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Romantic Hotels in Chianti Region

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Featured Chianti Region Romantic Hotels

La Certosa di Pontignano
La Certosa di Pontignano
loc. Pontignano, 5, Castelnuovo Berardenga, SI
Stay at this business-friendly B&B in Castelnuovo Berardenga. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant ...
La Certosa di Pontignano
Hotel Borgo di Cortefreda Relais
Hotel Borgo di Cortefreda Relais
4 out of 5
Via Roma 191, Barberino Tavarnelle, FI
Stay at this 4-star spa hotel in Barberino Tavarnelle. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful ...
Hotel Borgo di Cortefreda Relais
Borgo Scopeto Wine & Country Relais
Borgo Scopeto Wine & Country Relais
5 out of 5
Strada Comunale 14 Siena - Vagliagli 18, Castelnuovo Berardenga, SI
Stay at this 5-star luxury hotel in Castelnuovo Berardenga. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Borgo Scopeto Wine & Country Relais
COMO Castello Del Nero
COMO Castello Del Nero
5 out of 5
Strada Spicciano 7, Barberino Tavarnelle, FI
Fully refundableReserve now, pay when you stay
Stay at this 5-star luxury hotel in Barberino Tavarnelle. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Santa Lucia al Borghetto Church ...
COMO Castello Del Nero
Hotel Borgo San Luigi
Hotel Borgo San Luigi
4 out of 5
STRADA DELLA CERRETA,7, Monteriggioni, Tuscany
Stay at this 4-star business-friendly hotel in Monteriggioni. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant ...
Hotel Borgo San Luigi
Villa Casagrande Resort & SPA
Villa Casagrande Resort & SPA
4 out of 5
Via del Puglia, 61, Figline e Incisa Valdarno, FI
Fully refundableReserve now, pay when you stay
Stay at this 4-star business-friendly hotel in Figline e Incisa Valdarno. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Franciscan ...
Villa Casagrande Resort & SPA
Hotel Certaldo
Hotel Certaldo
4 out of 5
via del Molino, 74, Certaldo, FI
Fully refundableReserve now, pay when you stay
Stay at this 4-star business-friendly hotel in Certaldo. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Museum of Sacred Art and Casa ...
Hotel Certaldo
Hotel Palazzo San Niccolo
Hotel Palazzo San Niccolo
4 out of 5
Via Roma 16, Radda in Chianti, SI
Stay at this 4-star spa hotel in Radda in Chianti. Enjoy free WiFi, an outdoor pool, and 3 restaurants. Popular attractions Castello di Radda Winery and Borgo ...
Hotel Palazzo San Niccolo
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
Castello di Fonterutoli Wine Resort
Castello di Fonterutoli Wine Resort
Via Puccini 4, Castellina in Chianti, SI
Stay at this B&B in Castellina in Chianti. Enjoy free WiFi, an attached winery, and breakfast. Popular attractions Walls of Monteriggioni and Archaeological ...
Castello di Fonterutoli Wine Resort
Hotel Il Piccolo Castello
Hotel Il Piccolo Castello
4 out of 5
Strada Provinciale Colligiana, 8, Monteriggioni, SI
Fully refundableReserve now, pay when you stay
Stay at this 4-star hotel in Monteriggioni. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Monteriggioni Castle and The Rock of Staggia ...
Hotel Il Piccolo Castello
Villa Sabolini
Villa Sabolini
4 out of 5
Loc. Mensanello, Colle di Val d'Elsa, SI
Fully refundableReserve now, pay when you stay
Stay at this 4-star hotel in Colle di Val d'Elsa. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Alta Val d'Elsa River Park and Le Caldane ...
Villa Sabolini
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

Villa Casagrande Resort & SPA
Villa Casagrande Resort & SPA
4 out of 5
Via del Puglia, 61, Figline e Incisa Valdarno, FI
Stay at this 4-star business-friendly hotel in Figline e Incisa Valdarno. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Franciscan ...
Villa Casagrande Resort & SPA
Borgo Scopeto Wine & Country Relais
Borgo Scopeto Wine & Country Relais
5 out of 5
Strada Comunale 14 Siena - Vagliagli 18, Castelnuovo Berardenga, SI
Stay at this 5-star luxury hotel in Castelnuovo Berardenga. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Borgo Scopeto Wine & Country Relais
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 Santa Lucia al Borghetto Church ...
COMO Castello Del Nero
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

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
Borgo Scopeto Wine & Country Relais
Borgo Scopeto Wine & Country Relais
5 out of 5
Strada Comunale 14 Siena - Vagliagli 18, Castelnuovo Berardenga, SI
Stay at this 5-star luxury hotel in Castelnuovo Berardenga. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Borgo Scopeto Wine & Country Relais
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 Santa Lucia al Borghetto Church ...
COMO Castello Del Nero
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 $61, 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.