Little Italy Vacations from $324
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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.
Fairfield Inn & Suites San Diego Old Town
Old Town San Diego
Save 100% on your flight
Price was $505, price is now $324 per person
$324
per person
Apr 13 - Apr 17
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
8.8/10 Excellent! (1,008 reviews)
Lots of noise cuz of remodel. The entry doors are very heavy and loud when everyone closed them so that woke me up.
Breakfast was very good.
Reviewed on Mar 6, 2026
Margaritaville Hotel San Diego Gaslamp Quarter
Downtown San Diego
Save 100% on your flight
Price was $901, price is now $566 per person
$566
per person
May 22 - May 26
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
9/10 Wonderful! (1,251 reviews)
Amazing above and beyond front desk staff led by Dylan Hemmila. He coordinated our room to be decorated for my wife's birthday along with flower arrangements to be placed in the room upon delivery, with the help of a great friendly staff, from the beginning of our stayand throughout. A must stay when in San Diego! Thank you Dylan and Team Margaritaville!
Reviewed on Mar 6, 2026
Los Bungalows
Save 100% on your flight
Price was $619, price is now $396 per person
$396
per person
Apr 13 - Apr 17
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
8.2/10 Very Good! (518 reviews)
All of the above especially the location right across the street from the beach!!!
Reviewed on Feb 7, 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
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $151 total per night from Apr 5 to Apr 6
$151 total
Apr 5 - Apr 6
Total with taxes and fees
9/10 Wonderful! (415 reviews)
The hotel was exactly like pictured my stay was excellent
Reviewed on Mar 6, 2026
Hampton Inn San Diego-Downtown
San Diego CA
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $147 total per night from Apr 4 to Apr 5
$147 total
Apr 4 - Apr 5
Total with taxes and fees
8/10 Very Good! (2,403 reviews)
The room was great, staff great, breakfast good. Can't give it 5 stars though due to the remodel. If you're there during the day, you can't get away from the noise of it if you're on a floor up or down from the work being done. Understandable yes, but still an issue, you know? Also with all the extra ...
Reviewed on Mar 7, 2026
Urban Boutique Hotel
1654 Columbia Street San Diego CA
Fully refundableReserve now, pay when you stay
$158 nightly
The price is $179 total per night from Mar 10 to Mar 11
$179 total
Mar 10 - Mar 11
Total with taxes and fees
8.6/10 Excellent! (1,272 reviews)
Great location for a short stay
Reviewed on Mar 5, 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 top-notch restaurants and fascinating museums 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.