Thessaly Vacation Packages

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Your Thessaly Vacation

With a Thessaly vacation package, you can forget about the hassle of planning and instead focus on experiencing all this interesting destination has on offer. Your trip to Thessaly wouldn't be complete without getting to some of its most renowned cities, starting with Kastraki. Some of the most popular attractions here include Meteora and Theopetra Cave. Volos should also be on the itineraries of all Thessaly travellers. Visitors to this destination enjoy Pelion Ski Centre and Path of the Centaurs. Expedia has everything you need when it comes to organizing your Thessaly vacation. From hotels and flights, to activities and more, we're here to help you create a travel experience like no other.

Top vacation destinations in Thessaly

FlightsFlightsHotelsHotels

Skiathos

Skiathos

Top Thessaly Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Kostis

Hotel Kostis

1 out of 5
Price was CA $2,939, price is now CA $2,903 per person
CA $2,903
per person
Sep 23 - Oct 2
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Skiathos (JSI)
8.6/10 Excellent! (51 reviews)
Great place, would stay again

Reviewed on Oct. 25, 2024

ELIVI Skiathos

ELIVI Skiathos

5 out of 5
Price was CA $7,467, price is now CA $6,731 per person
CA $6,731
per person
Sep 23 - Oct 2
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Skiathos (JSI)
9.2/10 Wonderful! (144 reviews)
Best hotel I have ever been to, Elivinis tranquil, peaceful with outstanding facilities. A few meters from four of the best best beaches in Skiathos. Restaurants are spectacular! The food is fresh, delicious and pure 10 stars!

Reviewed on Jul. 4, 2025

Skiathos Princess Resort

Skiathos Princess Resort

5 out of 5
Price was CA $4,726, price is now CA $4,295 per person
CA $4,295
per person
Sep 23 - Oct 2
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Skiathos (JSI)
8.6/10 Excellent! (202 reviews)
Hotel was ok but a little dated for a 5 star. Staff were all good and helpful. They even got a pump to pump up a punctured scooter tyre. The sausages bacon eggs beans tomatoes mushrooms and potatoes were cold every morning no matter what time you went to breakfast. At £250 per night for B and B this is unexceptable.

Reviewed on Aug. 17, 2025

Kassandra Bay Resort, Suites & Spa

Kassandra Bay Resort, Suites & Spa

5 out of 5
Price was CA $5,954, price is now CA $5,545 per person
CA $5,545
per person
Sep 23 - Oct 2
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Skiathos (JSI)
8.8/10 Excellent! (56 reviews)
A great place to holiday.

Reviewed on Aug. 18, 2025

Skiathos Palace Hotel

Skiathos Palace Hotel

5 out of 5
Price was CA $4,482, price is now CA $4,409 per person
CA $4,409
per person
Sep 23 - Oct 2
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Skiathos (JSI)
8/10 Very Good! (98 reviews)
Pros: very friendly staff (felt almost at home), good dining options (buffet, restaurant, bar), free transport to the local beaches (Koukounaries and Maratha) Cons: no lifts. It was difficult to get the pram 3 stairs up and down at least 2-3 times a day. No inclusivity for disabled as well (I've done a reservation for my parents in law, which i had to cancel - received a full refund for this- because there was other means of disabled people to get to different levels. I was disappointed for a 5star hotel, not to have a provision for disabled. Not recommended for families with small kids that have got prams or people with moving difficulties.

Reviewed on Aug. 7, 2025

Where to stay in Thessaly

Find the best Thessaly areas and neighborhoods for the activities you enjoy most. Learn more about Thessaly
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Volos City Centre

1 out of top 10 points of interest in this area
5/5(3 area reviews)

Waterfront views, beaches, and bars are some highlights of Volos City Centre. Make a stop by Volos Port or Canyoning Hellenic while you're exploring.

Find hotels in Volos City Centre

Thessaly Hotel Deals

Theatro Hotel Odysseon

Theatro Hotel Odysseon

4 out of 5
54, Patriarchou Dimitriou St., Kalabaka, Trikala
Fully refundableReserve now, pay when you stay
The price is CA $90 per night from Sep 1 to Sep 2
CA $90
CA $118 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (667 reviews)
Stunning views!
"We absolutely loved the location — as you drive into Kalambaka, the hotel is conveniently located on the left with stunning views. The staff were incredibly welcoming, and the entire hotel was spotless. We only wish we had stayed a few more nights!"

Reviewed on Jul. 26, 2025

Theatro Hotel Odysseon
Grecotel Larissa Imperial

Grecotel Larissa Imperial

5 out of 5
182, Farsalon Str, Larissa, Thessalia
Fully refundableReserve now, pay when you stay
The price is CA $160 per night from Aug 23 to Aug 24
CA $160
CA $206 total
Aug 23 - Aug 24
includes taxes & fees
8.8/10 Excellent! (174 reviews)
"This was a real surprise. An elegant grand hotel property with excellent friendly and knowledgeable staff . Dining by the pool at night was a special treat. The food was superb —all dishes I had were exceptionally tasty. And the bar is well stocked with top name single malt scotches. The restaurant ..."

Reviewed on Aug. 19, 2025

Grecotel Larissa Imperial
Radisson Resort Plaza Skiathos

Radisson Resort Plaza Skiathos

4 out of 5
Kanapitsa, Skiathos, Skiathos Island
The price is CA $229 per night from Sep 22 to Sep 23
CA $229
CA $276 total
Sep 22 - Sep 23
includes taxes & fees
7.8/10 Good! (34 reviews)
"Wonderful staff and clean and quiet. We would return for sure. We had a wonderful stay here"

Reviewed on Aug. 1, 2025

Radisson Resort Plaza Skiathos
See all 2,346 properties in Thessaly
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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Family Vacations

Frequently asked questions

How much does a Thessaly vacation package cost?
Be ready to book, because a trip to Thessaly starts from an enticing CA $2,903. When you combine your flights, hotels and car rentals into a vacation package, you'll pick up the best deals.
How do I get a cheap travel package to Thessaly?
Just think of all the fun things you could do in Thessaly with a pile of extra cash in your wallet. Watch your savings stack up when you bundle your hotel and airfare bookings into a Thessaly vacation package. You have plenty of choice when you book your trip with Expedia too. In fact, you can pick from more than 550 airlines and 1,000,000 hotels around the globe. Whether you're heading away with the whole family or traveling on your own, exploring Thessaly is better with a package.
What are the top hotels in Thessaly?
Check out Divani Meteora Hotel and Theatro Hotel Odysseon. They're the first choice for many travelers headed to Pelion. If South Pelion features on your itinerary, Tsikeli Boutique Hotel Meteora - Adults Friendly and Hotel Aegli are a couple of top-notch options.
How far in advance should I book my Thessaly vacation?
It can be difficult to know when is the perfect time to book your trip to Thessaly. But generally the earlier you book, the more affordable the prices. In some cases, you can book your flights and hotels up to a year before departure. If you're hoping for a last-minute getaway, no need to worry! There are fabulous bargains announced on Expedia all the time.
What does an Expedia Thessaly travel package include?
From hotels and airfares to car rentals, Expedia can help you put together a Thessaly package that's ideal for you. Vacationing for a week or longer? Consider a rental car, flight and hotel bundle. If you're taking a short break, an airfare and hotel deal could be more your style. Experiences can also be added after you've booked. Our packages make it easy to plan and save.
What should I know before booking a Thessaly travel package?
Locking in all the parts of your trip together is a simple way to save. Combine car rentals, airfares and hotels into one package. But you're not restricted to hotels. Expedia offers all kinds of properties, including vacation rentals like beach villas and short-term homes. You've got choices galore!
Can I choose my airline with a Thessaly Expedia vacation package?
With a vacation package, you're the one in charge. Whether you're looking to fly to Thessaly in coach or business class, simply pick from the available airline options. Expedia has access to over 550 partner airlines all over the world.
If I'm not able to travel, can I cancel my Thessaly vacation package?
Whether it's your flight or hotel, you can cancel and rebook it. Booked your Thessaly vacation package in the last 24 hours? You may be able to make any changes for free. For older bookings, you may incur a charge from your airline, hotel or car rental company. For more details, check out our Customer Service Portal. We'll help you each step of the way.

Discover the most popular places to visit in Thessaly

Meteora

Meteora

Learn about the history of Meteora, a well-known monument in Kalabaka. Discover the mountain views and temples in this quaint area.

Meteora

Koukounaries Beach

Why not spend a carefree afternoon at Koukounaries Beach during your travels in Koukounaries? You can enjoy the bars while in the area.

Koukounaries Beach

What to do in Thessaly

Meteora: Monasteries Tour, Lunch, and Athens Transfer Option

Meteora: Monasteries Tour, Lunch, and Athens Transfer Option

CA $56
per adult
92% of travellers recommend
Meteora: Monasteries Tour, Lunch, and Athens Transfer Option
Full day Trip from Athens to Meteora by Train

Full day Trip from Athens to Meteora by Bus

CA $161
per adult
100% of travellers recommend
Full day Trip from Athens to Meteora by Bus
2-Day Delphi, Meteora & Majestic Rocks Trip from Athens

2-Day Delphi, Meteora & Majestic Rocks Trip from Athens

CA $354
per adult
80% of travellers recommend
2-Day Delphi, Meteora & Majestic Rocks Trip from Athens
See all activities in Thessaly
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.