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Romantic Hotels in Chianti Region

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Featured Chianti Region Romantic Hotels

Palazzo Leopoldo Dimora Storica & Spa
Palazzo Leopoldo Dimora Storica & Spa
4 out of 5
Via Roma 33, Radda in Chianti, Siena
Fully refundableReserve now, pay when you stay
Stay at this 4-star spa hotel in Radda in Chianti. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Castello di Radda Winery and Borgo ...
Palazzo Leopoldo Dimora Storica & Spa
COMO Castello Del Nero
COMO Castello Del Nero
5 out of 5
Strada Spicciano 7, Barberino Tavarnelle, FI
Stay at this 5-star luxury hotel in Barberino Tavarnelle. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Abbey of Passignano and Casa ...
COMO Castello Del Nero
Villa il Poggiale - Dimora Storica
Villa il Poggiale - Dimora Storica
Via Empolese 69, San Casciano in Val di Pesa, FI
Fully refundableReserve now, pay when you stay
Book a stay at this spa property in San Casciano in Val di Pesa. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Monastary of Sorelle ...
Villa il Poggiale - Dimora Storica
Castello di Fonterutoli Wine Resort
Castello di Fonterutoli Wine Resort
Via Puccini 4, Castellina in Chianti, SI
Fully refundableReserve now, pay when you stay
Stay at this B&B in Castellina in Chianti. Enjoy free WiFi, an attached winery, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
Castello di Fonterutoli Wine Resort
Hotel Le Fontanelle
Hotel Le Fontanelle
5 out of 5
SP 408-km 14.7, Pianella, Castelnuovo Berardenga, SI
Stay at this 5-star luxury hotel in Castelnuovo Berardenga. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Piazza del Campo and Chianti ...
Hotel Le Fontanelle
Cdh Hotel Radda
Cdh Hotel Radda
4 out of 5
Loc La Calvana, 138, Radda in Chianti, Tuscany
Stay at this 4-star spa hotel in Radda in Chianti. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Castello di Radda Winery and Borgo ...
Cdh Hotel Radda
Relais Vignale & Spa
Relais Vignale & Spa
4 out of 5
Via Pianigiani 9, Radda in Chianti, SI
Stay at this 4-star spa hotel in Radda in Chianti. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Castello di Radda Winery and Borgo ...
Relais Vignale & Spa
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
Fully refundableReserve now, pay when you stay
Stay at this 4-star luxury hotel in Colle di Val d'Elsa. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Art in Color and Ranuccio Bianchi ...
Hotel Palazzo San Lorenzo & SPA
Villa San Lucchese
Villa San Lucchese
4 out of 5
Località San Lucchese, 5, Poggibonsi, SI
Fully refundableReserve now, pay when you stay
Stay at this 4-star family-friendly hotel in Poggibonsi. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Villa San Lucchese
Villa Scacciapensieri Boutique Hotel
Villa Scacciapensieri Boutique Hotel
4 out of 5
Strada di Scacciapensieri 10, Siena, SI
Stay at this 4-star family-friendly hotel in Siena. Enjoy free breakfast, free WiFi, and an outdoor pool. Popular attractions Piazza del Campo and Siena Cathedral ...
Villa Scacciapensieri Boutique Hotel
Grand Hotel Continental Siena – Starhotels Collezione
Grand Hotel Continental Siena – Starhotels Collezione
5 out of 5
Banchi Di Sopra 85, Siena, SI
Fully refundableReserve now, pay when you stay
Stay at this 5-star luxury hotel in Siena. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the room service ...
Grand Hotel Continental Siena – Starhotels Collezione
Borgo San Felice Resort
Borgo San Felice Resort
5 out of 5
San Felice, Castelnuovo Berardenga, SI
Stay at this 5-star luxury hotel in Castelnuovo Berardenga. Enjoy free breakfast, free WiFi, and free parking. Popular attractions San Felice Winery and Castle ...
Borgo San Felice Resort
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.

Hotels with Hot Tubs in Chianti Region

Castello di Spaltenna
Castello di Spaltenna
5 out of 5
Via Spaltenna 13, Gaiole in Chianti, SI
Stay at this 5-star spa hotel in Gaiole in Chianti. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Church of San Sigismondo and Gaiole ...
Castello di Spaltenna
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
Stay at this 4-star luxury hotel in Colle di Val d'Elsa. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Art in Color and Ranuccio Bianchi ...
Hotel Palazzo San Lorenzo & SPA
Agriturismo Vecchio Borgo di Inalbi
Agriturismo Vecchio Borgo di Inalbi
Via delle Terre Bianche 32, Impruneta, FI
Stay at this farm stay in Impruneta. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Ponte Vecchio and Uffizi Gallery are located ...
Agriturismo Vecchio Borgo di Inalbi
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.

Luxury Hotels in Chianti Region

COMO Castello Del Nero
COMO Castello Del Nero
5 out of 5
Strada Spicciano 7, Barberino Tavarnelle, FI
Stay at this 5-star luxury hotel in Barberino Tavarnelle. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Abbey of Passignano and Casa ...
COMO Castello Del Nero
Castel Monastero
Castel Monastero
5 out of 5
Monastero D'Ombrone, Castelnuovo Berardenga, SI
Stay at this 5-star luxury hotel in Castelnuovo Berardenga. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Villa a Sesta Polo Club and ...
Castel Monastero
Grand Hotel Continental Siena – Starhotels Collezione
Grand Hotel Continental Siena – Starhotels Collezione
5 out of 5
Banchi Di Sopra 85, Siena, SI
Stay at this 5-star luxury hotel in Siena. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the room service ...
Grand Hotel Continental Siena – Starhotels Collezione
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.

Romantic Hotels in Chianti Region

Looking to pop the big question? Book a romantic hotel. Digging yourself out of the doghouse? Book a romantic hotel. Regardless of the reason for spoiling your partner, a romantic hotel in Chianti Region will do the trick.

What’s love got to do with it?

Pick a flirty place with a secluded pool and private cabanas or go for one with an in-room hot tub and a swanky restaurant on-site. Some hotels in Chianti Region even offer romantic packages, so you can really crank up the heat. Did someone say couple’s massages? Yes, please!

Maybe it’s the little things like a ridiculously good view from your balcony or the bottle of bubbly waiting for you when you arrive, but whatever it is, your sweetie is going to flip when they see the romantic resort you booked in Chianti Region. Just imagine the fun you’ll have with a place all to yourselves.

Love your hotel; love your savings

You’ll find yourself falling for a lot more than your honey when you book a romantic hotel in Chianti Region. You and your partner will have hearts in your eyes when you set your sights on our swoon-worthy hotel rates. Filter hotels by:

  • Hotwire Hot Rates: Snag a Hotwire Hot Rate and you’ll find out the name of your hotel after you book. It’s like the best blind date ever.

  • Price: With rooms starting at $99, your heart may skip a beat when you see how low our prices go on Romantic hotels.

  • Amenities: Room with a view? Fancy restaurant? Room service? Sort through our amenities to find whatever puts you two in the mood.

We’re no doctor of love, but we’ve got some advice for you, don’t wait for a reason to book a romantic hotel. Surprise your honey with a getaway to Chianti Region for no reason at all. Spice it with up a Hotwire Hot Rate—after all, every good relationship loves a little mystery.