Romantic Hotels in Chianti Region

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Top Chianti Region Romantic Getaways & Hotels

Hotel Le Fontanelle

Hotel Le Fontanelle

5 out of 5
SP 408-km 14.7, Pianella, Castelnuovo Berardenga, SI
Free Cancellation
Reserve now, pay when you stay
$535 nightly
The price is $600 total per night
$600 total
Jun 6 - Jun 7
Total includes taxes and fees
A spa, al fresco dining, and a garden await couples looking for a romantic getaway at this upscale hotel. The property also offers soaking tubs, a hot tub, and ...
COMO Castello Del Nero

COMO Castello Del Nero

5 out of 5
Strada Spicciano 7, Barberino Tavarnelle, FI
Free Cancellation
Reserve now, pay when you stay
$1,331 nightly
The price is $1,473 total per night
$1,473 total
Jun 8 - Jun 9
Total includes taxes and fees
Indulge in a romantic getaway at this upscale hotel, where you'll find a spa, a Michelin star restaurant, and a garden. Couples will love the hot tub and Egyptian ...
Villa il Poggiale - Dimora Storica

Villa il Poggiale - Dimora Storica

Via Empolese 69, San Casciano in Val di Pesa, FI
Free Cancellation
Reserve now, pay when you stay
$322 nightly
The price is $355 total per night
$355 total
Jun 2 - Jun 3
Total includes taxes and fees
Spa services, a garden, and a hot tub await visiting couples at this romantic property. The property also offers onsite dining and a rooftop terrace.
Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort

Via Puccini 4, Castellina in Chianti, SI
$201 nightly
The price is $226 total per night
$226 total
May 30 - May 31
Total includes taxes and fees
Love is in the air at this romantic bed & breakfast, featuring al fresco dining and a winery. Couples will appreciate the bar.
Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa

4 out of 5
Via Roma 33, Radda in Chianti, SI
$133 nightly
The price is $153 total per night
$153 total
Jun 22 - Jun 23
Total includes taxes and fees
A spa, in-room massages, and al fresco dining await visiting couples at this romantic hotel. The property also offers a garden and a hot tub.
Hotel Palazzo San Lorenzo & SPA

Hotel Palazzo San Lorenzo & SPA

4 out of 5
Via Gracco Del Secco 113, Colle di Val d'Elsa, SI
Free Cancellation
Reserve now, pay when you stay
$204 nightly
The price is $227 total per night
$227 total
Jun 8 - Jun 9
Total includes taxes and fees
Enjoy a romantic stay at this upscale hotel, featuring a spa and a hot tub. Couples will love the restaurant and bar.
Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel

4 out of 5
Strada di Scacciapensieri 10, Siena, SI
Free Cancellation
Reserve now, pay when you stay
$241 nightly
The price is $271 total per night
$271 total
Jun 10 - Jun 11
Total includes taxes and fees
Book a stay at this romantic hotel, featuring a garden and a lobby fireplace. Couples will appreciate the restaurant, rooftop terrace, and bar.
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

5 out of 5
Banchi Di Sopra 85, Siena, SI
Free Cancellation
Reserve now, pay when you stay
$523 nightly
The price is $587 total per night
$587 total
Jun 16 - Jun 17
Total includes taxes and fees
Indulge in a romantic getaway at this boutique hotel, which offers romance packages, onsite dining, and luxury bedding. Couples will love the 2 bars and luxurious ...
Relais Vignale & Spa

Relais Vignale & Spa

4 out of 5
Via Pianigiani 9, Radda in Chianti, SI
Free Cancellation
Reserve now, pay when you stay
$197 nightly
The price is $224 total per night
$224 total
Jun 22 - Jun 23
Total includes taxes and fees
For a romantic stay, consider this historic hotel, featuring spa services, al fresco dining, and a garden. Couples will appreciate the hot tub and wine tasting ...
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA.

VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA.

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Romance awaits at this villa, which features a garden and a hot tub. Couples will appreciate the in-room fireplaces and outdoor pool.
Cdh Hotel Radda

Cdh Hotel Radda

4 out of 5
Loc La Calvana, 138, Radda in Chianti, Tuscany
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If you're in the mood for love, consider staying at this romantic hotel, featuring a spa and a garden. You'll also love the hot tub, wine tasting rooms, and ...
Villa San Lucchese

Villa San Lucchese

4 out of 5
Località San Lucchese, 5, Poggibonsi, SI
Free Cancellation
Reserve now, pay when you stay
$179 nightly
The price is $204 total per night
$204 total
Jun 2 - Jun 3
Total includes taxes and fees
If you are ready for a blissful getaway, you and your special someone are sure to love the in-room massages and luxury bedding at this romantic hotel. Other ...
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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.

Chianti Region hotels essential information

Accommodation
5,119 hotels
Lowest Price
$153
Highest Price
$1,473
Popular hotels
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA., Palazzo Leopoldo Dimora Storica & Spa, COMO Castello Del Nero, Villa il Poggiale - Dimora Storica, Castello di Fonterutoli Wine Resort, Hotel Le Fontanelle, Cdh Hotel Radda, Relais Vignale & Spa, Hotel Palazzo San Lorenzo & SPA, Villa San Lucchese, Villa Scacciapensieri Boutique Hotel, Grand Hotel Continental Siena – Starhotels Collezione

Recent Chianti Region hotel reviews by fellow wanderers

Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais

5 out of 5
Posted 3 days ago
Travelocity Verified Review
"Absolutely stunning location with excellent customer service and the dining is exceptional."
A verified traveler stayed at Hotel Borgo di Cortefreda Relais
Hotel Borgo di Cortefreda Relais