Find hotels in Gaiole in Chianti from ₩116,161

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Our top choices for Gaiole in Chianti hotels

Brolio Agriroom

Brolio Agriroom
Gaiole in Chianti
8.8 out of 10, Excellent, (10)
Sip local wine at this Tuscan B&B's on-site winery, then enjoy free breakfast. Located near Castle of Brolio and San Felice Winery, this countryside retreat offers a restaurant, garden, and complimentary parking for vineyard adventures.

"Ricasoli is stunning, and nice place to stay nearby"
United States
Arturo
Brolio Agriroom

Castello di Meleto

Castello di Meleto
Gaiole in Chianti
8.8 out of 10, Excellent, (90)
Immerse yourself in authentic Tuscany at this historic castle estate. Enjoy wine tastings at the on-site winery, cool off in the seasonal outdoor pool, and dine at La Fornace di Meleto restaurant. Free WiFi and parking complement the beautiful garden and terrace settings.

"This Castle is AMAZING! Agatha and Victor so kind. I highly recommend this place. Wines are extremely wonderful. We really enjoy the staying."
United States
Karem
Castello di Meleto

L' Eroico

L' Eroico
Gaiole in Chianti
10.0 out of 10, Exceptional, (12)
Set in Gaiole in Chianti with views of the Tuscan countryside, this affittacamere offers daily buffet breakfast and tranquil garden spaces. Explore nearby Medieval Tower of Barbischio or unwind on the scenic terrace after a day of wine tasting.

"Monica was the friendliest most enthusiastic host we’ve stayed with. Everything from her greeting to the amazing breakfast was perfect. She does a lot of baking, so the breakfast was really a treat and you could also get eggs cooked in various ways. The room was a little small but very comfortable. Parking was on the street, but it was fairly close and easy."
United States
Perry
L' Eroico

Borgo Casa al Vento

Borgo Casa al Vento
Gaiole in Chianti
8.6 out of 10, Excellent, (38)
Escape to this Chianti countryside farm stay featuring 2 outdoor pools and a rooftop terrace. Indulge in local cuisine at the restaurant after exploring the on-site winery. Cantalici Winery and Medieval Tower of Barbischio await nearby.

"Cute secluded property l!"
United States
Courtney
The price is ₩231,882
₩268,930 total
includes taxes & fees
Dec 28 - Dec 29
Borgo Casa al Vento

Agriturismo Crocino in Chianti

Agriturismo Crocino in Chianti
Gaiole in Chianti
9.0 out of 10, Wonderful, (2)
Sip local vintages at this farm stay's attached winery in Gaiole in Chianti. Cool off in the outdoor pool or relax in the hot tub after exploring nearby Meleto Castle. Free WiFi and parking complete the authentic Tuscan countryside experience.

"Eines der herzlichsten Hotels, welches wir auf unserer Reise besucht haben."
Switzerland
Cornelia
The price is ₩236,229
₩266,781 total
includes taxes & fees
Dec 19 - Dec 20
Agriturismo Crocino in Chianti

Rocca di Castagnoli

Rocca di Castagnoli
Gaiole in Chianti
9.2 out of 10, Wonderful, (28)
Escape to this Gaiole in Chianti affittacamere with an outdoor pool and attached winery. Savor meals at the restaurant before relaxing on the rooftop terrace with garden views. Cantalici Winery and Medieval Tower of Barbischio await nearby.

"It was wonderful to stay in a castle in Tuscany no less Every person we met was attentive and kind We were staying near friends and didn’t hang around the grounds much or use the pool but everything seemed well kept It’s really a place to retreat to eat at and sleep at which served our purpose well "
Canada
Shingo
The price is ₩354,351
₩403,636 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Rocca di Castagnoli

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (503)
Soak in Tuscany from the rooftop terrace at this charming Castelnuovo Berardenga retreat. The on-site restaurant serves Italian cuisine throughout the day, while the garden setting creates a peaceful atmosphere. Terra di Seta and free perks like WiFi, parking, and breakfast add value.

"Excellent place to stay even for the next time. "
Canada
Xuejie
The price is ₩92,214
₩108,375 total
includes taxes & fees
Dec 21 - Dec 22
La Certosa di Pontignano

JOIVY Together Florence Secret Nest

JOIVY Together Florence Secret Nest
3.0 star property
Oltrarno
9.2 out of 10, Wonderful, (473)
Enjoy a peaceful stay at this family-friendly hotel within a quick drive to Florence's iconic spots like Piazza della Signoria and Piazzale Michelangelo. Unwind at the bar after exploring Uffizi Gallery, then wake up to a free breakfast served daily.

"Is very nice place to stay, nice staff to comunícate. Very close to transportation and to local shops and restaurant"
United States
Belkys
The price is ₩105,526
₩136,866 total
includes taxes & fees
Dec 19 - Dec 20
JOIVY Together Florence Secret Nest

Hotel Chiusarelli

Hotel Chiusarelli
3.0 star property
Siena City Centre
8.8 out of 10, Excellent, (1000)
Charming hotel with a restaurant and garden terrace near Stadio Artemio Franchi. Enjoy the complimentary breakfast before exploring nearby Fontebranda. The attentive staff ensures a comfortable stay while room service and free WiFi add convenience.

"Lovely staff and great location with a quiet, comfortable room."
United States
Katherine
The price is ₩133,148
₩151,667 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Hotel Chiusarelli

Hotel Ristorante La Dama nella Vigna

Hotel Ristorante La Dama nella Vigna
Monteriggioni
9.4 out of 10, Exceptional, (33)
Immersed in wine country near Monteriggioni Castle, this charming hotel offers traditional regional cuisine and comfortable accommodations. Enjoy free breakfast, WiFi, and parking while exploring nearby Lilliano Estate Winery.

"Very nice staff and very nice place to stay."
United Kingdom
Ryan
The price is ₩155,585
₩178,073 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Hotel Ristorante La Dama nella Vigna

Palace Hotel Due Ponti

Palace Hotel Due Ponti
3.0 star property
Due Ponti
8.2 out of 10, Very Good, (50)
Set in a convenient location near historic attractions, this hotel offers a restaurant and bar/lounge where guests can relax. Free WiFi and parking enhance the stay, while Basilica di Santa Maria dei Servi is easily accessible.

"Nice place to stay. Fairly close to the medieval area. No need to worry about any ZTL issue. "
United States
joseph
Palace Hotel Due Ponti

Hotel Athena

Hotel Athena
4.0 star property
Siena Historical Center
9.2 out of 10, Wonderful, (1008)
This business-friendly hotel offers a scenic rooftop terrace, free WiFi, and complimentary parking. Guests praise the delicious breakfast and attentive staff. Sample local cuisine at Mangia restaurant, relax at the bar, or visit nearby National Museum of Archaeology.

"Excellent hotel, very helpful staff, highly recommended "
United States
Vikram
The price is ₩130,082
₩148,289 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Hotel Athena

L'Una Dimora

L'Una Dimora
Certaldo
The price is ₩137,011
₩154,177 total
includes taxes & fees
Dec 24 - Dec 25
L'Una Dimora

Hotel Italia

Hotel Italia
3.0 star property
Camollia
9.2 out of 10, Wonderful, (1001)
Experience Siena from this convenient hotel near the train station. Enjoy hiking and mountain biking trails nearby, plus visit Porta Camollia and Siena Stadium. Relax at the bar or on the terrace after exploring. Guests consistently praise the helpful staff and morning breakfast.

"Great staff, wonderful breakfast, close to the plaza. "
United States
Izabela
The price is ₩97,798
₩112,775 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Hotel Italia

Hu Firenze Camping In Town

Hu Firenze Camping In Town
Florence
8.8 out of 10, Excellent, (1612)
Dive into the seasonal outdoor pool or the dedicated children's pool at this well-located Florence retreat. Just a 10-minute drive from Uffizi Gallery and Ponte Vecchio, guests love the helpful staff, restaurant, and 3 poolside bars. Florence Rovezzano Station is only a 10-minute walk away.

"It was a grt place to stay"
United States
Sunitha
Hu Firenze Camping In Town

Radisson Blu Hotel, Florence

Radisson Blu Hotel, Florence
4.0 star property
Florence
10.0 out of 10, Exceptional, (1)
Situated within a 10-minute drive of Uffizi Gallery and Ponte Vecchio, this hotel offers an inviting outdoor pool. Enjoy local cuisine at La Primavera restaurant, a relaxing bar, and fitness center. Convenient to Piazzale Michelangelo and Florence Rovezzano Station.

"Great place I love it"
United States
Christian
The price is ₩182,841
₩225,378 total
includes taxes & fees
Dec 22 - Dec 23
Radisson Blu Hotel, Florence

Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais
4.0 star property
Barberino Tavarnelle
9.4 out of 10, Exceptional, (478)
Experience Tuscan charm at this hillside hotel with outdoor pool and poolside bar. Enjoy local cuisine at Ristorante Cortefreda after a day of massages at the spa. Near Abbey of Passignano and Casa Sola Winery with helpful staff to enhance your stay.

"The views were spectacular and the grounds were so peaceful"
United States
Michelle
The price is ₩124,727
₩147,598 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Hotel Borgo di Cortefreda Relais

Villa Castiglione

Villa Castiglione
2.0 star property
Impruneta
8.6 out of 10, Excellent, (256)
Escape to this family-friendly hotel featuring an outdoor pool, children's splash area, and poolside bar. Just 15 minutes from Florence attractions like Pitti Palace and Ponte Vecchio, with free breakfast, WiFi, and parking.

"Nice and cute place. Great price. "
United States
Jozsef
The price is ₩100,872
₩116,161 total
includes taxes & fees
Dec 21 - Dec 22
Villa Castiglione

Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (422)
Set adjacent to a golf course with easy access to Fontebranda and Piccolomini Library. This hotel offers refrigerators and microwaves in rooms, plus free WiFi and room service. Guests love the helpful staff and clean accommodations.

"A great location!"
Canada
Cheryl
Siena Vip

B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (191)
Immersed in Siena's heart, this B&B offers premium bedding and free WiFi near Teatro dei Rozzi and Fonte Gaia. Daily housekeeping ensures comfort while you explore local attractions. Siena Station is just a 9-minute drive away.

"Safe, clean, close to all attractions"
Canada
Carlo
B&B Il Corso
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Stay near popular Gaiole in Chianti attractions

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

More cheap stays in Gaiole in Chianti

Frequently asked questions

Where is the best place to stay in Gaiole in Chianti?
Ultimo Mulino Wellness Country Hotel is a favorite property for Expedia customers. This hotel offers a full-service spa and free breakfast. Another top choice for your visit based on reviews is Castello di Meleto. See all available top hotels, or vacation rentals in Gaiole in Chianti.
What's the top vacation rental in Gaiole in Chianti?
Borgo Argiano: This vacation home rental outside Gaiole in Chianti is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and an electric kettle. You can relax into your vacation with a garden and a library. See all vacation rentals in Gaiole in Chianti.
If I need to cancel my hotel reservation in Gaiole in Chianti, will I receive a refund?
Yes! Most hotel bookings are fully refundable as long as you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before your arrival date. If you booked a non-refundable reservation, it may still be possible to cancel it and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Gaiole in Chianti.
Where can I learn more about changing or cancelling my trip to Gaiole in Chianti?
For more information about changing or cancelling your trip to Gaiole in Chianti, head over to our customer service page.
What's the best place to stay for a family vacation in Gaiole in Chianti?
Ultimo Mulino Wellness Country Hotel is a hotel with an outdoor pool and a restaurant, and it's a top choice on Expedia for families. Other good options for your stay with the kids include Agriturismo San Sano and Hotel Le Pozze Di Lecchi. Attractions in the area like Borgo di Vescine - Tenute di Castelvecchi and Siena Circuit are also fun for kids of all ages. Find more child-friendly accommodations in Gaiole in Chianti.
What is the top LGBTQ-friendly accommodation in Gaiole in Chianti?
Castello di Tornano Wine Resort is one of the top choices for those in the LGBT community. Agriturismo Crocino in Chianti is another good option for your trip. See all available hotels listed as LGBTQ-friendly in Gaiole in Chianti.
What's the best pet-friendly accommodation in Gaiole in Chianti?
Ultimo Mulino Wellness Country Hotel is a top hotel for people traveling with their pets, and offers a full-service spa and a restaurant for its human guests. Other good choices to stay with your pet include Castello di Tornano Wine Resort and Borgo Le Noci Chianti Retreat & Pool. See more pet-friendly hotel accommodations in Gaiole in Chianti.
Where is the best hotel to stay near Castle of Brolio?
Adjacent to Castle of Brolio, Brolio Agriroom is one of the top choices for your stay based on our traveler data, and this B&B offers a winery and free breakfast. Another good choice is Podere Lucignano Secondo Agriturismo, located just 0.5 mi (0.8 km) away.
What about the best place to stay close to Meleto Castle?
One of the top choices for your stay is Castello di Meleto, located next to Meleto Castle, and this property offers a winery and a restaurant. Castello di Spaltenna and Hotel Le Pozze Di Lecchi are two other good choices within a few miles.
What are some accommodations with pools in Gaiole in Chianti?
Ultimo Mulino Wellness Country Hotel is a top hotel with an outdoor pool, a full-service spa, and free buffet breakfast. View all hotels with pools in Gaiole in Chianti.
What is the best spa hotel in Gaiole in Chianti?
Castello di Spaltenna- Small Luxury Hotels of the World is a top spa hotel featuring a vineyard, a fitness center, tennis courts, and a bar. Treat yourself to a facial, body scrub, or deep-tissue massage at La Pieve. Other popular spa hotels in Gaiole in Chianti include Ultimo Mulino Wellness Country Hotel and Borgo Le Noci Chianti Retreat & Pool. See all spa hotels in Gaiole in Chianti.
What's the best place to stay near Peretola Airport (FLR)?
Hotel Cosmopolitan is a popular 4-star hotel featuring free WiFi and a bar. It's located a short 0.7 mi (1.2 km) from Peretola Airport. Other good choices close to the airport are Best Western Plus CHC Florence and Hotel Mirage.
What's it like to stay in Gaiole in Chianti?
Visitors to Gaiole in Chianti are sure to enjoy the spas and wineries. Tourists can also enjoy so much more including its monuments. In Gaiole in Chianti, there are 288 hotels and other accommodations to choose from. Find out more about Gaiole in Chianti.
What are the top places to visit in Gaiole in Chianti?
Landmarks like Meleto Castle, Badia a Coltibuono, and Castle of Brolio might be worth a visit. Wine tasting is a great activity, and Cantalici Winery is one place to visit. A couple of additional sights to add to your agenda are Medieval Tower of Barbischio and Gaiole in Chianti Stadium. Check out what more to see and do in Expedia's Gaiole in Chianti guide.
What's the seasonal weather like in Gaiole in Chianti?
The hottest months are usually August and July with an average temp of 72°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for Gaiole in Chianti is 37 inches.