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Ayios Stefanos Vacation Packages

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Ayios Stefanos
Ierapetra
Crete
Greek Islands
Greece
Europe
Hotwire.com

Ayios Stefanos Flight + Hotel Packages

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

Infinity City Boutique Hotel

4 out of 5

Price was $1,366, price is now $1,177 per person

$1,177

per person

Dec 2 - Dec 9

found 12 hours ago

Roundtrip flight included

Chicago (ORD) to Heraklion (HER)

Book a stay at this business-friendly hotel in Heraklion. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Heraklion Port and Palace of Knossos are located nearby.

Excellent hotel within walking distance of the port for our short stop over in Heraklion . Staff very helpful and allowed us to have early breakfast before our ferry .

Reviewed on Sep 6, 2026

Amirandes, A Resort to Live

5 out of 5

Price was $3,039, price is now $2,248 per person

$2,248

per person

Dec 2 - Dec 9

found 12 hours ago

Roundtrip flight included

Chicago (ORD) to Heraklion (HER)

Book a stay at this luxury hotel in Hersonissos. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Star Beach Water Park and Ekklisia Agios Konstantinos are located nearby.

Vespera City Hotel

3 out of 5

Price was $1,661, price is now $1,231 per person

$1,231

per person

Dec 2 - Dec 9

found 12 hours ago

Roundtrip flight included

Chicago (ORD) to Heraklion (HER)

Stay at this hotel in Heraklion. Enjoy free breakfast, free WiFi, and in-room massages. Popular attractions Heraklion Port and Palace of Knossos are located nearby.

Chrispy Beach Resort

5 out of 5

Price was $1,498, price is now $1,237 per person

$1,237

per person

Dec 2 - Dec 9

found 12 hours ago

Roundtrip flight included

Chicago (ORD) to Chania (CHQ)

Book a stay at this luxury hotel in Chania. Enjoy free breakfast, free WiFi, and an outdoor pool. Popular attractions Agia Marina Beach and Platanias Beach are located nearby.

Nice and quiet, very accommodating staff.

Reviewed on Jul 6, 2026

Domus Renier Boutique Hotel, Member of Domus Elegance Collection

4 out of 5

Price was $1,642, price is now $1,366 per person

$1,366

per person

Dec 2 - Dec 9

found 12 hours ago

Roundtrip flight included

Chicago (ORD) to Chania (CHQ)

Book a stay at this luxury hotel in Chania. Enjoy free breakfast, room service, and in-room massages. Our guests praise the helpful staff in our reviews. Popular attractions Old Venetian Harbor and Nea Chora Beach are located nearby.

Sun and Sea Plus Resort Hotel

4 out of 5

Price was $1,851, price is now $1,556 per person

$1,556

per person

Dec 2 - Dec 9

found 12 hours ago

Roundtrip flight included

Chicago (ORD) to Chania (CHQ)

Stay at this aparthotel in Apokoronas. Enjoy free WiFi, free parking, and 5 outdoor pools. Popular attractions Almyrida Beach and Art of Living Glass Factory are located nearby.

Dimargio Luxury Hotel & Spa

5 out of 5

Price was $1,615, price is now $1,362 per person

$1,362

per person

Dec 2 - Dec 9

found 12 hours ago

Roundtrip flight included

Chicago (ORD) to Heraklion (HER)

Book a stay at this luxury hotel in Heraklion. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Heraklion Port and Palace of Knossos are located nearby.

Wonderful front desk staff and beautiful place

Reviewed on Oct 20, 2026