Astypalaia Vacations

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Find the Best Astypalaia Vacation Packages

Astypalaia Hotel Deals

Kallichoron Art Boutique Hotel

Kallichoron Art Boutique Hotel

Chora Astypalaia Astypalaia Island
The price is AEDĀ 892 per night from Aug 14 to Aug 15
AEDĀ 892
AEDĀ 986 total
14 Aug - 15 Aug
includes taxes & fees
9.8/10 Exceptional! (18 reviews)
"Centrally located"

Reviewed on 12 September 2025

Kallichoron Art Boutique Hotel
Chrysalis Boutique Hotel

Chrysalis Boutique Hotel

3 out of 5
Eparchiaki Odos Livadia-Vathis Astypalaia
10/10 Exceptional! (20 reviews)
"I had a wonderful stay at Hotel Chrysalis in Astypalaia. The staff were absolutely amazingā€”warm, welcoming, and always ready to help. My room was beautiful, and the view from the balcony was nothing short of magical!! One thing to keep in mind: if you book extra services like car rental or a massage, ..."

Reviewed on 28 September 2025

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Chrysalis Boutique Hotel
Pylaia Boutique Hotel & Spa

Pylaia Boutique Hotel & Spa

3 out of 5
Chora Astypalaia Astypalaia Island
8.8/10 Excellent! (24 reviews)
Excellent boutique hotel
"Room are modern updated and chic Bed was fine Food was excellent. They make omelets on request and specialty coffees without charge Baked good are from a nearby bakery and were excellent. We even went to the bakery to buy items"

Reviewed on 1 August 2025

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Pylaia Boutique Hotel & Spa
See all 92 properties in Astypalaia
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.

Stay near popular Astypalaia attractions

Astypalaia Castle

9.8/10 (17 reviews)
You can learn about the history of Astypalaia with a trip to Astypalaia Castle. Wander the marina and gardens while you're in the area.
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Frequently asked questions

How much does an Astypalaia vacation package cost?
You'll find cheap prices on Expedia for your Astypalaia escape. However, a range of factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Astypalaia costs.
What are the cheapest months to go to Astypalaia?
Travel in the low season and you're likely to find cheap Astypalaia vacation packages. Bear in mind that school vacation periods and local events and festivals can have an impact on prices, so do your research before booking.
How to find the best Astypalaia package deals?
Begin your search for an Astypalaia package deal by entering your destination and travel dates under our "Packages" tab. Then select some filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Astypalaia package deal right away, simply switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Astypalaia getaway off to a flying start.
Is it cheaper to book an Astypalaia vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and hotels individually. Better still, you can tailor your Astypalaia escape to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Astypalaia?
Score amazing discounts by reserving your flights in advance with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for a spur-of-the-moment Astypalaia trip.
How to plan a trip to Astypalaia?

  1. Choose when to get away: Check your calendar and pack your bags. Your preferred time of year and the type of activities on offer will also help you decide when to vacation in Astypalaia.
  2. Work out your budget: Make sure you have enough money to cover everything from transportation and meals to flights and activities. Your accommodations will likely be the largest expense during your trip to Astypalaia.
  3. Determine how many days away: Start by making a list of all the activities and sights you'd like to get to in Astypalaia. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a personalized Astypalaia vacation package.