Find Romantic Hotels in Pienza from $95

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Our top choices for Pienza romantic hotels

Podere Spedalone

Podere Spedalone
1.0 star property
Pienza
9.4 out of 10, Exceptional, (42)
"Amazing food, amazing views"
United States
Juan
$182 nightly
The price is $205
Dec 12 - Dec 13
Total with taxes and fees
Podere Spedalone

Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
9.6 out of 10, Exceptional, (56)
"The owners and staff are hospitable .and accommodating very warm people "
Canada
aileen
$159 nightly
The price is $180
Dec 14 - Dec 15
Total with taxes and fees
Agriturismo Il Macchione

The house in the village - Angelica apartment - Vald'Orcia

The house in the village - Angelica apartment - Vald'Orcia
Monticchiello
10.0 out of 10, Exceptional, (11)
"Nice and comfortable house in a beautiful tiny village "
United States
Lana A.
$125 nightly
The price is $127
Dec 14 - Dec 15
Total with taxes and fees
The house in the village - Angelica apartment - Vald'Orcia

"Il Focolare" Superior Apartment in Monticchiello

"Il Focolare" Superior Apartment in Monticchiello
Monticchiello
10.0 out of 10, Exceptional, (8)
"An wonderfully presented apartment in a beautiful town away from the tourist areas but close enough with a short drive. It’s a beautiful town and the apartment is a welcome retreat when you have enjoyed enough of the Tuscan sun. It’s clear the owner has attention to detail and that made our stay even better! "
Australia
Dan
$137 nightly
The price is $142
Dec 16 - Dec 17
Total with taxes and fees
"Il Focolare" Superior Apartment in Monticchiello

The Monteleone

The Monteleone
Monteleone d'Orvieto
9.8 out of 10, Exceptional, (8)
"“Oasi di pace in Umbria. Camera ampia, moderna e pulitissima; letto comodissimo e bagno con doccia top. Colazione ricca, con opzioni dolci e salate. Comodo il parcheggio interno e l’accesso semplice con codice. La piscina all’aperto è perfetta per rilassarsi dopo le visite nei borghi vicini. Staff gentilissimo (un grazie speciale ad Anna in reception) e massima cura dei dettagli. Siamo stati benissimo e torneremo sicuramente. Consigliatissimo!”"
Italy
matteo
$105 nightly
The price is $115
Dec 14 - Dec 15
Total with taxes and fees
The Monteleone

Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze
Montepulciano
9.8 out of 10, Exceptional, (278)
"Great room and service"
United States
ALFREDO
$146 nightly
The price is $165
Dec 14 - Dec 15
Total with taxes and fees
Relais Villa Grazianella - UNA Esperienze

Grand Hotel Impero - Wellness & Exclusive SPA

Grand Hotel Impero - Wellness & Exclusive SPA
4.0 star property
Castel del Piano
9.2 out of 10, Wonderful, (81)
"One of my favourite hotels. I make it a special trip to stay there."
Canada
Andre
$83 nightly
The price is $95
Jan 11 - Jan 12, 2026
Total with taxes and fees
Grand Hotel Impero - Wellness & Exclusive SPA

Capanna Suites

Capanna Suites
Montalcino
9.8 out of 10, Exceptional, (131)
"Absolutely amazing resort with amazing staff and service. Great food and beautiful spa experience. Highly reccommend anyone going to Tuscany to book here - you will not be disappointed ! "
Canada
Megan
$251 nightly
The price is $287
Dec 21 - Dec 22
Total with taxes and fees
Capanna Suites

Antico Casale L'Impostino

Antico Casale L'Impostino
Civitella Paganico
9.6 out of 10, Exceptional, (39)
"The pool was great, the room was a great size and clean and breakfast was good."
Canada
Tresa
Antico Casale L'Impostino

Albergo San Biagio

Albergo San Biagio
3.0 star property
Montepulciano
8.6 out of 10, Excellent, (200)
"Great place to stay"
Canada
Robert
$636 nightly
The price is $705
Dec 31 - Jan 1, 2026
Total with taxes and fees
Albergo San Biagio
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.

Find out more about Pienza

Pienza attractions for couples

Pienza, a UNESCO World Heritage site, is a paradise of Tuscan charm that will enchant travelers seeking quality and authenticity. Start your exploration at the stunning Piazza Pio II, where the magnificent Palazzo Piccolomini offers a glimpse into Renaissance architecture, complete with beautiful gardens overlooking the rolling hills. Just a short stroll away, the Cathedral of Pienza showcases exquisite frescoes and an elegant facade that captivates visitors. For a taste of local life, be sure to visit the bustling local markets, where you can sample Pecorino cheese, a regional specialty, and meet friendly vendors. Adventure seekers will appreciate hiking the scenic trails of the nearby Val d'Orcia, with breathtaking vistas at every turn. After a day of exploration, unwind in the charming accommodations around the old town, where boutique hotels provide luxurious amenities and personalized service, ensuring a pampered stay. Whether you choose a hotel with a panoramic terrace or a cozy agriturismo surrounded by vineyards, the quality of your experience will be unmatched.

Find the best romantic hotels in Pienza

For couples seeking a romantic getaway in the enchanting town of Pienza, Tuscany, these hotels offer the perfect blend of charm and luxury. Each hotel provides unique amenities tailored to create an unforgettable experience for two.

Relais Val d'Orcia

  • Why it's great for a couples retreat: Relais Val d'Orcia stands out as a premier romantic destination, an exceptional guest review rating of 10.0. This luxurious hotel offers a serene atmosphere with amenities such as a private spa, and a stunning terrace that provides breathtaking views of the Tuscan countryside. Couples can enjoy a refreshing dip in the pool or relax in the onsite hot springs, ensuring a tranquil escape.
  • Other amenities: The hotel also features a variety of amenities designed for guests' comfort, including a kitchenette for in-room dining, complimentary breakfast options, and daily housekeeping services. With a focus on relaxation, guests can indulge in the spa services available onsite or explore the nearby vineyards. Additional conveniences like self-parking, concierge assistance, and local sightseeing arrangements elevate the romantic experience at Relais Val d'Orcia.
  • Nearby attractions: Val di Chiana - 0.02 miles, Sarteano Castle - 7.99 miles, La Foce - 7.1 miles

Tenuta Santo Pietro

  • Why it's great for a couples retreat: For an idyllic romantic getaway, Tenuta Santo Pietro offers an enchanting atmosphere with a remarkable guest review rating of 9.6. This charming hotel features luxurious amenities such as a deep soaking bathtub and premium Egyptian cotton sheets, creating a cozy and intimate ambiance for couples. Its stunning grounds include a pool and garden, perfect for leisurely afternoons spent together.
  • Other amenities: Couples will enjoy the convenience of a kitchenette in select rooms, along with daily breakfast options to start the day right. The hotel also offers a range of activities, including nearby hiking and biking trails, while winery tours can be arranged for a romantic day out. With amenities like concierge service, onsite housekeeping, and a welcoming atmosphere, this hotel is designed for lovebirds looking to create lasting memories.
  • Nearby attractions: Val di Chiana - 0.52 miles, Historic Centre of Pienza - 3.34 miles, Enoteca Di Ghino - 3.35 miles

Hotel Corsignano

  • Why it's great for a couples retreat: Hotel Corsignano is a romantic retreat where couples can indulge in luxury, reflected in its impressive guest review rating of 9.4. The hotel features private terraces for enchanting views and intimate moments, along with premium bedding to ensure restful nights. A unique champagne service adds a celebratory touch to any stay, while nearby winery tours provide the perfect outing for wine-loving couples.
  • Other amenities: Guests can unwind in the hot tub or take advantage of the onsite concierge for personalized recommendations. Additional amenities include airport transportation, designer toiletries, and beautifully landscaped gardens for leisurely walks. With a focus on comfort and romance, this hotel ensures a memorable experience with self-parking, daily housekeeping, and an inviting atmosphere throughout.
  • Nearby attractions: Historic Centre of Pienza - 0.22 miles, Palazzo Borgia - 0.51 miles, Pienza Cathedral - 0.52 miles

Hotel San Gregorio

  • Why it's great for a couples retreat: Hotel San Gregorio provides a charming base for couples looking to explore the romantic Tuscan countryside, with a guest review rating of 9.2. Its inviting atmosphere is complemented by amenities such as a refreshing pool and beautiful gardens, perfect for intimate strolls or relaxing together under the sun. The hotel also features a hot spring, providing a unique experience for couples to unwind and rejuvenate.
  • Other amenities: Additional offerings include 24-hour airport shuttle services for straightforward travel, daily housekeeping to maintain comfort, and nearby hiking trails for adventurous couples. Guests will appreciate the option for self-parking and the concierge service ready to assist with any special requests or plans. With its blend of romance and convenience, Hotel San Gregorio is an excellent choice for couples seeking a memorable stay.
  • Nearby attractions: Historic Centre of Pienza - 0.16 miles, Palazzo Piccolomini - 0.15 miles, Piazza Pio II - 0.17 miles

Hotel Relais II Chiostro di Pienza

  • Why it's great for a couples retreat: For a romantic escape steeped in history, Hotel Relais II Chiostro di Pienza is a perfect choice. With a stellar guest review rating of 8.8, this hotel boasts a serene atmosphere and offers amenities such as a stunning rooftop terrace where couples can enjoy sunsets together, as well as a sparkling pool to cool off during warm Tuscan days. Guests will appreciate the complimentary breakfast that sets the tone for a delightful day of exploration or relaxation.
  • Other amenities: Additional features include air conditioning for comfort, daily housekeeping, and a concierge service to help couples plan their perfect itinerary in the beautiful surrounding area. The hotel also offers a garden area for peaceful afternoon strolls, loungers by the pool, and nearby wineries for romantic tours. Enjoy a charming historical district location, adding to the allure of this romantic destination.
  • Nearby attractions: Historic Centre of Pienza - 0.01 miles, Palazzo Borgia - 0.36 miles, Pienza Cathedral - 0.36 miles

Top Pienza Hotel Reviews

Frequently asked questions

Searching for romantic hotels in Pienza?
Are you and your partner in need of a romantic getaway? If you want to explore the area, you might head to Palazzo Piccolomini, Historic Centre of Pienza, or Pienza Cathedral. If you're interested in staying close to a certain attraction, you can sort 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 Pienza?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Pienza: The hottest months are usually August and July with an average temp of 69°F, while the coldest months are January and February with an average of 42°F. Average annual precipitation for Pienza is 42 inches.
What is there to do in Pienza?
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 Pienza. If you want to spend a day exploring, you might consider a stop at Palazzo Piccolomini, Historic Centre of Pienza, or Pienza Cathedral.

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