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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 $644 per night from May 5 to May 6
$644
includes taxes & fees
May 5 - May 6
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
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 $1,468 per night from Jun 1 to Jun 2
$1,468
includes taxes & fees
Jun 1 - Jun 2
Stay at this 5-star luxury hotel in Barberino Tavarnelle. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Antinori nel Chianti Classico ...
COMO Castello Del Nero
Castello di Spaltenna- Small Luxury Hotels of the World
5 out of 5
Fully refundableReserve now, pay when you stay
  • 10 min drive from Castle of Brolio
The price is $497 per night from May 12 to May 13
$497
includes taxes & fees
May 12 - May 13
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- Small Luxury Hotels of the World
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Borgo San Felice Resort
5 out of 5
  • 4 min drive from Castle of Brolio
The price is $872 per night from May 8 to May 9
$872
includes taxes & fees
May 8 - May 9
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
Borgo Scopeto Wine & Country Relais
5 out of 5
Fully refundableReserve now, pay when you stay
  • 14 min drive from Castle of Brolio
The price is $472 per night from May 5 to May 6
$472
includes taxes & fees
May 5 - May 6
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
Castello di Casole, A Belmond Hotel, Tuscany
5 out of 5
Fully refundableReserve now, pay when you stay
  • 54 min drive from Castle of Brolio
The price is $1,493 per night from May 7 to May 8
$1,493
includes taxes & fees
May 7 - May 8
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
Hotel Le Fontanelle
5 out of 5
Fully refundableReserve now, pay when you stay
  • 10 min drive from Castle of Brolio
The price is $545 per night from Jun 3 to Jun 4
$545
includes taxes & fees
Jun 3 - Jun 4
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
Borgo Vescine
5 out of 5
Fully refundableReserve now, pay when you stay
  • 23 min drive from Castle of Brolio
The price is $438 per night from May 15 to May 16
$438
includes taxes & fees
May 15 - May 16
Stay at this 5-star luxury hotel in Radda in Chianti. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Borgo Vescine
Pieve Aldina Relais & Chateaux
5 out of 5
  • 21 min drive from Castle of Brolio
The price is $434 per night from May 7 to May 8
$434
includes taxes & fees
May 7 - May 8
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
 La Bagnaia Golf Resort
5 out of 5
Fully refundableReserve now, pay when you stay
  • 40 min drive from Castle of Brolio
The price is $253 per night from May 28 to May 29
$253
includes taxes & fees
May 28 - May 29
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
Castel Monastero - The Leading Hotels of the World
5 out of 5
Fully refundableReserve now, pay when you stay
  • 17 min drive from Castle of Brolio
The price is $695 per night from May 11 to May 12
$695
includes taxes & fees
May 11 - May 12
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 - The Leading Hotels of the World
Villa La Massa
5 out of 5
  • 1 hour drive from Castle of Brolio
The price is $777 per night from May 16 to May 17
$777
includes taxes & fees
May 16 - May 17
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
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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 $253.

  • 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.