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Sep 11 - Sep 12
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Sep 12 - Sep 13
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Sep 11 - Sep 13
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Sep 18 - Sep 20

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Our top choices for San Chimento hotels

1. Villa Sabolini

Villa Sabolini
Colle di Val d'Elsa
Australia
Andrew
$167 nightly
$188 total
Oct 6 - Oct 7
Total with taxes and fees
Villa Sabolini

2. Hotel Borgo San Luigi

Hotel Borgo San Luigi
Monteriggioni
Canada
Raman
$181 nightly
$207 total
Sep 13 - Sep 14
Total with taxes and fees
Hotel Borgo San Luigi

3. Relais Castel Bigozzi

Relais Castel Bigozzi
Monteriggioni
United States
Paul
$133 nightly
$155 total
Sep 29 - Sep 30
Total with taxes and fees
Relais Castel Bigozzi

4. Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
United States
corey
$169 nightly
$192 total
Oct 12 - Oct 13
Total with taxes and fees
Relais la Costa - Dimora Storica

5. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
United States
Malena
$120 nightly
$141 total
Oct 11 - Oct 12
Total with taxes and fees
La Certosa di Pontignano

6. Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
Monteriggioni
United Kingdom
Ian
$135 nightly
$156 total
Sep 15 - Sep 16
Total with taxes and fees
Hotel Il Piccolo Castello

7. Villa San Lucchese

Villa San Lucchese
Poggibonsi
United States
Simona
$135 nightly
$155 total
Oct 2 - Oct 3
Total with taxes and fees
Villa San Lucchese

8. Castello La Leccia

Castello La Leccia
Castellina in Chianti
United States
Samuel
$268 nightly
$299 total
Oct 9 - Oct 10
Total with taxes and fees
Castello La Leccia

9. Hotel La Vecchia Cartiera

Hotel La Vecchia Cartiera
Colle di Val d'Elsa
United States
John
$81 nightly
$92 total
Sep 27 - Sep 28
Total with taxes and fees
Hotel La Vecchia Cartiera

10. Hotel Palazzo dei Priori

Hotel Palazzo dei Priori
Siena
Australia
Kerry
$80 nightly
$94 total
Sep 29 - Sep 30
Total with taxes and fees
Hotel Palazzo dei Priori

11. Hotel I Platani

Hotel I Platani
Monteriggioni
United States
Jorge
$75 nightly
$88 total
Sep 20 - Sep 21
Total with taxes and fees
Hotel I Platani

12. Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
Italy
Jane
$61 nightly
$74 total
Sep 13 - Sep 14
Total with taxes and fees
Hotel Casafrassi

13. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
United States
Seong Won
$127 nightly
$147 total
Oct 6 - Oct 7
Total with taxes and fees
Belvedere di San Leonino

14. Hotel Palazzo San Lorenzo & SPA

Hotel Palazzo San Lorenzo & SPA
Colle di Val d'Elsa
Canada
Maria
$188 nightly
$212 total
Oct 7 - Oct 8
Total with taxes and fees
Hotel Palazzo San Lorenzo & SPA

15. Hotel Executive

Hotel Executive
Scacciapensieri
United Kingdom
Susan
$79 nightly
$93 total
Oct 12 - Oct 13
Total with taxes and fees
Hotel Executive

16. Villa Montarioso

Villa Montarioso
Montarioso
Canada
Michael
$88 nightly
$102 total
Oct 12 - Oct 13
Total with taxes and fees
Villa Montarioso

17. Relais Della Rovere

Relais Della Rovere
Colle di Val d'Elsa
Australia
Robert
$197 nightly
$221 total
Sep 27 - Sep 28
Total with taxes and fees
Relais Della Rovere

18. Palace Hotel Due Ponti

Palace Hotel Due Ponti
Due Ponti
United States
Adam
$97 nightly
$112 total
Oct 10 - Oct 11
Total with taxes and fees
Palace Hotel Due Ponti

19. Palazzo di Valli

Palazzo di Valli
Siena
United States
Payton
$182 nightly
$207 total
Sep 25 - Sep 26
Total with taxes and fees
Palazzo di Valli

20. La Cisterna

La Cisterna
San Gimignano City Centre
United States
john
$94 nightly
$111 total
Oct 5 - Oct 6
Total with taxes and fees
La Cisterna
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Top San Chimento Hotel Reviews

Borgo Vescine

Borgo Vescine

10/10 Excellent
"⭐️⭐️⭐️⭐️⭐️ We genuinely did not want to leave Borgo Vescine was everything we hoped a stay in Tuscany would be. The property is absolutely stunning, incredibly peaceful, and so beautifully cared for that once we arrived, we honestly didn’t want to leave. What made the experience even more special was the staff. Everyone we encountered was warm, welcoming and genuinely delightful. The hospitality never felt forced or overly formal. We simply felt very well taken care of throughout our stay. We had dinner at the property and the restaurant was excellent, which made staying in for the evening an easy decision. Breakfast was included with our stay and was such a delicious treat each morning. Being able to wake up somewhere this beautiful, have a wonderful breakfast and then simply enjoy the property was exactly the kind of Tuscan experience we were looking for. The grounds themselves are gorgeous and meticulously maintained, with beautiful views and so many quiet little areas to sit and take everything in. Despite everything the property offers, it still feels serene, intimate and wonderfully quiet. Borgo Vescine is the kind of place that makes you reconsider whatever plans you had for the day because you would rather just stay there. One of our favorite stays in Tuscany and a property I would happily return to. Highly recommend."
Nadege 1-night trip
Posted 20 hours ago
Borgo Vescine
Hotel Athena

Hotel Athena

8/10 Good
"Overall okay hotel. It’s meant more to come in during the morning while explore and out all day. Rooms are small and you can hear everything that’s going on in the hallway and in othe rooms (e.g., crying baby at 3am). Reception staff (Simone) was helpful and bartender (Lucas) was super nice. View in the terrace is good and peaceful but can’t be use if too close to dinner time."
Maria Fernanda 2-night trip
Posted 1 day ago
Hotel Athena
NH Siena

NH Siena

10/10 Excellent
"Superior room not great, Very small with leaking shower and other issues. Upgraded to suite on 5th floor which was excellent. Very spacious, huge bathroom with bath and walk in shower. Great views and comfortable bed."
Paul 3-night trip
Posted 1 day ago
NH Siena
Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel

10/10 Excellent
"The staff were very friendly and helpful. The bar service is the best."
Harley 1-night trip
Posted 3 days ago
Villa Scacciapensieri Boutique Hotel
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"All the staff in the hotel were very helpful and we would like to stay there again."
Richard 2-night trip
Posted 3 days ago
Grand Hotel Continental Siena – Starhotels Collezione
Borgo San Felice Resort

Borgo San Felice Resort

10/10 Excellent
"An unforgettable stay in Tuscany!** Our stay at Borgo San Felice was truly incredible from beginning to end. From the moment our private driver picked us up at the train station and brought us through the beautiful Tuscan countryside to the resort, everything felt seamless and special. The property itself is absolutely breathtaking pictures truly don’t do it justice. We enjoyed dinner on the property, a wonderful couples massage, a private wine tour and tasting, and a relaxing pool day. We especially loved the live piano music in the evenings; it added such a romantic and elegant touch to the entire experience. The service was one of the highlights of our stay. A special shout-out to **Herman at the pool**, who was always attentive and completely on point with everything we needed. We also had an amazing experience at **Poggio Rosso**, where **Matia provided top-notch service** and made our Michelin-starred dinner feel even more memorable. Every detail from the beautiful grounds and peaceful atmosphere to the food, wine, spa, and exceptional hospitality—made our time here unforgettable. Borgo San Felice gave us exactly the Tuscany experience we were hoping for and more. We absolutely loved our stay and would return in a heartbeat. Highly recommend! 🇮🇹🍷✨"
Yael 2-night trip
Posted 6 days ago
Borgo San Felice Resort
Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"Amazing! I wish I could have stayed forever!"
Christopher 1-night trip
Posted 7 days ago
Fattoria di Vegi
Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse

10/10 Excellent
"Excellent stay. My second time coming, this time brought my parents and we had an amazing, relaxing time. Hope to be back soon!"
Stephanie 3-night trip
Posted 7 days ago
Hotel Casolare Le Terre Rosse
 Palazzo Ravizza

Palazzo Ravizza

8/10 Good
"Great view from our room, lovely courtyard, nice staff. Tricky if you’re driving."
Robyn 1-night trip
Posted 8 days ago
Palazzo Ravizza

More cheap stays in San Chimento

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
$95 nightly
$111 total
Sep 29 - Sep 30
Total with taxes and fees
7.8/10 Good! (258 reviews)
Cannon d'Oro
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
$113 nightly
$130 total
Oct 11 - Oct 12
Total with taxes and fees
7.8/10 Good! (435 reviews)
Piccolo Hotel Etruria
Antico Borgo Poggiarello

Antico Borgo Poggiarello

Strada Di San Monti 12 Monteriggioni SI
$158 nightly
$177 total
Oct 11 - Oct 12
Total with taxes and fees
9/10 Wonderful! (20 reviews)
Antico Borgo Poggiarello
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
$157 nightly
$178 total
Oct 5 - Oct 6
Total with taxes and fees
8.8/10 Excellent! (106 reviews)
Albergo Centrale
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
$164 nightly
$186 total
Oct 11 - Oct 12
Total with taxes and 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 San Chimento?
The best area to stay in San Chimento is within the historic walled city center itself, offering an authentic Tuscan experience.This area is characterized by its narrow, cobblestone streets, medieval architecture, and historic landmarks like the Duomo di San Chimento and the Palazzo Pretorio. It's a pedestrian-friendly zone with many local shops, trattorias, and cafes tucked away in its winding alleys and small piazzas. Couples will find this area particularly appealing for its romantic setting and the ease of exploring on foot.For families, staying just outside the city walls, particularly along the Viale delle Mura, provides a good balance. Here, you'll find accommodations that often include more space, gardens, or pools, offering a quieter retreat after a day of sightseeing.
When is the best time to go to San Chimento?
The best time to go to San Chimento, Tuscany, Italy is during the spring (April to early June) or autumn (September to October) for pleasant weather and fewer crowds.During these shoulder seasons, the weather is mild and comfortable, ideal for exploring the rolling hills, vineyards, and historic towns that define the Tuscan landscape. Spring brings blooming wildflowers and lush green scenery, while autumn offers vibrant fall foliage and harvest festivals. You'll find it easier to book accommodations and dinner reservations without the peak summer rush.Couples looking for a romantic escape will appreciate the tranquil beauty of San Chimento during these times. You can enjoy wine tastings at local vineyards, leisurely walks through olive groves, and intimate dinners at trattorias without the bustling crowds of mid-summer. The cooler temperatures are also great for cycling tours through the countryside.Families traveling with children will also find these times advantageous. The milder weather makes outdoor activities more enjoyable for all ages, from exploring medieval castles to picnicking in scenic spots.
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 San Chimento.
How much is the nightly rate at a San Chimento hotel?
Prices for hotels in San Chimento often vary, but you can find a great deal from $74 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.

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