Photo by tom owens

Castiglione del Bosco Hotels

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Nov 25 - Nov 26
Tomorrow
Nov 26 - Nov 27
This weekend
Nov 28 - Nov 30
Next weekend
Dec 5 - Dec 7

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending Castiglione del Bosco hotels

2 outdoor pools, open 8:30 AM to 6:30 PM, pool umbrellas, sun loungers
Rosewood Castiglion del Bosco

Rosewood Castiglion del Bosco

5.0 star property
Montalcino
10.0 out of 10, Exceptional, (68)
"Definitely the best property in Tuscany.. People, food, amenities, the property itself - all perfect !"
United Kingdom
IOSEFIN
The price is P76,095
P84,382 total
includes taxes & fees
Dec 21 - Dec 22
Rosewood Castiglion del Bosco
Jetted tub
Grand Hotel Impero - Wellness & Exclusive SPA

Grand Hotel Impero - Wellness & Exclusive SPA

4.0 star property
Castel del Piano
9.2 out of 10, Wonderful, (81)
"One of my favourite hotels. I make it a special trip to stay there."
Canada
Andre
The price is P4,799
P5,550 total
includes taxes & fees
Dec 9 - Dec 10
Grand Hotel Impero - Wellness & Exclusive SPA
Garden view
Drogheria & Locanda Franci

Drogheria & Locanda Franci

Montalcino
9.8 out of 10, Exceptional, (15)
"Would stay here again."
United States
Martin
The price is P11,652
P13,495 total
includes taxes & fees
Dec 3 - Dec 4
Drogheria & Locanda Franci
Front of property
Podere Brizio

Podere Brizio

Montalcino
9.8 out of 10, Exceptional, (153)
"Beautiful hotel, near to Montalcino and a lot winerys, very calm and charm the property Good breakfast Staff very kindly and attentive I recommend!!!!"
Mexico
Orlando Santini
Podere Brizio
Desk, soundproofing, free WiFi, bed sheets
B&B Le Scalette di Piazza

B&B Le Scalette di Piazza

Montalcino
9.4 out of 10, Exceptional, (88)
"Great location and excellent staff. "
Canada
Jacek
The price is P6,540
P7,465 total
includes taxes & fees
Dec 2 - Dec 3
B&B Le Scalette di Piazza
Restaurant
Palazzo Nobile di San Donato

Palazzo Nobile di San Donato

Montepulciano
9.4 out of 10, Exceptional, (67)
"Unique experience in a central location "
United States
Neil T
The price is P13,188
P14,778 total
includes taxes & fees
Dec 9 - Dec 10
Palazzo Nobile di San Donato
Garden
Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort

5.0 star property
Trequanda
9.8 out of 10, Exceptional, (94)
"I had an amazing stay at Borgo Sant’Ambrogio Resort. The property is absolutely beautiful with breathtaking views of the Tuscan landscape. It exceeded my expectations in every way. The staff was warm and friendly which made the experience even more special. I would highly recommend this resort to anyone looking for a peaceful and unforgettable stay in Tuscany."
United States
Richard
The price is P6,573
P7,434 total
includes taxes & fees
Dec 8 - Dec 9
Borgo Sant'Ambrogio Resort
Lunch and dinner served, local cuisine
La Posta Hotel & Thermal Spa

La Posta Hotel & Thermal Spa

5.0 star property
San Quirico d'Orcia
9.8 out of 10, Exceptional, (69)
"Enjoyed our stay to the fullest!"
United States
Anna
The price is P24,388
P27,166 total
includes taxes & fees
Nov 26 - Nov 27
La Posta Hotel & Thermal Spa
Land view from property
Hotel Corsignano

Hotel Corsignano

4.0 star property
Pienza
9.4 out of 10, Exceptional, (327)
"Enjoyed the hotel. Great location, quality breakfast and rooms."
United States
Joseph
The price is P7,160
P8,282 total
includes taxes & fees
Nov 30 - Dec 1
Hotel Corsignano
Seasonal outdoor pool, pool umbrellas, sun loungers
Villa Le Prata - Residenza del Vescovo

Villa Le Prata - Residenza del Vescovo

Montalcino
10.0 out of 10, Exceptional, (71)
"Incredible stay!"
Canada
Tomasz
The price is P20,300
P23,009 total
includes taxes & fees
Nov 27 - Nov 28
Villa Le Prata - Residenza del Vescovo
Seasonal outdoor pool, open 9:30 AM to 7:30 PM, pool umbrellas
Le Ragnaie

Le Ragnaie

Montalcino
9.2 out of 10, Wonderful, (322)
"Great place to stay the staff was super friendly and very close to Monalcino. Good wine everywhere. The scenery was so beautiful! "
United States
Douglas
The price is P5,256
P6,459 total
includes taxes & fees
Dec 8 - Dec 9
Le Ragnaie
View from property
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

5.0 star property
Montalcino
9.0 out of 10, Wonderful, (339)
"The property was exquisite. The view spectacular and the staff top notch. The indoor and outdoor thermal pools and sauna made our stay very relaxing. The buffet breakfast was amazing."
United States
Jose
Castello di Velona Resort Thermal SPA & Winery
2 outdoor pools, an infinity pool, pool umbrellas, sun loungers
Castello Di Vicarello

Castello Di Vicarello

Cinigiano
9.6 out of 10, Exceptional, (25)
"AMAZING PROPERTY!"
United States
Vanessa
The price is P93,986
P103,384 total
includes taxes & fees
Nov 26 - Nov 27
Castello Di Vicarello
Terrace/patio
Castello

Castello

3.0 star property
Sovicille
8.6 out of 10, Excellent, (70)
"Great little place to stay overnight. "
United States
Ivona
Castello
Front of property
Rossellino

Rossellino

Pienza
8.6 out of 10, Excellent, (55)
"Quaint hotel in the heart of Pienza. Comfortable and close to all amenities. "
Canada
Debbie
The price is P7,483
P8,502 total
includes taxes & fees
Nov 26 - Nov 27
Rossellino
Seasonal outdoor pool, open 9:30 AM to 7:00 PM, sun loungers
Hotel Vecchia Oliviera

Hotel Vecchia Oliviera

3.0 star property
Montalcino
9.6 out of 10, Exceptional, (62)
"Beautiful hotel. Very kind and friendly staff. Comfortable and many amenities! The view from our room was amazing!"
United States
Jennifer
Hotel Vecchia Oliviera
Front of property - evening/night
Relais Le Macine di Stigliano

Relais Le Macine di Stigliano

4.0 star property
Sovicille
10.0 out of 10, Exceptional, (15)
"Amazing staff. Beautiful views and facilities. Treated like friends. "
United States
Josh
The price is P7,696
P8,670 total
includes taxes & fees
Nov 27 - Nov 28
Relais Le Macine di Stigliano
Exterior
Capanna Suites

Capanna Suites

Montalcino
9.8 out of 10, Exceptional, (130)
"Absolutely amazing resort with amazing staff and service. Great food and beautiful spa experience. Highly reccommend anyone going to Tuscany to book here - you will not be disappointed ! "
Canada
Megan
Capanna Suites
Front of property
Albergo Le Terme

Albergo Le Terme

4.0 star property
San Quirico d'Orcia
9.0 out of 10, Wonderful, (68)
"Very good hotel. The parking is a little bit far, good breakfast, i will recommend 👌 "
United States
liad
The price is P19,123
P21,375 total
includes taxes & fees
Dec 5 - Dec 6
Albergo Le Terme
Exterior
Locanda Vesuna

Locanda Vesuna

3.0 star property
Trequanda
9.4 out of 10, Exceptional, (49)
"Such a quiet and beautiful property, the hosts provided everything that was needed, and the location was great for visiting local Cantinas and Vineyards "
United States
Justin
The price is P5,162
P5,882 total
includes taxes & fees
Dec 19 - Dec 20
Locanda Vesuna
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Stay near popular Castiglione del Bosco attractions

Castiglion del Bosco Winery

You can enjoy a tasting or tour at Castiglion del Bosco Winery during your travels to Castiglione del Bosco.
See properties

Learn more about Castiglione del Bosco

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

See all hotels in Castiglione del Bosco
Beautiful view of the hotel pool (a number of the villas have their own pools) from a terrace above, with the Tuscan hillside in the background.
Photo by tom owens
Open Photo by tom owens

Top Castiglione del Bosco Hotel Reviews

Hotel Athena

Hotel Athena

10/10 Excellent
"Clean room and breakfast was excellent."
Alfredo 2-night trip
Posted 4 days ago
Hotel Athena

More cheap stays in Castiglione del Bosco

Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
The price is P4,730 per night from Dec 8 to Dec 9
P4,730
P5,406 total
Dec 8 - Dec 9
includes taxes & fees
7.8/10 Good! (387 reviews)

Frequently asked questions

What's the best place to stay in Castiglione del Bosco?
Rosewood Castiglion del Bosco is one of the top choices for your stay based on our traveler data. This hotel offers a winery and 2 outdoor pools. Two other options for your stay in the area are Hotel Athena and Palazzo Ravizza. See all available top hotels, or vacation rentals in Castiglione del Bosco.
If I need to cancel my hotel reservation in Castiglione del Bosco, will I receive a refund?
Yes, you'll find most hotel bookings are refundable if you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If you booked a non-refundable reservation, it might still be possible to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Castiglione del Bosco.
What's the best boutique-style accommodation in Castiglione del Bosco?
Rosewood Castiglion del Bosco is a favorite hotel with our travelers looking for a stylish accommodation, and features 42 guestrooms, a winery, and 2 restaurants. See all boutique hotels in Castiglione del Bosco.
What is staying in Castiglione del Bosco like?
Visitors can enjoy all that Castiglione del Bosco has to offer including its restaurants. Tourists to the city can also enjoy its welcoming locals. There are 3253 hotels and other accommodations in the surrounding area. Find out more about Castiglione del Bosco.
What is there to see in Castiglione del Bosco?
A favorite place to visit is Castiglion del Bosco Winery. You'll also find Fortress of Montalcino and Castello di Montepescini in the area. Check out what more to see and do in Expedia's Castiglione del Bosco guide.
What's the weather like in Castiglione del Bosco?
The hottest months are usually August and July with an average temp of 72°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for Castiglione del Bosco is 37 inches.

Explore a world of travel with Expedia