Luxury Hotels in Gaiole in Chianti

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Luxury Hotels in Gaiole in Chianti

A swimming pool with a stone deck, surrounded by trees and a castle-like building in the background.

A stone building with a garden, tall trees, and a clear blue sky.

An outdoor dining area with stone buildings and a tower, illuminated by ambient lighting.

A restaurant with stone walls and a high ceiling, featuring tables set for dining.

Castello di Spaltenna- Small Luxury Hotels of the World

Gaiole in Chianti

2 restaurants
Full-service spa
Poolside bar
Concierge services

$399

$451 total

includes taxes & fees

Sep 6 - Sep 7

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 bedroom with a large bed, wooden beams, stone wall, and a stone fireplace.

A cozy seating area with two chairs and a table, a stone wall, and a clock on a pedestal.

Ultimo Mulino Wellness Country Hotel

Gaiole in Chianti

Full-service spa
Poolside bar
Concierge services

$148

$172 total

includes taxes & fees

Sep 23 - Sep 24

A spa area with a stone ceiling, a pool, and two sun loungers.

A buffet area with various fruits and a bar with bottles.

A spa area with multiple white massage chairs arranged in a row, a brick ceiling, and a staircase in the background.

A luxurious room with ornate ceiling artwork, plush seating, and elegant lighting fixtures.

Hotel Palazzo San niccolò & Spa

Radda in Chianti

2 restaurants
Full-service spa
Poolside bar
Concierge services

$167

$191 total

includes taxes & fees

Sep 8 - Sep 9

An outdoor dining area with a pool, potted plants, and umbrellas.

An outdoor dining area with a table set for two, overlooking a pool and vineyard.

A villa with a swimming pool, outdoor seating, and a garden.

A restaurant with a table set for two, overlooking a scenic landscape.

Relais Vignale & Spa

Radda in Chianti

Full-service spa
Rooftop pool
Concierge services

$182

$236 total

includes taxes & fees

Oct 5 - Oct 6

A couple dining at an outdoor table with a view of the countryside.

A woman in a blue bikini in a spa pool with a stone wall and a blue light fixture.

A narrow street with buildings on either side, a flag, and a bench.

A room with a view of a valley, a stone shelf with flowers, a wooden bench, and a fireplace.

Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

3 restaurants
Full-service spa
Poolside bar
Concierge services

$216

$244 total

includes taxes & fees

Oct 5 - Oct 6

A bedroom with a canopy bed, a bedside table, a chair, a potted plant, and a large mirror.

A modern living room with a white sofa, armchairs, and a coffee table.

A bar area with a high ceiling, wooden beams, and a bar counter with stools.

A rustic outdoor setting with a stone building, round tables, and outdoor seating.

Chapter Chianti, a Member of Design Hotels

Cavriglia

2 restaurants
Indoor pool
Concierge services

$394

$440 total

includes taxes & fees

Sep 13 - Sep 14

A stone pillar with carvings, a glass door leading outside, and a person sitting on a lounge chair.

A spa area with stone flooring, wooden chairs, a table with amenities, and a view of a garden through a glass door.

A landscaped garden with a swimming pool, a vineyard in the background, and a stone pathway.

A courtyard with a stone building, wooden pergola, and raised garden beds with various plants.

Hotel Villa Campomaggio

Radda in Chianti

Full-service spa
Outdoor pool
Concierge services

$247

$279 total

includes taxes & fees

Sep 29 - Sep 30

A stone building with arched windows, a grassy courtyard, and outdoor seating.

An aerial view of a residential property with multiple buildings, a swimming pool, and landscaped gardens.

A cozy living room with a sofa, a dining table with chairs, a hanging lamp, and a mirror on the wall.

A bedroom with a wooden ceiling, a stone wall, a bed, a desk, a chair, a sofa, and a window with curtains.

Pieve Aldina - Relais & Châteaux

Radda in Chianti

Concierge services

$373

$419 total

includes taxes & fees

Sep 30 - Oct 1

A large, historic building with a tiled roof and multiple windows, surrounded by lush gardens and a stone pathway.

A spacious living room with a high ceiling, exposed wooden beams, and a large arched brick structure. There are multiple seating areas with floral-patterned sofas and armchairs. A fireplace and bookshelves are visible in the background.

A table set for breakfast with various dishes, drinks, and a newspaper.

A restaurant with stone pillars, wooden beams, and white tablecloths. Tables are arranged for dining.

Hotel Le Fontanelle

Castelnuovo Berardenga

Full-service spa
Poolside bar
Concierge services

$569

$638 total

includes taxes & fees

Oct 5 - Oct 6

A rustic cellar with brick walls, wooden barrels, and a stone ceiling. There is a wooden table with a wine bottle and glasses, and a television mounted on the wall.

A person relaxing in a hot tub with a view of a building and trees in the background.

A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

A poolside area with lounge chairs and a view of the night sky.

Belvedere di San Leonino

Castellina in Chianti

Hot tub
Outdoor pool
Concierge services

$127

$147 total

includes taxes & fees

Sep 10 - Sep 11

A clear swimming pool with a view of a lush green landscape and distant hills.

A bar area with a fireplace, bar stools, a table with bottles, and a shelf with glasses.

A garden with pink roses, a lawn, and a white umbrella.

A restaurant with multiple tables set for dining, featuring wooden beams and a chandelier.

Villa Le Barone

Greve in Chianti

Poolside bar
Concierge services

$298

$334 total

includes taxes & fees

Sep 25 - Sep 26

A historic stone building with multiple windows and a courtyard.

A stone building with outdoor seating and a garden with roses.

An outdoor dining area with tables set for two, covered by large umbrellas, and a brick wall in the background.

A pool area with lounge chairs and a service person attending to a guest.

Borgo San Felice Resort

Castelnuovo Berardenga

2 restaurants
Full-service spa
Poolside bar
Concierge services
Boutique feel

$1,072

$1,190 total

includes taxes & fees

Sep 6 - Sep 7

A pool with clear water and a row of white lounge chairs facing a scenic hillside view.

A stone-walled hallway with a staircase, a glass table with a red cushion, and a wooden cabinet.

A spa room with a stone ceiling, a window with frosted glass, a bed with pillows, and a wall-mounted artwork.

An outdoor patio with round tables and chairs, surrounded by potted plants and flowers.

Palazzo Squarcialupi

Castellina in Chianti

Full-service spa
Concierge services

$230

$261 total

includes taxes & fees

Sep 8 - Sep 9

An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.

A bar area with brick arches, wooden barrels, leather seating, and a wine rack.

A building with arched windows, a courtyard with a pond, and a metal fence.

A view through a wooden-framed window with a stone archway, a brick wall, and a tiled roof.

Hotel Casafrassi

Castellina in Chianti

Pool
Free breakfast
Pet friendly
Parking available
Free WiFi
Restaurant

$67

$81 total

includes taxes & fees

Sep 13 - Sep 14

A large building with multiple rooms, surrounded by a field of lavender.

A swimming pool with lounge chairs and umbrellas, surrounded by stone buildings and trees.

A historic estate with a central courtyard, surrounded by lush gardens and vineyards.

An arched brick corridor leading to a dining area with tables set for a meal.

Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

2 restaurants
Full-service spa
Poolside bar
Concierge services

$625

$699 total

includes taxes & fees

Sep 7 - Sep 8

A restaurant with a glass ceiling, wicker hanging decorations, and a tiled floor.

An indoor dining area with wooden tables and chairs, hanging baskets, and large windows offering a view of the outdoors.

An aerial view of a villa surrounded by vineyards, with a swimming pool and outdoor seating area.

A rural property with terracotta-roofed buildings, a paved driveway, and lush greenery.

Borgo Vescine

Radda in Chianti

2 restaurants
Poolside bar
Concierge services

$913

$1,014 total

includes taxes & fees

Sep 6 - Sep 7

A spacious lobby with a reception desk, seating area, and a large vase.

A hotel room with two beds, a desk with a computer, a chair, and a tray of breakfast items.

A patio with a round table and chairs, potted plants, and a view of the building's interior.

A modern hotel lobby with a curved reception desk, seating area, and a bar.

Hotel Valdarno

Montevarchi

24-hour gym

$123

$136 total

includes taxes & fees

Sep 18 - Sep 19

A well-maintained garden with geometric hedges and a pathway leading to a building with multiple windows and outdoor seating.

A stone building with a large wooden door and arched entrance, flanked by potted plants.

A restaurant with tables set for dining, large umbrellas, and a view of the landscape.

A cozy living room with a wooden ceiling, a television, a sofa, and a view of greenery outside.

Palagina la Dimora

Figline e Incisa Valdarno

Poolside dining
Hot tub
Poolside bar
Concierge services

$70

$80 total

includes taxes & fees

Sep 13 - Sep 14

A table set for dining with a scenic view of rolling hills and distant mountains.

An aerial view of a property with a swimming pool, surrounded by trees and a view of the countryside.

A courtyard with brick buildings, a column, and potted plants.

A spacious dining area with round tables and wicker chairs, a patterned rug, and a wooden ceiling.

Castello di Leonina Relais

Asciano

Hot tub
Rooftop pool
Concierge services

$229

$259 total

includes taxes & fees

Oct 4 - Oct 5

A stone house with a tiled roof, large glass doors, and a stone pathway leading to it.

A spacious living area with a high arched ceiling, a sofa set, and a glass coffee table.

An indoor dining area with brick arches, tables set for dining, and a view of the outdoors.

An arched stone structure with a view of a landscaped garden and a building with outdoor seating.

The Club House

Castelnuovo Berardenga

2 restaurants
Full-service spa
Concierge services

$899

$1,001 total

includes taxes & fees

Sep 27 - Sep 28

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Top landmarks in Gaiole in Chianti

Castle of Brolio

9.2/10 (44 reviews)

If you're planning a bit of sightseeing during your trip, head to Castle of Brolio— just one of the landmarks located 4 mi (6.5 km) from central Gaiole in Chianti.

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Meleto Castle

8.6/10 (10 reviews)

If you're planning a bit of sightseeing during your trip, head to Meleto Castle— just one of the landmarks located 1.3 mi (2.1 km) from central Gaiole in Chianti. You could also start your cultural experience by heading over to the cathedral in the area.

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Badia a Coltibuono

9.6/10 (12 reviews)

Travelers might want a tour of Badia a Coltibuono, just one of the places to visit in the heart of Badia Coltibuono.

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Cantalici Winery

10.0/10 (1 review)

Travelers might want a tour of Cantalici Winery, just one of the places to visit, and located 2.1 mi (3.4 km) from central Gaiole in Chianti.

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Gaiole in Chianti Stadium

Gaiole in Chianti Stadium is in the heart of Gaiole in Chianti, so why not stop by during your stay.

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Castello di Meleto Cantina

Travelers might want a tour of Castello di Meleto Cantina, just one of the places to visit, and located 1.1 mi (1.7 km) from central Gaiole in Chianti. If you enjoy your tour, head to PoggioBrandani, just a short walk away.

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Medieval Tower of Barbischio

8.0/10 (1 review)

Medieval Tower of Barbischio is just one of the landmarks located 1.1 mi (1.8 km) from central Gaiole in Chianti, so you might want to stop by for a few pics during your trip.

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Church of San Sigismondo

Church of San Sigismondo is in the heart of Gaiole in Chianti, so why not stop by during your stay.

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