Little Italy Vacations from $355
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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.
Hyland Inn Near Legoland
Olde Carlsbad
Save 100% on your flight
Price was $620, price is now $355 per person
$355
per person
May 21 - May 25
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
7.8/10 Good! (1,007 reviews)
I was expecting this hotel to be a good spot for my family and I to rest. The covers had stains on it . The room still had trash, ĺ
Reviewed on Apr 7, 2026
The Sofia Hotel
Downtown San Diego
Save 100% on your flight
Price was $1,711, price is now $890 per person
$890
per person
Jun 25 - Jun 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
8.6/10 Excellent! (1,868 reviews)
Room was clean, good A/C, and comfortable beds. Great location near the train station and bus stops are near by. Be sure and try out 6th & G St breakfast company. Excellent food and coffee.
Reviewed on Apr 12, 2026
Shore House at The Del, LXR Hotels & Resorts
Historic Downtown Coronado
Save 100% on your flight
Price was $2,392, price is now $1,366 per person
$1,366
per person
May 14 - May 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
9.4/10 Exceptional! (133 reviews)
The rooms, facilities, location and amenities are all wonderful. Great property for families. The 4 stars is due to the lack of staff at times. The breakfast buffet was delicious however, during peak hours there were many tables that were not cleaned timely which left us waiting before we could sit. The same was true when attempting to get service poolside. All the staff was so friendly and welcoming, it just felt like they were understaffed. Would definitely return.
Reviewed on Apr 11, 2026
Hyatt Vacation Club at The Welk, San Diego Area
Lawrence Welk Resort Village
Save 100% on your flight
Price was $1,405, price is now $844 per person
$844
per person
May 22 - May 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
8.4/10 Very Good! (1,686 reviews)
It's an excellent place for a relaxing vacation d
Reviewed on Apr 12, 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(8,598 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
$166 nightly
The price is $192 total per night from May 11 to May 12
$192 total
May 11 - May 12
Total with taxes and fees
9/10 Wonderful! (523 reviews)
The hotel was perfect. Clean and in a great location. Only negative, I was charged to use the parking garage after I checked out. I had previously paid for parking through Expedia.
Reviewed on Apr 11, 2026
Hampton Inn San Diego-Downtown
San Diego CA
Fully refundableReserve now, pay when you stay
$148 nightly
The price is $171 total per night from May 3 to May 4
$171 total
May 3 - May 4
Total with taxes and fees
8.2/10 Very Good! (2,470 reviews)
Good stay in downtown San Diego with walking distance to many attractions. Friendly helpful staff. Terrific hot breakfast with lots of choices. Only draw backs were the loud train right behind hotel that ran all night and the $40 a day parking fee.
Reviewed on Apr 10, 2026
La Pensione Hotel
606 West Date Street San Diego CA
Fully refundableReserve now, pay when you stay
$124 nightly
The price is $141 total per night from Apr 15 to Apr 16
$141 total
Apr 15 - Apr 16
Total with taxes and fees
8.6/10 Excellent! (1,945 reviews)
Perfect and safe area to lay your head at night and explore the city by foot during the day. Little Italy market on Wednesday and Saturday are nice.
Reviewed on Apr 12, 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
4.5/5(51 reviews)
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
4.5/5(274 reviews)
This impressive collection of nine marine vessels includes sailing boats, ferries, submarines and yachts.
Our Lady of the Rosary Catholic Church
4.5/5(2 reviews)
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
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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.