Find Romantic Hotels in Siena

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Check availability on Siena Romantic Hotels

Tonight
Dec 22 - Dec 23
Tomorrow
Dec 23 - Dec 24
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Siena romantic hotels

Aerial view
La Certosa di Pontignano

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (503)
"Excellent place to stay even for the next time. "
Canada
Xuejie
The price is NT$2,600
NT$3,008 total
includes taxes & fees
Dec 23 - Dec 24
La Certosa di Pontignano
Ballroom
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione
5.0 star property
Siena City Centre
9.2 out of 10, Wonderful, (575)
"Great hotel / room, city center, friendly staff. "
United States
Nebojsa
The price is NT$9,071
NT$10,200 total
includes taxes & fees
Dec 23 - Dec 24
Grand Hotel Continental Siena – Starhotels Collezione
Terrace/patio
Villa del Sole Siena

Villa del Sole Siena

Villa del Sole Siena
Siena City Centre
9.8 out of 10, Exceptional, (627)
"Beautiful small hotel with an exceptional staff. "
United States
Raymond
The price is NT$4,704
NT$5,285 total
includes taxes & fees
Dec 23 - Dec 24
Villa del Sole Siena
View from property
Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel
4.0 star property
Camollia
9.0 out of 10, Wonderful, (7)
"Unique and cozy prot"
United States
Kristine
The price is NT$3,684
NT$4,163 total
includes taxes & fees
Jan 4 - 2026/1/5
Villa Ermellina Siena, a Tribute Portfolio Hotel
Single Room, Accessible | Premium bedding, minibar, individually furnished, desk
Hotel Ristorante Piccolo Chianti

Hotel Ristorante Piccolo Chianti

Hotel Ristorante Piccolo Chianti
3.0 star property
Acquacalda
8.6 out of 10, Excellent, (42)
"Staff were wonderful. Offering to store our luggage if the room wasn’t ready early, and then letting us check in early. Since we had to miss breakfast the next day to leave for the airport, they prepared a massive plate of local breakfast treats and juice for us to enjoy in our room. "
Canada
Lavinia
Hotel Ristorante Piccolo Chianti
Porch
Relais degli Angeli

Relais degli Angeli

Relais degli Angeli
Siena City Centre
9.8 out of 10, Exceptional, (281)
"Very central and walkable. Wonderful staff and room was clean and comfortable. "
United States
Kristin
The price is NT$5,023
NT$5,673 total
includes taxes & fees
Dec 23 - Dec 24
Relais degli Angeli
Exterior
Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (201)
"Amazing experience all around! Stayed for 2 nights!"
Canada
Matthew
The price is NT$6,471
NT$7,266 total
includes taxes & fees
Dec 23 - Dec 24
Castello di Fonterutoli Wine Resort
Turkish bath, body treatments, body scrubs, facials
Hotel Il Piccolo Castello

Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
4.0 star property
Monteriggioni
8.6 out of 10, Excellent, (337)
"We enjoyed our stay"
United States
Joshua
Hotel Il Piccolo Castello
Exterior
PALAZZO DEL PAPA

PALAZZO DEL PAPA

PALAZZO DEL PAPA
Siena City Centre
9.6 out of 10, Exceptional, (96)
"Hamza was so wonderful and accommodating, would definitely stay here again!"
United States
Elise
The price is NT$6,048
NT$6,800 total
includes taxes & fees
Dec 27 - Dec 28
PALAZZO DEL PAPA
Daily continental breakfast (EUR 20 per person)
Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi
Siena City Centre
9.6 out of 10, Exceptional, (116)
"We enjoyed our stay here. Convenient, clean, central to city center, shops, and restaurants. We would stay here again."
United States
Linda
The price is NT$6,048
NT$6,800 total
includes taxes & fees
Jan 6 - 2026/1/7
Residenza d'Epoca Palazzo Borghesi
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.
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Top Siena Hotel Reviews

Hotel Italia

Hotel Italia

10/10 Excellent
"Nice clean room. Close to train/bus station. Very good breakfast "
Krista 1-night trip
Posted 4 days ago
Hotel Italia

Frequently asked questions

Searching for romantic hotels in Siena?
Are you looking for a romantic escape? Our guests also love Siena for its interesting historical sites and sightseeing. If you'd like to explore some of the area's notable sights, you might make a stop by Piazza del Campo, Civic Museum, or Torre del Mangia. If you'd like to stay close to a certain attraction, you can sort by neighborhood and proximity to top sights, so you and your partner will get to see everything on your list.
How many romantic hotels are there in Siena?
Expedia has 6 romantic Siena hotels for you both to enjoy.
When is the best time of year for a romantic getaway to Siena?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Siena: The hottest months are usually August and July with an average temp of 72°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for Siena is 37 inches.
What is there to do in Siena?
There's nothing better than wandering around a new destination with your sweetheart, so consider checking out all that Siena has to offer. Couples looking for a little of everything will enjoy Siena for its cathedral, historic landmarks, and sightseeing. You might think about stopping by Piazza del Campo, Civic Museum, or Torre del Mangia while you're seeing the sights.
What's the best way to get to Siena and around town during my romantic getaway?
This information about transportation options in Siena might help your romantic trip go off without a hitch: To get to Siena, you can fly into Florence Airport, Peretola (FLR), which is the closest major airport, located 34.1 mi (54.8 km) from the city center. If you want to venture outside of the area, hop on a train at Siena Station.