Find hotels in Ancaiano from CA $104

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Ancaiano hotels

Hotel Ristorante La Dama nella Vigna

Hotel Ristorante La Dama nella Vigna
Monteriggioni
9.4 out of 10, Exceptional, (39 reviews)
"Great place to stay and visit all the surrounding hill towns! Breakfast was excellent. Daniela took amazing care of us! Will definitely return!"
United States
Norma
The price is CA $167
CA $191 total
includes taxes & fees
Jun 14 - Jun 15
Hotel Ristorante La Dama nella Vigna

Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
10.0 out of 10, Exceptional, (87 reviews)
"This place is amazing. Wonderful drive to the hotel and the solitude is so great. The breakfast was amazing. Staff was very friendly for our stay. Definitely go back."
Canada
Shawn
The price is CA $134
CA $154 total
includes taxes & fees
May 18 - May 19
Agriturismo San Sano

Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
5.0 star property
Civitella Paganico
8.6 out of 10, Excellent, (247 reviews)
"We had a great time. I would recommend this hotel when in Tuscany. "
United States
Mike
The price is CA $120
CA $132 total
includes taxes & fees
Jun 2 - Jun 3
Mercure Petriolo Siena Terme Spa Hotel

Villa Sabolini

Villa Sabolini
4.0 star property
Colle di Val d'Elsa
9.2 out of 10, Wonderful, (203 reviews)
"What a lovely stay at a beautiful historic hotel. The grounds are so well kept and peaceful. Dinner was amazing both nights, highly recommend this property. "
Canada
DEANA
The price is CA $205
CA $232 total
includes taxes & fees
May 19 - May 20
Villa Sabolini

Castello

Castello
3.0 star property
Sovicille
8.6 out of 10, Excellent, (73 reviews)
"Great little place to stay overnight. "
United States
Ivona
The price is CA $120
CA $139 total
includes taxes & fees
May 24 - May 25
Castello

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (529 reviews)
"Friendly staff, beautiful property, delicious included breakfast, great dinner, and all around good experience. Only think I'd like to see is a gym, but luckily there's tons of hills to run to get a great workout 😄"
United States
Alex
The price is CA $206
CA $233 total
includes taxes & fees
Jun 7 - Jun 8
La Certosa di Pontignano

Albergo Etruria

Albergo Etruria
3.0 star property
Volterra
9.6 out of 10, Exceptional, (177 reviews)
"Lovely hotel. The owners are very kind and helpful. They offered great recommendations for the area. Paola and Danielle were so kind. The rooms were well appointed and the daily breakfast was delicious! Would definitely stay here again!"
United States
Jeanne
The price is CA $156
CA $180 total
includes taxes & fees
May 17 - May 18
Albergo Etruria

Palace Hotel Due Ponti

Palace Hotel Due Ponti
3.0 star property
Due Ponti
8.4 out of 10, Very good, (57 reviews)
"Exceptional service, good breakfast "
United States
borjan
The price is CA $115
CA $134 total
includes taxes & fees
May 24 - May 25
Palace Hotel Due Ponti

2 Cuori e 1 Yurta Glamping in Toscana

2 Cuori e 1 Yurta Glamping in Toscana
Asciano
The price is CA $392
CA $441 total
includes taxes & fees
May 27 - May 28
2 Cuori e 1 Yurta Glamping in Toscana

Borgo Pignano Volterra Tuscany

Borgo Pignano Volterra Tuscany
5.0 star property
Volterra
10.0 out of 10, Exceptional, (90 reviews)
"Great breakfast and dining options offered. Enjoyed the activities and the gym. "
South Korea
Jae Wook
The price is CA $926
CA $1,026 total
includes taxes & fees
May 29 - May 30
Borgo Pignano Volterra Tuscany

Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
9.6 out of 10, Exceptional, (74 reviews)
"Amazing spot with great views. All the staff were extremely friendly and helpful. Food onsite was great. "
Canada
Benjamin
The price is CA $235
CA $266 total
includes taxes & fees
May 17 - May 18
Relais la Costa - Dimora Storica

Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
The price is CA $420
CA $471 total
includes taxes & fees
May 17 - May 18
Fattoria di Vegi

Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (185 reviews)
"Beautiful property and very friendly helpful staff"
Canada
Pamela
The price is CA $388
CA $440 total
includes taxes & fees
Jun 3 - Jun 4
Dievole Wine Resort

Hotel Palazzo dei Priori

Hotel Palazzo dei Priori
4.0 star property
Siena
9.0 out of 10, Wonderful, (414 reviews)
"."
Italy
Marta
The price is CA $113
CA $146 total
includes taxes & fees
May 28 - May 29
Hotel Palazzo dei Priori

Villa San Lucchese

Villa San Lucchese
4.0 star property
Poggibonsi
9.4 out of 10, Exceptional, (339 reviews)
"Breakfast was fresh and outstanding. Parking very easy. "
United States
Carol
The price is CA $171
CA $198 total
includes taxes & fees
May 20 - May 21
Villa San Lucchese

Hotel Pescille by Double Hospitality

Hotel Pescille by Double Hospitality
3.0 star property
San Gimignano
9.4 out of 10, Exceptional, (349 reviews)
"Great place to eat and rest"
Mexico
Tania
The price is CA $162
CA $188 total
includes taxes & fees
May 19 - May 20
Hotel Pescille by Double Hospitality

Hotel Villa San Giorgio

Hotel Villa San Giorgio
3.0 star property
Poggibonsi
9.0 out of 10, Wonderful, (112 reviews)
"Quiet and clean."
United States
Ning
The price is CA $90
CA $106 total
includes taxes & fees
May 18 - May 19
Hotel Villa San Giorgio

Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (186 reviews)
"Everything was awesome, the hotel staff was very helpful and friendly."
United States
gary
The price is CA $158
CA $184 total
includes taxes & fees
Jun 16 - Jun 17
Hotel Palazzo San niccolò & Spa

Santo Pietro Resort

Santo Pietro Resort
San Gimignano
The price is CA $146
CA $169 total
includes taxes & fees
May 25 - May 26
Santo Pietro Resort

Castello di Leonina Relais

Castello di Leonina Relais
4.0 star property
Asciano
9.0 out of 10, Wonderful, (126 reviews)
"Perfectb Quiet and very relaxing stay. Breakfast was very tasty and the view was absolutely spectacular "
United Kingdom
Mayara
The price is CA $191
CA $219 total
includes taxes & fees
Jun 11 - Jun 12
Castello di Leonina 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Ancaiano Hotel Reviews

More cheap stays in Ancaiano

Frequently asked questions

What is the best area to stay in Ancaiano?
The best area to stay in Ancaiano is within the historic hilltop town itself, particularly around the central Piazza della Cisterna and the surrounding narrow streets.

This area offers an authentic Tuscan experience, with properties often housed in beautifully restored medieval buildings. You'll find a delightful mix of local trattorias, wine bars, and artisan shops within easy walking distance. The town's layout means you're never far from a stunning viewpoint overlooking the rolling hills of the Tuscan countryside.

Couples looking for a romantic escape will find the historic centre particularly appealing. The evenings are quiet and intimate, superb for a leisurely dinner or a stroll through the lamp-lit alleys. Many accommodations here offer private terraces with breathtaking views, ideal for enjoying a glass of local wine.

For those travelling with family, staying within the town walls provides a convenient and central base. Children will enjoy exploring the ancient streets and the sense of history, and you'll find it easy to pop back to your accommodation for naps or snacks.
When is the best time to go to Ancaiano?
The best time to visit Ancaiano is typically during the spring (April to June) and autumn (September to October) months.

These periods offer pleasant weather, with warm days great for exploring the Tuscan countryside without the intense heat of summer. You'll find the landscapes particularly beautiful, with blooming wildflowers in spring and the rich colours of the harvest season in autumn. For those who appreciate good food and wine, autumn also brings grape and olive harvests, offering unique local experiences.

Couples often find these seasons ideal for a romantic getaway. The milder temperatures are great for leisurely strolls through vineyards, cycling along quiet country roads, or enjoying al fresco dining at local trattorias. Spring and autumn also tend to be less crowded than the peak summer months, allowing for a more relaxed and intimate experience.

For travellers looking for a more active holiday, spring and autumn are excellent for outdoor pursuits.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 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 Ancaiano.
How can I save on a Ancaiano hotel booking with Expedia?
Members always get our best prices. Find our best Ancaiano hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Ancaiano hotel?
Prices for hotels in Ancaiano often vary, but you can find a great deal from CA $104 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 the cheapest rate.

Explore a world of travel with Expedia