Little Italy Vacations from $561
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Your Little Italy Vacation
Get lost in the magic of this trendy neighborhood with a Little Italy vacation package. From its shopping and cafes to its dining, there's lots here for everyone. Not sure what to do during your trip to Little Italy? Nearby attractions like San Diego Zoo, Balboa Park and Petco Park are good places to start. Expedia will help put your plans into action. Book your perfect Little Italy vacation today.
The Latest Little Italy Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Kona Kai San Diego
Point Loma
Save 100% on your flight
Price was $960, price is now $561 per person
$561
per person
May 7 - May 12
found 6 hours ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
8.2/10 Very Good! (1,003 reviews)
I had such a wonderful stay at this resort! Everything was beautiful, peaceful, and very well taken care of. The staff were kind and welcoming, and the whole atmosphere made it easy to relax and enjoy every moment. My favorite part was spending the evenings by the fire it was so cozy and calming under the night sky. It truly made the experience feel special. I would definitely love to come back again
Reviewed on Mar 11, 2026
Ocean Park Inn
Pacific Beach
Save 100% on your flight
Price was $1,264, price is now $776 per person
$776
per person
May 28 - Jun 2
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
9.4/10 Exceptional! (1,007 reviews)
The room was so nice! Modern updates with cute furniture.lots of pillows and lots of lights! The water pressure for shower was awesome and water got hot.The staff were amazing.we stayed for 5 nights and the staff was in every day to change towels. They allowed us to stow our luggage as we had a late flight out.10/10 and will return! Thank you so much!
Reviewed on Mar 13, 2026
Where to stay in Little Italy
Find the best Little Italy areas and neighborhoods for the activities you enjoy most. Learn more about Little Italy
Downtown San Diego
4 out of top 10 points of interest in this area
4.5/5(8,497 area reviews)
Cultural and financial hub, Downtown San Diego boasts the Symphony, Opera, theaters, museums, and historic sites like Gaslamp Quarter. Enjoy diverse shops, dining, nightlife, and convenient public transport options.
Little Italy Hotel Deals
Courtyard by Marriott San Diego Downtown Little Italy
1646 Front St San Diego CA
$134 nightly
The price is $155 total per night from Apr 5 to Apr 6
$155 total
Apr 5 - Apr 6
Total with taxes and fees
9/10 Wonderful! (430 reviews)
very nice would say again, except for the parking garage was a nightmare. The walls are too Narrow . Very scary.
Reviewed on Mar 15, 2026
Hampton Inn San Diego-Downtown
San Diego CA
Fully refundableReserve now, pay when you stay
$131 nightly
The price is $152 total per night from Apr 6 to Apr 7
$152 total
Apr 6 - Apr 7
Total with taxes and fees
8/10 Very Good! (2,422 reviews)
Very bad hotel
Reviewed on Mar 15, 2026
Urban Boutique Hotel
1654 Columbia Street San Diego CA
Fully refundableReserve now, pay when you stay
$161 nightly
The price is $183 total per night from Apr 6 to Apr 7
$183 total
Apr 6 - Apr 7
Total with taxes and fees
8.6/10 Excellent! (1,271 reviews)
If you are looking for an affordable place to stay in little italy, this is right in the middle of everything. however the hotel is just a little run down and the walls were so thin that we couldn’t get any sleep due to our neighbors TV blasting. Also check-in was at 3 pm but our room wasn’t ready ...
Reviewed on Mar 10, 2026
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.
Discover the most popular places to visit in Little Italy
Waterfront Park
A fountain with an enormous basin in which kids can splash around creates a fun and welcoming attraction for the whole family.
Maritime Museum of San Diego
This impressive collection of nine marine vessels includes sailing boats, ferries, submarines and yachts.
Our Lady of the Rosary Catholic Church
After visiting Our Lady of the Rosary Catholic Church, make a plan to see the other sights and activities in San Diego. Wander the area's seaside or simply enjoy one of its top-notch restaurants.
Things to do
Oceanside Whale and Dolphin Watching Adventures
$57
per adult
90% of travellers recommend
San Diego Whale Watching & Dolphin Cruise
$71
per adult
88% of travellers recommend
San Diego Old Town Trolley Hop-On Hop-Off Tour
$57
per adult
94% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.