie

NT$16,825 total

includes taxes & fees

Nov 22 - Nov 23

A set of stone steps leading to a garden area with a view of a clear sky and lush greenery.

16. Borgo Grondaie

15.9 km from Castellina Fortress

Joseph

NT$2,851 total

includes taxes & fees

Nov 14 - Nov 15

A rustic stone building with a courtyard.

17. Fullino Nero

14.1 km from Castellina Fortress

Annie

NT$3,804 total

includes taxes & fees

Nov 17 - Nov 18

A swimming pool, steps, and a grassy area with umbrellas.

18. Hotel Palazzo San Lorenzo & SPA

15 km from Castellina Fortress

Kerry

NT$3,836 total

includes taxes & fees

Nov 15 - Nov 16

A stone villa with a swimming pool, surrounded by lush greenery and a forested hill.

19. Le Lappe

16.4 km from Castellina Fortress

William

NT$15,404 total

includes taxes & fees

Nov 15 - Nov 16

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.

20. Hotel Ristorante La Dama nella Vigna

10.3 km from Castellina Fortress

Amanda

NT$3,923 total

includes taxes & fees

Dec 10 - Dec 11

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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.

See properties

Top Castellina Fortress Hotel Reviews

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

Castello La Leccia

Castellina in Chianti

10/10 Excellent

Sarah

A stone-walled interior with a staircase, wooden doors, and a patterned rug.

Tenuta CorteDomina

Radda in Chianti

10/10 Excellent

piyanut

Belvedere di San Leonino

Castellina in Chianti

10/10 Excellent

Oh wow, perfect vacation and a real Tuscany atmosphere, the hotel is a magical old yet perfectly renovated property, the room was amazingly clean and equipped with everything we needed, the pool was open until 8pm and it’s never crowded, very peaceful area, almost like a fantasy movie, breakfast was great, especially the cheese , local pastries and coffee , the staff was lovely, very friendly and helpful, but the real deal was DINNER , I cannot say enough about the food and wine they make,...

Lior

Dievole Wine Resort

Castelnuovo Berardenga

10/10 Excellent

Gary

An aerial view of a large estate with a swimming pool, tennis courts, and a vineyard.

The Club House

Castelnuovo Berardenga

10/10 Excellent

debbie

A rustic stone interior with a dining area, two armchairs, a table with a lamp, and a view through an arched doorway.

Castello di Volpaia

Radda in Chianti

10/10 Excellent

Staff was wonderful. We arrived late and had a difficult time finding the right road to the property. Fabio was in contact with us the entire time and had to rescue us after we got lost. Thank you. Had a wonderful meal at the restaurant and breakfast the next day was exceptional. The room was very nice and clean. The wine tour was great and enjoyed the tasting. Stayed two nights and wish we could have stayed more. Highly recommended.

Karen

A spa area with a stone ceiling, a pool, and two sun loungers.

Hotel Palazzo San niccolò & Spa

Radda in Chianti

10/10 Excellent

Drew

A spa area with white massage chairs arranged in a row under a brick archway.

Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

10/10 Excellent

Anonymous traveler

Hotel Ristorante La Dama nella Vigna

Monteriggioni

10/10 Excellent

Leigh

COMO Castello Del Nero

Tavarnelle Val di Pesa

10/10 Excellent

Lauren

A bedroom with a large bed, a chandelier, a painting, a dining table with chairs, and a view through a window.

La Dimora Dei Monaci

Siena City Centre

10/10 Excellent

we stayed for 4 nights and used Seina as our base for our first visit to Tuscany. The owners were very helpful. They provided maps and information on all the local sights, plus some history of the town. One night we asked them to make dinner reservations and they had to call over 10 places due to a busy night. But they found us a great restaurant for dinner. Another day they provide a detailed schedule for buses to visit one of the towns we were interested in. The B&B is very close to the...

Alan

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

Villa San Lucchese

Poggibonsi

10/10 Excellent

Beautiful property with large rooms, parlors, great staff, great restaurant, etc. We arrived late and the kitchen was closed, but they made one call and re-opened it for us and served an amazing meal with late night enthusiasm on a beautiful deck. The rooms were large, nice baths and very comfortable beds. We wanted to stay another night to relax by the pool and enjoy the wonderful grounds, but they were booked so we had to move on as this was a last minute booking. Great breakfast in the...

Anonymous traveler

A motorcycle parked in front of a brick building with arched doorways and a street lamp.

Torre del Fuggisole

Siena City Centre

10/10 Excellent

Charles

Hotel Villa L'Avvenire

Petriccio

10/10 Excellent

Idania

A hotel room with a large bed, a vanity with a mirror, and a green archway.

Hotel Certosa Di Maggiano

Siena

10/10 Excellent

Anonymous traveler

A dining area with tables set for meals, a chandelier, and a view of the outdoors.

Palazzo Pacini

Colle di Val d'Elsa

10/10 Excellent

Simply charming. Located just a block from the Old Town and surrounded by medieval buildings, churches, and towers. Everything was perfect; the breakfast was delicious and made to order. The fruit, bread, and jams were fresh—no preservatives or pre-packaged products. The person in charge of the kitchen was very kind and attentive. The rooms were lovely, featuring antique furniture, and ours offered incredible views of the Tuscan landscape. We were treated like royalty. Furthermore, the location...

Anaisa

A room with a bed, a desk, and a chair. There is a glass partition and a plant.

Residenza d'Epoca Relais Campo Regio

Siena City Centre

10/10 Excellent

christine

Relais degli Angeli

Siena City Centre

10/10 Excellent

Stained here at the end of an eight day trip around Italy. This hotel was head and shoulders above the others I visited, it is a boutique hotel of seven rooms. Our room was a suite. It was bigger than many apartments, with a large living room with daybed, a beautiful master bathroom with jetted tub and separate shower with jets overhead as well as side jets, ample closet storage, fridge, and safe. The rooms here have antique furniture and hand painted ceilings. I loved the breakfast on the...

Susie

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 NT$2,855

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Our top choices for Castellina Fortress hotels

1. Agriturismo La Ferrozzola

2. Casa Vacanze Squarcialupi

3. Albergo Il Colombaio

4. Chiantirooms Guesthouse

5. One Belvedere Tuscany

6. Terre di Baccio

7. Hotel Villa L'Avvenire

8. Relais degli Angeli

9. Belvedere di San Leonino

10. Bed & Breakfast Le Terrazze del Chianti

11. Arnolfo B&B

12. La Certosa di Pontignano - Place of Charme

13. COMO Castello Del Nero

14. Dievole Wine Resort

15. Borgo Vescine

16. Borgo Grondaie

17. Fullino Nero

18. Hotel Palazzo San Lorenzo & SPA

19. Le Lappe

20. Hotel Ristorante La Dama nella Vigna

Other attractions near Castellina Fortress

Archaeological Museum of Chianti

Top Castellina Fortress Hotel Reviews

Castello La Leccia

10/10 Excellent

Frequently Asked Questions

What's the area like around Castellina Fortress?

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

How many hotels will I be able to find close to Castellina Fortress?

If I need to cancel the hotel reservation for my stay near Castellina Fortress, will I receive a refund?

Where can I learn more about changing or cancelling my trip in the area near Castellina Fortress?

What can I see and do near Castellina Fortress?