Little Italy Holidays

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

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
Default Image

Downtown San Diego

2 out of top 10 points of interest in this area
4.5/5(138 area reviews)

Known for its fantastic nightlife, fascinating museums and beautiful waterfront views, there's plenty to explore in Downtown San Diego. Top attractions like Petco Park and Port of San Diego are major draws. Catch the metro at Civic Center Station or Civic Center Station to see more of the city.

Find hotels in Downtown San Diego

Top hotels in Little Italy

La Pensione Hotel
La Pensione Hotel
3 out of 5
606 West Date Street, San Diego, CA
Fully refundableReserve now, pay when you stay
The price is S$223 per night from 13 May to 14 May
S$223
13 May - 14 May
includes taxes & fees
8.4/10 Very Good! (1,704 reviews)
Charming and Convenient Stay in Little Italy
"I recently stayed at La Pensione Hotel for a solo trip and couldn’t have been more pleased. It’s a small boutique hotel with a lot of character—clean, cozy, and full of charm. The location is unbeatable, right in the heart of Little Italy, with great restaurants, coffee shops, and public transit ..."

Reviewed on 9 May, 2025

La Pensione Hotel
The Little Italy Hotel Downtown San Diego
The Little Italy Hotel Downtown San Diego
4 out of 5
1646 Front St, San Diego, CA
Fully refundableReserve now, pay when you stay
The price is S$184 per night from 26 May to 27 May
S$184
26 May - 27 May
includes taxes & fees
7.6/10 Good! (1,004 reviews)
"Good location: room was clean. The staff was very friendly and professional. Would highly recommend. Dh"

Reviewed on 9 May, 2025

The Little Italy Hotel Downtown San Diego
Hilton Garden Inn San Diego Downtown/Bayside
Hilton Garden Inn San Diego Downtown/Bayside
3.5 out of 5
2137 Pacific Highway, San Diego, CA
Fully refundableReserve now, pay when you stay
The price is S$215 per night from 26 May to 27 May
S$215
26 May - 27 May
includes taxes & fees
8.6/10 Excellent! (1,043 reviews)
"The room and views were great. However, the hotel was full, so the staff was not very accommodating when breakfast took longer than expected, and we needed an extra 15 minutes to remove our luggage. We are Hilton Honors members."

Reviewed on 5 May, 2025

Hilton Garden Inn San Diego Downtown/Bayside
See all 8,026 properties in Little Italy
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.

Frequently asked questions

How much does a Little Italy holiday package cost?
From just . Yes, you read that right. Our Little Italy packages are an easy way to make your budget go further. Combine your favourite hotels, flights and rental car and get out and see this exciting destination.
How do I get a cheap travel package to Little Italy?
You’ll save big if you bundle your flights, car rentals and hotels into a Little Italy travel package. Sometimes cheap means fewer options. But not with Expedia. We offer more than 550 partner airlines and 1,000,000 properties globally, which means you’ll always have plenty of variety to choose from. Eager to save even more? Add some fun activities to your package deal and unlock even more discounts! After all, travel is about more than just getting to your destination.
Where should I stay in Little Italy?
Most people who visit Little Italy include both LEGOLAND® California and San Diego Convention Centre on their sightseeing itineraries. Why not book a hotel within walking distance of these fantastic attractions?
What are the top hotels in Little Italy?
Get your holiday off to a good start by locking in a room at Little Italy Hideaway - Best Location In San Diego. It’s one of most sought-after properties in Little Italy. Another cosy option is Podshare San Diego - Hostel.
How far in advance should I book my Little Italy holiday?
The earlier, the better. Airlines generally advertise flights nearly 12 months in advance, and this is a fantastic opportunity to pick up some rock-bottom prices. Boss just told you to use up some holiday time in a few weeks? No sweat. Expedia are never short of fantastic bargains to send you off on the getaway of your dreams, at a price you can afford.
What does an Expedia Little Italy travel package include?
Flights, hotels and rental cars, or any combination of them — it’s your pick! Whether you’re headed to Little Italy with the entire family or travelling solo, there’s a bundle to match every budget and style. Once you’ve made your booking, why not add on some tours and experiences?
What should I know before booking a Little Italy travel package?
A travel package can be tailored to your budget and is a great way to make your hard-earned dollars stretch further. How little or much you include is totally up to you. Rental cars, hotels and flights — choose any combination that works with your plans.
Can I choose my airline with a Little Italy Expedia holiday package?
Expedia offers access to more than 550 airline partners globally, so you sure can! Simply select the airline you want and craft the perfect Little Italy getaway.
If I'm not able to travel, can I cancel my Little Italy holiday package?
It’s impossible to predict what the future holds, so it’s comforting to know that you can change or cancel your Little Italy holiday package. If you booked in the last 24 hours, you may be eligible for a refund. If it’s an older booking, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal to learn more.

Things to do

Taste of Little Italy in San Diego

Taste of Little Italy in San Diego

S$122
per adult
100% of travellers recommend
Taste of Little Italy in San Diego
Champagne Brunch Cruise on the San Diego Bay

San Diego Premier Bottomless Mimosa Brunch Cruise

S$168
per adult
88% of travellers recommend
San Diego Premier Bottomless Mimosa Brunch Cruise
Cruise boat in San Diego

San Diego Premier Dinner Cruise

S$162
per adult
86% of travellers recommend
San Diego Premier Dinner Cruise
See all activities in San Diego

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.