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
Skopelos
Top Thessaly Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Nimfi Suites
Price was CA $2,592, price is now CA $2,299 per person
CA $2,299
per person
Sep 15 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Skiathos (JSI)
10/10 Exceptional! (9 reviews)
From the minute you arrive you are greeted by lovely professional staff at each stage of check in. The room was modern and provided a wow moment when you entered which didn’t disappoint in using the room. I had selected a plunge pool. There is a modern pool area with thick cushioned beds
Breakfast is buffet style by the beach. Delicious selection of fresh fruit, meats, cheeses, cooked eggs and cereal with both savoury and sweet pastries.
The view from the room , pool, and beach are spectacular.
Bus stop 5 is outside the hotel offering travel on the island.
Reviewed on May 20, 2026
Aegean Suites
Price was CA $4,387, price is now CA $3,953 per person
CA $3,953
per person
Aug 5 - Aug 11
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Skiathos (JSI)
9.2/10 Wonderful! (52 reviews)
An amazing hotel and such lovely staff, could not recommend highly enough.
Reviewed on Oct 6, 2025
La Luna Hotel
Price was CA $2,423, price is now CA $2,197 per person
CA $2,197
per person
Sep 15 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Skiathos (JSI)
10/10 Exceptional! (103 reviews)
We absolutely loved our stay. The service was tremendous. We would definitely return. 5 star all around.
Reviewed on Jun 10, 2026
Thea Home Hotel by Booking Kottas
Price was CA $2,099, price is now CA $1,946 per person
CA $1,946
per person
Sep 15 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Skiathos (JSI)
9.6/10 Exceptional! (15 reviews)
Great place. Great location. Loved having the pool. The view from our balcony was amazing.
Reviewed on Jun 16, 2026
Where to stay in Thessaly
Find the best Thessaly areas and neighborhoods for the activities you enjoy most. Learn more about Thessaly
Learn more about Thessaly
Photo by Nevermind
Open Photo by Nevermind
Volos City Centre
Waterfront views, beaches, and bars are some highlights of Volos City Centre. Make a stop by Volos Port or Volos Town Hall while you're exploring.
Xanemos
Though Xanemos might not have many top sights, you can venture to the surrounding area to see attractions like Port of Skianthos and Papadiamantis House.
Varousi
You'll enjoy the mountain views and spas in Varousi. You might want to make time for a stop at Trikala Castle or Clock Tower of Trikala.
Thessaly Hotel Deals
Grecotel Larissa Imperial
182, Farsalon Str Larissa Thessalia
Fully refundableReserve now, pay when you stay
The price is CA $151 per night from Jun 25 to Jun 26
CA $151
CA $195 total
Jun 25 - Jun 26
includes taxes & fees
8.8/10 Excellent! (205 reviews)
"Staff were pleasant and helpful. Breakfast was excellent. Lobb, breakfast area were clean and 5 stars. Rooms in main building on 3rd floor were not 5 star, closer to 3 star.. Carpet outside lift is functional but dated and water stained. Rooms dated need upgrades including painting and ..."
Reviewed on Jun 19, 2026
Radisson Resort Plaza Skiathos
Kanapitsa Skiathos Skiathos Island
The price is CA $262 per night from Jul 7 to Jul 8
CA $262
CA $314 total
Jul 7 - Jul 8
includes taxes & fees
7.8/10 Good! (43 reviews)
"The hotel itself it minimal & modern.which was lovely However our inland view was of a huge rock face absolutely no view at all so didn't inspire my husband and I to sit on the balcony on an evening. We ask if we could move several times but " no other rooms available apart from the next room which ..."
Reviewed on Jun 13, 2026
Divani Meteora Hotel
National Rd, Trikala - Ioannina Kalabaka Thessalia
Fully refundableReserve now, pay when you stay
The price is CA $202 per night from Jul 19 to Jul 20
CA $202
CA $246 total
Jul 19 - Jul 20
includes taxes & fees
9/10 Wonderful! (530 reviews)
"We very much enjoyed our stay at the Divani Meteora while we were in the area exploring the famous monasteries and convents of Meteora. The hotel is very clean and the staff are exceptionally kind and welcoming. We traveled with our 8 year old daughter and they even gave her a welcome gift of drawing ..."
Reviewed on Jun 21, 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.
Frequently asked questions
Discover the most popular places to visit in Thessaly
Meteora
5/5(24 reviews)
Learn about the history of Meteora, a well-known monument in Kalabaka. Discover the mountain views and temples in this quaint area.
Koukounaries Beach
4/5(1 review)
Why not spend a carefree afternoon at Koukounaries Beach during your travels in Koukounaries? You can enjoy the bars while in the area.
Kalambaka Tourist Information Center
3.5/5(3 reviews)
After visiting Kalambaka Tourist Information Center, make a plan to see the other sights and activities in Kalabaka. Discover the mountain views and top-notch restaurants in this quaint area.
What to do in Thessaly
Majestic Sunset Meteora Tour with Local Guide
CA $56
per adult
Kalabaka: Meteora Small-Group Hiking Tour w/ Monastery Visit
CA $56
per adult
Thessaloniki Meteora Monastries For Cruisers
CA $50
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
