Search Deals on
Osimo Vacation Packages

Build your package with 2 more options

Osimo Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Boutique Castiglione del Lago

Hotel Boutique Castiglione del Lago

4 out of 5
Price was $957, price is now $928 per person
$928
per person
Dec 14 - Dec 19
found 1 day ago
Roundtrip flight included
New York (NYC) to Ancona (AOI)
Stay at this hotel in Castiglione del Lago. Enjoy free breakfast, free WiFi, and daily housekeeping. Popular attractions Lake Trasimeno and Palazzo della Corgna are located nearby.
They hotel staff was so helpful and friendly!! They picked us up from the train station when we arrived. The next morning at breakfast we had a delicious croissant and the fresh juice was amazing. 5 stars.

Reviewed on Sep 30, 2026

Locanda della Posta - Etruria Collection

Locanda della Posta - Etruria Collection

4 out of 5
Price was $1,251, price is now $1,092 per person
$1,092
per person
Dec 14 - Dec 19
found 1 day ago
Roundtrip flight included
New York (NYC) to Ancona (AOI)
Book a stay at this luxury hotel in Perugia. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Corso Vannucci and Museo delle Porte e delle Mura Urbiche are located nearby.
Great boutique hotel in central location. Staff supper friendly and the rooms were great

Reviewed on Oct 28, 2026

Sina Brufani

Sina Brufani

5 out of 5
Price was $1,225, price is now $1,077 per person
$1,077
per person
Dec 14 - Dec 19
found 1 day ago
Roundtrip flight included
New York (NYC) to Ancona (AOI)
Book a stay at this luxury hotel in Perugia. Enjoy free WiFi, a full-service spa, and a rooftop terrace. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Rocca Paolina and Museo delle Porte e delle Mura Urbiche are located nearby.

Casa Leonori

Casa Leonori

3 out of 5
Price was $3,362, price is now $3,342 per person
$3,342
per person
Dec 31 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Appleton (ATW) to Ancona (AOI)
Book a stay at this business-friendly hotel in Assisi. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Basilica of St. Mary of the Angels and Basilica San Francesco di Assisi are located nearby.

Osimo Vacation Packages 3-4 Night Stays

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

Casa Leonori

3 out of 5
Price was $3,362, price is now $3,342 per person
$3,342
per person
Dec 31 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Appleton (ATW) to Ancona (AOI)

Osimo Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hotel Boutique Castiglione del Lago

Hotel Boutique Castiglione del Lago

4 out of 5
Contrada Castello
Price was $957, price is now $928 per person
$928
per person
Dec 14 - Dec 19
found 1 day ago
Roundtrip flight included
New York (NYC) to Ancona (AOI)
Locanda della Posta - Etruria Collection

Locanda della Posta - Etruria Collection

4 out of 5
Old Town Perugia
Price was $1,251, price is now $1,092 per person
$1,092
per person
Dec 14 - Dec 19
found 1 day ago
Roundtrip flight included
New York (NYC) to Ancona (AOI)
Sina Brufani

Sina Brufani

5 out of 5
Old Town Perugia
Price was $1,225, price is now $1,077 per person
$1,077
per person
Dec 14 - Dec 19
found 1 day ago
Roundtrip flight included
New York (NYC) to Ancona (AOI)