⭐ Top 10 Hotels Near Isole e Olena Winery for 2026

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Our top choices for Isole e Olena Winery hotels

An outdoor patio with tables and chairs, string lights, and hanging glass globes.

A room with a wooden door, a white chair, and a window with curtains.

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

A dining table set with various dishes, utensils, and a fruit bowl.

1. Bed & Breakfast Le Terrazze del Chianti

San Donato in Poggio, 3.2 km from Isole e Olena Winery

Janine und Thomas

S$136

includes taxes & fees

27 Oct - 28 Oct

A dining area with a table set for two, featuring a view of greenery through a window.

A table with a bottle of Chianti wine, two wine glasses, a book, a magazine, and a bouquet of lilacs.

A sign reading "CAMERE" against a clear blue sky.

A two-story house with a patio area, potted plants, and outdoor furniture.

2. La Locanda di Pietracupa

Madonna di Pietracupa, 2.8 km from Isole e Olena Winery

Isabell

S$198

includes taxes & fees

13 Nov - 14 Nov

A spacious living area with a large window, a sofa, a green armchair, and a patterned armchair.

A stone building with a tower, a glass structure, and outdoor seating.

A bedroom with a bed, bedside tables, a rug, and a view of the outdoors.

A kitchen area with a marble countertop, a stone wall, and a sign reading "Cooking Class".

3. Salvadonica - Borgo del Chianti

14.4 km from Isole e Olena Winery

Belinda

S$103

includes taxes & fees

9 Nov - 10 Nov

A stone staircase leading to a door, surrounded by stone walls and a potted plant with green leaves and purple flowers.

A pool surrounded by lush greenery and vineyards, with a stone building in the background.

A stone building with a wooden door, outdoor seating, and a pergola with vines.

A stone building with a window and a light fixture.

4. Agriturismo San Sano

15.6 km from Isole e Olena Winery

Glen

S$106

includes taxes & fees

28 Oct - 29 Oct

A person sitting in a hot tub with a waterfall feature in the background.

A spa area with wooden benches and a glass partition, a modern bathroom with a large sink, and a corridor leading to another room.

A dining area with tables and chairs, a chandelier, and wall-mounted lighting.

A hotel room with a large bed, a desk, and a chair, a view of a city through the window, and a ceiling light.

5. Hotel Palazzo San Lorenzo & SPA

13.8 km from Isole e Olena Winery

Maria

S$168

includes taxes & fees

8 Nov - 9 Nov

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

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

A rustic stone building with a garden in front.

6. Belvedere di San Leonino

11.1 km from Isole e Olena Winery

Kevork

S$160

includes taxes & fees

27 Oct - 28 Oct

A modern bedroom with a wooden headboard, a large bed with white linens, a bedside table with a lamp, and a sliding glass door leading to an outdoor patio with a table and chairs.

A vineyard with a sign that reads "La dolce vita" and a cart with wine bottles.

A modern bedroom with a large bed, a built-in wardrobe, a seating area, and a view of the outdoors.

An outdoor dining area with tables and chairs, a covered walkway, and a view of a vineyard.

7. Hotel Ristorante La Dama nella Vigna

14 km from Isole e Olena Winery

Amanda

S$148

includes taxes & fees

2 Nov - 3 Nov

A modern bedroom with a wooden floor, a bed with a headboard, a window with curtains, and a shower area with a towel rack.

A rectangular swimming pool with lounge chairs and umbrellas, surrounded by trees and greenery.

A modern bar area with purple seating, a laptop on a shelf, and a wine display.

A modern hotel room with a bed, a desk, a chair, and a TV.

8. Park Hotel Chianti

Tavarnelle Val di Pesa, 10.1 km from Isole e Olena Winery

Manuel

S$101

includes taxes & fees

17 Nov - 18 Nov

A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.

A courtyard with stone buildings, outdoor tables set for dining, and a gravel ground.

A dining area with a table set for two, featuring wine bottles and bread.

A pool area with lounge chairs and umbrellas, surrounded by lush greenery and hills in the background.

9. Castello La Leccia

8.3 km from Isole e Olena Winery

Samuel

S$288

includes taxes & fees

4 Nov - 5 Nov

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

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

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

A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and a building in the background.

10. Villa San Lucchese

9.1 km from Isole e Olena Winery

James

S$159

includes taxes & fees

5 Nov - 6 Nov

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

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

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.

11. Palazzo Leopoldo Dimora Storica & Spa

11.4 km from Isole e Olena Winery

Elizabeth

S$172

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

12. Hotel Palazzo San niccolò & Spa

11.4 km from Isole e Olena Winery

Afeefa

S$139

includes taxes & fees

17 Nov - 18 Nov

A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.

A lobby with a marble reception desk, a vase with pampas grass, and a view of the garden through a large window.

13. Hotel Borgo San Luigi

14.5 km from Isole e Olena Winery

yekta

S$167

includes taxes & fees

8 Nov - 9 Nov

A pool with a pink flamingo float, surrounded by lounge chairs and a stone deck.

A multi-story building with a tiled roof, surrounded by greenery and trees.

A bedroom with a bed, a chair, a red table, and a wardrobe.

A terrace with two chairs and a table, overlooking a scenic landscape with hills and a sunset.

14. La Pensione di Vignamaggio

7.7 km from Isole e Olena Winery

Jacob

S$226

includes taxes & fees

2 Nov - 3 Nov

An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

A dining area with wooden chairs and tables, a chandelier, and potted plants.

A bedroom with a large bed, a sofa, a television, and a painting on the wall.

An arched entrance to a building with a tiled floor and a staircase leading inside.

15. Palazzo Pacini

13.7 km from Isole e Olena Winery

John

S$213

includes taxes & fees

25 Oct - 26 Oct

A courtyard with a stone building featuring green shutters, surrounded by a lush green landscape and trees.

A room with exposed wooden beams, a white radiator, a potted plant, and a small table with a pink orchid.

A dining area with stone walls, wooden beams, and a chandelier. Tables are set with white tablecloths and tea sets.

A stone building with a large archway, a tree in the foreground, and outdoor seating.

16. Arnolfo B&B

13.5 km from Isole e Olena Winery

Elsa

S$117

includes taxes & fees

11 Nov - 12 Nov

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

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.

A person relaxing on a sun lounger by a pool with a table beside them holding a drink and a bowl.

17. Hotel Borgo di Cortefreda Relais - Place of Charme

Tavarnelle Val di Pesa, 7.2 km from Isole e Olena Winery

Sergey

S$182

includes taxes & fees

21 Nov - 22 Nov

A narrow stone pathway leading to a rustic building with a wooden door and a window.

A cozy living room with a fireplace, wooden beams, and comfortable seating.

A well-lit outdoor garden area with stone planters, a paved walkway, and a building with large windows.

A stone building with wooden shutters, a bench, and hanging purple flowers.

18. Castello di Fonterutoli Wine Resort

9.8 km from Isole e Olena Winery

Micaela

S$242

includes taxes & fees

25 Oct - 26 Oct

A stone building with a paved pathway leading to an arched entrance.

A kitchen with white cabinets, a wooden table, and a clock on the wall.

A stone structure with a metal pot on top, a red carriage, and a view of a town in the background.

A buffet table with various food items, including pastries, bread, and fruits.

19. Capanna 1826

15.1 km from Isole e Olena Winery

Richa

S$146

includes taxes & fees

28 Oct - 29 Oct

A table with breakfast items and drinks, set against a vineyard backdrop.

A spacious living area with wooden furniture, wine barrels, and a stone wall.

A bedroom with a bed, a desk, and a chair. There are windows with curtains, a television on the wall, and a view of the outdoors.

A reception area with a wooden counter, a sofa, and a wine display.

20. Podere La Quercia

15.4 km from Isole e Olena Winery

James

S$261

includes taxes & fees

6 Nov - 7 Nov

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Compare top hotels near Isole e Olena Winery

Bed & Breakfast Le Terrazze del Chianti San Donato in Poggio, 3.2 km from Isole e Olena Winery View	La Locanda di Pietracupa Madonna di Pietracupa, 2.8 km from Isole e Olena Winery View	Salvadonica - Borgo del Chianti 14.4 km from Isole e Olena Winery View	Agriturismo San Sano 15.6 km from Isole e Olena Winery View	Hotel Palazzo San Lorenzo & SPA 13.8 km from Isole e Olena Winery View
9.6 Exceptional 45 reviews	9.6 Exceptional 39 reviews	9.6 Exceptional 317 reviews	9.8 Exceptional 112 reviews	9.4 Exceptional 474 reviews
S$136 includes taxes & fees 27 Oct - 28 Oct	S$198 includes taxes & fees 13 Nov - 14 Nov	S$103 includes taxes & fees 9 Nov - 10 Nov	S$106 includes taxes & fees 28 Oct - 29 Oct	S$168 includes taxes & fees 8 Nov - 9 Nov

Top Isole e Olena Winery Hotel Reviews

Palazzo Squarcialupi

8/10 Good

"It had a good location and helpful staff."

Hotel Toscana Ambassador

10/10 Excellent

"Excellent hôtel qualité-prix, très propre, très beau déjeuner, bien situé"

Villa San Filippo

10/10 Excellent

"Tout était parfait, le personnel était au devant de nos besoins et toujours disponible pour rendre notre séjour agréable! Merci"

Fattoria di Vegi

10/10 Excellent

"We loved our stay here! It was the perfect place to slow down and take in the beauty of Tuscany. We enjoyed the cooking class and wine tasting we took with the other couples staying there. Highly recommend booking this as part of your stay! We also enjoyed the amenities they offered like the art room - we set up easels in the grass, drank wine, and drew each other’s portraits which ended up being pretty funny. The food at the restaurant was good although it felt like some of the dishes could’ve been simpler. Our favorite dishes was the pasta with mushrooms and the pizzas on pizza night. The majority of the staff was friendly too. Highly recommend this location if you’re looking for a beautifully designed, relaxing location with amenities/activities. We hope to be back!"

Borgo di Pietrafitta Relais

10/10 Excellent

"Fantastico!"

Bed & Breakfast Le Terrazze del Chianti

10/10 Excellent

"L’endroit était tout simplement magnifique nous avions la grande chambre à l’étage. Le cachet de l’établissement vous fait changer d’époque et que dire de ces hôtes, ils nous ont accueillis avec gentillesse . Le village est aussi magnifique si vous cherchez un endroit merveilleux n’hésitez pas ."

Riserva di Fizzano Residence

8/10 Good

"Had a wonderful time here over 3 days in mid-September. The room was rustic but it fit the surroundings, with the only issue being the air conditioning did not keep up with the heat at night. Their dinners were fabulous, with some of the best food and service we had in 5 weeks across Italy. Breakfast however did leave a bit to be desired. The calm and peaceful atmosphere was very enjoyable, and the sunset views over the vineyards will always be memorable."

Locanda le Piazze

10/10 Excellent

"This property is beautiful, our room was beautiful, and every staff member was friendly and very helpful. It is pretty centrally located - close to Siena and San Gimignano. We would stay here again!"

Casale di Villore

10/10 Excellent

"Spacious living space with a kitchen and cosy bedroom. Lovely outdoor area to sit in afternoon and a communal swimming pool with great view."

Other attractions near Isole e Olena Winery

Buondonno Winery

9.6/10 (4 reviews)

You can enjoy a tasting or tour at Buondonno Winery during your travels to Castellina in Chianti. Discover the beautiful countryside and wineries in this relaxing area.

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Casa Emma

7.0/10 (2 reviews)

You can enjoy a tasting or tour at Casa Emma during your travels to Barberino Tavarnelle. Discover the beautiful countryside and wineries in this relaxing area.

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Chianti Observatory

4.0/10 (1 review)

You can spend an afternoon browsing the exhibits at Chianti Observatory during your travels in Barberino Tavarnelle. Discover the beautiful countryside and wineries in this quaint area.

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Casa Sola - Chianti Winery

You can enjoy a tasting or tour at Casa Sola - Chianti Winery during your travels to Cortine. Discover the beautiful countryside and wineries in this quaint area.

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Fattoria di Montecchio

10.0/10 (3 reviews)

You can enjoy a tasting or tour at Fattoria di Montecchio during your travels to Barberino Tavarnelle. Discover the beautiful countryside in this relaxing area or enjoy its local tours.

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Castello della Paneretta

8.0/10 (1 review)

You can enjoy a tasting or tour at Castello della Paneretta during your travels to Monsanto. Discover the beautiful countryside in this relaxing area or enjoy its local tours.

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Pieve di San Donato in Poggio

You can find out about the history of Barberino Tavarnelle with a trip to Pieve di San Donato in Poggio. Discover the countryside and wineries in this relaxing area.

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Castello di Monsanto

6.0/10 (4 reviews)

You can enjoy a tasting or tour at Castello di Monsanto during your travels to Monsanto. Discover the beautiful countryside and wineries in this relaxing area.

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Frequently asked questions

What's the area like around Isole e Olena Winery?

Isole e Olena Winery is located in an area of Barberino Tavarnelle known for its array of wineries. If you're looking for a convenient place to stay, take a look at the 17 hotels and other accommodation options you'll find within a mile.

What's the best place to stay close to Isole e Olena Winery?

Fattoria di Vegi is one of the top choices for your stay based on our traveller data, and this hotel offers a winery and free breakfast. It's located 3 mi (4.8 km) from Isole e Olena Winery. Other good choices within a few miles include Fattoria Casa Sola and Bed & Breakfast Le Terrazze del Chianti.

How many hotels are there close to Isole e Olena Winery?

Expedia has 17 hotels and other accommodation options within a mile from Isole e Olena Winery.

If I need to cancel the hotel reservation for my stay near Isole e Olena Winery, will I receive a refund?

Yes, most hotel reservations are fully refundable if cancelled prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you might be able to cancel it and get a refund within 24 hours of your booking. Plug in your dates, click on "Search", then use the filter option "fully refundable" to view the top deals on offer near Isole e Olena Winery.

What can I see and do near Isole e Olena Winery?

Castello della Paneretta, Castellina Fortress and Walls of Monteriggioni are notable landmarks to explore if you're in the area. If you've got some time to explore the area around Isole e Olena Winery, you may want to make a stop by Casa Emma, Casa Sola - Chianti Winery and Buondonno Winery. Chianti Observatory, Castello di Monsanto and City Hall Castellina In Chianti are a few additional nearby sights.

How can I get to Isole e Olena Winery?

If you're hopping a train into the city, Barberino Val d'Elsa Station is the closest station to Barberino Val d'Elsa. There may not be many public transport options to choose from close to Isole e Olena Winery so consider renting a car to see more of the area.

Hotels near Isole e Olena Winery

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Be picky

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Our top choices for Isole e Olena Winery hotels

1. Bed & Breakfast Le Terrazze del Chianti

2. La Locanda di Pietracupa

3. Salvadonica - Borgo del Chianti

4. Agriturismo San Sano

5. Hotel Palazzo San Lorenzo & SPA

6. Belvedere di San Leonino

7. Hotel Ristorante La Dama nella Vigna

8. Park Hotel Chianti

9. Castello La Leccia

10. Villa San Lucchese

11. Palazzo Leopoldo Dimora Storica & Spa

12. Hotel Palazzo San niccolò & Spa

13. Hotel Borgo San Luigi

14. La Pensione di Vignamaggio

15. Palazzo Pacini

16. Arnolfo B&B

17. Hotel Borgo di Cortefreda Relais - Place of Charme

18. Castello di Fonterutoli Wine Resort

19. Capanna 1826

20. Podere La Quercia

Compare top hotels near Isole e Olena Winery

Bed & Breakfast Le Terrazze del Chianti

La Locanda di Pietracupa

Salvadonica - Borgo del Chianti

Agriturismo San Sano

Hotel Palazzo San Lorenzo & SPA

Top Isole e Olena Winery Hotel Reviews

Palazzo Squarcialupi

Hotel Toscana Ambassador

Villa San Filippo

Fattoria di Vegi

Borgo di Pietrafitta Relais

Bed & Breakfast Le Terrazze del Chianti

Riserva di Fizzano Residence

Locanda le Piazze

Casale di Villore

Other attractions near Isole e Olena Winery

Buondonno Winery

Casa Emma

Chianti Observatory

Casa Sola - Chianti Winery

Fattoria di Montecchio

Castello della Paneretta

Pieve di San Donato in Poggio

Castello di Monsanto

Frequently asked questions