Photo by tom owens

Find hotels in Castiglione del Bosco from ฿2,377

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
11 Jan - 12 Jan
Tomorrow
12 Jan - 13 Jan
Next weekend
16 Jan - 18 Jan
In two weeks
23 Jan - 25 Jan

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Castiglione del Bosco hotels

Interior
Hotel Chiusarelli

Hotel Chiusarelli

Hotel Chiusarelli
3.0 star property
Siena City Centre
8.8 out of 10, Excellent, (1,000 reviews)
"The room was spotlessly clean, the staff were welcoming and helpful, and the breakfast was delicious!"
United States
Kenneth
The price is ฿2,511
฿2,871 total
includes taxes & fees
4 Feb - 5 Feb
Hotel Chiusarelli
Terrace/patio
Hotel Athena

Hotel Athena

Hotel Athena
4.0 star property
Siena Historical Center
9.2 out of 10, Wonderful, (1,013 reviews)
"Excellent stay! "
United States
Monica
The price is ฿2,974
฿3,381 total
includes taxes & fees
27 Jan - 28 Jan
Hotel Athena
Terrace/patio
Abbadia Sicille Relais

Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (166 reviews)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is ฿2,150
฿2,475 total
includes taxes & fees
18 Jan - 19 Jan
Abbadia Sicille Relais
Indoor pool, open 9:00 AM to midnight, pool loungers
Albergo San Biagio

Albergo San Biagio

Albergo San Biagio
3.0 star property
Montepulciano
8.6 out of 10, Excellent, (201 reviews)
"Great place to stay"
Canada
Robert
Albergo San Biagio
Room amenity
Siena Vip

Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (423 reviews)
"A great location!"
Canada
Cheryl
Siena Vip
Private spa tub
Grand Hotel Impero - Wellness & Exclusive SPA

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, (82 reviews)
"One of my favourite hotels. I make it a special trip to stay there."
Canada
Andre
The price is ฿2,596
฿3,002 total
includes taxes & fees
21 Jan - 22 Jan
Grand Hotel Impero - Wellness & Exclusive SPA
View from property
Vento Dorcia

Vento Dorcia

Vento Dorcia
2.0 star property
Pienza
10.0 out of 10, Exceptional, (23 reviews)
"amazing place and people!"
United States
jorge
The price is ฿5,144
฿5,805 total
includes taxes & fees
12 Jan - 13 Jan
Vento Dorcia
Exterior
Borgo Grondaie

Borgo Grondaie

Borgo Grondaie
3.0 star property
Siena
9.6 out of 10, Exceptional, (442 reviews)
"Amazing place, super clean, great staff, beautiful and cozy."
United States
Elizabeth
Borgo Grondaie
View from property
Hotel Alma Domus

Hotel Alma Domus

Hotel Alma Domus
1.0 star property
Siena City Centre
8.8 out of 10, Excellent, (776 reviews)
"Great breakfast, clean rooms and wonderful area"
Canada
Treena
Hotel Alma Domus
Classic Double Room | Desk, blackout curtains, iron/ironing board, free WiFi
Tuscany View, Montalcino

Tuscany View, Montalcino

Tuscany View, Montalcino
2.0 star property
Montalcino
8.6 out of 10, Excellent, (8 reviews)
"Very nice place right in town convenient to everything"
United States
Bonnie
The price is ฿4,258
฿4,976 total
includes taxes & fees
12 Jan - 13 Jan
Tuscany View, Montalcino
Property entrance
Hotel Palazzetto Rosso

Hotel Palazzetto Rosso

Hotel Palazzetto Rosso
3.0 star property
Siena City Centre
9.8 out of 10, Exceptional, (212 reviews)
"Excellent facilities and friendly, warm staff"
United States
Octavio Aguilar
The price is ฿4,315
฿4,746 total
includes taxes & fees
25 Jan - 26 Jan
Hotel Palazzetto Rosso
Garden
Palace Hotel Due Ponti

Palace Hotel Due Ponti

Palace Hotel Due Ponti
3.0 star property
Due Ponti
8.2 out of 10, Very good, (51 reviews)
"Exceptional service, good breakfast "
United States
borjan
Palace Hotel Due Ponti
Lobby sitting area
Locanda Vesuna

Locanda Vesuna

Locanda Vesuna
3.0 star property
Trequanda
9.4 out of 10, Exceptional, (52 reviews)
"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 ฿2,897
฿3,297 total
includes taxes & fees
12 Jan - 13 Jan
Locanda Vesuna
Panoramic Cottage, 1 Bedroom | Exterior
Affitacamere Maria Gabriella

Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (51 reviews)
"This property has a lovely view, great garden, attentive staff with good breakfast. Stayed in the cottage and the patio was very sunny and relaxing. "
United States
Lenise
Affitacamere Maria Gabriella
Lounge
Four Points by Sheraton Siena

Four Points by Sheraton Siena

Four Points by Sheraton Siena
4.0 star property
Scacciapensieri
8.8 out of 10, Excellent, (580 reviews)
"Comfortable rooms, excellent breakfast, lovely pool, and service!"
United States
Anonymous traveller
The price is ฿3,555
฿4,020 total
includes taxes & fees
17 Jan - 18 Jan
Four Points by Sheraton Siena
View from property
Agriturismo Il Macchione

Agriturismo Il Macchione

Agriturismo Il Macchione
2.5 star property
Pienza
9.6 out of 10, Exceptional, (56 reviews)
"The owners and staff are hospitable .and accommodating very warm people "
Canada
aileen
Agriturismo Il Macchione
View from property
Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel
4.0 star property
Camollia
9.0 out of 10, Wonderful, (8 reviews)
"Unique and cozy prot"
United States
Kristine
The price is ฿3,850
฿4,345 total
includes taxes & fees
14 Jan - 15 Jan
Villa Ermellina Siena, a Tribute Portfolio Hotel
Front of property
Hotel Italia

Hotel Italia

Hotel Italia
3.0 star property
Camollia
9.2 out of 10, Wonderful, (1,002 reviews)
"Great scrambled eggs and butter! Warm and kind staff! "
United States
Seonmi
The price is ฿2,061
฿2,377 total
includes taxes & fees
18 Jan - 19 Jan
Hotel Italia
Interior detail
La Coroncina Lodging

La Coroncina Lodging

La Coroncina Lodging
4.5 star property
Siena
10.0 out of 10, Exceptional, (42 reviews)
"Fantastic place, and I highly recommend it."
United States
Hassan
The price is ฿3,047
฿3,498 total
includes taxes & fees
13 Jan - 14 Jan
La Coroncina Lodging
Single Room, Accessible | Premium bedding, minibar, individually furnished, desk
Hotel Ristorante Piccolo Chianti

Hotel Ristorante Piccolo Chianti

Hotel Ristorante Piccolo Chianti
3.0 star property
Acquacalda
8.6 out of 10, Excellent, (42 reviews)
"Staff were wonderful. Offering to store our luggage if the room wasn’t ready early, and then letting us check in early. Since we had to miss breakfast the next day to leave for the airport, they prepared a massive plate of local breakfast treats and juice for us to enjoy in our room. "
Canada
Lavinia
Hotel Ristorante Piccolo Chianti
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? 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

Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel

10/10 Excellent
"Very nice hotel and beautiful hotel. My only complaint is that the king bed I stayed in was very lumpy - I do mean very.. otherwise great place. Good size gym. Clean. Very friendly service."
Dan 1-night trip
Posted 4 months ago
Villa Ermellina Siena, a Tribute Portfolio Hotel
Borgo Santo Pietro

Borgo Santo Pietro

10/10 Excellent
"This pristine and beautiful property took our breath away upon arrival. Five star service and amenities abound. Our suite was stunning and well appointed. We felt as if we stepped back in time and were reminded of what outstanding service and accommodations should be like ~ a much needed respite after a busy week in Florence. The restaurants were outstanding. Top notch property and my husband referred to Borgo Santo Pietro as the most beautiful hotel he’s ever stayed at. So very grateful. The Heils"
Chad 1-night trip
Posted 4 months ago
Borgo Santo Pietro

More cheap stays in Castiglione del Bosco

Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
The price is ฿2,554 per night from 12 Jan to 13 Jan
฿2,554
฿2,919 total
12 Jan - 13 Jan
includes taxes & fees
8.8/10 Excellent! (90 reviews)

Frequently asked questions

What's the best place to stay in Castiglione del Bosco?
Castiglion del Bosco, A Rosewood Hotel is one of the top choices for your stay based on our traveller data. This hotel offers a winery and 2 outdoor pools. Other good options for your trip to the area are Hotel Athena and Borgo Grondaie. 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! Most room reservations are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you have a reservation that's non-refundable, you might still have the option to cancel and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Castiglione del Bosco.
What's the best boutique-style hotel in Castiglione del Bosco?
Castiglion del Bosco, A Rosewood Hotel is a favourite hotel with our travellers looking for 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 3214 hotels and other accommodation options in the surrounding area. Find out more about Castiglione del Bosco.
What should I do while I'm visiting Castiglione del Bosco?
A favourite place to visit is Castiglion del Bosco Winery. You'll also find Fortress of Montalcino and Castello di Montepescini in the area. Take a look at what more there is 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 temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Castiglione del Bosco is 944 mm.