A vineyard with rows of grapevines, a house surrounded by trees, and a road with vehicles.

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Check availability on Chianti Region Romantic Hotels

Tonight
29 Sept - 30 Sept
Tomorrow
30 Sept - 1 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Chianti Region romantic hotels

1. UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
Ruffoli
Canada
James
£139
includes taxes & fees
1 Oct - 2 Oct
UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

2. CHIANTI VINEYARDS OLIVE GROVES FOOD TASTINGS SCENIC VIEWS

CHIANTI VINEYARDS OLIVE GROVES FOOD TASTINGS SCENIC VIEWS
Ruffoli
United States
Lorna M.
£235
includes taxes & fees
30 Sept - 1 Oct
CHIANTI VINEYARDS OLIVE GROVES FOOD TASTINGS SCENIC VIEWS

3. Old medieval apartment

Old medieval apartment
Tavarnelle Val di Pesa
United States
Kathleen F.
£111
includes taxes & fees
4 Oct - 5 Oct
Old medieval apartment

4. Deluxe Room Nero su Bianco with A/C and Private Bathroom in Villa le Facezie B&B

Deluxe Room Nero su Bianco with A/C and Private Bathroom in Villa le Facezie B&B
Terranuova Bracciolini
United States
Lynn P.
£116
includes taxes & fees
13 Oct - 14 Oct
Deluxe Room Nero su Bianco with A/C and Private Bathroom in Villa le Facezie B&B

5. Colle di Val d'Elsa - Siena - Apt Blue - C

Colle di Val d'Elsa - Siena - Apt Blue - C
Colle di Val d'Elsa
United States
ALLAN
£132
includes taxes & fees
14 Oct - 15 Oct
Colle di Val d'Elsa - Siena - Apt Blue - C

6. Superior Settimo Cielo with A/C and Private Bathroom in Villa le Facezie B&B

Superior Settimo Cielo with A/C and Private Bathroom in Villa le Facezie B&B
Terranuova Bracciolini
£130
includes taxes & fees
13 Oct - 14 Oct
Superior Settimo Cielo with A/C and Private Bathroom in Villa le Facezie B&B
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Find out more about Chianti Region

Chianti Region attractions for couples

The Chianti Region, nestled between Florence and Siena, offers a delightful blend of rich history, stunning landscapes, and exquisite culinary experiences. Begin your journey in the charming town of Greve in Chianti, where you can explore the Piazza Matteotti, dotted with local artisan shops and the famous Wine Museum, showcasing the region's celebrated viticulture. A short drive away, the picturesque Certaldo, a medieval hilltop town, invites you to wander its cobbled streets and admire the panoramic views of the surrounding vineyards. Adventurous families will relish a day at Castello di Brolio, where you can tour the castle, sample its fine wines, and picnic amongst scenic vineyards. For those keen on outdoor activities, the Chianti Classico Wine Trail offers a variety of biking routes that wind through the rolling hills and lush landscapes, perfect for an exhilarating family outing. Finally, indulge in a gourmet dining experience at a traditional agriturismo, where you can savour authentic Tuscan dishes prepared with locally sourced ingredients. For accommodation, consider staying in the heart of Radda in Chianti, where boutique hotels blend rustic charm with modern luxury, ensuring attentive service and a comfortable retreat after a day of exploration. Here, you can unwind by the pool, sip a glass of Chianti wine on your balcony, and enjoy breathtaking views of the vineyards stretching into the horizon.

Top Chianti Region Hotel Reviews

Relais Vignale & Spa

Relais Vignale & Spa

10/10 Excellent
"In a convenient location."
MELISSA 2-night trip
Posted 18 hours ago
Relais Vignale & Spa
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."
Tereza 2-night trip
Posted 1 day ago
Villa Le Barone
Hotel Villa Campomaggio

Hotel Villa Campomaggio

10/10 Excellent
"Great hotel"
Dario 2-night trip
Posted 6 days ago
Hotel Villa Campomaggio
Palagina la Dimora

Palagina la Dimora

8/10 Good
"Nice property to relax. Pool is nice. Breakfast is meh but works. Room was spacious although felt outdated and lacking lighting. Some staff were very helpful while some could have been more friendly."
Rayvant 1-night trip
Posted 12 days ago
Palagina la Dimora
COMO Castello Del Nero

COMO Castello Del Nero

10/10 Excellent
"The most beautiful hotel in the heart of Chianti. The service was above and beyond. Everything about this charming hotel was amazing. We cannot wait to go back."
Lauren 3-night trip
Posted 3 weeks ago
COMO Castello Del Nero
Borgo Vescine

Borgo Vescine

10/10 Excellent
"⭐️⭐️⭐️⭐️⭐️ We genuinely did not want to leave Borgo Vescine was everything we hoped a stay in Tuscany would be. The property is absolutely stunning, incredibly peaceful, and so beautifully cared for that once we arrived, we honestly didn’t want to leave. What made the experience even more special was the staff. Everyone we encountered was warm, welcoming and genuinely delightful. The hospitality never felt forced or overly formal. We simply felt very well taken care of throughout our stay. We had dinner at the property and the restaurant was excellent, which made staying in for the evening an easy decision. Breakfast was included with our stay and was such a delicious treat each morning. Being able to wake up somewhere this beautiful, have a wonderful breakfast and then simply enjoy the property was exactly the kind of Tuscan experience we were looking for. The grounds themselves are gorgeous and meticulously maintained, with beautiful views and so many quiet little areas to sit and take everything in. Despite everything the property offers, it still feels serene, intimate and wonderfully quiet. Borgo Vescine is the kind of place that makes you reconsider whatever plans you had for the day because you would rather just stay there. One of our favorite stays in Tuscany and a property I would happily return to. Highly recommend."
Nadege 1-night trip
Posted 3 weeks ago
Borgo Vescine

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