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The Latest Val d'Orcia vacation packages
Price found within the past 48 hours. Click for updated prices.


Hotel Duomo Firenze
Historic Centre of Florence
$1,033
per person
Dec 10 - Dec 16
found 13 hours ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.2/10 Wonderful! (1,004 reviews)
Absolutely everything was perfect - from checkin to deprture- Gelato and cookies available all day, wonderful breakfast, room was SO Awesome facing the Duomo, assist to schedule a taxi - lift so less stairs - would absolutely recommend !!!
Reviewed on Oct 2, 2026

Donati Luxury Tower Suites
Historic Centre of Florence
$1,536
per person
Dec 7 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.8/10 Exceptional! (77 reviews)
Excellent lodging option very close to the Duomo and central to Florence. It is a terrific location in that it is close to everything but secluded off a very small road that only gets traffic for people checking in or leaving the property. The lodging is in a very old tower that has been converted to about 10 rooms. The front desk is excellent and surprised us when we checked in by telling us they would deliver an assortment of pastries to our room every day for breakfast. We had the Gemma suite which was not large but well laid out with a very comfortable bed and furniture and a very nice bathroom.
Reviewed on Oct 4, 2026

Portrait Firenze - Lungarno Collection
Historic Centre of Florence
$2,206
per person
Dec 7 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.8/10 Exceptional! (318 reviews)
We couldn’t have had a more enjoyable day at this fabulous hotel.
The staff responded to our every whim and even anticipated some!
And its location right in the center of historic Florence cannot be beat.
We will be back again!
Reviewed on Oct 4, 2026

Monastero di Cortona Hotel & Spa
Cortona Old Town
$1,292
per person
Dec 12 - Dec 18
found 8 hours ago
Roundtrip flight included
New York (JFK) to Florence (FLR)
10/10 Exceptional! (337 reviews)
From the moment we arrived at Monastero di Cortona, everything was wonderful. We were welcomed with a cold, delicious drink and invited to sit and relax while the staff took care of everything else for us. Anna then gave us a lovely tour of the hotel, which was such a nice way to begin our stay. When we walked into our room, there was a beautiful welcome table waiting for us with waters, chocolates, and even a lovely necklace charm, which was such a thoughtful touch. The room smelled absolutely amazing, and the view was stunning. Even the shower felt like a spa experience, with chromotherapy lighting and water that left our skin feeling incredibly soft. The complimentary breakfast was amazing, beautifully presented, and the staff was so attentive and made sure we had everything we needed. We also spent time at the spa and absolutely loved it. The Turkish bath, sauna, and massaging pool were all incredibly relaxing, and we also had massages that were absolutely amazing. Even as we were leaving, the thoughtfulness continued—the housekeeping staff left us a departing gift, which was such a sweet and unexpected touch and made us feel special right up until the end. From the beautiful surroundings to all the thoughtful little details and wonderful service, our stay felt luxurious, peaceful, and very special. We truly felt taken care of from the moment we arrived until the moment we left.
Reviewed on Oct 5, 2026
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View all tripsStay near popular Val d'Orcia attractions

Pienza Cathedral
9.4/10 (460 reviews)
Pope Pius II's Renaissance masterpiece showcases harmonious Gothic elements and luminous three-nave design. Arrive early to admire the 15th-century Sienese paintings and enjoy panoramic Tuscan views from the corridor.

Historic Centre of Pienza
9.6/10 (42 reviews)
Pienza's Historic Centre showcases Pope Pius II's Renaissance ideal city vision with harmonious architecture. Explore cobblestone streets, the Cathedral and Palazzo Piccolomini, and sample the town's famous pecorino cheese.
Castello Banfi
9.4/10 (51 reviews)
This medieval estate blends Tuscan tradition with world-renowned winemaking excellence. Sample award-winning Brunello di Montalcino while overlooking rolling vineyards from the restored 18th-century village.
Fortress of Montalcino
9.2/10 (54 reviews)
This pentagonal medieval stronghold was the final bastion of Siena's resistance against Medici conquest. Climb its historic ramparts for panoramic Tuscan views before sampling Brunello wines at the fortress enoteca.
Tenuta Greppo Franco Biondi Santi
8.6/10 (8 reviews)
Birthplace of Italy's prestigious Brunello di Montalcino wine, Tenuta Greppo has defined excellence since 1888. Tour the historic cellars and vineyards where the Biondi-Santi family's winemaking traditions thrive.
Abbazia di Sant'Antimo
9.6/10 (111 reviews)
This medieval Romanesque abbey offers a serene glimpse into monastic life amid Tuscan olive groves. Explore the intricate stone carvings and listen for occasional Gregorian chants echoing through its ancient walls.
Palazzo Piccolomini
9.4/10 (199 reviews)
This Renaissance masterpiece was Pope Pius II's summer residence, designed by Bernardo Rossellino. From its hanging gardens, savor breathtaking panoramic views across the Val d'Orcia's rolling Tuscan landscape.
Castiglion del Bosco Winery
9.6/10 (5 reviews)
This historic estate, a founding consortium member, produces Italy's finest Brunello di Montalcino wines. Tour the vineyard and cellars before savoring wine pairings with local cheeses amid the Tuscan countryside.
What to do in Val d'Orcia

Montalcino: Guided Winery Tour and Wine Tasting
$52
per adult

Seggiano: Guided Tour of the Olive Grove and Food Tasting
$52
per adult
Val d'Orcia Hotel Deals

Castiglion del Bosco, A Rosewood Hotel
Localita Castiglion del Bosco Montalcino SI
$1,820 nightly
$2,013 total
Oct 18 - Oct 19
Total with taxes and fees
10/10 Exceptional! (83 reviews)
"Although the property and the staff were great, our room was a bit of a disappointment. Junior Sweet was just a giant room with furniture that was uncomfortable to use. In general the room needs an update. Not exactly what we expected. We unfortunately had a neighbor who opened up the gate outside ..."
Reviewed on Oct 4, 2026

Castello di Velona Resort Thermal SPA & Winery
Località Velona Montalcino SI
Fully refundableReserve now, pay when you stay
$554 nightly
$621 total
Nov 3 - Nov 4
Total with taxes and fees
9/10 Wonderful! (377 reviews)
"Amazing views. Relaxing stay! A very romantic hotel, though I was surprised by the number of families there; given its location and amenities, I had assumed it was geared towards couples. That isn't a negative comment, though—it was simply a case of my own mistaken perception."
Reviewed on Sep 27, 2026

Corte Francigena - Apartments
Via Ferretti Montalcino SI
Fully refundableReserve now, pay when you stay
$98 nightly
$117 total
Nov 2 - Nov 3
Total with taxes and fees
9.8/10 Exceptional! (19 reviews)
"The unit is very clean, awesome breakfast, beautiful view"
Reviewed on Sep 24, 2026
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 the Best Val d'Orcia Vacation Packages
Val dOrcia Essential Information
Language | Italian |
|---|---|
Currency | Euros |
Local Welcome | Ciao |
Local Goodbye | Ciao |
Closest Airport | Fiumicino - Leonardo da Vinci Intl. Airport (FCO) |
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.




















