A vineyard with rows of grapevines, a house surrounded by trees, and a road with vehicles.

Luxury Hotels in Chianti Region, Tuscany

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check availability on Chianti Region Luxury Hotels

Tonight
Oct 8 - Oct 9
Tomorrow
Oct 9 - Oct 10
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Chianti Region luxury hotels

1. COMO Castello Del Nero

COMO Castello Del Nero
Tavarnelle Val di Pesa
  • Renaissance luxury flourishes at this Italian countryside hotel offering a full-service spa, tennis courts, and Michelin-star dining.
P49,521
P55,038 total
includes taxes & fees
Oct 30 - Oct 31
COMO Castello Del Nero

2. Borgo San Felice Resort

Borgo San Felice Resort
Castelnuovo Berardenga
  • Tuscan vineyard estate captivates with spa bliss, poolside dining, and wine tastings in serene countryside surroundings.
P47,863
P53,356 total
includes taxes & fees
Oct 11 - Oct 12
Borgo San Felice Resort

3. Hotel Le Fontanelle

Hotel Le Fontanelle
Castelnuovo Berardenga
  • Tuscan vineyard estate elevates relaxation with a full-service spa, indoor pool, and winery tours in historic Castelnuovo Berardenga.
P34,422
P38,568 total
includes taxes & fees
Oct 18 - Oct 19
Hotel Le Fontanelle

4. Villa Le Calvane

Villa Le Calvane
Montespertoli
  • Tuscan vineyard villa with three outdoor pools, spa services, and exceptional dining in idyllic countryside setting.
P37,596
P41,851 total
includes taxes & fees
Oct 19 - Oct 20
Villa Le Calvane

5. Borgo Vescine

Borgo Vescine
Radda in Chianti
  • Tuscan elegance unfolds at this luxury hotel, where vineyard views and poolside bliss merge for a captivating retreat in Radda in Chianti.
P29,337
P32,833 total
includes taxes & fees
Nov 8 - Nov 9
Borgo Vescine

6. Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais
Castelnuovo Berardenga
  • Luxurious Tuscan retreat offers winery experiences, spa treatments, and poolside dining.
P23,164
P26,187 total
includes taxes & fees
Nov 5 - Nov 6
Borgo Scopeto Wine & Country Relais

7. Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World
Gaiole in Chianti
  • Tuscan castle spa hotel offers luxury with dual restaurants, indoor/outdoor pools, and vineyard vistas.
P20,815
P23,603 total
includes taxes & fees
Oct 30 - Oct 31
Castello di Spaltenna- Small Luxury Hotels of the World

8. Locanda le Piazze

Locanda le Piazze
Castellina in Chianti
  • Tuscan winery hotel with full-service spa invites luxury travelers to unwind in rural splendor.
P23,010
P25,732 total
includes taxes & fees
Oct 21 - Oct 22
Locanda le Piazze

9. Villa Le Barone

Villa Le Barone
Greve in Chianti
  • Tuscan elegance unfolds at this luxury countryside retreat with 2 outdoor pools, tennis courts, and complimentary bicycles.
P15,724
P17,721 total
includes taxes & fees
Oct 25 - Oct 26
Villa Le Barone

10. Hotel Palazzo San Lorenzo & SPA

Hotel Palazzo San Lorenzo & SPA
Colle di Val d'Elsa
  • Indulge in luxury at this spa-centered hotel, where thermal pools and massage rooms await in the historical district.
P7,248
P8,254 total
includes taxes & fees
Nov 8 - Nov 9
Hotel Palazzo San Lorenzo & SPA
View all properties

Top Chianti Region Hotel Reviews

Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa

8/10 Good
"We quite enjoyed the heated pool and views. Thank you for having us."
Dianna 1-night trip
Posted 3 days ago
Villa I Barronci Resort & Spa
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"This was a beautiful hotel! Everything from the room to the amenities to the staff. Most of the amenities are complimentary (sauna, steam room, pool, gym, etc). The staff were very helpful as well. We would absolutely stay here again."
Sonja 3-night trip
Posted 5 days ago
Castello di Spaltenna- Small Luxury Hotels of the World
Relais Vignale & Spa

Relais Vignale & Spa

10/10 Excellent
"In a convenient location."
MELISSA 2-night trip
Posted 9 days ago
Relais Vignale & Spa
Villa Le Barone

Villa Le Barone

10/10 Excellent
"Charming place in Tuscany! Everything was absolutely perfect. We highly suggest to dine at the villa, it was exceptional. Breakfast was delicious as well."
Tereza 2-night trip
Posted 10 days ago
Villa Le Barone
Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA

8/10 Good
"Restaurant was great. Towels have too much use"
Ana 3-night trip
Posted 2 weeks ago
Villa Casagrande Resort & SPA
COMO Castello Del Nero

COMO Castello Del Nero

10/10 Excellent
"The most beautiful hotel in the heart of Chianti. The service was above and beyond. Everything about this charming hotel was amazing. We cannot wait to go back."
Lauren 3-night trip
Posted 1 month ago
COMO Castello Del Nero

Explore a world of travel with Expedia