Province of Arezzo Vacations & Trips from $996

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Your Province of Arezzo Vacation

With all the details organized before you leave home, our Province of Arezzo vacation packages let you focus on what's important — having fun. Known for its bars and pubs, walking trails and views, the only thing you'll need to do is relax and enjoy every unforgettable moment. Begin your trip to Province of Arezzo with some time in Cortona visiting popular attractions like Villa Bramasole and Isola Maggiore. Loro Ciuffenna is another city that draws travelers from all over. San Pietro a Gropina and Mulino Ad Acqua are two of the leading places to see here. Whether you plan to travel on a budget or in the lap of luxury, Expedia are here to help you customize your next dream Province of Arezzo vacation.

Top destinations in Province of Arezzo

A hillside town with historic buildings, a church, and vineyards.

Cortona

Cortona
A historic square with a prominent tower, a church with a bell tower, and a café area.

Arezzo

Arezzo
A mountainous landscape with vineyards, scattered houses, and a distant city.

Cavriglia

Cavriglia
A historic church with a prominent clock tower, arched windows, and a stone facade.

Bucine

Bucine
A historic stone castle with a tall tower, arched windows, and a statue on a pedestal.

Poppi

Poppi
A historic town with colorful buildings, a prominent clock tower, and terracotta-tiled roofs.

Loro Ciuffenna

Loro Ciuffenna
A historic town with a prominent church tower, surrounded by rolling hills and vineyards.

Castiglion Fiorentino

Castiglion Fiorentino
A mountainous landscape with a valley shrouded in mist, surrounded by dense forest and rocky outcrops.

Terranuova Bracciolini

Terranuova Bracciolini

The Latest Province of Arezzo Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

Historic Centre of Florence
$996
per person
Nov 3 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9/10 Wonderful! (1,005 reviews)
Aurum Firenze

Aurum Firenze

Historic Centre of Florence
$1,291
per person
Nov 21 - Nov 28
found 6 hours ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
7.6/10 Good! (1,003 reviews)
N/a

Reviewed on Sep 13, 2026

Relais Uffizi, Tailor made Hotel

Relais Uffizi, Tailor made Hotel

Historic Centre of Florence
Save 100% on your flight
$2,370
per person
Oct 17 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.2/10 Wonderful! (161 reviews)
Great location!! Gorgeous room, clean, and they were very helpful. I would absolutely stay there again!

Reviewed on Sep 13, 2026

Dimora Palanca Boutique & SPA

Dimora Palanca Boutique & SPA

Historic Centre of Florence
$1,530
per person
Oct 31 - Nov 7
found 13 hours ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
9.2/10 Wonderful! (69 reviews)
The accommodation very much complimented our wonderful experience and love for Florence. Our room, the connected amenities and the wonderful attentive service made our trip very memorable.

Reviewed on Sep 7, 2026

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

$1,923
per person
Nov 6 - Nov 11
found 4 hours ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9/10 Wonderful! (367 reviews)
Staying here was a wonderful and truly unique experience. The only reason I’m giving it 4 stars instead of 5 was because of the challenges we had with the air conditioning in our room. That said, the staff really did make an effort to find a workaround for us. While it wasn’t a perfect solution, it definitely helped, and we appreciated how responsive and accommodating they were. The hotel itself is an old castle, and that alone makes staying here such a special experience. The property is beautiful, incredibly charming, and very well maintained. You simply can’t replicate the character, history, and ambiance that come with staying in a property like this. The setting and surroundings are beautiful. It was definitely one of those experiences that felt uniquely Italian and added something special to our trip. My only recommendation would be to visit when the temperatures aren’t quite as hot. Given the age and historic nature of the property, I can appreciate that modernizing certain things like the air conditioning may not be as straightforward as it would be in a newer hotel. During cooler weather, I imagine our experience would have been close to perfect. Overall, we really enjoyed our stay and are glad we had the opportunity to experience such a beautiful and unique property. I would absolutely recommend it, just perhaps not during the hottest part of the summer!

Reviewed on Sep 9, 2026

Find the Best Province of Arezzo Vacation Packages

Province of Arezzo Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Closest Airport
Galileo Galilei Airport (PSA)
Population
76,300
Top Sights
Arezzo Equestrian Centre, Valle dellInferno e Bandella and Poppi Zoo

Province of Arezzo Hotel Deals

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

Localita Piazzano, C.P. 6 Cortona AR
$663 nightly
$738 total
Oct 12 - Oct 13
Total with taxes and fees
9.8/10 Exceptional! (248 reviews)
"Feels overpriced. Not much things to do but just chill. View is less"

Reviewed on Sep 13, 2026

Villa di Piazzano - Small Luxury Hotel of the World
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

Via del Salvatore Cortona AR
Fully refundableReserve now, pay when you stay
$363 nightly
$409 total
Sep 27 - Sep 28
Total with taxes and fees
10/10 Exceptional! (330 reviews)
"I never write hotel reviews, but this hotel was so exceptional that I had to share my experience. The room was beautiful, spotless, and incredibly comfortable, with thoughtful turn-down service every evening. The staff were truly the most attentive and welcoming I’ve ever experienced. They helped ..."

Reviewed on Sep 13, 2026

Monastero di Cortona Hotel & Spa
Hotel Continentale

Hotel Continentale

Piazza Guido Monaco, 7 Arezzo AR
Fully refundableReserve now, pay when you stay
$108 nightly
$131 total
Sep 18 - Sep 19
Total with taxes and fees
8.6/10 Excellent! (487 reviews)
"Great location! Lovely rooftop terrace. No restaurant option on the property. Continental breakfast available. Bar service sporadic. Our power went out one day, but they were able to quickly fix."

Reviewed on Sep 7, 2026

Hotel Continentale
See all 4,232 properties in Province of Arezzo
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.

Frequently asked questions

How much does a Province of Arezzo vacation package cost?
Get set to book, because a trip to Province of Arezzo starts from an affordable $996. When you bundle your flights, hotels and more into a package, you'll pick up great deals.
How do I get a cheap travel package to Province of Arezzo?
Browse and book everything all in one place with our Province of Arezzo vacation packages. You'll discover bargains on flights, hotels, tours and more that'll keep your budget happy and adventurous side satisfied. And, with more than 550 air carriers and 1,000,000 hotel options around the world to select from, you have countless opportunities to mix and match as you want.
What are the top hotels in Province of Arezzo?
For properties in Cortona with comfy beds and friendly service, you can't go past Monastero di Cortona Hotel & Spa and Hotel San Michele. If you're visiting Bucine as well, you'll get a good night's sleep at Hotel Borgo di Cortefreda Relais or Villa I Barronci Resort & Spa.
How far in advance should I book my Province of Arezzo vacation?
It can be hard to know exactly when is the perfect time to book your Province of Arezzo trip. But typically the earlier you book, the better the prices. In some cases, you can secure your flights and hotels nearly a year prior to your departure date. If you're thinking of a last-minute getaway, no need to fret! There are plenty of fantastic bargains featured on Expedia all the time.
What does an Expedia Province of Arezzo travel package include?
You can select from a combination of hotels, flights and rental cars. Once you've made your booking, you can add the fun stuff like activities and experiences. Want to pick your fare class? That's also possible. The choice is yours when it comes to creating your perfect Province of Arezzo escape.
What should I know before booking a Province of Arezzo travel package?
You can save a tidy sum by combining your flights, hotels and rental cars. Once you've made your booking, add on fun stuff like sightseeing tours or experiences. Your next awesome adventure is only a few clicks away.
Can I choose my airline with a Province of Arezzo Expedia vacation package?
Most definitely. We offer more than 550 airlines throughout the world, so you can design your Province of Arezzo adventure according to your budget and style.
Does Expedia offer Book Now, Pay Later Province of Arezzo vacation packages?
With one of our vacation packages, you can customize both your trip and a payment schedule. Expedia can help reduce financial stress relating to your travel with a Book Now, Pay Later booking, thanks to our proud partnership with online lender Affirm. That way, all you have to concentrate on is packing to jet off into the sunset.
If I'm not able to travel, can I cancel my Province of Arezzo vacation package?
Whether it's your hotel, flight or rental car, you can cancel or amend it. Booked your Province of Arezzo vacation package in the last 24 hours? You may be able to make changes or cancellations at no cost. If it's been longer than that, you may incur a charge from your hotel, airline or car rental company. For further information, head to our Customer Service Portal. We're here to help you every step of the way.

Stay near popular Province of Arezzo attractions

A historic building with multiple flags and a tower.

Piazza Grande

9.4/10 (160 reviews)
See the city’s famous annual medieval jousting festival in this sloping red-brick plaza, which houses some of Arezzo’s most historic buildings.
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A historic stone church on a hill surrounded by autumn-colored trees.

Sanctuary of La Verna

9.4/10 (19 reviews)
Learn about the local history of Chiusi della Verna with a stop at Sanctuary of La Verna. Amble around the area's forest or visit its spas.
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A detailed stone carving of a religious scene within an ornate Gothic arch.

Cathedral of Saints Peter and Donato

9.2/10 (174 reviews)
Marvel at exquisite stained-glass windows and stunning frescos in this historic hilltop church, which overlooks the Tuscan city of Arezzo.
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Valdichiana Outlet Village

8.8/10 (60 reviews)
You can find the perfect gifts to bring home at Valdichiana Outlet Village during your trip to Foiano della Chiana. While you're here, you can savor the wineries.
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Arezzo Equestrian Centre

9.0/10 (54 reviews)
You can take time to visit Arezzo Equestrian Centre during your travels to San Zeno. Discover the area's countryside and wineries.
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Villa Bramasole

9.2/10 (20 reviews)
You can learn about the history of Cortona with a trip to Villa Bramasole. You can enjoy the wineries while in the area.
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Basilica of San Francesco

9.2/10 (216 reviews)
You can study the exhibits at Basilica of San Francesco, a museum with a story of its own, during your travels to Arezzo. Experience the museums and festivals in this walkable area.
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Monastery of Camaldoli

9.0/10 (12 reviews)
After visiting Monastery of Camaldoli, make a plan to see the other sights and activities in Camaldoli. Amble around the area's forest or visit its spas.
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What to do in Province of Arezzo

3 Regions in 1 Day from Rome with Tuscany Wine Tasting & Lunch

From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch

$98
per adult
98% of travellers recommend
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
Montepulciano Wine Tasting in the Tuscan Countryside

Montepulciano Wine Tasting in the Tuscan Countryside

$29
per adult
Montepulciano Wine Tasting in the Tuscan Countryside
Montepulciano: Artisan Heroic Wine Tasting at the Terrace

Montepulciano: Artisan Heroic Wine Tasting at the Terrace

$58
per adult
Montepulciano: Artisan Heroic Wine Tasting at the Terrace
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