Little Italy Vacations from $372
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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.
Riviera Oaks Resort
San Diego Country Estates
Save 100% on your flight
Price was $559, price is now $372 per person
$372
per person
May 1 - May 5
just found
Roundtrip flight included
Dallas (DFW) to San Diego (SAN)
9.6/10 Exceptional! (1,012 reviews)
This area is a 10/10! I messed them asking if I can be there early to decorate for my friends birthday and they decorated too! I was so amazed! They were also so friendly and asked all the time thru text if we needed anything! They also let us check out later which was helpful since we were out late lol!
Reviewed on Mar 20, 2026
The Sofia Hotel
Downtown San Diego
Price was $645, price is now $411 per person
$411
per person
Jun 1 - Jun 5
found 1 day ago
Roundtrip flight included
Dallas (DAL) to San Diego (SAN)
8.6/10 Excellent! (1,818 reviews)
The proximity to the Rady Shell is excellent, as it allows for convenient walking distance to and from the venue.
Reviewed on Mar 21, 2026
Shore House at The Del, LXR Hotels & Resorts
Historic Downtown Coronado
Save 100% on your flight
Price was $2,439, price is now $1,557 per person
$1,557
per person
Jun 1 - Jun 5
found 1 day ago
Roundtrip flight included
Dallas (DAL) to San Diego (SAN)
9.2/10 Wonderful! (130 reviews)
EVERYTHING!!!! Although parking price if $79.00 a day is a little steep and was not lisywd when i made reservation
Reviewed on Mar 2, 2026
The Beau Hotel Gaslamp Quarter San Diego
Downtown San Diego
Save 100% on your flight
Price was $1,037, price is now $673 per person
$673
per person
Jun 1 - Jun 5
found 1 day ago
Roundtrip flight included
Dallas (DAL) to San Diego (SAN)
9/10 Wonderful! (636 reviews)
Jay was very friendly and professional at Witherby. Thank you for a great experience!
Reviewed on Mar 19, 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(8,521 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
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $145 total per night from Apr 5 to Apr 6
$145 total
Apr 5 - Apr 6
Total with taxes and fees
9/10 Wonderful! (445 reviews)
Within walking distance from Little Italy. Clean property, welcoming staff. Will definitely book here again when I make another trip to San Diego! Keep up the good work Courtyard by Marriott San Diego Downtown Little Italy!
Reviewed on Mar 21, 2026
Hampton Inn San Diego-Downtown
San Diego CA
Fully refundableReserve now, pay when you stay
$142 nightly
The price is $165 total per night from Apr 5 to Apr 6
$165 total
Apr 5 - Apr 6
Total with taxes and fees
8/10 Very Good! (2,430 reviews)
Ok
Reviewed on Mar 21, 2026
La Pensione Hotel
606 West Date Street San Diego CA
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $145 total per night from Apr 1 to Apr 2
$145 total
Apr 1 - Apr 2
Total with taxes and fees
8.6/10 Excellent! (1,917 reviews)
WiFi was cutting out, a place to enjoy little Italy, and travel out. No amenities so it’s a place to sleep and shower. Beware of under ground parking, very small
Reviewed on Mar 20, 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.
Star of India
Find out about the history of San Diego with a stop at Star of India. Discover the lively bars and acclaimed art scene in this walkable area.
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.