Little Italy Holidays

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  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Price found within the past 48 hours. Click for updated prices.
  • Exterior
    Jun 21 - Jun 27

    Motel San Diego - In San Diego (Pacific Beach) + Flight

    Pacific Beach
    6 nights
    2.0 star property
    7.0/10 - Good (517 reviews)
    "Clean room, nice staff, good parking, and air conditioning."
    Reviewed May 20, 2026
    Return • Denver (DEN) - Carlsbad (CLD)
    DEN - CLD • Direct CLD - DEN • Direct
    S$967
    S$676
    per traveller
    found 2 days ago
    Motel San Diego - In San Diego (Pacific Beach)
  • Exterior
    Jun 21 - Jun 27

    The Sofia Hotel + Flight

    Downtown San Diego
    6 nights
    3.5 star property
    8.6/10 - Excellent (2,095 reviews)
    "Good location"
    Reviewed May 22, 2026
    Return • Denver (DEN) - Carlsbad (CLD)
    DEN - CLD • Direct CLD - DEN • Direct
    S$4,168
    S$1,895
    per traveller
    found 2 days ago
    The Sofia Hotel
  • Lobby
    Jun 21 - Jun 27

    Legacy Resort Hotel & Spa + Flight

    Mission Valley
    6 nights
    4.0 star property
    9.2/10 - Wonderful (2,995 reviews)
    "This was a beautiful hotel/resort. Everyone was so helpful and inviting. I will definitely stay again if I'm in the San Diego area."
    Reviewed May 22, 2026
    Return • Denver (DEN) - Carlsbad (CLD)
    DEN - CLD • Direct CLD - DEN • Direct
    Save 100% on your flight
    S$2,423
    S$1,469
    per traveller
    found 2 days ago
    Legacy Resort Hotel & Spa
  • Terrace/patio
    Jun 21 - Jun 27

    Ash&9th + Flight

    Downtown San Diego
    6 nights
    2.0 star property
    8.2/10 - Very good (626 reviews)
    "Everything"
    Reviewed May 22, 2026
    Return • Denver (DEN) - Carlsbad (CLD)
    DEN - CLD • Direct CLD - DEN • Direct
    Save 100% on your flight
    S$1,740
    S$1,211
    per traveller
    found 2 days ago
    Ash&9th
  • Food and drink
    Jun 21 - Jun 27

    Porto Vista Hotel Downtown + Flight

    Downtown San Diego
    6 nights
    3.5 star property
    7.2/10 - Good (1,290 reviews)
    "This was my second time staying at the Porto Vista Hotel and once again, it was a great experience. The location can’t be beat - right in the heart of Little Italy downtown and just a short walk to the weekly farmers market, which is always a highlight for me when visiting San Diego. The staff were welcoming and helpful throughout my stay, especially the bartender at GlassDoor Restaurant & Bar, who was entertaining and an excellent mixologist. Another major plus is that the hotel is dog..."
    Reviewed May 21, 2026
    Return • Denver (DEN) - Carlsbad (CLD)
    DEN - CLD • Direct CLD - DEN • Direct
    Save 100% on your flight
    S$1,988
    S$1,419
    per traveller
    found 2 days ago
    Porto Vista Hotel Downtown

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

Downtown San Diego

4 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

Hampton Inn San Diego-Downtown

Hampton Inn San Diego-Downtown

2.5 out of 5
San Diego CA
Fully refundableReserve now, pay when you stay
The price is S$213 per night from 28 May to 29 May
S$213
28 May - 29 May
includes taxes & fees
8.2/10 Very Good! (2,529 reviews)
"Breakfast was good"

Reviewed on 22 May, 2026

Hampton Inn San Diego-Downtown
Courtyard by Marriott San Diego Downtown Little Italy

Courtyard by Marriott San Diego Downtown Little Italy

4 out of 5
1646 Front St San Diego CA
Fully refundableReserve now, pay when you stay
The price is S$236 per night from 25 May to 26 May
S$236
25 May - 26 May
includes taxes & fees
9/10 Wonderful! (610 reviews)
"Convenet and close to where we wanted to be , enjoyed the pool deck"

Reviewed on 20 May, 2026

Courtyard by Marriott San Diego Downtown Little Italy
Porto Vista Hotel Downtown

Porto Vista Hotel Downtown

3.5 out of 5
1835 Columbia St San Diego CA
Fully refundableReserve now, pay when you stay
The price is S$155 per night from 25 May to 26 May
S$155
25 May - 26 May
includes taxes & fees
Porto Vista Hotel Downtown
See all 8,437 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

LEGOLAND® California Resort

LEGOLAND® California Resort

S$94
per adult
84% of travellers recommend
LEGOLAND® California Resort
San Diego Old Town Trolley Hop-On Hop-Off Tour

San Diego Old Town Trolley Hop-On Hop-Off Tour

S$72
per adult
94% of travellers recommend
San Diego Old Town Trolley Hop-On Hop-Off Tour
San Diego Premier Bottomless Mimosa Brunch Cruise

City Cruises San Diego: Premier Bottomless Mimosa Brunch Cruise

S$101
per adult
90% of travellers recommend
City Cruises San Diego: Premier Bottomless Mimosa Brunch 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.