A small, butterfly-shaped island in the popular Dodecanese group, Astypalaia remains wonderfully tranquil. This is in part because it takes a little longer to get here from Athens or other Aegean Sea islands — and also because the feel remains very much laid-back and understated. So, too, are the best places to stay in Astypalaia: all intimate, characterful hotels with fabulously friendly hosts.

Begin your explorations in coastal Chora, the island’s main town. A whitewashed collection of Cycladic-style square houses with blue-painted shutters set upon the sides of a hill, this little town is wonderful for a wander. Pop into buzzy tavernas, pick up souvenirs at artisanal shops and galleries, or pick a perch at a cafe for a mid-morning coffee. Follow narrow streets to the hilltop, where you can marvel at the remnants of the imposing Venetian Castle which still dominates the town’s skyline. The striking red-roofed windmills which line the roadside are another local landmark.

Venture a little further afield to admire the Church of Panagia Poulariani, or the Monastery fo St John with its surrounding gardens. Craggy Astypalaia is a wonderful island for keen walkers and cyclists to explore, with winding trails yielding breathtaking views. There are scenic coves for swimming and sailing, too, as well as beaches for soaking up the sunshine. You can also expect dazzling views from the private terraces and pools of the best places to stay in Astypalaia — best enjoyed with a sundowner or two!

The Best Places to Stay in Astypalaia

For Boutique Charm

• Pylaia Boutique Hotel is a lovely 27-bedroom hilltop property with whitewashed walls and individually designed spaces set around two small swimming pools. The spa and laid-back restaurant add to the appeal. A relaxed, friendly choice for couples, friends or families, with a good buzz and sense of community.
• Kallichoron Art Boutique Hotel offers white-painted rooms with blue shutters on the edge of the old town, with magnificent views of the Venetian castle from private terraces. An intimate B&B with plenty of classic Greek charm for those looking to explore the old town on foot.

For Rural Luxury

• Melograno Villas is a stylish collection of mutli-bedroom villas for couples, friends and families, just north of town. An indulgent escape, the villas have sea views, hot tubs on sunlit terraces, kitchens and dining spaces as well as chic bedrooms. Wonderful for tranquil trips together.
• Saluti Da Stampalia, built to resemble a typical local manor house, has seven serene suites, perfect for romantic honeymoons. Think light-filled mezzanine bedrooms, huge whirlpool tubs, hip blue, white and cream interiors and superb hosts, whose home-cooked breakfasts are nothing short of divine.

FOR AN APARTMENT OR HOLIDAY VILLA

• If you'd prefer a self-catering option, we suggest that you visit our online partner Booking.com.

TRAVEL INFORMATION

• Fly to Astypalaia Island Airport via Athens International Airport. Alternatively, arrive by ferry from Athens' Piraeus port or one of the neighbouring islands — these run more frequently during the summer months.
• There's plenty to see in Astypalaia! Contact our online partner Rentalcars if you would like to hire a car.
• Expect warm summers, with temperatures reaching around 27°C between June and August, which is also peak season. For fewer crowds, quiet beaches and cooler climes travel in April, May or late September, when you can also find great hotel deals.

STILL NOT SURE?

• Explore our list of all the best places to stay in Leros.
• Alternatively, expand your search to see our pick of the best places to stay in the Dodecanese.
• Or contact one of our friendly Gurus for advice.