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

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Check availability on Gaiole in Chianti Romantic Hotels

Tonight
Oct 15 - Oct 16
Tomorrow
Oct 16 - Oct 17
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Gaiole in Chianti romantic hotels

A swimming pool with a stone deck, surrounded by trees and a castle-like building in the background.
A restaurant with stone walls and a high ceiling, featuring tables set for dining.
A sunlit patio with a glass roof, stone walls, and outdoor seating.
An outdoor dining area with stone buildings and a tower, illuminated by ambient lighting.

1. Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World
Gaiole in Chianti
United States
Michelle
￥52,023
￥58,991 total
includes taxes & fees
Oct 30 - Oct 31
Castello di Spaltenna- Small Luxury Hotels of the World
A stone-walled room with a table set for breakfast, featuring pastries, fruits, and a coffee station.
An outdoor dining area with stone walls, tables, and chairs, surrounded by greenery and a stone building in the background.
A poolside area with lounge chairs and umbrellas, surrounded by stone flooring and greenery.
A bedroom with a large bed, wooden beams, stone wall, and a stone fireplace.

2. Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel
Gaiole in Chianti
Canada
Ariel
￥14,687
￥17,568 total
includes taxes & fees
Oct 21 - Oct 22
Ultimo Mulino Wellness Country Hotel
An outdoor dining area with a pool, potted plants, and umbrellas.
A spa area with a brick archway leading to a circular hot tub surrounded by mosaic tiles.
A villa with a swimming pool, outdoor seating, and a garden.
A restaurant with a table set for two, overlooking a scenic landscape.

3. Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
United States
Ali
￥27,231
￥35,377 total
includes taxes & fees
Oct 19 - Oct 20
Relais Vignale & Spa
A bedroom with a canopy bed, a bedside table, a chair, a potted plant, and a large mirror.
A modern kitchen with a large window, wooden ceiling, and a view of a forested area.
A rustic outdoor setting with a stone building, round tables, and outdoor seating.
An aerial view of a rural village with traditional stone buildings, terraced fields, and a prominent villa with a swimming pool.

4. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
Canada
Michael
￥42,390
￥47,689 total
includes taxes & fees
Oct 18 - Oct 19
Chapter Chianti, a Member of Design Hotels
A couple dining at an outdoor table with a view of the countryside.
A narrow street with buildings on either side, a flag, and a bench.
A spacious room with high arched ceilings, a wooden dining table, chairs, and a bookshelf.
A room with a view of a valley, a stone shelf with flowers, a wooden bench, and a fireplace.

5. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
Canada
Elizabeth
￥18,427
￥21,334 total
includes taxes & fees
Nov 2 - Nov 3
Palazzo Leopoldo Dimora Storica & Spa
A pool with a statue in the center, surrounded by trees and hills.
Room
A spacious bedroom with a large bed, a wooden chair, and a view of the outdoors through an open door.
A stone pathway flanked by wooden barrels with red bands, leading to a distant view of a hill.

6. Borgo Casa al Vento

Borgo Casa al Vento
Gaiole in Chianti
United States
Courtney
￥26,532
￥30,599 total
includes taxes & fees
Nov 1 - Nov 2
Borgo Casa al Vento
A terrace with outdoor seating, tables, and umbrellas, overlooking a scenic landscape.
A villa with a swimming pool, surrounded by lush greenery and vineyards.
A clear blue pool with a stone deck, surrounded by lounge chairs and a scenic mountain view.
A spa area with a staircase leading to a bathroom, a reception desk, and a row of massage chairs.

7. Borgo Le Noci Chianti Retreat & Pool

Borgo Le Noci Chianti Retreat & Pool
Gaiole in Chianti
Sweden
Sofia
￥21,073
￥24,593 total
includes taxes & fees
Oct 18 - Oct 19
Borgo Le Noci Chianti Retreat & Pool
A stone staircase leading to a door, surrounded by stone walls and a potted plant with green leaves and purple flowers.
A rustic interior with a stone fireplace, wooden beams, and a staircase leading to an upper level.
A stone building with a wooden door, outdoor seating, and a pergola with vines.
A stone building with a window and a light fixture.

8. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
Australia
Glen
￥11,008
￥12,816 total
includes taxes & fees
Nov 2 - Nov 3
Agriturismo San Sano
A stone building with a garden in front.
A courtyard with stone walls, potted plants, and a metal fence.
A stone building with a bell tower, arched windows, and a gravel driveway.
A woman sitting by a pool with lounge chairs and umbrellas in the background.

9. Borgo Argenina

Borgo Argenina
Gaiole in Chianti
United States
Tatevik
￥28,373
￥32,624 total
includes taxes & fees
Oct 19 - Oct 20
Borgo Argenina
A stone building with a tiled roof, surrounded by greenery and a clear sky.
A bedroom with a bed, bedside table, lamp, and a television on a stand.
An outdoor patio with wooden tables and benches, stone buildings in the background, and a clear view of the surrounding landscape.
A spacious room with wooden beams, large windows, and a cozy seating area with a patterned rug.

10. Brolio Agriroom

Brolio Agriroom
Gaiole in Chianti
United States
Arturo
￥14,827
￥17,723 total
includes taxes & fees
Nov 6 - Nov 7
Brolio Agriroom
View all properties

Top Gaiole in Chianti Hotel Reviews

Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse

10/10 Excellent
"Great Family run hotel with friendly staff. Perfectly located to explore Tuscany.. we visited Sienna, Certaldo, Volterra, Sam Gimignano and Livorno on the coast. There is a walkable (5mins) winery called Il Colombaio which I would highly recommended. The breakfast buffet was fabulous."
jacquelyn 5-night trip
Posted 2 days ago
Hotel Casolare Le Terre Rosse
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"Beautiful quaint 1000 year old monastery turned into a hotel! The staff was extremely accommodating and we really enjoyed our stay. Very easy to get around all of Tuscany from this hotel."
Michelle 3-night trip
Posted 4 days ago
Castello di Spaltenna- Small Luxury Hotels of the World
Hotel Mulino di Firenze, WorldHotels Crafted

Hotel Mulino di Firenze, WorldHotels Crafted

10/10 Excellent
"From the moment we arrived to the moment we left the staff were fantastic. Lapo, at the front desk, was extremely helpful in making last minute arrangements for anything we needed. The entire staff from the porters, bar tenders, cleaning staff and managers were friendly and accommodating. The property was picturesque and absolutely stunning. We wish we would have stayed more days just to enjoy the property itself. If you're having an afternoon drink on the patio bar or enjoying a scrumptious evening meal in the restaurant you will not be disappointed."
Leslie 3-night trip
Posted 2 weeks ago
Hotel Mulino di Firenze, WorldHotels Crafted
Villa Pitiana

Villa Pitiana

10/10 Excellent
"Beautiful property with priceless views. The on-site restaurant also offered a nice light lunch. The pool area could have been spruced up a bit with some better furniture, but the room was beautiful. Be careful when using the shower as well as it is easy for the water to spray onto the floor. Make sure you understand where the property is located before booking as it is quite a ways outside of Florence city center. I rented a car and drove through the Tuscan hills to arrive."
Connor 1-night trip
Posted 3 weeks ago
Villa Pitiana

Frequently asked questions

Searching for romantic hotels in Gaiole in Chianti?
Are you in need of a romantic escape? Couples choose Gaiole in Chianti for its spas and wineries. If you want to spend a romantic day sharing a bottle of wine with your love, you might plan a visit to Badia a Coltibuono, Cantalici Winery, or Castello di Meleto Cantina. Whether you want to lounge around in luxurious bedding or have a romantic dinner by candlelight, you'll be sure to find accommodation in Gaiole in Chianti to make for the perfect couples' getaway.
What's the best accommodation for a couple going to Gaiole in Chianti?
Ricavo lodge with heated pool and outdoor jacuzzi is a favorite lodge for couples, and features private pools and free breakfast.
When is the best time of year for a romantic getaway to Gaiole in Chianti?
If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures 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.
What is there to do in Gaiole in Chianti?
There's nothing better than experiencing a new destination with your sweetheart, so consider checking out all there is to see and do in Gaiole in Chianti. If you're hoping to see some of the area's cultural attractions, you'll enjoy Gaiole in Chianti for its wineries. Meleto Castle, Badia a Coltibuono, and Cantalici Winery are worth a stop when you're out and about.
What's the best way to get to Gaiole in Chianti and around town during my romantic getaway?
This information about transportation options in Gaiole in Chianti might help your romantic getaway go off without a hitch: The closest major airport is Florence Airport, Peretola (FLR), located 25.9 mi (41.7 km) from the city center. If you'd like to venture out around the area, you may want to rent a car for your trip.

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