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

Tuscany Winery Hotels from CA $250

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Top Cities in Tuscany

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

Florence

Check availability on Tuscany Winery Hotels

This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

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, (429 reviews)
"Very nice place in the heart of Chianti Pool and premises are extraordinary"
Canada
Maryse
The price is CA $227
CA $250 total
includes taxes & fees
Sep 27 - Sep 28
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, (229 reviews)
"Excellent stay, great breakfast and helpful staff."
India
Saion
The price is CA $288
CA $323 total
includes taxes & fees
Oct 18 - Oct 19
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, (245 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 CA $735
CA $821 total
includes taxes & fees
Oct 20 - Oct 21
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, (132 reviews)
"Gorgeous location with spectacular views and yummy food with very friendly and helpful staff"
United States
Robert
The price is CA $318
CA $357 total
includes taxes & fees
Oct 22 - Oct 23
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, (134 reviews)
"Location, Service and Ambiance amazing. Truly charming location and hotel Staff were wonderful."
United States
Jason
The price is CA $1,887
CA $2,092 total
includes taxes & fees
Oct 24 - Oct 25
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, (345 reviews)
"Was a wonderful stay with beautiful views in a very nice location. Definitely recommend staying here."
United States
Alisa
The price is CA $365
CA $408 total
includes taxes & fees
Oct 22 - Oct 23
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, (204 reviews)
"This is an absolutely beautiful property with wonderful staff, nice rooms and great amenities. We enjoyed fantastic breakfasts and dinner at their on site restaurant and enjoyed the best views from the gym in the morning. This hotel exceeded expectations and helped make our trip to Tuscany one we won’t forget."
Canada
Tara
The price is CA $527
CA $589 total
includes taxes & fees
Oct 2 - Oct 3
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, (185 reviews)
"Beautiful hotel room and location, definitely recommend!"
United States
Krishna
The price is CA $257
CA $292 total
includes taxes & fees
Oct 20 - Oct 21
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 CA $224
CA $254 total
includes taxes & fees
Sep 30 - Oct 1
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 Delle Nazioni

Hotel Delle Nazioni

8/10 Good
"Clean room, nice thick slippers, staff helpful. Walking distance from Termini, laundry etc."
Annie 5-night trip
Posted 6 hours ago
Hotel Delle Nazioni

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