Astypalaia Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Maria Fidalgo

Top hotels in Astypalaia

Caldera Studios

Caldera Studios

Pera Yialos, Astypalaia
The price is 1.510.674 ₫ per night from 9 Sept to 10 Sept
1.510.674 ₫
1.777.088 ₫ total
9 Sept - 10 Sept
includes taxes & fees
9.4/10 Exceptional! (26 reviews)
"Unbelievable experience!"

Reviewed on 12 May 2025

Caldera Studios
Pylaia Boutique Hotel & Spa

Pylaia Boutique Hotel & Spa

3 out of 5
Chora, Astypalaia, Astypalaia Island
The price is 4.653.850 ₫ per night from 13 Sept to 14 Sept
4.653.850 ₫
5.438.871 ₫ total
13 Sept - 14 Sept
includes taxes & fees
8.8/10 Excellent! (22 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 Aug 2025

Pylaia Boutique Hotel & Spa
Andromeda Resort

Andromeda Resort

2 out of 5
Chora-Astypalaia, Astypalaia, Dodecanese
10/10 Exceptional! (9 reviews)
"This was the first of many hotels while spending 3 1/2 weeks in Greece, and it was our favorite hotel! We were picked up at the airport and dropped off at the port. Irena did everything to make sure our stay was perfect. The room was spotless and large, breakfast was delicious, and all those stairs ..."

Reviewed on 2 Oct 2017

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Andromeda Resort
See all 91 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.

Popular places to visit

Astypalaia Castle

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.

Astypalaia Castle

Livadiou Reservoir

Commune with nature and explore the great outdoors at Livadiou Reservoir during your travels in Astypalaia. Wander the marina and gardens while you're in the area.

Livadiou Reservoir

Kastro

You can learn about the history of Astypalaia with a visit to Kastro. Wander the marina and gardens while you're in the area.

Kastro

Frequently asked questions

How much does an Astypalaia holiday package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a holiday to Astypalaia costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Astypalaia?
The off-season is the best time to visit Astypalaia if you're hoping to keep costs down. Another tip for finding cheap Astypalaia holiday packages? Try to avoid visiting during public holidays and any major festivals.
How many days is enough for Astypalaia?
For an Astypalaia holiday, a handful of days will be enough to explore the highlights. Be sure to visit Panormos — it's one of the top sights in this destination. If you're after more activities, think about basing yourself here and venturing off on some trips from Astypalaia.
Is it worth booking a holiday package to Astypalaia?
Astypalaia is a good holiday destination with attractions like Livadi Beach among the many things to keep you entertained. Whether you're travelling with the family or getting away with friends, an Astypalaia holiday promises fun for everyone.
How to find the best Astypalaia package deals?
Bagging a cheap Astypalaia package deal is a breeze with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your budget range, add a couple of filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most economical Astypalaia package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book an Astypalaia holiday as a package?
An Expedia holiday package could score you significant savings when compared to arranging accommodation and flights separately. Better still, you can personalise your Astypalaia trip to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a holiday package to Astypalaia?
Secure incredible discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, grab one of our last-minute deals for an impromptu Astypalaia trip.
How to plan a trip to Astypalaia?

  1. Choose when to go: Check your calendar and get your bags packed. Your favourite time of year and the type of activities available will also help you decide when to escape to Astypalaia.
  2. Budget wisely: On top of the cost of your accommodation, you'll need to consider other expenses too. These include transportation, food and flights. Also, set aside some extra funds for unexpected expenses that could arise during your trip to Astypalaia.
  3. Set the duration of your trip: Start by compiling a list of the sights and activities you want to experience in Astypalaia. Then, estimate how long you'll need for each, as well as any travel time.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to pick an Astypalaia holiday package that brings all your bookings together.