Little Italy Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Little Italy

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at The Welk, San Diego Area

Hyatt Vacation Club at The Welk, San Diego Area

3.5 out of 5
Lawrence Welk Resort Village
Price was CA $1,619, price is now CA $1,079 per person
CA $1,079
per person
Jun 12 - Jun 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Diego (SAN)
8.4/10 Very Good! (1,794 reviews)
Beautiful place and customer service was excellent

Reviewed on May 9, 2026

The Sofia Hotel

The Sofia Hotel

3.5 out of 5
Downtown San Diego
Price was CA $2,690, price is now CA $1,606 per person
CA $1,606
per person
Jun 23 - Jun 27
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Diego (SAN)
8.6/10 Excellent! (2,004 reviews)
Valet parking was easy, reasonably priced. The room was very comfortable. We were upgraded to a suite. The A/C kept the room cool,

Reviewed on May 9, 2026

Los Bungalows

Los Bungalows

2.5 out of 5
Price was CA $2,015, price is now CA $1,382 per person
CA $1,382
per person
Jun 16 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to San Diego (SAN)
8.2/10 Very Good! (526 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

Ocean Villas of Carlsbad

Ocean Villas of Carlsbad

3 out of 5
Carlsbad Village
Price was CA $5,711, price is now CA $3,967 per person
CA $3,967
per person
Jul 13 - Jul 18
found 20 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Diego (SAN)
9/10 Wonderful! (15 reviews)
Beautiful property and spectacular views. Clean and comfortable unit, simply stunning and perfect location for enjoying the restaurants and shops of Carlsbad. Can’t wait to come back!

Reviewed on Apr 17, 2026

Urban Boutique Hotel

Urban Boutique Hotel

3 out of 5
Downtown San Diego
Price was CA $2,819, price is now CA $1,969 per person
CA $1,969
per person
Jun 15 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Diego (SAN)
8.6/10 Excellent! (1,285 reviews)
It was perfect for us. Staff was friendly and got us discount on tickets for zoo. Bed was fine and breakfast was good and had some protein choices. Would stay again when in area, great location.

Reviewed on May 9, 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

Downtown San Diego

4 out of top 10 points of interest in this area
4.5/5(728 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.

Find hotels in Downtown San Diego

Little Italy Hotel Deals

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
The price is CA $220 per night from May 25 to May 26
CA $220
CA $255 total
May 25 - May 26
includes taxes & fees
9/10 Wonderful! (588 reviews)
Staff - perfect greeting and check in Room - wonderful size and amenities. Well appointed . Only slight issue ? It’s on the freeway side so it was a bit louder than hoping . Hotel - overall spacious and nicely decorated . I would not hesitate to stay here again. Close to little Italy and Lofty ...

Reviewed on May 10, 2026

Courtyard by Marriott San Diego Downtown 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 CA $181 per night from May 25 to May 26
CA $181
CA $210 total
May 25 - May 26
includes taxes & fees
8.2/10 Very Good! (2,510 reviews)
Property was nice, going through some upgrades! Loved the area close to stuff to do! Staff was friendly and nice. Enjoyed being in walking distance to little Italy! Nice and clean would stay with them again .

Reviewed on May 10, 2026

Hampton Inn San Diego-Downtown
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 CA $178 per night from May 25 to May 26
CA $178
CA $202 total
May 25 - May 26
includes taxes & fees
8.6/10 Excellent! (1,975 reviews)
We chose this hotel for the location. It’s in the heart of Little Italy, close to the trolley and an easy Uber ride to the Zoo. The staff were friendly and helpful. The hotel itself is run down, the rooms are small, the bathroom was tiny, black and had poor lighting. We chose the largest room and ...

Reviewed on May 9, 2026

La Pensione Hotel
See all 8,461 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Little Italy vacation package cost?
From just CA $1,079. Yes, you read that right. Our Little Italy packages are an easy way to make your budget go further. Combine your favorite 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 Center 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 vacation 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 cozy option is Podshare San Diego - Hostel.
How far in advance should I book my Little Italy vacation?
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 vacation 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 traveling 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 vacation 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 vacation 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 vacation 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.