The Best Hotels Closest to Lilliano Estate Winery in Castellina in Chianti - 2026 Updated Prices

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Our top choices for Lilliano Estate Winery hotels

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

A bedroom with a wooden ceiling, a bed with white bedding, a bedside table with a tray of items, and a window with curtains.

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.

1. Castello La Leccia

1.3 mi from Lilliano Estate Winery

Eva

£194

includes taxes & fees

3 Nov - 4 Nov

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

A stone building with a window and a light fixture.

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.

2. Agriturismo San Sano

6.9 mi from Lilliano Estate Winery

Glen

£60

includes taxes & fees

21 Oct - 22 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 rows of grapevines and decorative hanging lights.

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

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

3. Hotel Ristorante La Dama nella Vigna

3.9 mi from Lilliano Estate Winery

Amanda

£86

includes taxes & fees

1 Nov - 2 Nov

A stone building with a swimming pool, surrounded by trees and a view of the landscape.

A stone-walled terrace with a table set for two, a bottle, and candles.

A stone building with a paved entrance and a well-maintained garden with potted plants.

A spacious living room with a wooden staircase, a sofa, a dining table, and a radiator.

4. Relais la Costa - Dimora Storica

6 mi from Lilliano Estate Winery

Doug

£133

includes taxes & fees

29 Oct - 30 Oct

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

A tiled shower area with a square light fixture above the showerhead.

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

7.2 mi from Lilliano Estate Winery

Maria

£100

includes taxes & fees

2 Nov - 3 Nov

A swimming pool with a clear blue water, surrounded by well-maintained grass and hedges.

A bathroom with a sink, mirror, and shower.

A room with a wooden desk, a laptop, a television displaying a news channel, and a window with curtains.

A hotel room with a bed, two bedside tables, a telephone, and wall-mounted light fixtures.

6. Sangallo Park Hotel

7.3 mi from Lilliano Estate Winery

Linda

£81

includes taxes & fees

2 Nov - 3 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.

7. Hotel Borgo di Cortefreda Relais

9 mi from Lilliano Estate Winery

Sergey

£115

includes taxes & fees

24 Oct - 25 Oct

A historic building with a stone facade, multiple windows with shutters, and a well-maintained garden with potted plants and flowers.

A bench in a park with a lamp post and a building in the background.

A hallway with a wooden altar, benches, and a carpet with a floral pattern.

A spacious living room with striped sofas, a coffee table, and a chandelier.

8. Villa Casalecchi Country Hotel

2.5 mi from Lilliano Estate Winery

Alexandra

£120

includes taxes & fees

16 Oct - 17 Oct

A balcony with a view of rolling hills, a table with a book and a bottle, and a chair.

A stone building with a balcony, a stone wall, and a pathway leading to a fountain.

An open dining area with a table set for breakfast, a view of the outdoors, and a rustic brick archway.

A stone wall with a metal railing, overlooking a valley with trees and distant hills.

9. Villa San Filippo

7.5 mi from Lilliano Estate Winery

Nadia

£59

includes taxes & fees

31 Oct - 1 Nov

A covered outdoor seating area with a tiled roof, surrounded by lush greenery and a view of distant hills.

An outdoor patio area with tables and chairs, a reception desk, and potted plants.

A stone building with a rustic exterior, surrounded by lush greenery and outdoor seating areas.

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

10. Hotel Villa San Giorgio

6.1 mi from Lilliano Estate Winery

Arik

£51

includes taxes & fees

3 Nov - 4 Nov

A courtyard with a statue, stone walls, and a reception sign.

A wooden pathway leading to a pool area with a gazebo and potted plants.

A spacious room with a high ceiling, wooden beams, and a chandelier. There are tables and chairs arranged for dining, and a wine rack filled with bottles.

A narrow cobblestone street flanked by stone buildings with arched windows and a central potted plant.

11. Relais Della Rovere

6.2 mi from Lilliano Estate Winery

Megan

£119

includes taxes & fees

28 Oct - 29 Oct

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

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.

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

12. Dievole Wine Resort

5.5 mi from Lilliano Estate Winery

Marissa

£224

includes taxes & fees

2 Nov - 3 Nov

A hotel entrance with a glass facade, a brown awning, and a garden with pink flowers.

A spacious lobby with a reception desk, a staircase with a glass railing, and a wooden floor.

A hotel room with a bed, a desk, a chair, and a window with curtains.

A spacious living area with a sofa, a coffee table, and a view of buildings through large windows.

13. Hotel La Vecchia Cartiera

6.5 mi from Lilliano Estate Winery

Sheila

£71

includes taxes & fees

4 Oct - 5 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 person relaxing in a hot tub with a view of a building and trees in the background.

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.

14. Belvedere di San Leonino

2.5 mi from Lilliano Estate Winery

Michelle Reene

£107

includes taxes & fees

15 Oct - 16 Oct

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

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

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

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

15. Villa Le Barone

7.4 mi from Lilliano Estate Winery

Tereza

£206

includes taxes & fees

17 Oct - 18 Oct

A rustic outdoor dining area with a stone wall, wooden benches, and a table set for two.

A table set with wine glasses and a candle, viewed through a window with string lights.

A bathroom with a bathtub, a window with a view of a vineyard, and a small table with a bottle and glasses.

A white vehicle parked in front of a building with a stone facade and arched windows, surrounded by gravel and greenery.

16. Tenuta CorteDomina

7 mi from Lilliano Estate Winery

Edgar

£200

includes taxes & fees

2 Nov - 3 Nov

An outdoor patio with tables and chairs, surrounded by potted plants and a red building.

A brick building with three windows, a round blue window, and a sign on the wall.

A swimming pool with a clear view of the water, a metal structure on the right, and a landscaped area with chairs and plants in the background.

A courtyard with brick buildings, a stone wall, and a view of the surrounding town.

17. Borgo Grondaie

8.4 mi from Lilliano Estate Winery

Simon

£72

includes taxes & fees

2 Nov - 3 Nov

A table with breakfast items and a view of rolling hills.

A large, modern building with a blue roof, surrounded by lush green fields and trees.

A swimming pool with a white fence and a lifebuoy, surrounded by trees and a sunset.

A grassy area with a stone wall and a wooden fence.

18. Chianti Village Morrocco

8.9 mi from Lilliano Estate Winery

Winonah

£66

includes taxes & fees

8 Oct - 9 Oct

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

A spa room with a stone ceiling, a circular hot tub, a window, and a bench.

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

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

19. Palazzo Squarcialupi

2.7 mi from Lilliano Estate Winery

yvette

£172

includes taxes & fees

21 Oct - 22 Oct

A grand entrance with a staircase leading to a white building, surrounded by lush greenery and potted plants.

A lobby with a reception desk, a large painting, a potted plant, and a patterned floor.

A rooftop terrace with outdoor seating, including a white sofa and wicker chairs, surrounded by potted plants and overlooking a cityscape.

A spacious indoor dining area with wooden ceiling beams, green and pink upholstered chairs, and a central bar area.

20. Villa Ermellina Siena, a Tribute Portfolio Hotel

7.9 mi from Lilliano Estate Winery

Katherine

£130

includes taxes & fees

3 Nov - 4 Nov

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Top Lilliano Estate Winery Hotel Reviews

Palazzo Squarcialupi

10/10 Excellent

"Beautiful, clean hotel in the perfect location. The breakfast was wonderful and we enjoyed a delicious dinner on the terrace overlooking the pool and lovely grounds. The view is fantastic. We briefly visited the spa. Don't miss this! Our room was spacious and they even provided toothbrush and shaving kits. We would definitely return! Our greeting upon arrival from the staff was welcoming and I had a fantastic Aperol sprits from the small bar. I wish we had planned a longer stay!"

Belvedere di San Leonino

10/10 Excellent

"It was an amazing experience, we enjoyed it very much, Cristina was a superb host and super friendly and helpful, I highly recommend this place, it’s beautiful!!"

Agriturismo Villa Godenano - Pool & Suites

10/10 Excellent

"What a wonderful place to stay. From the free breakfast on the patio every morning, the customer service, to the convenience of walking into town, the views - no complaints. Great value, Grazie."

One Belvedere Tuscany

10/10 Excellent

"I spent three nights at the villa and couldn’t have been more pleased. The building is new and the rooms are equipped with modern conveniences. They have done very well to keep the look of an old Tuscan Villa while keeping the feel modern inside. The staff were very attentive and helped us with any questions we had. The villa is so small sometimes you feel like you have it all to yourself! The Thank you grounds are stunning in every corner is an opportunity for a photo. The food was excellent, and my wife, being a coeliac still had plenty of options. If you aren’t aware, though, the entire menu is vegetarian. It was all very good for somebody who is a meat, lover! Perhaps my favourite part of the day was breakfast on the terrace in the morning sun beside the restaurant. It was storybook Tuscan beauty. Thank you, 1 Belvedere for our first class experience."

Fattoria di Vegi

10/10 Excellent

"Booked this as a last minute decision to shorten our time in Milan (and fine a place close to Florence on our way to Montepulciano) We only stayed one night, but wish it had been longer. If you are looking for informal luxury, you will find it at this idyllic Tuscan Estate. They are still expanding their amenities to include a gym, tennis court, and Spa (planned for a 2027 open) what they DO offer is a quiet, thoughtful experience. The room was perfection and the restaurant on the property - delicious. There were a few artists there taking advantage of the atelier, or painting on the property. The estate is located an hour’s drive outside of Florence and is well worth the trip if you are looking for a place to relax. We hope to return with more time to enjoy it."

Riserva di Fizzano Residence

10/10 Excellent

"You'll want a rental car for this hotel due to its location, but it's well worth it! Very peaceful, kind staff, and beautiful property to watch the sunset. Breakfast was great as well and included in our stay."

Villa Casalecchi Country Hotel

8/10 Good

"The Villa itself is beautiful and is a gorgeous setting. However, their road off the main road is not paved or lit. We didn't have our own car as we had a car service but we walked in Castellina each night for dinner, which is about a 25 minute walk. Coming back in pitch black wasn't the most fun! Also, they state their rooms have AC but they're glorified fans and do not cool down the room. Other than these two things, it's a very rustic and authentic Tuscan Villa and the owners are wonderful!"

Locanda le Piazze

10/10 Excellent

"I’m not even sure where to start with this incredible property. It’s an absolute oasis in the heart of Chianti wine region. Theres an extremely well kept pool that overlooks the rolling hills of wineries. The staff are amazing, so accommodating, and predict your every need. The rooms are great and clean and perfect for a couple traveling to wine region. If you aren’t driving yourself, make sure to reach out to the hotel ahead of time to book any car services — transfers within the region are hard to come by but the hotel staff will be more than happy to help with enough lead time. Grazie mille for the wonderful stay! We will be staying here every time we are in the region!"

Hotel Casafrassi

10/10 Excellent

"Wonderful. Gorgeous Tuscany views, pretty rustic buildings, good restaurant. Everything in good condition. I would definitely stay again."

Other attractions near Lilliano Estate Winery

Casina di Cornia Winery

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

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Walls of Monteriggioni

9.2/10 (5 reviews)

You can study the exhibits at Walls of Monteriggioni, a museum with a storied past, during your trip to Castellina in Chianti. Discover the beautiful countryside and wineries in this walkable area.

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Casa Vinicola Luigi Cecchi

9.0/10 (4 reviews)

You can enjoy a tasting or tour at Casa Vinicola Luigi Cecchi during your travels to Castellina in Chianti. Discover the beautiful countryside in this walkable area or enjoy its local tours.

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Mazzei Winery

You can enjoy a tasting or tour at Mazzei Winery during your travels to Fonterutoli. You can enjoy the restaurants while in the area.

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Archaeological Museum of Chianti

8.0/10 (6 reviews)

You can browse the exhibits at Archaeological Museum of Chianti, a museum with a story of its own, during your travels to Castellina in Chianti. Discover the beautiful countryside in this walkable area or enjoy its local tours.

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Castellina Fortress

9.4/10 (3 reviews)

Learn about the local history of Castellina in Chianti with a stop at Castellina Fortress. Discover the countryside and wineries in this relaxing area.

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Via delle Volte

After visiting Via delle Volte, make a plan to see the other sights and activities in Castellina in Chianti. Discover the countryside and wineries in this quaint area.

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Necropolis of Poggino

After visiting Necropolis of Poggino, make a plan to see the other sights and activities in Castellina in Chianti. Discover the countryside and wineries in this relaxing area.

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Frequently asked questions

What's the area like around Lilliano Estate Winery?

Lilliano Estate Winery is located in Lilliano. If you're looking for a convenient place to stay, take a look at the 31 hotels and other accommodation options you'll find within a mile.

What's the best hotel to stay near Lilliano Estate 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 2.4 mi (3.9 km) from Lilliano Estate Winery. Other good choices within 5 miles include Castello La Leccia and Locanda le Piazze.

How many hotels should I expect to find near Lilliano Estate Winery?

Expedia has 31 hotels and other accommodation options within a mile from Lilliano Estate Winery.

If I need to cancel the hotel reservation for my stay near Lilliano Estate Winery, will I receive a refund?

Yes, the majority of hotel bookings are refundable if you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you have a reservation that's non-refundable, it might still be possible to cancel it and receive a refund within 24 hours of your booking. Enter dates in and click on "Search", then use the "fully refundable" filter to review the best deals near Lilliano Estate Winery.

What can I see and do near Lilliano Estate Winery?

Monteriggioni Castle, Walls of Monteriggioni and Castellina Fortress are landmarks that you won't want to miss. If you're looking for something to do, plan a visit to Isole e Olena Winery, Casa Vinicola Luigi Cecchi and Casina di Cornia Winery while you're in the area. If you want to see more of the surrounding area, you can plan a visit to City Hall Castellina In Chianti and Archaeological Museum of Chianti.

Search Hotels Near Lilliano Estate Winery, Castellina in Chianti

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Our top choices for Lilliano Estate Winery hotels

1. Castello La Leccia

2. Agriturismo San Sano

3. Hotel Ristorante La Dama nella Vigna

4. Relais la Costa - Dimora Storica

5. Hotel Palazzo San Lorenzo & SPA

6. Sangallo Park Hotel

7. Hotel Borgo di Cortefreda Relais

8. Villa Casalecchi Country Hotel

9. Villa San Filippo

10. Hotel Villa San Giorgio

11. Relais Della Rovere

12. Dievole Wine Resort

13. Hotel La Vecchia Cartiera

14. Belvedere di San Leonino

15. Villa Le Barone

16. Tenuta CorteDomina

17. Borgo Grondaie

18. Chianti Village Morrocco

19. Palazzo Squarcialupi

20. Villa Ermellina Siena, a Tribute Portfolio Hotel

Top Lilliano Estate Winery Hotel Reviews

Palazzo Squarcialupi

Belvedere di San Leonino

Agriturismo Villa Godenano - Pool & Suites

One Belvedere Tuscany

Fattoria di Vegi

Riserva di Fizzano Residence

Villa Casalecchi Country Hotel

Locanda le Piazze

Hotel Casafrassi

Other attractions near Lilliano Estate Winery

Casina di Cornia Winery

Walls of Monteriggioni

Casa Vinicola Luigi Cecchi

Mazzei Winery

Archaeological Museum of Chianti

Castellina Fortress

Via delle Volte

Necropolis of Poggino

Frequently asked questions