A historic tower with arches and a bell, surrounded by traditional buildings with tiled roofs and satellite dishes.

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Tuscany Accommodation: Most Popular Cities to Stay

A cityscape with prominent historical architecture, including a large dome and a bell tower.
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Florence

Florence
The Leaning Tower of Pisa with tourists in the foreground.
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Pisa

Pisa

Check availability on Tuscany Winery Hotels

This weekend
28 Aug - 30 Aug
Next weekend
4 Sep - 6 Sep

Our top choices for Tuscany hotels with winery

A pool with a view of a lush valley and distant buildings.

1. Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
9.4 out of 10, Exceptional, (418 reviews)
"Incredible stay."
United States
Shane
The price is ฿7,425
฿8,168 total
includes taxes & fees
27 Aug - 28 Aug
Castello Vicchiomaggio
A narrow stone pathway leading to a rustic building with a wooden door and a window.

2. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (224 reviews)
"Very peaceful and staff was very helpful with reservations for excursions"
United States
Giancarlo
The price is ฿7,150
฿8,018 total
includes taxes & fees
27 Aug - 28 Aug
Castello di Fonterutoli Wine Resort
A restaurant with a glass ceiling, wicker hanging decorations, and a tiled floor.

3. Borgo Vescine

Borgo Vescine
5.0 star property
Radda in Chianti
9.6 out of 10, Exceptional, (239 reviews)
"Had an amazing time. Rooms can be a bit hot at times but everything else was spectacular. Highly recommended"
United States
Gabrielle
The price is ฿24,723
฿27,500 total
includes taxes & fees
26 Aug - 27 Aug
Borgo Vescine
A cozy room with a fireplace, two armchairs, and a table.

4. Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
9.6 out of 10, Exceptional, (128 reviews)
"We were welcomed by energetic Betina and she made our stay enjoyable and memorable. We had a delicious dinner on site. Our bed and pillows was very comfortable making it difficult to wake up. Pool area had excellent views of Pienza in the distance."
United States
Peter
The price is ฿8,742
฿9,769 total
includes taxes & fees
29 Aug - 30 Aug
Tenuta Santo Pietro
A stone wall with a view of rolling hills and mountains.

5. Castello Banfi - Il Borgo - Relais et Chateaux

Castello Banfi - Il Borgo - Relais et Chateaux
5.0 star property
Montalcino
10.0 out of 10, Exceptional, (131 reviews)
"Location, Service and Ambiance amazing. Truly charming location and hotel Staff were wonderful."
United States
Jason
The price is ฿51,332
฿56,847 total
includes taxes & fees
29 Aug - 30 Aug
Castello Banfi - Il Borgo - Relais et Chateaux
A spacious living room with a leather sofa, a wooden coffee table, and a view through large arched windows.

6. Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze
Montepulciano
9.8 out of 10, Exceptional, (336 reviews)
"Was a wonderful stay with beautiful views in a very nice location. Definitely recommend staying here."
United States
Alisa
The price is ฿11,128
฿12,393 total
includes taxes & fees
20 Sept - 21 Sept
Relais Villa Grazianella - UNA Esperienze
A large stone building with a tower, surrounded by lush greenery and a well-maintained lawn.

7. Locanda le Piazze

Locanda le Piazze
4.0 star property
Castellina in Chianti
9.8 out of 10, Exceptional, (200 reviews)
"Good resort"
United Kingdom
Oluwafunmilayo
The price is ฿12,486
฿13,964 total
includes taxes & fees
1 Sept - 2 Sept
Locanda le Piazze

8. Villa Loggio Winery and Boutique Hotel

Villa Loggio Winery and Boutique Hotel
Cortona
10.0 out of 10, Exceptional, (3 reviews)
"Staff was amazing. "
Canada
Chloe
Villa Loggio Winery and Boutique Hotel
A stone pillar with carvings, a glass door leading outside, and a person sitting on a lounge chair.

9. Hotel Villa Campomaggio

Hotel Villa Campomaggio
4.0 star property
Radda in Chianti
9.4 out of 10, Exceptional, (180 reviews)
"This property is amazing! The views are absolutely breathtaking, and the food is delicious. I highly recommend it. It’s also a fantastic choice for families, as the staff are incredibly accommodating and welcoming toward children."
United States
Stacey
The price is ฿7,805
฿8,815 total
includes taxes & fees
24 Sept - 25 Sept
Hotel Villa Campomaggio
A narrow street with stone buildings, wooden barrels, and potted plants.

10. Fattoria San Donato

Fattoria San Donato
San Gimignano
9.4 out of 10, Exceptional, (63 reviews)
"Incredible property! You feel like you’re in the middle of a Tuscan fairytale! "
United States
Terranova
The price is ฿4,943
฿5,628 total
includes taxes & fees
31 Aug - 1 Sept
Fattoria San Donato
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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Top Tuscany Hotel Reviews

Hotel Paris

Hotel Paris

10/10 Excellent
"A so enjoyed the historic element of the hotel. The rooms were well appointed the breakfast area with the fresco ceiling was amazing as was the terrace. The front staff were excellent would stay here again without question!"
Jeffrey 3-night trip
Posted 13 hours ago
Hotel Paris