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5 Star Hotels in Gaiole in Chianti

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Featured 5 Star Gaiole in Chianti Hotels

Grand Hotel Continental Siena – Starhotels Collezione
5 out of 5
Fully refundableReserve now, pay when you stay
  • 24 min drive from Castle of Brolio
The price is $259 per night from Dec 10 to Dec 11
$259
includes taxes & fees
Dec 10 - Dec 11
Stay at this 5-star luxury hotel in Siena. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the room service ...
Grand Hotel Continental Siena – Starhotels Collezione
Borgo Scopeto Wine & Country Relais
5 out of 5
  • 14 min drive from Castle of Brolio
Stay at this 5-star luxury hotel in Castelnuovo Berardenga. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Borgo Scopeto Wine & Country Relais
COMO Castello Del Nero
5 out of 5
Fully refundableReserve now, pay when you stay
  • 47 min drive from Castle of Brolio
The price is $831 per night from Nov 30 to Dec 1
$831
includes taxes & fees
Nov 30 - Dec 1
Stay at this 5-star luxury hotel in Barberino Tavarnelle. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Santa Lucia al Borghetto Church ...
COMO Castello Del Nero
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Castello di Casole, A Belmond Hotel, Tuscany
5 out of 5
  • 54 min drive from Castle of Brolio
Stay at this 5-star luxury hotel in Casole d'Elsa. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Archeological and Collegiate Church ...
Castello di Casole, A Belmond Hotel, Tuscany
Castel Monastero
5 out of 5
Fully refundableReserve now, pay when you stay
  • 17 min drive from Castle of Brolio
The price is $493 per night from Dec 21 to Dec 22
$493
includes taxes & fees
Dec 21 - Dec 22
Stay at this 5-star luxury hotel in Castelnuovo Berardenga. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Villa a Sesta Polo Club and ...
Castel Monastero
Hotel Le Fontanelle
5 out of 5
  • 10 min drive from Castle of Brolio
Stay at this 5-star luxury hotel in Castelnuovo Berardenga. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Piazza del Campo and Siena ...
Hotel Le Fontanelle
Villa La Massa
5 out of 5
  • 1 hour drive from Castle of Brolio
Stay at this 5-star luxury hotel in Bagno a Ripoli. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Cathedral of Santa Maria del Fiore ...
Villa La Massa
 La Bagnaia Golf Resort
5 out of 5
  • 40 min drive from Castle of Brolio
Stay at this 5-star luxury hotel in Murlo. Enjoy free WiFi, free parking, and an outdoor pool. Popular attraction Val di Merse is located nearby.
La Bagnaia Golf Resort
Castello di Spaltenna
5 out of 5
  • 10 min drive from Castle of Brolio
Stay at this 5-star spa hotel in Gaiole in Chianti. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Church of San Sigismondo and Gaiole ...
Castello di Spaltenna
Borgo San Felice Resort
5 out of 5
  • 4 min drive from Castle of Brolio
Stay at this 5-star luxury hotel in Castelnuovo Berardenga. Enjoy free breakfast, free WiFi, and free parking. Popular attractions San Felice Winery and Castle ...
Borgo San Felice Resort
Pieve Aldina Relais & Chateaux
5 out of 5
  • 21 min drive from Castle of Brolio
Stay at this 5-star luxury hotel in Radda in Chianti. Enjoy free breakfast, free WiFi, and free valet parking. Popular attractions Castello di Radda Winery and ...
Pieve Aldina Relais & Chateaux
The Club House
5 out of 5
  • 10 min drive from Castle of Brolio
Stay at this 5-star luxury hotel in Castelnuovo Berardenga. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Piazza del Campo and Siena ...
The Club House
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5-Star Hotel in Gaiole in Chianti

It’s time. No more meh motels and so-so stays. This vacation it’s all about living it up, and that starts with a great hotel. You want first-class service and award-winning restaurants. Well, let us introduce you to a 5-star hotel in Gaiole in Chianti.

So nice you’ll blink twice

What makes a hotel worthy of supreme star-age? For starters, the service has to be top-notch and personalized. These hotels often have 24-hour room service, a welcome gift upon your arrival, and help you with your bags—even if you travel light.

Are they nicer? Heck yeah, they are! Most 5-star hotels have jaw-dropping aesthetics that give an authentic feel of class. And we’re not talking about that faux-gold soap dish your Aunt Tilda puts out for the guests—it’s the real deal.

Stars in your eyes

Are 5-stars hotels worth it? If you like the finer things in life, then yes, they sure are. But we also know you’re the type that likes to get your caviar on a fish stick budget. We’re right there with you, and that is why we make it easy to find the best 5-star hotel in Gaiole in Chianti for you. Sort by:

  • Price: Want to live large, but keep that budget balanced? We got you. We have 5-star hotels starting at $259.

  • Amenities: Gaiole in Chianti skyline view? Maybe a heated indoor pool? Looking for a Michelin-star restaurant? Search for the hotels that have the amenities you desire.

  • Hotwire Hot Rate: We’ll tell you the name of the hotel after you book, and you might just save a ton.

When you’re looking for the top 5-star hotels in Gaiole in Chianti—but don’t want to pay top dollar—let us help you out. You can get that posh palace of your dreams, and have money left to take on Gaiole in Chianti your way.