A poolside area with lounge chairs and umbrellas, surrounded by a forested landscape.

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Check prices for these dates

Tonight
15 Sept - 16 Sept
Tomorrow
16 Sept - 17 Sept
This weekend
18 Sept - 20 Sept
Next weekend
25 Sept - 27 Sept

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Our top choices for Castiglione del Bosco hotels

1. Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
Montalcino
United Kingdom
Abdel
NZ$4,508
includes taxes & fees
8 Oct - 9 Oct
Castiglion del Bosco, A Rosewood Hotel

2. SI Montalcino Hotel

SI Montalcino Hotel
Montalcino
Canada
Sam
NZ$233
includes taxes & fees
7 Oct - 8 Oct
SI Montalcino Hotel

3. Podere Brizio

Podere Brizio
Montalcino
United States
Aseem
NZ$443
includes taxes & fees
11 Oct - 12 Oct
Podere Brizio

4. Capanna Suites

Capanna Suites
Montalcino
United States
Michael
NZ$903
includes taxes & fees
9 Oct - 10 Oct
Capanna Suites

5. Hotel Vecchia Oliviera

Hotel Vecchia Oliviera
Montalcino
United States
Roy
NZ$350
includes taxes & fees
14 Oct - 15 Oct
Hotel Vecchia Oliviera

6. Villa Le Prata - Residenza del Vescovo

Villa Le Prata - Residenza del Vescovo
Montalcino
United States
Jeffery
NZ$1,122
includes taxes & fees
20 Sept - 21 Sept
Villa Le Prata - Residenza del Vescovo

7. Drogheria & Locanda Franci

Drogheria & Locanda Franci
Montalcino
United States
Peter
NZ$388
includes taxes & fees
16 Sept - 17 Sept
Drogheria & Locanda Franci

8. Hotel Dei Capitani

Hotel Dei Capitani
Montalcino
United States
Frankie
NZ$296
includes taxes & fees
29 Sept - 30 Sept
Hotel Dei Capitani

9. Le Ragnaie

Le Ragnaie
Montalcino
United States
Douglas
NZ$273
includes taxes & fees
24 Sept - 25 Sept
Le Ragnaie

10. Albergo Giardino

Albergo Giardino
Montalcino
United Kingdom
Norma
NZ$216
includes taxes & fees
16 Oct - 17 Oct
Albergo Giardino

11. Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
Civitella Paganico
United States
Mike
NZ$165
includes taxes & fees
16 Sept - 17 Sept
Mercure Petriolo Siena Terme Spa Hotel

12. Dimora delle Muse

Dimora delle Muse
Montalcino
United States
Bradley N.
NZ$408
includes taxes & fees
10 Oct - 11 Oct
Dimora delle Muse

13. Fattoria Pieve a Salti

Fattoria Pieve a Salti
Montalcino
United States
Marko
NZ$237
includes taxes & fees
28 Sept - 29 Sept
Fattoria Pieve a Salti

14. Mastrojanni Relais - Small Luxury Hotels of the World

Mastrojanni Relais - Small Luxury Hotels of the World
Montalcino
United States
Laura
NZ$1,156
includes taxes & fees
4 Oct - 5 Oct
Mastrojanni Relais - Small Luxury Hotels of the World

15. Palazzo Lucchini

Palazzo Lucchini
Montalcino
NZ$794
includes taxes & fees
16 Sept - 17 Sept
Palazzo Lucchini

16. Hotel Borgo Antico

Hotel Borgo Antico
Monteroni d'Arbia
United Kingdom
Charles
NZ$194
includes taxes & fees
15 Oct - 16 Oct
Hotel Borgo Antico

17. Hotel More Di Cuna

Hotel More Di Cuna
Monteroni d'Arbia
Canada
Somayyeh
NZ$167
includes taxes & fees
17 Sept - 18 Sept
Hotel More Di Cuna

18. Palazzuolo

Palazzuolo
San Quirico d'Orcia
United States
Rubens
NZ$253
includes taxes & fees
30 Sept - 1 Oct
Palazzuolo

19. Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery
Montalcino
United States
Song
NZ$1,467
includes taxes & fees
27 Sept - 28 Sept
Castello di Velona Resort Thermal SPA & Winery

20. L'Orto delle Terme

L'Orto delle Terme
San Quirico d'Orcia
United States
Stimson
NZ$344
includes taxes & fees
11 Oct - 12 Oct
L'Orto delle Terme
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Stay near popular Castiglione del Bosco attractions

Castiglion del Bosco Winery

9.6/10 (5 reviews)
You can enjoy a tasting or tour at Castiglion del Bosco Winery during your travels to Castiglione del Bosco.
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Learn more about Castiglione del Bosco

Love history and dining? Get away to Castiglione del Bosco!

See all hotels in Castiglione del Bosco
A stone staircase leading to a stone building surrounded by hedges.
Photo by Mario Mürner

Top Castiglione del Bosco Hotel Reviews

Recent Reviews in Castiglione del Bosco

Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel

10/10 Excellent
"Just loved it!! This is a great place!!!"
Daniel 3-night trip
Posted 8 hours ago
Villa Scacciapensieri Boutique Hotel
 Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"This property was in a great location, clean with large rooms and beautiful views. Staff was extremely helpful and breakfast was wonderful!"
Sherri 1-night trip
Posted 10 hours ago
Palazzo Ravizza
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Very warm and friendly service."
Abdel 2-night trip
Posted 2 days ago
Castiglion del Bosco, A Rosewood Hotel
Hotel Chiusarelli

Hotel Chiusarelli

10/10 Excellent
"Excellent location. Easy parking and helpful staff."
Tracy 1-night trip
Posted 2 days ago
Hotel Chiusarelli
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"Excellent location. Even though a walking only area, easy walk. Great service and breakfast was delicious. My only complaint is the included breakfast was only for 1 person."
Brittany 1-night trip
Posted 2 days ago
Grand Hotel Continental Siena – Starhotels Collezione
Hotel Italia

Hotel Italia

8/10 Good
"Clean, well maintained property that you’ll feel safe spending the night."
Shaji 1-night trip
Posted 3 days ago
Hotel Italia
Hotel Athena

Hotel Athena

10/10 Excellent
"We had a wonderful stay at Hotel Athena in Siena. The service was exceptional, the staff were warm, welcoming and genuinely helpful throughout our visit. The location was fantastic for exploring Siena, with everything within walking distance, while the hotel itself provided a comfortable and relaxing place to come back to after a day of exploring. We also loved the beautiful views from the terrace which was the perfect spot to unwind with a drink and take in the scenery. Sunset was especially beautiful and I would recommend calling the terrace staff themselves to reserve your seat. They are VERY busy up there so please exercise patience and kindness to the server and bartender as they work so hard to get your orders to you as quickly as possible. Self parking our car was a huge bonus as we rented a vehicle to explore Tuscany. A lovely hotel, a great location and wonderful service. We would happily stay here again when visiting Siena!"
stacy 3-night trip
Posted 3 days ago
Hotel Athena
Castello di Leonina Relais

Castello di Leonina Relais

10/10 Excellent
"."
Daniele 7-night trip
Posted 4 days ago
Castello di Leonina Relais
Villa Tiberini Wine Relais

Villa Tiberini Wine Relais

10/10 Excellent
"Villa Tiberini is a beautiful place! The chef, staff and owners are wonderful people. The apartment was clean, had all of the necessities and thoughtful touches to make the experience welcoming and comfortable. The shower water pressure and pillow top bed were an extra treat! Breakfast was delicious and we loved the wine. We thoroughly enjoyed our time and would highly recommend this stay for anyone looking to get away from the buzz of tourist destinations. The actual winery is about a 10 minute drive away. We enjoyed our time lounging by the pool and exploring nearby towns by car."
Danealla 4-night trip
Posted 4 days ago
Villa Tiberini Wine Relais

More cheap accommodation in Castiglione del Bosco

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
NZ$192
24 Sept - 25 Sept
includes taxes & fees
7.8/10 Good! (258 reviews)
Cannon d'Oro
Hotel La Terrazza di Montepulciano

Hotel La Terrazza di Montepulciano

Via Pié al Sasso 16 Montepulciano SI
NZ$227
22 Sept - 23 Sept
includes taxes & fees
9.4/10 Exceptional! (211 reviews)
Hotel La Terrazza di Montepulciano
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
NZ$235
16 Oct - 17 Oct
includes taxes & fees
7.8/10 Good! (437 reviews)
Piccolo Hotel Etruria
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
NZ$306
16 Oct - 17 Oct
includes taxes & fees
8.8/10 Excellent! (108 reviews)
Albergo Centrale
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
NZ$346
11 Oct - 12 Oct
includes taxes & fees
10/10 Exceptional! (49 reviews)
Torre del Fuggisole
Porta Pispini Residence

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI
Get rates
9.4/10 Exceptional! (23 reviews)
Porta Pispini Residence

Frequently asked questions

What is the best area to stay in Castiglione Del Bosco?
The best area to stay in Castiglione Del Bosco is within the estate itself, specifically around the Borgo, as it offers the most convenient access to all amenities and services.The Borgo is the heart of Castiglione Del Bosco, a beautifully restored historic village that serves as the central hub for guests. It's where you'll find the main reception, the estate's finest restaurants, and many of the facilities. The buildings are traditional Tuscan stone, and the entire area is designed for easy pedestrian access, allowing you to stroll between dining options, the spa, and the main pool with ease.For couples seeking a luxurious and relaxing escape, staying within the Borgo or in one of the nearby suites is ideal. You'll be steps away from gourmet dining experiences, wine tastings at the estate's winery, and the indulgent spa treatments. The picturesque surroundings and the ease of access to all facilities make it superb for a stress-free romantic getaway.Families will also find staying within the Borgo or in a nearby villa highly convenient. The proximity to the main pool, children's activities, and various dining options simplifies planning.
When is the best time to go to Castiglione Del Bosco?
The best time to go to Castiglione Del Bosco is during the spring (April to June) and autumn (September to October) months.These periods offer pleasant weather, ideal for exploring the Tuscan countryside and enjoying the estate's amenities. Spring brings blooming wildflowers and comfortable temperatures, while autumn provides beautiful foliage and the excitement of the grape harvest season. Both seasons allow for outdoor activities without the intense heat of summer.Couples often find these shoulder seasons particularly appealing. The weather is superb for leisurely walks through the vineyards, relaxing by the pool, or enjoying al fresco dining with stunning views. The estate's focus on fine wine and culinary experiences aligns perfectly with the relaxed pace of these months.For travellers interested in the region's agricultural heritage, autumn is especially rewarding. You might witness grape harvesting or olive picking, offering a deeper connection to the local traditions and the estate's operations.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to 'My Trips' and selecting your reservation. To find flexible deals, filter your search by 'Fully refundable property' for hotels in Castiglione del Bosco.
How can I save on a hotel booking in Castiglione del Bosco with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Castiglione del Bosco hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Castiglione del Bosco?
Prices for hotels in Castiglione del Bosco often vary, but you can find a great deal from NZ$165 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by 'Price: low to high' for our cheapest rates.

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