Little Italy Vacations from $286
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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
Price was $593, price is now $286 per person
$286
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
Los Bungalows
Save 100% on your flight
Price was $1,928, price is now $1,042 per person
$1,042
per person
Jun 28 - Jul 5
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
8.2/10 Very Good! (523 reviews)
Está ubicado en un lugar paradisíaco. La cama muy cómoda y todo muy limpio. Muchos lugares para divertirse y un apto muy romántico
Reviewed on Mar 23, 2026
Riviera Oaks Resort
San Diego Country Estates
Save 100% on your flight
Price was $839, price is now $518 per person
$518
per person
Jun 28 - Jul 5
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
9.6/10 Exceptional! (1,001 reviews)
A quiet, secluded, resort style getaway with a great racquetball club with many activities for the family. A pool and hot tub close by to the apartment style rooms plus the club that has separate pool and tub around other activities like fitness center, pickleball courts, tennis courts all with provided equipment. A must try once stay. Appreciate you guys.
Reviewed on Apr 13, 2026
Hyatt Vacation Club at The Welk, San Diego Area
Lawrence Welk Resort Village
Save 100% on your flight
Price was $1,086, price is now $673 per person
$673
per person
May 20 - May 25
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
8.4/10 Very Good! (1,686 reviews)
Clean room and amazing amenities. Barely any staff to help.
Reviewed on Apr 15, 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 10 to May 11
$192 total
May 10 - May 11
Total with taxes and fees
9/10 Wonderful! (533 reviews)
The breakfast was great and it was within walking distance of the cruise port even with luggage.
Reviewed on Apr 14, 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! (2,477 reviews)
Fantastic
Reviewed on Apr 14, 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 27 to Apr 28
$141 total
Apr 27 - Apr 28
Total with taxes and fees
8.6/10 Excellent! (1,949 reviews)
This hotel is not as advertised, small rooms, old deco and not very clean. AC not on when arrived and took forever to cool off. The pictures on site do not match rooms at all and hotel smells musty
Reviewed on Apr 15, 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(275 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.