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Simon Vacations from $575

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The Latest Simon Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Restaurant
    Aug 27 - Aug 30

    Hipsters Hotel + Flight

    Thessaloniki City Centre
    3 nights
    3.0 star property
    10/10 - Exceptional (4 reviews)
    "We absolutely loved staying at the Hipsters! It was my first time in Greece and I will certainly come back! The cleaning, the staff, the breakfast, the location, everything was perfect. Thank you so much for having us! "
    Reviewed April 28, 2026
    Roundtrip • Tel Aviv (TLV) - Thessaloniki (SKG)
    TLV - SKG • Nonstop SKG - TLV • 1 stop
    $680
    $575
    per traveler
    found 22 hours ago
    Hipsters Hotel
  • On the beach, white sand, sun loungers, beach umbrellas
    Aug 27 - Aug 30

    Porto Carras Meliton + Flight

    Sithonia
    3 nights
    5.0 star property
    8.4/10 - Very Good (121 reviews)
    Roundtrip • Tel Aviv (TLV) - Thessaloniki (SKG)
    TLV - SKG • Nonstop SKG - TLV • 1 stop
    $1,191
    $932
    per traveler
    found 23 hours ago
    Porto Carras Meliton
  • Surfing/boogie boarding
    Aug 27 - Aug 30

    Zeus Eleva Ajul + Flight

    Kassandra
    3 nights
    5.0 star property
    8.0/10 - Very Good (8 reviews)
    "Very nice property. Staff was very friendly. Food was amazing "
    Reviewed October 11, 2024
    Roundtrip • Tel Aviv (TLV) - Thessaloniki (SKG)
    TLV - SKG • Nonstop SKG - TLV • 1 stop
    $2,196
    $1,858
    per traveler
    found 10 hours ago
    Zeus Eleva Ajul
  • Rooftop bar, ocean views, open daily
    Oct 11 - Oct 17

    ON Residence + Flight

    Thessaloniki City Centre
    5 nights
    5.0 star property
    9.8/10 - Exceptional (204 reviews)
    "Beautiful hotel, prime location,"
    Reviewed July 24, 2026
    Roundtrip • Los Angeles (LAX) - Thessaloniki (SKG)
    LAX - SKG • 1 stop SKG - LAX • 1 stop
    $1,624
    $1,377
    per traveler
    found 1 day ago
    ON Residence
  • Exterior
    Aug 27 - Aug 30

    Bahar Boutique Hotel + Flight

    Thessaloniki City Centre
    3 nights
    4.0 star property
    9.4/10 - Exceptional (91 reviews)
    "⭐⭐⭐⭐⭐ We had an excellent stay at Bahar Boutique Hotel. The hotel was spotless, beautifully designed, and very comfortable. The staff were incredibly welcoming, friendly, and always happy to help. The location was perfect, and the breakfast was fresh and delicious. Everything exceeded our expectations. We highly recommend this hotel and would definitely stay here again. Thank you for a wonderful experience"
    Reviewed July 17, 2026
    Roundtrip • Tel Aviv (TLV) - Thessaloniki (SKG)
    TLV - SKG • Nonstop SKG - TLV • 1 stop
    $766
    $659
    per traveler
    found 22 hours ago
    Bahar Boutique Hotel

Simon Hotel Deals

Exterior

Limneo

Limneo
1.3 mi from Simon
9.8 out of 10, Exceptional, (10 reviews)
$71 nightly
The price is $83
Aug 5 - Aug 6
Total with taxes and fees
Limneo
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.
See all properties in Simon

Frequently Asked Questions

How much does a Simon vacation package cost?

You can pick up a vacation package to this popular destination from $575 on Expedia. However, how much your vacation to Simon costs will depend on your hotel choice, length of stay and season.

What are the cheapest months to go to Simon?

If you're hoping to snag a cheap Simon vacation package, consider planning a trip in November, December and January. You're likely to find lower prices on hotels and flights during these months — perfect for travelers wishing to save money.

How many days is enough for Simon?

Usually, a handful of days is enough to visit the top sights during your Simon vacation. But if you want to have some time to relax or take day tours, think about extending your itinerary.

How to find the best Simon package deals?

Finding a cheap Simon package deal is a cinch with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, apply some filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most wallet-friendly Simon package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are usually lower.

Is it cheaper to book a Simon vacation as a package?

An Expedia vacation package could save you hundreds of dollars when compared to arranging hotels and flights separately. Better still, you can personalize your Simon trip to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.

When to book a vacation package to Simon?

Land incredible discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Simon break.

Does Expedia offer Book Now, Pay Later Simon vacation packages?

Your Simon break is meant to be an escape from your daily routine, not a source of money worries. So to give you that extra flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.