A narrow street with stone buildings, a 'Zona traffico limitato' sign, and people walking.

Find Boutique Hotels in Radda in Chianti

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Radda in Chianti Boutique Hotels

Tonight
Sep 2 - Sep 3
Tomorrow
Sep 3 - Sep 4
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

Our top choices for Radda in Chianti boutique hotels

A historic stone building with multiple windows and a courtyard.
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.
A stone building with outdoor seating and a garden with roses.
A pool area with lounge chairs and a service person attending to a guest.

1. Borgo San Felice Resort

Borgo San Felice Resort
Castelnuovo Berardenga
Canada
Cynthia
NT$33,826
NT$37,576 total
includes taxes & fees
Sep 6 - Sep 7
Borgo San Felice Resort
An interior with a grand arched ceiling, a large clock, and a central round table with chairs.
A grand hallway with high ceilings, ornate columns, and a central chandelier. There are seating areas with tables and chairs, and a large potted plant in the middle.
A spacious lobby with a high ceiling, ornate columns, and a central chandelier. There are multiple seating areas with chairs and tables, and a large potted plant in the center.
A grand entrance with a revolving door, potted plants, and a classic stone facade.

2. Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione
Siena City Centre
United States
Lisa
NT$19,733
NT$22,075 total
includes taxes & fees
Sep 20 - Sep 21
Grand Hotel Continental Siena – Starhotels Collezione
An aerial view of a town with a large lake, surrounded by greenery and hills.
A table set for dining with a view of a lake and hills in the background.
A poolside area with lounge chairs and umbrellas, a stone building, and a large orange house with a tiled roof.
A view from a window overlooking a river, with a table in the foreground featuring a vase and a bowl.

3. Villa La Massa

Villa La Massa
Bagno a Ripoli
United Kingdom
Katie
NT$25,820
NT$28,695 total
includes taxes & fees
Sep 5 - Sep 6
Villa La Massa
A large, classical building with a symmetrical facade, multiple windows, and a central entrance with a canopy.
A luxurious living room with a fireplace, two sofas, and a coffee table with books.
A grand room with ornate gold detailing, multiple chandeliers, and a central table with a vase of flowers.
An opulent room with a grand chandelier, ornate gold detailing, and a large mirror reflecting the luxurious decor.

4. Villa Cora

Villa Cora
Oltrarno
Canada
Xiang
NT$28,042
NT$31,435 total
includes taxes & fees
Sep 5 - Sep 6
Villa Cora
A hotel with a pool, outdoor seating, and a mountainous backdrop.
An aerial view of a large estate with a central building surrounded by manicured gardens, a swimming pool, and a fountain.
A cozy living room with a stone wall, wooden beams, a sofa, a coffee table, and a view through open doors.
A bedroom with a stone archway, a bed, a chair, a table, and a window with curtains.

5. Castello di Casole, A Belmond Hotel, Tuscany

Castello di Casole, A Belmond Hotel, Tuscany
Casole d'Elsa
United States
sarah
NT$62,381
NT$68,693 total
includes taxes & fees
Sep 25 - Sep 26
Castello di Casole, A Belmond Hotel, Tuscany
A balcony with two wooden chairs, a table with a teapot and glasses, and a view of a building with a clock tower.
A building facade with stone masonry, arched windows, and a hanging sign.
A hotel room with a bed, a chandelier, a mounted animal head, a painting, and a window with curtains.
A cozy living room with a high ceiling, two armchairs, a coffee table with magazines, and a window with curtains.

6. Porcellino Gallery

Porcellino Gallery
Historic Centre of Florence
United States
Denisse
NT$5,187
NT$6,880 total
includes taxes & fees
Sep 6 - Sep 7
Porcellino Gallery
A dining area with a table set for two, a window with a view of historic buildings, and a chair with a cushion.
A dining area with multiple tables and chairs, large windows with curtains, and a chandelier.
A hallway with a checkered floor, a wooden console table with books, a lamp, and a chair.
A traditional room with a red sofa, patterned armchairs, a wooden coffee table, and a red leather chair. There are framed portraits on the wall, a potted plant, and a window with curtains.

7. Hotel Pendini

Hotel Pendini
Historic Centre of Florence
United States
Monica
NT$8,766
NT$10,083 total
includes taxes & fees
Sep 5 - Sep 6
Hotel Pendini
A cozy outdoor seating area with wicker furniture, a large potted plant, and lanterns.
A grand hotel with a prominent entrance, multiple floors, and a well-lit facade.
A cozy lounge area with a sofa, armchairs, a fireplace, and a large mirror.
An outdoor dining area with tables and chairs, overlooking a historic building with a dome and bell tower.

8. Grand Hotel Baglioni

Grand Hotel Baglioni
Historic Centre of Florence
United States
Angela
NT$12,141
NT$13,870 total
includes taxes & fees
Sep 6 - Sep 7
Grand Hotel Baglioni
A conservatory with glass walls, a sofa, and a bust sculpture.
A conservatory with a piano, a table set with wine glasses, and a bust sculpture.
A lobby with green walls, wooden floors, and a central seating area with sofas and a coffee table.
A spa area with a hot tub, brick walls, and star-patterned decor.

9. Hotel Number Nine

Hotel Number Nine
Historic Centre of Florence
United Kingdom
Freya
NT$11,994
NT$13,781 total
includes taxes & fees
Sep 3 - Sep 4
Hotel Number Nine
A formal garden with a fountain, seating areas, and a view of the landscape.
A large, multi-story building with a symmetrical facade, a central entrance with steps, and a formal garden with neatly trimmed hedges and potted plants.
A conservatory with a wicker chair, a bust sculpture, and potted plants.
A swimming pool with lounge chairs and umbrellas, surrounded by greenery.

10. Il Salviatino

Il Salviatino
Florence
United States
Anna
NT$26,854
NT$30,127 total
includes taxes & fees
Sep 3 - Sep 4
Il Salviatino
View all properties

Top Radda in Chianti Hotel Reviews

Bernini Palace

Bernini Palace

10/10 Excellent
"Stunning, historic, beautiful property which is centrally located for easy touring of all the major sites. We highly recommend this property."
David 5-night trip
Posted 2 days ago
Bernini Palace
Grand Hotel Baglioni

Grand Hotel Baglioni

8/10 Good
"Beautiful hotel and great staff. There was construction on our side, so they provided us a free bottle of Chianti wine. It was an amazing experience. The only negative was the service in the roof top lounge. We only managed to have 1 round until we were about to walk out after waiting about 49 minutes for the next round. They were not busy."
Natalie 3-night trip
Posted 2 days ago
Grand Hotel Baglioni

Frequently asked questions

What's the best boutique accommodation in Radda in Chianti?
Borgo Livernano is a favorite choice for Expedia travelers looking for a stylish accommodation.
What's there to see and do in Radda in Chianti?
The spas, wineries, and scenery are just some of the things to enjoy while you're in the area. Attractions and activities to experience around Radda in Chianti include Castello di Radda Winery, Borgo di Vescine - Tenute di Castelvecchi, and Castello di Albola. You might also like to explore more of the area and take in additional sights like Meleto Castle, Badia a Coltibuono, and Il Molino di Grace Winery while you're here.
What kind of weather should I plan for when I travel to Radda in Chianti?
Getting an idea of what to expect from the weather in Radda in Chianti will help you enjoy your stay to the fullest. 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 Radda in Chianti is 37 inches.
What's the best way to get to my boutique hotel in Radda in Chianti?
You have a few options for transportation to and around Radda in Chianti. The closest major airport is Florence Airport, Peretola (FLR), which is located 23.4 mi (37.7 km) from the heart of the city. If you'd like to venture out around the area, consider renting a car to take in more sights.

Explore a world of travel with Expedia