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Compare 15,482 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Mariani Bed & Breakfast

  • Parking included
  • Free WiFi
  • Housekeeping
  • Soundproof rooms
9.6 out of 10, Exceptional, (14)
  • cleanliness
    This welcoming bed & breakfast near Monteriggioni Castle offers guests a peaceful retreat with a rooftop terrace that showcases stunning countryside views

What verified guests said

"Beautiful view, very clean and everything in great condition. Friendly service. We will definitely stay again."

Mariani Bed & Breakfast highlights

Mariani Bed & Breakfast offers a tranquil escape near Monteriggioni Castle. Relax on the rooftop terrace with panoramic views or find a quiet garden spot. Enjoy practical amenities like in-room WiFi, luggage storage, and concierge services.
The price is ₩131,681
₩151,263 total
includes taxes & fees
Jul 11 - Jul 12
Mariani Bed & Breakfast

Belvedere di San Leonino

4.0 star property
  • Pool
  • Hot Tub
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
9.6 out of 10, Exceptional, (169)
  • cleanliness
    Travelers can fully embrace the Italian lifestyle with a swim in the pool or a leisurely bike ride through the undulating landscape of Tuscany

What verified guests said

"I don’t always write reviews, but in this case I just had to, cause I can’t recommend this absolutely beautiful place enough. I’ve been an avid traveller for 40 years, stayed in plenty of top hotels, and this place is easily in my top five of all time. The surroundings look like a postcard, the place itself is beyond idyllic, and the staff is friendly and helpful. Food was great too, especially the breakfast. The whole experience was magical, romantic and wonderful. Do yourself a favor and stay...

Belvedere di San Leonino highlights

Belvedere di San Leonino captures Tuscany's essence with scenic hills and modern amenities. Relax in the spa tub, visit Siena Cathedral, or dine at Il Cortile restaurant. The upscale hotel features a beautiful garden and free WiFi in all rooms.
The price is ₩165,765
₩191,973 total
includes taxes & fees
Jul 8 - Jul 9
Belvedere di San Leonino

Residenzia del Sogno

  • Pool
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Breakfast available
9.8 out of 10, Exceptional, (14)
  • cleanliness
    A rural retreat where travelers can find quiet moments by the fireplace or spend afternoons lounging poolside at this peaceful countryside haven

What verified guests said

"Beautiful and authentic place, lovely couple running the place that care about you and your stay. "

Residenzia del Sogno highlights

Residenzia del Sogno offers tranquil rural surroundings with a peaceful garden and a library. Guests can relax by the cozy fireplace in the evening or unwind by the seasonal outdoor pool with sun loungers during the day.
The price is ₩196,988
₩223,107 total
includes taxes & fees
Jul 9 - Jul 10
Residenzia del Sogno

Castello di Fonterutoli Wine Resort

  • Pet friendly
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Breakfast available
  • Business services
9.4 out of 10, Exceptional, (177)
  • cleanliness
    Tuscany's charming countryside invites travelers to experience la dolce vita with al fresco dining and wine tastings surrounded by rolling hills and vineyards

What verified guests said

"The best place to stay . I loved it "

Castello di Fonterutoli Wine Resort highlights

Castello di Fonterutoli Wine Resort, in the heart of Tuscany, offers wine tasting at its winery, cycling through rolling hills, and a library for relaxation. Enjoy delicious meals at the Italian restaurant with outdoor seating and stunning views.
The price is ₩234,390
₩264,249 total
includes taxes & fees
Jul 9 - Jul 10
Castello di Fonterutoli Wine Resort

Castello La Leccia

  • Pool
  • Breakfast included
  • Spa
  • Parking included
  • Free WiFi
  • Restaurant
10.0 out of 10, Exceptional, (70)
  • cleanliness
    Relax in style with soothing spa treatments. Savor delicious local flavors and take advantage of convenient perks like bike rentals.

What verified guests said

"The most wonderful place to stay! "

Castello La Leccia highlights

In the heart of Italy, Castello La Leccia offers a tranquil retreat with a garden and terrace. Guests can unwind at Private Spa, enjoy local cuisine for breakfast and dinner at the on-site restaurant, connect to free WiFi in their rooms, or explore nearby attractions using free bicycle rentals - all while appreciating the helpful staff.
The price is ₩424,619
₩473,501 total
includes taxes & fees
Aug 6 - Aug 7
Castello La Leccia

Borgo di Pietrafitta Relais

  • Pool
  • Spa
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
9.4 out of 10, Exceptional, (148)

What verified guests said

" Amazing place for vacation "

Borgo di Pietrafitta Relais highlights

Escape to Borgo di Pietrafitta Relais, where rustic charm and modern comforts blend. Indulge in a rejuvenating massage or explore the on-site winery, then relax by the outdoor pool with sun loungers. With free WiFi, a library, and car rentals on site you can plan your next adventure.
The price is ₩221,794
₩250,393 total
includes taxes & fees
Jul 22 - Jul 23
Borgo di Pietrafitta Relais

Collelungo

  • Pool
  • Pet friendly
  • Free WiFi
  • Air conditioning
  • Breakfast available
  • Bar
9.0 out of 10, Wonderful, (43)
  • cleanliness
    Travelers find tranquility among rolling hills and lush gardens, where they can savor local flavors at their own pace in this peaceful countryside retreat.

What verified guests said

"The place is gorgeous and very serene. I absolutely loved the atmosphere. It's very small so you feel like you're the only people here, which is nice. There are only specific times for check in so make sure you know that ahead of time. We had trouble checking in because our reservation was not in the Collelungo system. But I'm not sure if that was Expedia or the hotel. All worked out and we loved our stay. Highly recommend. "

Collelungo highlights

Collelungo sits in a picturesque rural setting that perfectly balances relaxation with recreation. Visitors can enjoy wine from the property's own winery, spend afternoons by the seasonal pool, or discover a quiet corner with a book from the library.
The price is ₩204,890
₩231,807 total
includes taxes & fees
Jul 8 - Jul 9
Collelungo

Riserva di Fizzano Residence

3.0 star property
  • Pool
  • Breakfast included
  • Kitchen
  • Pet friendly
  • Parking included
  • Free WiFi
9.8 out of 10, Exceptional, (19)
  • cleanliness
    Tuscan wine country beckons with an on-site restaurant serving lunch, nearby scenic bike trails, and plenty of spots to relax and recharge

What verified guests said

"We absolutely loved this hotel. The views were incredible and the dinner we had in the restaurant was amazing. The apartments are spacious and have everything you need except maybe some hair conditioner. The breakfast wasn’t the best I’ve ever had but fine with a decent selection. The staff are all super friendly and helpful. "

Riserva di Fizzano Residence highlights

Travelers find a genuine Tuscan retreat at Riserva di Fizzano Residence. Enjoy a free breakfast buffet, wine tastings, scenic cycling routes, a seasonal outdoor pool with a children's area, sun loungers, free in-room WiFi, and on-site shopping.
The price is ₩344,729
₩382,412 total
includes taxes & fees
Aug 3 - Aug 4
Riserva di Fizzano Residence

Locanda le Piazze

4.0 star property
  • Pool
  • Breakfast included
  • Spa
  • Parking included
  • Free WiFi
  • Restaurant
9.8 out of 10, Exceptional, (178)
  • cleanliness
    Travelers discover a perfect blend of relaxation and adventure at this Tuscan retreat, where wine tastings complement spa treatments and cycling excursions await

What verified guests said

"Amazing pool, food, room and service. So beautiful and relaxing!"

Locanda le Piazze highlights

Locanda le Piazze sits near Monteriggioni Castle, offering a peaceful escape with its onsite spa and poolside bar. Guests enjoy aromatherapy sessions and the attached winery, then explore the surrounding Tuscan hills by bike or relax in the garden after their adventures.
The price is ₩406,744
₩457,049 total
includes taxes & fees
Jul 9 - Jul 10
Locanda le Piazze

Palazzo Squarcialupi

4.0 star property
  • Pool
  • Spa
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
9.8 out of 10, Exceptional, (59)
  • cleanliness
    This peaceful retreat in rolling hills offers wine tastings, pool relaxation, and garden exploration for travelers seeking tranquility.

What verified guests said

"Central location, secure gated parking to rear. Staff were very helpful. Nice restaurants, easy walking distance. Good base for exploration of the chianti region"

Palazzo Squarcialupi highlights

Palazzo Squarcialupi captures authentic Tuscan charm with its on-site winery and shopping options. Visitors enjoy the spa services and appreciate amenities like a garden, library, and a seasonal outdoor pool with comfortable sun loungers.
The price is ₩291,933
₩330,761 total
includes taxes & fees
Jul 17 - Jul 18
Palazzo Squarcialupi

Hotel Colle Etrusco Salivolpi

3.0 star property
  • Pool
  • Parking included
  • Free WiFi
  • Air conditioning
  • Breakfast available
  • Business services
9.6 out of 10, Exceptional, (103)
  • cleanliness
    Travelers discover authentic Tuscan charm among the vineyards, where poolside relaxation pairs perfectly with espresso breaks and explorations of local history

What verified guests said

"Charming and comfortable. "

Hotel Colle Etrusco Salivolpi highlights

Hotel Colle Etrusco Salivolpi, near Castellina Fortress, offers a tranquil setting with a seasonal pool, sun loungers, and umbrellas. Guests can browse the library, use in-room WiFi, and enjoy the coffee shop. Attentive staff enhance this peaceful Tuscan retreat.
The price is ₩182,499
₩205,564 total
includes taxes & fees
Jul 14 - Jul 15
Hotel Colle Etrusco Salivolpi

Hotel Casafrassi Wine Resort

4.0 star property
  • Pool
  • Breakfast included
  • Pet friendly
  • Free WiFi
  • Restaurant
  • Air conditioning
8.2 out of 10, Very Good, (206)
  • cleanliness
    Guests dine on authentic Tuscan cuisine at the rooftop terrace or garden restaurant, creating lasting memories amid the gentle clink of wine glasses

What verified guests said

"The hotel is very rustic - some would say in need of modernisation and investment. It is a very quiet location with beautiful scenery. "

Hotel Casafrassi Wine Resort highlights

Hotel Casafrassi Wine Resort offers a luxurious escape in scenic Siena. Start your day with a complimentary local breakfast, then enjoy meals at Osteria di Casafrassi's outdoor dining area. The property features an on-site winery and a rooftop with panoramic views.
The price is ₩172,982
₩215,962 total
includes taxes & fees
Jul 9 - Jul 10
Hotel Casafrassi Wine Resort

Albergo Il Colombaio

3.0 star property
  • Pool
  • Breakfast included
  • Pet friendly
  • Free WiFi
  • Business services
  • Bar
8.4 out of 10, Very Good, (56)
  • cleanliness
    Travelers find their perfect retreat at Albergo Il Colombaio, where poolside relaxation and scenic cycling adventures await in the Italian countryside

What verified guests said

"I was a little hesitant about staying outside a "major city," but I'm so glad we did. Very cute hotel and room. It was a short walk to the local town, which had lots of options for dinner and chianti tasting. "

Albergo Il Colombaio highlights

The rolling hills around Albergo Il Colombaio create an ideal escape. Start your day with a warm breakfast buffet, then relax by the outdoor pool with comfy sun loungers. Enjoy garden views, bike rentals for local trails, and helpful concierge services.
The price is ₩218,870
₩245,578 total
includes taxes & fees
Jul 10 - Jul 11
Albergo Il Colombaio

Agriturismo Villa Godenano - Pool & Relax

  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
9.0 out of 10, Wonderful, (28)
  • cleanliness
    A peaceful countryside retreat where travelers can relax by the seasonal pool surrounded by Tuscan hills and vineyards, or venture out to explore local wineries

What verified guests said

"The properly exceeded our expectations, absolutely loved our stay. The staff are friendly, breakfast was amazing with lots of variety in choice and the surrounding areas to the property had ample space and beautiful views. I would definitely recommend this hotel, and it’s a short walk from and to the city centre. "

Agriturismo Villa Godenano - Pool & Relax highlights

Located near Isole e Olena Winery, Agriturismo Villa Godenano offers a tranquil garden, seasonal outdoor pool, and continental breakfast. Guests enjoy in-room WiFi and consistently praise the attentive staff who enhance the stay experience.
The price is ₩230,003
₩254,608 total
includes taxes & fees
Jul 8 - Jul 9
Agriturismo Villa Godenano - Pool & Relax

Hotel Athena

4.0 star property
  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Breakfast available
9.2 out of 10, Wonderful, (1000)
  • cleanliness
    Guests can soak in Tuscany's magnificent hillside views from the rooftop terrace or step out to explore historic Siena's charming streets and attractions.

What verified guests said

"Nice room, extremely friendly services, delicious breakfast, good location. "

Hotel Athena highlights

Hotel Athena, steps from Siena Cathedral, offers upscale accommodations with designer shopping on-site. The rooftop terrace is perfect for dining at Mangia restaurant. Enjoy bike rentals, dry cleaning services, and free self-parking. Guests praise the helpful staff.
The price is ₩194,070
₩221,502 total
includes taxes & fees
Jul 30 - Jul 31
Hotel Athena

Palazzo Ravizza

4.0 star property
  • Pet friendly
  • Free WiFi
  • Parking available
  • Room service
  • Housekeeping
  • 24/7 front desk
9.4 out of 10, Exceptional, (658)
  • cleanliness
    Experience la dolce vita in a historic setting with elegant amenities at your fingertips.

What verified guests said

"Excellent all round . Easy walk to the Campo . Great views from the garden . Would definitely stay there again ."

Palazzo Ravizza highlights

Located in the heart of Siena Historical Center, Pensione Palazzo Ravizza offers a charming blend of comfort and elegance. Guests can unwind on the picturesque terrace or explore the tranquil garden, library, and smoke-free premises. With helpful staff on hand to assist with concierge services and tour/ticket assistance, guests have praised this property for its delicious breakfasts and top-notch condition.
The price is ₩128,699
₩149,594 total
includes taxes & fees
Jul 9 - Jul 10
Palazzo Ravizza

Hotel Chiusarelli

3.0 star property
  • Breakfast included
  • Pet friendly
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Parking available
8.8 out of 10, Excellent, (1007)
  • cleanliness
    Garden views complement local cuisine at the on-site restaurant where guests enjoy complimentary newspapers in a welcoming atmosphere

What verified guests said

"Great location!"

Hotel Chiusarelli highlights

Hotel Chiusarelli in Siena City Centre offers a peaceful retreat with a picturesque garden. Enjoy a breakfast buffet and dine at Gli Orti San Domenico. The property includes in-room WiFi and a bar. Siena Cathedral and Piazza del Campo are just a short walk away.
The price is ₩166,200
₩190,845 total
includes taxes & fees
Aug 4 - Aug 5
Hotel Chiusarelli

Hotel Italia

3.0 star property
  • Breakfast included
  • Pet friendly
  • Free WiFi
  • Air conditioning
  • Parking available
  • Bar
9.2 out of 10, Wonderful, (1000)
  • cleanliness
    Travelers start their Siena days with a delicious breakfast before discovering the city's hidden corners or renting on-site bikes for memorable adventures

What verified guests said

"Near train station and main areas the place is really comfy and nice. "

Hotel Italia highlights

Hotel Italia captures Siena's essence with its standout cooked-to-order breakfast. Guests can relax on the terrace, find quiet moments in the library, and connect with multilingual staff who help arrange cycling activities throughout this charming Italian city.
The price is ₩116,722
₩136,419 total
includes taxes & fees
Jul 28 - Jul 29
Hotel Italia

Castello di Spaltenna- Small Luxury Hotels of the World

5.0 star property
  • Pool
  • Breakfast included
  • Spa
  • Parking included
  • Free WiFi
  • Restaurant
9.6 out of 10, Exceptional, (231)
  • cleanliness
    Travelers sip wines from the estate vineyard while lounging by indoor and outdoor pools at this Tuscan retreat where relaxation meets rustic elegance

What verified guests said

"Amazing place and amazing staff. We had the Most relaxing time. Loved the place and we are coming back for sure. "

Castello di Spaltenna- Small Luxury Hotels of the World highlights

Castello di Spaltenna welcomes visitors to the Tuscan hills with its vineyard and tasting room. Enjoy the poolside bar, book treatments at La Pieve spa, and dine at two restaurants. Free WiFi and an outdoor tennis court are available for active moments.
The price is ₩564,700
₩637,221 total
includes taxes & fees
Jul 13 - Jul 14
Castello di Spaltenna- Small Luxury Hotels of the World

Hotel Borgo di Cortefreda Relais

4.0 star property
  • Pool
  • Breakfast included
  • Spa
  • Pet friendly
  • Kids pool
  • Parking included
9.4 out of 10, Exceptional, (433)
  • cleanliness
    Travelers soak up the sweet Italian life among rolling vineyards and olive groves, enjoying wine tastings and massages while spending quality time together.

What verified guests said

"Always our favorite stay!"

Hotel Borgo di Cortefreda Relais highlights

Hotel Borgo di Cortefreda Relais offers an upscale Tuscan retreat with local wines, massages, a playground, high-speed WiFi, fitness classes, and Ristorante Cortefreda with garden views, near Antinori nel Chianti Classico. Family-friendly.
The price is ₩289,767
₩328,375 total
includes taxes & fees
Jul 13 - Jul 14
Hotel Borgo di Cortefreda Relais
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.

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Learn more about Castellina in Chianti

High up on a hill in the Tuscan countryside sits this old town with an ancient castle, centuries-old churches and burial sites that date back to Etruscan times.

Castellina in Chianti which includes a church or cathedral, religious elements and heritage architecture

Frequently asked questions

What's the best place to stay in Castellina in Chianti?

Palazzo Squarcialupi is a favorite with Expedia customers. This hotel offers a winery and a full-service spa. Other favorite options based on reviews include Castello La Leccia and Belvedere di San Leonino. See all available top hotels, or vacation rentals in Castellina in Chianti.

What are some of the best vacation rentals in Castellina in Chianti?

QK Costa58 Home Tower: This vacation home rental outside of Castellina in Chianti is located in the historical district and offers a terrace, air-conditioning, and daily housekeeping to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. See all vacation rentals in Castellina in Chianti.

If I need to cancel my hotel reservation in Castellina in Chianti, will I receive a refund?

Yes, most hotel reservations are fully refundable provided that you cancel before the hotel’s cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you booked a non-refundable reservation, you may still be able to cancel and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Castellina in Chianti.

Where can I learn more about changing or cancelling my trip to Castellina in Chianti?

To access more information about changing or cancelling your trip to Castellina in Chianti, go to https://www.expedia.com/service/.

What's the best budget-friendly accommodation in Castellina in Chianti?

Based on reviews, Belvedere di San Leonino is a popular hotel for our travelers who want a more economical choice, and features free WiFi and free parking. View all budget hotels in Castellina in Chianti.

What's the best place to stay for a family trip to Castellina in Chianti?

Belvedere di San Leonino is a hotel with an outdoor pool and a restaurant, and it's a top choice on Expedia for families. Other good choices for your family trip include Borgo di Pietrafitta Relais and Villa Casalecchi Country Hotel. Attractions in the area like Borgo di Vescine - Tenute di Castelvecchi and Siena Circuit are also fun for kids of all ages. Find more child-friendly accommodations in Castellina in Chianti.

What's the best accommodation for a couple going to Castellina in Chianti?

Albergo Il Colombaio is a favorite hotel for couples, and features free breakfast and free WiFi. Other good choices for your romantic getaway include Hotel Casafrassi Wine Resort and Residenzia del Sogno. See all romantic hotels in Castellina in Chianti.

What's the best pet-friendly place to stay in Castellina in Chianti?

Castello di Fonterutoli Wine Resort is a top B&B for people traveling with their pets, and offers a winery and a restaurant for its human guests. Two other good options to stay with your pet include Hotel Casafrassi Wine Resort and Collelungo. See more pet-friendly hotel accommodations in Castellina in Chianti.

Where is the best hotel to stay with easy access to Casa Vinicola Luigi Cecchi?

Adjacent to Casa Vinicola Luigi Cecchi, Albergo Il Colombaio is one of the top choices for your stay based on our traveler data, and this 3-star hotel offers free breakfast and a restaurant. Other good options close by include Villa Cristina and Mariani Bed & Breakfast.

What about the best place to stay near City Hall Castellina In Chianti?

One of the top choices for your stay is Mariani Bed & Breakfast, located next to City Hall Castellina In Chianti, and this townhouse offers free breakfast and free parking. Villa Cristina and Albergo Il Colombaio are other good choices nearby.

What's the best luxury place to stay in Castellina in Chianti?

Locanda le Piazze is a luxury hotel with a winery and a full-service spa, and it's a popular choice for Expedia travelers looking for an elegant place to stay. Find more luxury hotels in Castellina in Chianti.

What are some accommodations with pools in Castellina in Chianti?

Residenzia del Sogno is a top affittacamere with a seasonal outdoor pool, free WiFi, and free parking. View all hotels with pools in Castellina in Chianti.

What is the best spa hotel in Castellina in Chianti?

Castello La Leccia is a top spa hotel featuring a bar and a restaurant. Treat yourself to a massage, steam room, or sauna at the onsite spa. Other popular spa hotels in Castellina in Chianti include Locanda le Piazze and Palazzo Squarcialupi. See all spa hotels in Castellina in Chianti.

What's the best accommodation near Peretola Airport (FLR)?

Hotel Cosmopolitan is a popular 4-star hotel featuring free WiFi and a bar. It's located a short 0.7 mi (1.2 km) from Peretola Airport. Other good choices close to the airport are Best Western Plus CHC Florence and Hotel Mirage.

What is staying in Castellina in Chianti like?

Visitors to Castellina in Chianti are sure to enjoy the wineries. Tourists can also enjoy so much more including its forests. In Castellina in Chianti, there are 278 hotels and other accommodations to choose from. Find out more about Castellina in Chianti.

What should I see while I'm in Castellina in Chianti?

Landmarks like Walls of Monteriggioni, Montecalvario, and Castellina Fortress might be worth a visit. Wine tasting is a great activity, and Buondonno Winery is one place to visit. A couple of additional sights to add to your agenda are City Hall Castellina In Chianti and Casa Vinicola Luigi Cecchi. Check out what more to see and do in Expedia's Castellina in Chianti guide.

What's the weather like in Castellina in Chianti?

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 Castellina in Chianti is 37 inches.