Chianti Region Hotels with Breakfast, Tuscany: Chianti Region Hotel Guide

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Our top choices for Chianti Region hotels with breakfast included

A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.

An aerial view of a castle with a swimming pool, surrounded by dense forest and vineyards.

A stone archway leading to a window with a view of tall trees and a distant landscape.

A stone building with a tower, surrounded by people dining at tables with candles.

1. Castello di Tornano Wine Resort

Gaiole in Chianti

United States

Lisa

€147

includes taxes & fees

29 Oct - 30 Oct

A candle on a tray with corks, a glass with a drink and an orange slice, and a table with chairs in an outdoor setting with arches in the background.

An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

A restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.

An interior corridor with arches, columns, and a brick wall.

2. La Certosa di Pontignano

Castelnuovo Berardenga

United States

Leslie

€103

includes taxes & fees

19 Oct - 20 Oct

A pool with a view of a lush valley and distant buildings.

A courtyard with stone buildings, arched doorways, and potted plants.

A garden with neatly trimmed hedges, a gravel path, and a stone barrel.

A terraced vineyard with stone walls and a stone pathway leading to a seating area with metal chairs and tables.

3. Castello Vicchiomaggio

Greve in Chianti

Canada

Maryse

€167

includes taxes & fees

27 Oct - 28 Oct

A stone-walled dining area with a table set for four, a bench, and a view through an open doorway to the outside.

A cozy living room with a stone fireplace, striped sofas, and a coffee table.

A stone building with a courtyard, a covered seating area, and a small bell tower.

A dining area with a stone wall, wooden beams, and a table set for four with wine glasses and plates.

4. Borgo di Pietrafitta Relais

Castellina in Chianti

United States

Alejandro

€85

includes taxes & fees

25 Oct - 26 Oct

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

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

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

A spa area with a brick archway leading to a circular hot tub surrounded by mosaic tiles.

5. Relais Vignale & Spa

Radda in Chianti

United States

Ali

€188

includes taxes & fees

26 Oct - 27 Oct

A building with a stone facade, a central arched doorway, and a window with a decorative frame.

A room with a view of a forest through a window, a table with a lamp, and a chair.

A cozy living room with a sofa, a coffee table, and a view of greenery through large windows.

A room with a glass table, a vase with flowers, a bottle of wine, and a chair.

6. Dievole Wine Resort

Castelnuovo Berardenga

Canada

Marissa

€295

includes taxes & fees

28 Oct - 29 Oct

A stone-walled room with a table set for breakfast, featuring pastries, fruits, and a coffee station.

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.

An outdoor dining area with stone walls, tables, and chairs, surrounded by greenery and a stone building in the background.

7. Ultimo Mulino Wellness Country Hotel

Gaiole in Chianti

Canada

Samantha

€99

includes taxes & fees

22 Oct - 23 Oct

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

A rustic stone building with a garden in front.

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

8. Belvedere di San Leonino

Castellina in Chianti

United States

Michelle Reene

€126

includes taxes & fees

15 Oct - 16 Oct

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Choose what matters most at hotels with breakfast available in Chianti Region

Pool

4 stars

5 stars

Wifi included

Family-friendly

Hotels with free breakfast and pools in Chianti Region

A building with a stone facade, a central arched doorway, and a window with a decorative frame.

A room with a view of a forest through a window, a table with a lamp, and a chair.

A cozy living room with a sofa, a coffee table, and a view of greenery through large windows.

A room with a glass table, a vase with flowers, a bottle of wine, and a chair.

Dievole Wine Resort

Castelnuovo Berardenga

€295

includes taxes & fees

28 Oct - 29 Oct

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

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

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

A spa area with a brick archway leading to a circular hot tub surrounded by mosaic tiles.

Relais Vignale & Spa

Radda in Chianti

€188

includes taxes & fees

26 Oct - 27 Oct

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

€334

includes taxes & fees

30 Oct - 31 Oct

A person sitting by a swimming pool with a stone building in the background.

An indoor dining area with stone walls, tables set with tablecloths and chairs, and hanging pendant lights.

A stone building with a wooden door and an arched window.

A sunset scene with a person holding a child, benches, and umbrellas in a park setting.

Hotel Borgo di Cortefreda Relais

Tavarnelle Val di Pesa

€135

includes taxes & fees

24 Oct - 25 Oct

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

A spacious room with high arched ceilings, a wooden dining table, chairs, and a bookshelf.

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.

Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

€120

includes taxes & fees

1 Nov - 2 Nov

A wicker chair, a lantern, and a vase of flowers on a balcony with a mountain view.

A spacious living room with a high ceiling, large windows with diamond-patterned blinds, a sofa set, a coffee table, and a painting on the wall.

A rustic stone building with a tiled roof, surrounded by lush greenery and white flowers.

A pool area with a view of a hilly landscape.

Borgo Del Cabreo

Greve in Chianti

€309

includes taxes & fees

11 Oct - 12 Oct

A pool with a view of a lush valley and distant buildings.

A courtyard with stone buildings, arched doorways, and potted plants.

A garden with neatly trimmed hedges, a gravel path, and a stone barrel.

A terraced vineyard with stone walls and a stone pathway leading to a seating area with metal chairs and tables.

Castello Vicchiomaggio

Greve in Chianti

€167

includes taxes & fees

27 Oct - 28 Oct

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

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

A reception area with a wooden ceiling, a reception desk, and seating.

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

Chapter Chianti, a Member of Design Hotels

Cavriglia

€270

includes taxes & fees

6 Oct - 7 Oct

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

A courtyard with outdoor seating, a gravel path, and a building covered in ivy.

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

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

Villa Le Barone

Greve in Chianti

€243

includes taxes & fees

17 Oct - 18 Oct

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

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

A bedroom with a bed, a wooden chair, a desk with a lamp, and a wardrobe.

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

Borgo Vescine

Radda in Chianti

€516

includes taxes & fees

20 Oct - 21 Oct

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4-star hotels with free breakfast in Chianti Region

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

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

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

A spa area with a brick archway leading to a circular hot tub surrounded by mosaic tiles.

Relais Vignale & Spa

Radda in Chianti

€188

includes taxes & fees

26 Oct - 27 Oct

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

A spacious room with high arched ceilings, a wooden dining table, chairs, and a bookshelf.

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.

Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

€120

includes taxes & fees

1 Nov - 2 Nov

A person sitting by a swimming pool with a stone building in the background.

An indoor dining area with stone walls, tables set with tablecloths and chairs, and hanging pendant lights.

A stone building with a wooden door and an arched window.

A sunset scene with a person holding a child, benches, and umbrellas in a park setting.

Hotel Borgo di Cortefreda Relais

Tavarnelle Val di Pesa

€135

includes taxes & fees

24 Oct - 25 Oct

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

A courtyard with outdoor seating, a gravel path, and a building covered in ivy.

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

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

Villa Le Barone

Greve in Chianti

€243

includes taxes & fees

17 Oct - 18 Oct

A large stone building with a tower, surrounded by lush greenery and a well-maintained lawn.

A vineyard landscape with rows of grapevines and a person holding a glass.

A spacious dining area with wooden tables and chairs, a fireplace, and a modern kitchen in the background.

A person in a white hat and white top walking towards a building with a pool, surrounded by greenery and a hilly landscape.

Locanda le Piazze

Castellina in Chianti

€340

includes taxes & fees

12 Oct - 13 Oct

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

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.

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

Hotel Palazzo San niccolò & Spa

Radda in Chianti

€126

includes taxes & fees

1 Nov - 2 Nov

An indoor courtyard with stone flooring, arched columns, and tables set up for dining.

A modern reception area with a stone counter, a sign for SPA VILLA CASAGRANDE, and a staircase leading to a glass door.

A historic building with a stone facade, arched entrance, and a wooden balcony.

A modern spa area with a wooden sauna, a glass-enclosed shower, and a marble-floored pool.

Villa Casagrande Resort & SPA

Figline e Incisa Valdarno

€125

includes taxes & fees

1 Nov - 2 Nov

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

A room with a large window offering a view of a vineyard and distant hills.

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

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

Palagina la Dimora

Figline e Incisa Valdarno

€195

includes taxes & fees

3 Oct - 4 Oct

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

A rustic stone building with a garden in front.

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

Belvedere di San Leonino

Castellina in Chianti

€126

includes taxes & fees

15 Oct - 16 Oct

An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.

A room with a fireplace, two armchairs, a sofa, a chandelier, and a large mirror on the wall.

A yellow building with stone pillars, multiple windows, and a statue in the garden.

A room with a sofa, a desk, a bunk bed, and a patterned floor.

Villa San Lucchese

Poggibonsi

€108

includes taxes & fees

30 Oct - 31 Oct

View all properties

5-star hotels with free breakfast in Chianti Region

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

€334

includes taxes & fees

30 Oct - 31 Oct

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

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

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

An outdoor dining area with tables set for a meal, a sign indicating a wine list, and a view of the landscape.

Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

€528

includes taxes & fees

20 Oct - 21 Oct

A spacious interior with high arched ceilings, stone walls, and a central round mirror reflecting the room. Tables and chairs are arranged for dining or socializing.

A resort with a swimming pool, terraced gardens, and a view of rolling hills.

An outdoor dining area with tables and chairs, a chef preparing food, and a scenic view in the background.

A garden with tall cypress trees, a variety of shrubs, and a stone pathway.

COMO Castello Del Nero

Tavarnelle Val di Pesa

€779

includes taxes & fees

30 Oct - 31 Oct

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

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

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 pool area with lounge chairs and umbrellas, a large building in the background, and a view of the countryside.

Hotel Le Fontanelle

Castelnuovo Berardenga

€549

includes taxes & fees

11 Oct - 12 Oct

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

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

A bedroom with a bed, a wooden chair, a desk with a lamp, and a wardrobe.

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

Borgo Vescine

Radda in Chianti

€516

includes taxes & fees

20 Oct - 21 Oct

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

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

A reception area with a wooden ceiling, a reception desk, and seating.

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

Chapter Chianti, a Member of Design Hotels

Cavriglia

€270

includes taxes & fees

6 Oct - 7 Oct

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 room with a large window overlooking a landscape with trees and hills. There are two upholstered sofas with a patterned rug in the center.

Borgo San Felice Resort

Castelnuovo Berardenga

€710

includes taxes & fees

25 Oct - 26 Oct

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

A person relaxing in a clear pool surrounded by natural scenery.

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

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

€361

includes taxes & fees

22 Oct - 23 Oct

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.

A large indoor swimming pool with clear water, surrounded by modern architecture and a glass railing.

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

The Club House

Castelnuovo Berardenga

€361

includes taxes & fees

1 Nov - 2 Nov

A large building with a swimming pool, surrounded by greenery and outdoor lighting.

A courtyard with a stone bridge over a small water feature, surrounded by greenery and a building with arched windows.

A dining area with tables and chairs, a kitchen in the background, and a patterned wall.

A courtyard with a lawn, seating area, and a weeping willow tree.

LHP Certaldo Resort

Certaldo

€144

includes taxes & fees

18 Oct - 19 Oct

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Top Chianti Region Hotel Reviews

Hotel Toscana Ambassador

Hotel Toscana Ambassador

8/10 Good

"Close to train station"

Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"From the moment we checked in, This place was a Gem. From the friendly and helpful staff to the beautiful grounds, we were so impressed. Its hard to put into words how wonderful this Hotel is. The food, and drinks were incredible. We also celebrated my wife's birthday at this resort and they did a very special dinner for us to enjoy. Along with Campaign and a personalized Birthday dessert. Special thanks to Noamie (hope i got that right). She was absolutely wonderful. I could go on forever about this Resort. So easy to explore the region while calling this a comfortable landing spot. Can't thank the team enough for a wonderful stay."

Palagina la Dimora

Palagina la Dimora

8/10 Good

"Was staying locally for business but the pools open too late for an early swim, which was the plan...so a bit of a disappointment, upside is that you walk to Sting's pizza place :-)"

Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa

8/10 Good

"Under renovation so it could have been better"

Relais Vignale & Spa

Relais Vignale & Spa

10/10 Excellent

"In a convenient location."

Villa Le Barone

Villa Le Barone

10/10 Excellent

"Charming place in Tuscany! Everything was absolutely perfect. We highly suggest to dine at the villa, it was exceptional. Breakfast was delicious as well."

Hu Norcenni Girasole Village

Hu Norcenni Girasole Village

10/10 Excellent

"My family and I had such a great time. Such a kid friendly place and at check in they even had a little playground while you waiting and gave the kids bubbles. So great to be in nature and all of the amenities were lovely. The waterparks that were padded on the ground were genius and we did a family wine tasting which was such a lovely memory. Our stay was so nice with the deck and the grocery store is so affordable for dinners in. Love love love! My toddler played all day and there were so many times we got to relax because they had everything that we wanted or needed right on property."

Villa Il Palagio

Villa Il Palagio

10/10 Excellent

"The check in went great and the property is amazingly managed, a beautiful villa in the hills of Tuscany. It felt magic just walking to it, I would absolutely recommend renting a car if you want to go into Florence often."

Hotel Villa Campomaggio

Hotel Villa Campomaggio

10/10 Excellent

"Great hotel"

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