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Our top choices for Gaiole in Chianti 5-star hotels

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, (584 reviews)
"Great hotel / room, city center, friendly staff. "
United States
Nebojsa
$313 nightly
The price is $356
Apr 8 - Apr 9
Total with taxes and fees
Grand Hotel Continental Siena – Starhotels Collezione

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, (261 reviews)
"The breakfast was fresh with lots of options and a outdoor setting on the property. The property is beautiful, pool area and spa so peaceful. Excellent service in all areas of hotel! "
Canada
Catherine
$361 nightly
The price is $409
Apr 10 - Apr 11
Total with taxes and fees
Castello di Spaltenna- Small Luxury Hotels of the World

Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais
5.0 star property
Castelnuovo Berardenga
9.2 out of 10, Wonderful, (192 reviews)
"The Sommelier was outstanding, super knowledgeable and personable. He made the tasting and dinning experience unforgettable! "
United States
Michael
$376 nightly
The price is $425
Apr 1 - Apr 2
Total with taxes and fees
Borgo Scopeto Wine & Country Relais

Borgo San Felice Resort

Borgo San Felice Resort
5.0 star property
Castelnuovo Berardenga
9.8 out of 10, Exceptional, (79 reviews)
"One of our favorite places we’ve ever stayed at. 100% recommend. Hopefully we can visit again. "
United States
Maria D
$739 nightly
The price is $825
Apr 7 - Apr 8
Total with taxes and fees
Borgo San Felice Resort

Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano
5.0 star property
Siena
9.8 out of 10, Exceptional, (186 reviews)
"The best in Siena."
Canada
David
$232 nightly
The price is $267
Mar 11 - Mar 12
Total with taxes and fees
Hotel Certosa Di Maggiano

Hotel Le Fontanelle

Hotel Le Fontanelle
5.0 star property
Castelnuovo Berardenga
9.8 out of 10, Exceptional, (95 reviews)
"Amazing place to stay in Tuscany!"
United States
Maria
Hotel Le Fontanelle

Pieve Aldina - Relais & Châteaux

Pieve Aldina - Relais & Châteaux
5.0 star property
Radda in Chianti
10.0 out of 10, Exceptional, (32 reviews)
"Gorgeous design, high quality, delicious food and wine, friendly and helpful staff. "
United States
Lara
$373 nightly
The price is $419
Mar 26 - Mar 27
Total with taxes and fees
Pieve Aldina - Relais & Châteaux

COMO Castello Del Nero

COMO Castello Del Nero
5.0 star property
Barberino Tavarnelle
9.6 out of 10, Exceptional, (133 reviews)
"Beautiful place to stay and enjoy . "
United States
Maryam
$814 nightly
The price is $905
Apr 2 - Apr 3
Total with taxes and fees
COMO Castello Del Nero

Borgo Vescine

Borgo Vescine
5.0 star property
Radda in Chianti
9.4 out of 10, Exceptional, (244 reviews)
"This was a beautiful location. The room was spacious and loved the patio for coffee in the mornings. It was very private. We enjoyed the pool and restaurants were great. Breakfast was amazing. We did the picnic and dinner in the Olive Garden and loved getting to know others at our table. The chefs food choices were so wonderful. We would definitely stay again. "
United States
Sherie
$446 nightly
The price is $500
Apr 7 - Apr 8
Total with taxes and fees
Borgo Vescine

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, (79 reviews)
"Top-notch hotel. Everything, from the grounds, to the breakfast, to the pool, to the spa + gym, is perfect."
United States
Michael
$1,380 nightly
The price is $1,520
Mar 15 - Mar 16
Total with taxes and fees
Castello di Casole, A Belmond Hotel, Tuscany

LHP Certaldo Resort

LHP Certaldo Resort
5.0 star property
Certaldo
9.2 out of 10, Wonderful, (529 reviews)
"We hade a wonderful stay and the service was extraordinary! The breakfast was so very nice and the kids love the pool area. "
Sweden
Joanna
$115 nightly
The price is $133
Apr 1 - Apr 2
Total with taxes and fees
LHP Certaldo Resort

The Club House

The Club House
5.0 star property
Castelnuovo Berardenga
10.0 out of 10, Exceptional, (9 reviews)
"Unbelievable stay. All amenities are included. The staff is very welcoming. Having traveled extensively, this luxury resort is among the most impressive run hotels. The grounds, food, and staff all A+"
United States
Robert
$370 nightly
The price is $419
Apr 7 - Apr 8
Total with taxes and fees
The Club House

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
$494 nightly
The price is $555
Mar 29 - Mar 30
Total with taxes and fees
Castel Monastero - The Leading Hotels of the World

Villa La Massa

Villa La Massa
5.0 star property
Bagno a Ripoli
9.4 out of 10, Exceptional, (109 reviews)
"We stayed here for one night and it was a lovely stay! Very comfortable, nice restaurant and great service! "
United Kingdom
Elisabeth
$521 nightly
The price is $583
Apr 3 - Apr 4
Total with taxes and fees
Villa La Massa

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, (4 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.

View over the hills from the Brolio Castle

Top Gaiole in Chianti Hotel Reviews

Find out more about Gaiole in Chianti

Ready for an incredible adventure? Add even more enjoyment on your next trip to Gaiole in Chianti by treating yourself to the best of the best when it comes to lodging. It's an ideal combination. After all, you love the finer things in life, both at home and when you book a getaway. You'll join the multitudes of vacationers who have made Gaiole in Chianti so popular in the last year. There's no reason to delay a getaway to Gaiole in Chianti any longer. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. Book one of Expedia's luxurious 5-star hotels in Gaiole in Chianti and get ready to enjoy the getaway of a lifetime. You deserve an outstanding getaway.

Book the Best Gaiole in Chianti 5-Star Hotels

You'll have a fantastic time at one of these 5-star hotels. Top-notch service, delicious meals, and one-on-one attention are all ready for you. You're sure to find exactly the accommodation you need. You'll also enjoy a high standard of care and meticulous guest relations, so get ready for a wonderful adventure. What kind of amenities will make your stay a wonderful one? A concierge to help you pick out your next adventure? A deep-tissue massage to help your cares fall away? Comfortable beds, delectable chocolate desserts, and even space for your family pet in some cases...these hotels are one-of-a-kind. Don't want to take our word for it? Explore our listings and pick the perfect accommodation for your needs.

You won't sleep and order room service the entire time, though. Don't worry. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what's on your agenda, the 5-star hotels in Gaiole in Chianti are the perfect place to relax after an exciting day.

Make Your Escape

The results are in, and Gaiole in Chianti 5-star hotels are the place to be when you book your next vacation. If you've been dreaming about a vacation set here, then go ahead and book it. Expedia can help you land a great deal on accommodation. It's time to indulge yourself. Select one of Expedia's Gaiole in Chianti 5-star hotels today and settle down in luxe surroundings tomorrow.

Frequently asked questions

What are the best 5-star hotels in Gaiole in Chianti?
According to Expedia guest reviews, Castello di Spaltenna, Hotel Borgo San Felice and Hotel Le Fontanelle are among the most popular 5-star hotels in Gaiole in Chianti. Featuring top-quality amenities and unmatchable service, you'll enjoy an indulgent and memorable stay.
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 depends on factors such as when you plan to travel and the length of your escape. An insider tip for landing the best deal? Use our pricing filters to check out the available accommodations for your preferred dates.

  • Search for the lowest price per night from $59

What makes a hotel 5 stars in Gaiole in Chianti?
From fine dining venues and 24-hour gyms to swimming pools and superior bedding, the 5-star experience in Gaiole in Chianti is all about indulgence and comfort. But it requires more than just top-notch conveniences to earn a 5-star rating. Hotels also have to provide outstanding guest-focused services like in-room massage treatments, on-site laundry and 24-hour room service.

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