Province of Arezzo Vacations & Trips from $1,215

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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
Ultra High Resolution 15K Panorama of Piazza Grande in Arezzo — Iconic Medieval and Renaissance Square with No People, Scenic Architecture in Tuscany Italy

Arezzo

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

Bucine

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

Loro Ciuffenna

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

Cavriglia

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

Poppi

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

Castiglion Fiorentino

Castiglion Fiorentino
A historic stone tower with a crenellated top, adjacent to a building with a tiled roof.

Montevarchi

Montevarchi

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
$1,215
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9/10 Wonderful! (1,002 reviews)
Hotel Duomo Firenze

Hotel Duomo Firenze

Historic Centre of Florence
Save 100% on your flight
$1,735
per person
Oct 29 - Nov 5
found 11 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.2/10 Wonderful! (1,003 reviews)
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

Cortona Old Town
Save 100% on your flight
$1,951
per person
Oct 11 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
10/10 Exceptional! (302 reviews)
Everything was absolutely perfect and we would happily go back.

Reviewed on Aug 6, 2026

Eden Rock Resort

Eden Rock Resort

Save 100% on your flight
$1,638
per person
Oct 22 - Oct 28
found 14 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.8/10 Exceptional! (109 reviews)
This was a beautiful property about 10 mins away from Florence. You get the beauty of Tuscany without having to go too far. The hotel only has 12 rooms and everyone knows you by name. We traveled with 2 kids and the rooms were very spacious. Staff are wonderful, Onsite restaurant was great. Views were breathtaking. We didn't have a car, and the hotel was able to help us with cabs easily. Service was excellent and we would highly recommend this hotel!

Reviewed on Jul 18, 2026

Grand Hotel Cavour

Grand Hotel Cavour

Historic Centre of Florence
Save 100% on your flight
$1,960
per person
Oct 22 - Oct 28
found 14 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.2/10 Wonderful! (1,001 reviews)
Fabulous

Reviewed on Aug 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
$623 nightly
$694 total
Aug 19 - Aug 20
Total with taxes and fees
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
$291 nightly
$329 total
Aug 23 - Aug 24
Total with taxes and fees
10/10 Exceptional! (304 reviews)
"Everything was absolutely perfect and we would happily go back."

Reviewed on Aug 6, 2026

Monastero di Cortona Hotel & Spa
Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux

Localita San Martino 370 Cortona AR
$468 nightly
$524 total
Aug 26 - Aug 27
Total with taxes and fees
Il Falconiere - Relais e Chateaux
See all 4,202 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 $1,215. 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 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 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 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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Camaldoli Hermitage

8.8/10 (6 reviews)
Find out about the history of Poppi when you spend time at Camaldoli Hermitage. Amble around the area's forest or visit its spas.
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What to do in Province of Arezzo

Tasting Tour in One of The Most Beautiful Cellars in the World

Tasting Tour in One of The Most Beautiful Cellars in the World

$38
per adult
100% of travellers recommend
Tasting Tour in One of The Most Beautiful Cellars in the World
Montepulciano Wine Tasting in the Tuscan Countryside

Montepulciano Wine Tasting in the Tuscan Countryside

$28
per adult
Montepulciano Wine Tasting in the Tuscan Countryside
Wine & Music on the Terrace

Wine & Music on the Terrace

$23
per adult
Wine & Music on the Terrace
See all activities in Province of Arezzo
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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.