Mesaria Vacations from $876

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Your Mesaria Vacation

Book a custom vacation package to Mesaria and start looking forward to your next epic adventure. Consider staying in the neighborhood of Delfini, which is great for views and walking, for a real taste of this captivating city. Love to venture out and explore? Ermoupolis Town Square, Galissas Beach and Kini Beach are just a few of the best places to visit during your trip to Mesaria. No matter your travel plans or budget, organizing a tailored Mesaria vacation is a breeze with Expedia.

The Latest Mesaria vacation packages

Price found within the past 48 hours. Click for updated prices.
Guesthouse Lila

Guesthouse Lila

4 out of 5
Price was $947, price is now $876 per person
$876
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Ermoupolis (JSY)
10/10 Exceptional! (22 reviews)
Generous, warm, beautiful building.

Reviewed on Apr 29, 2024

Pnoe Villas Syros

Pnoe Villas Syros

3 out of 5
Price was $2,749, price is now $1,996 per person
$1,996
per person
Oct 24 - Oct 28
found 21 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Ermoupolis (JSY)
No reviews
Hotel Benois

Hotel Benois

4 out of 5
Price was $1,076, price is now $890 per person
$890
per person
Oct 13 - Oct 18
found 19 hours ago
Roundtrip non-stop flight included
New York (NYC) to Ermoupolis (JSY)
9.6/10 Exceptional! (123 reviews)
This is a lovely hotel with equally lovely staff. It has a variety of charming sitting areas where you can have breakfast, dinner or just sit, drink and relax. Little more than a minute from an outstanding beach with a few other bars, restaurants etc. Not the usual Greek resort but it very quickly grows on you. The hotel restaurant’s menu looks at first glance, nice but not eye- catching. Oh my lord though, don’t judge that book by its cover. I had the greatest moussaka of all time - like no other. I might never order it again because it would never be as good. And the kebabs were pretty otherworldly too. Came away happy and very relaxed. Thank you all.

Reviewed on Jun 28, 2025

Castro Hotel Syros

Castro Hotel Syros

4 out of 5
Price was $1,036, price is now $978 per person
$978
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Ermoupolis (JSY)
9.8/10 Exceptional! (39 reviews)
Nicely tucked off in the narrow streets, with easy and quick access to clothing shops, restaurants and bars. It is a 5 minute walk from the ferry terminal and provides you with a clean and friendly environment to rest your head.

Reviewed on Aug 28, 2025

Diogenis Hotel

Diogenis Hotel

4 out of 5
Price was $1,674, price is now $1,610 per person
$1,610
per person
Nov 23 - Nov 28
found 23 hours ago
Roundtrip flight included
New York (NYC) to Ermoupolis (JSY)
9.4/10 Exceptional! (101 reviews)
Very convenient to ferry and Seajet arrivals. Decent room and breakfast - nice staff. Great for arriving with luggage to the island. Bus to the beaches is close by as well.

Reviewed on Aug 4, 2025

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Mesaria Hotel Deals

Mr & Mrs White Tinos

Mr & Mrs White Tinos

4 out of 5
Agios Ioannis, Tinos, Tinos Island
$63 nightly
The price is $83 total per night from Sep 26 to Sep 27
$83 total
Sep 26 - Sep 27
Total with taxes and fees
Mr & Mrs White Tinos
Odera, Tinos, Autograph Collection

Odera, Tinos, Autograph Collection

5 out of 5
Vourni Beach, Tinos, Tinos Island
$279 nightly
The price is $335 total per night from Sep 25 to Sep 26
$335 total
Sep 25 - Sep 26
Total with taxes and fees
Odera, Tinos, Autograph Collection
Sea Colours

Sea Colours

Athinas 10, Ermoupoli, Syros
Get rates
Sea Colours
See all 897 properties in Mesaria
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.

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Frequently asked questions

How much does a Mesaria vacation package cost?
You'll find cheap prices from $876 on Expedia for your Mesaria getaway. However, factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Mesaria costs.
What are the cheapest months to go to Mesaria?
October, November and December are the best times to search for cheap Mesaria vacation packages. Opting to travel in quieter months means you can usually find better prices on hotels and flights.
How many days is enough for Mesaria?
Usually, a handful of days is enough to check out the main attractions during your Mesaria vacation. But if you'd like to have time to kick back or take day tours, consider extending your itinerary.
How to find the best Mesaria package deals?
Landing a cheap Mesaria package deal is a cinch with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your budget range, apply a few filters and browse what's available. You can tailor your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to view the most wallet-friendly Mesaria package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book a Mesaria vacation as a package?
You can enjoy significant savings on your Mesaria break by booking a customized vacation package. Click on the "Package" heading, then enter your destination and travel dates to see some great hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Mesaria?
If you're considering a spontaneous Mesaria vacation, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score awesome deals on your flights and hotels by booking ahead.
How to plan a trip to Mesaria?

  1. Pick your travel dates: What you plan to do in Mesaria and your favorite season will help you decide when to go.
  2. Set a budget: Factor in expenses like transportation, flights and meals when working out how much to set aside for your trip to Mesaria. Then, pick a property that suits your budget, whether that's a low-cost option or a more upscale getaway.
  3. Use our trip planning tool to discover Mesaria: Research every aspect of your trip to Mesaria with this comprehensive planner. Invite family or friends to collaborate on a group getaway, search for stays or things to do and make bookings.
  4. Decide your trip length: Consider how much time you want to spend discovering Mesaria. Plan your days so you can get to all the attractions and experiences you're interested in without rushing.
  5. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to choose a Mesaria vacation package that brings all your bookings together.
  6. Book any activities or excursions: Here's the fun part — organizing everything you want to see and do. Browse some of the top things to do in Mesaria and reserve your tickets early to save time (and maybe some spending money too!).

Does Expedia offer Book Now, Pay Later Mesaria vacation packages?
If you're anything like us, you love traveling but don't love the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the total cost of your Mesaria break over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.