Photo by Pigellino

Find Romantic Hotels in Castiglion Fiorentino

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Castiglion Fiorentino Romantic Hotels

Top Castiglion Fiorentino Romantic Hotels

Sundeck
Borgo Dolci Colline

Borgo Dolci Colline

Castiglion Fiorentino
9.4 out of 10, Exceptional, (3)
"Authentic Tuscan farmhouse perched slightly on a hill making for gorgeous sunset views. Enrico is a wonderful, responsive host, his restaurant is such a treat and the experience is endearing. We returned again after last year's stay and we will be back again ! We will be encouraging family and friends to indulge in this ideal location to visit other Tuscan towns "
United States
giulio
The price is AED 395
AED 451 total
includes taxes & fees
20 Nov - 21 Nov
Borgo Dolci Colline
Free daily cooked-to-order breakfast
San Michele al Borgo

San Michele al Borgo

Castiglion Fiorentino
9.8 out of 10, Exceptional, (9)
"Excellent staff and tasty breakfast!"
United States
Vern
The price is AED 432
AED 492 total
includes taxes & fees
24 Nov - 25 Nov
San Michele al Borgo
Free daily full breakfast
San Michele al Castello

San Michele al Castello

Castiglion Fiorentino
9.6 out of 10, Exceptional, (5)
"Great place , hidden gem . Wonderful staff very hospitable and helpful . They go the extra mile to make guests happy "
United States
Paul
San Michele al Castello
Outdoor pool, sun loungers
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

Montepulciano
9.8 out of 10, Exceptional, (273)
"Great room and service"
United States
ALFREDO
The price is AED 416
AED 474 total
includes taxes & fees
20 Nov - 21 Nov
Relais Villa Grazianella - UNA Esperienze
Lobby lounge
Villa Cassia di Baccano

Villa Cassia di Baccano

Loro Ciuffenna
9.4 out of 10, Exceptional, (23)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is AED 498
AED 547 total
includes taxes & fees
20 Nov - 21 Nov
Villa Cassia di Baccano
Exterior
Locanda Poggioleone

Locanda Poggioleone

3.0 star property
Castiglione del Lago
9.2 out of 10, Wonderful, (51)
"Not only is the location absolutely gorgeous, I have never in felt more welcome. The staff is phenomenal and reads every wish off your lips, rooms are very spacious, spotless clean and just great. Make sure to try their food. Its incredible. 10/10 recommend and will be back for sure "
United Kingdom
Stefanie
The price is AED 299
AED 336 total
includes taxes & fees
26 Nov - 27 Nov
Locanda Poggioleone
Restaurant
Palazzo Nobile di San Donato

Palazzo Nobile di San Donato

Montepulciano
9.4 out of 10, Exceptional, (67)
"Unique experience in a central location "
United States
Neil T
The price is AED 781
AED 876 total
includes taxes & fees
22 Nov - 23 Nov
Palazzo Nobile di San Donato
Seasonal outdoor pool, pool umbrellas, sun loungers
Relais Palazzo Di Luglio

Relais Palazzo Di Luglio

4.0 star property
Sansepolcro
9.4 out of 10, Exceptional, (38)
"This was such a wonderful surprise to stay in a location so magical. The service was incredible and the while experience was unforgettable."
United States
alisa
The price is AED 402
AED 442 total
includes taxes & fees
20 Nov - 21 Nov
Relais Palazzo Di Luglio
Exterior
Locanda Vesuna

Locanda Vesuna

3.0 star property
Trequanda
9.4 out of 10, Exceptional, (49)
"Such a quiet and beautiful property, the hosts provided everything that was needed, and the location was great for visiting local Cantinas and Vineyards "
United States
Justin
The price is AED 324
AED 369 total
includes taxes & fees
19 Dec - 20 Dec
Locanda Vesuna
Outdoor wedding area
La Cantina Relais - Fattoria Il Cipresso

La Cantina Relais - Fattoria Il Cipresso

Arezzo
10.0 out of 10, Exceptional, (109)
"Stay was exceptional."
United States
Suzanne
La Cantina Relais - Fattoria Il Cipresso
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.
View all properties

Top Castiglion Fiorentino Hotel Reviews

Hotel Relais II Chiostro di Pienza

Hotel Relais II Chiostro di Pienza

10/10 Excellent
"The room was beautiful and very clean. Breakfast staff was very kind."
Glynis 4-night trip
Posted 3 weeks ago
Hotel Relais II Chiostro di Pienza

Explore a world of travel with Expedia

Frequently asked questions

Searching for romantic hotels in Castiglion Fiorentino?
Are you in need of a romantic vacation? You might consider checking out some of the nearby sights and attractions such as Tennis Club Castiglionese, Val di Chiana, or Agricola Buccelletti Winery. If you'd like to stay close to a particular destination, you can sort properties by neighborhood or distance to top landmarks, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Castiglion Fiorentino?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Castiglion Fiorentino: The hottest months are usually August and July with an average temp of 71°F, while the coldest months are January and February with an average of 42°F. Average annual precipitation for Castiglion Fiorentino is 35 inches.
What is there to do in Castiglion Fiorentino?
There's nothing better than wandering around a new destination with your sweetheart, so consider taking time to discover all there is to see and do in Castiglion Fiorentino. If you want to spend a day exploring, you might consider a stop at Tennis Club Castiglionese, Val di Chiana, or Agricola Buccelletti Winery.
What's the best way to get to Castiglion Fiorentino and around town during my romantic getaway?
This information about transportation options in Castiglion Fiorentino might help your romantic trip get off to a smooth start: Make your way to Castiglion Fiorentino with a flight to Sant Egidio Airport (PEG), which is the closest major airport located 33.7 mi (54.3 km) from the city center. If you want to explore the larger area, ride aboard one of the trains from Castiglion Fiorentino Station.