Little Italy Vacation Packages

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  • Better together

    Save up to CA $4,200 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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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 $792, price is now CA $545 per person
CA $545
per person
Sep 16 - Sep 19
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to San Diego (SAN)
8.4/10 Very good! (1,895 reviews)
Great place. Front desk staff unfortunately non existent but experience overall was great

Reviewed on Jun 26, 2026

The Sofia Hotel

The Sofia Hotel

3.5 out of 5
Downtown San Diego
Price was CA $2,372, price is now CA $1,130 per person
CA $1,130
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Diego (SAN)
8.6/10 Excellent! (2,287 reviews)
The hotel itself was fine, but our experience at the uca restaurant was terrible. The restaurant seemed severely short-staffed, service was very slow, and we waited a long time for our food. Unfortunately, the food quality was also very poor. This experience left a negative impression and overshadowed the rest of our stay.

Reviewed on Jun 25, 2026

Margaritaville Hotel San Diego Gaslamp Quarter

Margaritaville Hotel San Diego Gaslamp Quarter

4 out of 5
Downtown San Diego
Price was CA $2,132, price is now CA $1,342 per person
CA $1,342
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Diego (SAN)
9/10 Wonderful! (1,404 reviews)
The Property has a great Manager and very pleasant staff.

Reviewed on Jun 24, 2026

Hotel Z

Hotel Z

3 out of 5
Downtown San Diego
Price was CA $1,694, price is now CA $1,181 per person
CA $1,181
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Diego (SAN)
9.4/10 Exceptional! (1,003 reviews)
Clean rooms Good location

Reviewed on Jun 25, 2026

Embassy Suites by Hilton San Diego La Jolla

Embassy Suites by Hilton San Diego La Jolla

4 out of 5
University City
Price was CA $1,592, price is now CA $1,156 per person
CA $1,156
per person
Sep 11 - Sep 16
found 23 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to San Diego (SAN)
8.8/10 Excellent! (1,942 reviews)
I love this hotel Excellent services Delish breakfast Big suites and very comfortable

Reviewed on Jun 26, 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
A grand building with a central fountain, palm trees, and a flag.

Downtown San Diego

3 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
Fully refundableReserve now, pay when you stay
The price is CA $261 per night from Jul 1 to Jul 2
CA $261
CA $303 total
Jul 1 - Jul 2
includes taxes & fees
9/10 Wonderful! (741 reviews)
"Had a great stay will be back"

Reviewed on Jun 26, 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 $227 per night from Jul 19 to Jul 20
CA $227
CA $263 total
Jul 19 - Jul 20
includes taxes & fees
8.2/10 Very good! (2,574 reviews)
"Excellent location friendly staff . Excellent walking distance to the ocean and little Italy"

Reviewed on Jun 26, 2026

Hampton Inn San Diego-Downtown
Hilton Garden Inn San Diego Downtown/Bayside

Hilton Garden Inn San Diego Downtown/Bayside

3.5 out of 5
2137 Pacific Highway Suite A San Diego CA
Fully refundableReserve now, pay when you stay
The price is CA $260 per night from Jul 19 to Jul 20
CA $260
CA $301 total
Jul 19 - Jul 20
includes taxes & fees
8.6/10 Excellent! (1,330 reviews)
"stay was great beds very comfortable"

Reviewed on Jun 25, 2026

Hilton Garden Inn San Diego Downtown/Bayside
See all 8,515 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.
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Frequently asked questions

How much does a Little Italy vacation package cost?
From just CA $545. 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.

Stay near popular Little Italy attractions

A cityscape with modern high-rise buildings, a water fountain area, and people enjoying the park.

Waterfront Park

9.2/5 (64 reviews)
After visiting Waterfront Park, make a plan to see the other sights and activities in San Diego. Stroll along the area's waterfront or experience its fascinating museums.
See properties

Things to do

Oceanside Whale and Dolphin Watching Adventures

Oceanside Whale and Dolphin Watching Adventures

CA $79
per adult
90% of travellers recommend
Oceanside Whale and Dolphin Watching Adventures
San Diego Old Town Trolley Hop-On Hop-Off Tour

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

CA $79
per adult
94% of travellers recommend
San Diego Old Town Trolley Hop-On Hop-Off Tour
San Diego Whale Watching Tour

San Diego Whale Watching & Dolphin Cruise

CA $98
per adult
88% of travellers recommend
San Diego Whale Watching & Dolphin 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.