A stone castle with battlements overlooking a lush valley with vineyards.

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Our top choices for Gaiole in Chianti 5-star hotels

Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais
5.0 star property
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (208 reviews)
"Amazing hotel"
United Kingdom
Bogdan
The price is 12.866.090 ₫
14.453.442 ₫ total
includes taxes & fees
12 Jul - 13 Jul
Borgo Scopeto Wine & Country Relais

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione
5.0 star property
Siena City Centre
9.2 out of 10, Wonderful, (612 reviews)
"Loved the location Restaurant was outstanding!! "
Canada
Julie
The price is 8.475.495 ₫
9.623.788 ₫ total
includes taxes & fees
5 Aug - 6 Aug
Grand Hotel Continental Siena – Starhotels Collezione

Borgo San Felice Resort

Borgo San Felice Resort
5.0 star property
Castelnuovo Berardenga
9.8 out of 10, Exceptional, (85 reviews)
"Absolutely wonderful!"
Canada
Cynthia
The price is 21.844.795 ₫
24.330.138 ₫ total
includes taxes & fees
4 Aug - 5 Aug
Borgo San Felice Resort

Hotel Le Fontanelle

Hotel Le Fontanelle
5.0 star property
Castelnuovo Berardenga
9.8 out of 10, Exceptional, (103 reviews)
"This was one of the most beautiful properties we have ever stayed! The staff was very informative and inviting. The room was extremely clean. Breakfast was much better than advertised with one of the most beautiful views we had while in Italy. Can’t wait to come back. Highly recommend"
United States
Shawn
The price is 9.126.194 ₫
10.339.556 ₫ total
includes taxes & fees
2 Aug - 3 Aug
Hotel Le Fontanelle

Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World
5.0 star property
Gaiole in Chianti
9.6 out of 10, Exceptional, (275 reviews)
"Beautiful historic property with incredible spa and pool."
United States
Stacy
The price is 10.826.761 ₫
12.210.180 ₫ total
includes taxes & fees
3 Aug - 4 Aug
Castello di Spaltenna- Small Luxury Hotels of the World

Pieve Aldina - Relais & Châteaux

Pieve Aldina - Relais & Châteaux
5.0 star property
Radda in Chianti
10.0 out of 10, Exceptional, (40 reviews)
"I cannot say enough good things about Pieve Aldina. This property was beautiful and well maintained. Definitely worth the drive into Tuscany for a peaceful retreat. The staff were excellent and always at your service. Our room was rustic and cozy but the bathroom was spacious and luxurious. I truly enjoyed my stay and wish I had booked a few extra days!"
United States
Peyton
The price is 9.645.660 ₫
10.850.821 ₫ total
includes taxes & fees
30 Jul - 31 Jul
Pieve Aldina - Relais & Châteaux

COMO Castello Del Nero

COMO Castello Del Nero
5.0 star property
Barberino Tavarnelle
9.6 out of 10, Exceptional, (141 reviews)
"Beautiful hotel, great staff."
United States
Vicente
The price is 21.613.674 ₫
24.015.637 ₫ total
includes taxes & fees
1 Aug - 2 Aug
COMO Castello Del Nero

Villa La Massa

Villa La Massa
5.0 star property
Bagno a Ripoli
9.6 out of 10, Exceptional, (113 reviews)
"We stayed here for one night and it was a lovely stay! Very comfortable, nice restaurant and great service! "
United Kingdom
Elisabeth
The price is 22.419.051 ₫
24.901.551 ₫ total
includes taxes & fees
6 Jul - 7 Jul
Villa La Massa

Borgo Vescine

Borgo Vescine
5.0 star property
Radda in Chianti
9.4 out of 10, Exceptional, (250 reviews)
"Great place with incredibly helpful staff"
United States
David
The price is 12.106.288 ₫
13.557.512 ₫ total
includes taxes & fees
19 Jul - 20 Jul
Borgo Vescine

The Club House

The Club House
5.0 star property
Castelnuovo Berardenga
9.8 out of 10, Exceptional, (18 reviews)
"Beautiful property excellent staff great spa loved everything about it!!"
United States
Natalyn
The price is 11.120.123 ₫
12.532.878 ₫ total
includes taxes & fees
2 Aug - 3 Aug
The Club House

Castello di Casole, A Belmond Hotel, Tuscany

Castello di Casole, A Belmond Hotel, Tuscany
5.0 star property
Casole d'Elsa
9.6 out of 10, Exceptional, (80 reviews)
"Amazing hotel - friendly staff - top of hotel world "
Singapore
Bingjian
The price is 64.659.824 ₫
71.185.956 ₫ total
includes taxes & fees
12 Jul - 13 Jul
Castello di Casole, A Belmond Hotel, Tuscany

Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano
5.0 star property
Siena
10.0 out of 10, Exceptional, (206 reviews)
"Beautiful rooms, amazing breakfasts, very helpful staff and lovely outdoor spaces with great views. Perfect spot for relaxing only half an hour walk from the centre of Siena."
United Kingdom
Sophie
The price is 12.118.099 ₫
13.630.652 ₫ total
includes taxes & fees
12 Jul - 13 Jul
Hotel Certosa Di Maggiano

Chapter Chianti a Member of Design Hotels

Chapter Chianti a Member of Design Hotels
5.0 star property
Cavriglia
The price is 8.748.925 ₫
9.804.233 ₫ total
includes taxes & fees
13 Jul - 14 Jul
Chapter Chianti a Member of Design Hotels

LHP Certaldo Resort

LHP Certaldo Resort
5.0 star property
Certaldo
9.2 out of 10, Wonderful, (534 reviews)
"The staff were excellent, especially Carim."
United Kingdom
Rob
The price is 3.719.813 ₫
4.272.240 ₫ total
includes taxes & fees
13 Jul - 14 Jul
LHP Certaldo Resort

Castel Monastero - The Leading Hotels of the World

Castel Monastero - The Leading Hotels of the World
5.0 star property
Castelnuovo Berardenga
8.8 out of 10, Excellent, (144 reviews)
"Had two wonderful nights at the Castel Monastero (wish we had more). Will definitely go back"
Canada
John
The price is 20.516.111 ₫
22.868.525 ₫ total
includes taxes & fees
1 Aug - 2 Aug
Castel Monastero - The Leading Hotels of the World

La Bagnaia Golf Resort

La Bagnaia Golf Resort
5.0 star property
Murlo
8.4 out of 10, Very good, (116 reviews)
"This properties has the nicest view set in a medival village and the staff is great. I would stay there again and take more time to enjoy the hotel."
Canada
Eric
La Bagnaia Golf Resort

Podere Cavalbianco

Podere Cavalbianco
5.0 star property
Monte San Savino
10.0 out of 10, Exceptional, (5 reviews)
"Everything was perfect. The breakfast is excellent, the location and the appartment/rooms are amazing. Couldn’t expect more"
United States
Edith
Podere Cavalbianco

Agriturismo San Fabiano

Agriturismo San Fabiano
5.0 star property
Monteroni d'Arbia
10.0 out of 10, Exceptional, (1 review)
"I can't imagine a better home-like experience than what we experienced here. Our hosts were charming and, more importantly, gave us a great window into what living in Tuscany is all about. We can't wait to go back! And for a much longer stay..."
United States
James
Agriturismo San Fabiano
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Learn more about Gaiole in Chianti

Medieval stone buildings house family-run wine shops where you can taste Chianti Classico from surrounding vineyards. Join locals at Piazza Ricasoli's cafés before exploring L'Eroica cycling route that winds through nearby hilltop villages.

A stone castle with battlements overlooking a lush valley with vineyards.

Top Gaiole in Chianti Hotel Reviews

Frequently asked questions

What are the best 5-star hotels in Gaiole in Chianti?
Get ready for 5-star opulence at Castello di Spaltenna, Pieve Aldina or Borgo San Felice Resort. These are some of the most popular escapes in Gaiole in Chianti according to Expedia guest reviews. Choose one and enjoy a taste of the good life!
How much does it cost to stay in a 5-star hotel in Gaiole in Chianti?
The amount you pay for a 5-star hotel in Gaiole in Chianti can vary depending on when you decide to travel and how long you plan to be away, among several factors. Use our price per night filter and other search tools to score the best deal on a luxurious stay.

  • Search for the lowest price per night from 3.436.324 ₫

What makes a hotel 5 stars in Gaiole in Chianti?
From fine dining restaurants and all-day gyms to swimming pools and the finest bedding, the 5-star experience in Gaiole in Chianti is all about comfort and indulgence. But it calls for more than just top-notch perks to receive a 5-star rating. Accommodation must also provide extraordinary guest-centric services like in-room massage treatments, dry cleaning and laundry and concierge services.