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Roumelí Vacation Packages

Build your package with 2 more options

Roumelí Flight + Hotel Packages

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

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 18 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.

Amirandes, A Resort to Live

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 18 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.

Chrispy Beach Resort

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 18 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

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 18 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

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 18 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

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 18 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

Palmera Beach - Adults Only

Palmera Beach - Adults Only

4 out of 5
Price was $1,680, price is now $1,451 per person
$1,451
per person
Dec 2 - Dec 9
found 18 hours ago
Roundtrip flight included
Chicago (ORD) to Heraklion (HER)
Book a stay at this beach hotel in Hersonissos. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Stalis Beach and Malia Beach are located nearby.

Roumelí Vacation Packages 3-4 Night Stays

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

Lato Boutique Hotel

4 out of 5
Price was $321, price is now $281 per person
$281
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip flight included
Athens (ATH) to Heraklion (HER)
Dimargio Luxury Hotel & Spa

Dimargio Luxury Hotel & Spa

5 out of 5
Price was $459, price is now $343 per person
$343
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip flight included
Athens (ATH) to Heraklion (HER)
Infinity City Boutique Hotel

Infinity City Boutique Hotel

4 out of 5
Price was $1,411, price is now $1,248 per person
$1,248
per person
Dec 8 - Dec 12
found 8 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Heraklion (HER)
Castello City Hotel

Castello City Hotel

4 out of 5
Price was $1,336, price is now $1,221 per person
$1,221
per person
Dec 8 - Dec 12
found 8 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Heraklion (HER)

Roumelí Vacation Packages 5-7 Night Stays

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

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 18 hours ago
Roundtrip flight included
Chicago (ORD) to Heraklion (HER)
Amirandes, A Resort to Live

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 18 hours ago
Roundtrip flight included
Chicago (ORD) to Heraklion (HER)
Chrispy Beach Resort

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 18 hours ago
Roundtrip flight included
Chicago (ORD) to Chania (CHQ)
Domus Renier Boutique Hotel, Member of Domus Elegance Collection

Domus Renier Boutique Hotel, Member of Domus Elegance Collection

4 out of 5
Old Town Chania
Price was $1,642, price is now $1,366 per person
$1,366
per person
Dec 2 - Dec 9
found 18 hours ago
Roundtrip flight included
Chicago (ORD) to Chania (CHQ)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Discover Airlines
Mon, Dec 7 - Fri, Dec 11
FRA
Frankfurt Intl.
HER
Nikos Kazantzakis
$174 Roundtrip, found 4 hours ago
$174
Roundtrip
found 4 hours ago
Select Discover Airlines flight, departing Mon, Dec 7 from Frankfurt Intl. to Nikos Kazantzakis, returning Fri, Dec 11, priced at $174 found 4 hours ago
Lufthansa
Mon, Dec 7 - Fri, Dec 11
FRA
Frankfurt Intl.
HER
Nikos Kazantzakis
$174 Roundtrip, found 4 hours ago
$174
Roundtrip
found 4 hours ago
Select Lufthansa flight, departing Mon, Dec 7 from Frankfurt Intl. to Nikos Kazantzakis, returning Fri, Dec 11, priced at $174 found 4 hours ago
Aegean
Tue, Dec 1 - Mon, Dec 14
FRA
Frankfurt Intl.
HER
Nikos Kazantzakis
$269 Roundtrip, found 6 hours ago
$269
Roundtrip
found 6 hours ago
Select Aegean flight, departing Tue, Dec 1 from Frankfurt Intl. to Nikos Kazantzakis, returning Mon, Dec 14, priced at $269 found 6 hours ago
SKY express
Tue, Dec 8 - Fri, Dec 11
FRA
Frankfurt Intl.
HER
Nikos Kazantzakis
$321 Roundtrip, found 4 hours ago
$321
Roundtrip
found 4 hours ago
Select SKY express flight, departing Tue, Dec 8 from Frankfurt Intl. to Nikos Kazantzakis, returning Fri, Dec 11, priced at $321 found 4 hours ago