Little Italy Vacation Packages

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Top Holiday Package Deals in Little Italy

Price found within the past 48 hours. Click for updated prices.
The Sofia Hotel

The Sofia Hotel

3.5 out of 5
Downtown San Diego
per person
Sep 19 - Sep 22
found 17 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Diego (SAN)
8.4/10 Very Good! (1,488 reviews)
I reserved a room with 2 beds for my sister and I for a one night stay at Sophia hotel. When we arrived at 4PM our room was not ready and Ian gave me two waters and two chocolate candy bars and offered two rooms with one bed in place of the one room with two beds on the newly renovated floor right next to each other at no extra charge. It worked out perfectly as we had our own space.

Reviewed on Jul. 25, 2025

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
per person
Oct 21 - Oct 26
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Diego (SAN)
8.2/10 Very Good! (1,310 reviews)
Property was nice. However, I requested a view of the golf course instead I got the view of the children’s pool. Too loud! Also, service requests are very slow. Parking is limited. I attended their time share talk and was promised to receive a $150.00 cash card. It’s been over 3 weeks and I still have NOT received it. I called 4x already!!! Very in convenient!!! Property is far from anything interesting. Almost 1 hour away from downtown SD. Lots of bad golfers too! Play was slow. It’s an executive course and very short. So you get a lot of hackers. Nice practice. Oh and only 1 bathroom, after the 9th hole. So if you’re drinking, you’ll need to hold it for a while!!!

Reviewed on Jul. 30, 2025

Margaritaville Hotel San Diego Gaslamp Quarter

Margaritaville Hotel San Diego Gaslamp Quarter

4 out of 5
Downtown San Diego
per person
Sep 19 - Sep 22
found 17 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Diego (SAN)
9/10 Wonderful! (936 reviews)
Property is great for walking. Great to go to Petco Park.

Reviewed on Jul. 23, 2025

The Arthur

The Arthur

2 out of 5
Downtown San Diego
per person
Sep 1 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to San Diego (SAN)
No reviews
La Jolla Beach and Tennis Club

La Jolla Beach and Tennis Club

4 out of 5
La Jolla Shores
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to San Diego (SAN)
8.8/10 Excellent! (467 reviews)
This is all about beach access. Average rooms and friendly staff.

Reviewed on Jul. 26, 2025

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
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Downtown San Diego

2 out of top 10 points of interest in this area
4.5/5(716 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

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 CA $181 per night from Aug 4 to Aug 5
CA $181
CA $210 total
Aug 4 - Aug 5
includes taxes & fees
8/10 Very Good! (1,002 reviews)
"Amazing location, close to restaurants, bars and the sea."

Reviewed on Jul. 29, 2025

The Little Italy Hotel Downtown San Diego
Little Italy Inn - Limited Service Apart Hotel

Little Italy Inn - Limited Service Apart Hotel

2.5 out of 5
1736 State St, San Diego, CA
The price is CA $137 per night from Aug 19 to Aug 20
CA $137
CA $156 total
Aug 19 - Aug 20
includes taxes & fees
7.6/10 Good! (29 reviews)
"Loved being able to be right in the city, close to some really nice cafes and culture. The room was great and the only real issue I have was with the parking situation, which got resolved day 2. The parking offered was kinda tough to access until the second day but the time at the hotel was great. ..."

Reviewed on Jul. 29, 2025

Little Italy Inn - Limited Service Apart Hotel
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 CA $220 per night from Aug 17 to Aug 18
CA $220
CA $255 total
Aug 17 - Aug 18
includes taxes & fees
8.4/10 Very Good! (1,101 reviews)
"I picked this hotel because of the pictures of the pool which showed this really nice and big pool. I was so excited thinking I would spend a lot of time by the pool. I was so disappointed when we came to swim. The pool was so tiny and it wasn’t even deep enough only by the waist line. So many kids ..."

Reviewed on Jul. 26, 2025

Hilton Garden Inn San Diego Downtown/Bayside
See all 8,208 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 $748. 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.

Discover the most popular places to visit in Little Italy

Maritime Museum of San Diego

Maritime Museum of San Diego

This impressive collection of nine marine vessels includes sailing boats, ferries, submarines and yachts.

Maritime Museum of San Diego

Things to do

LEGOLAND® California Resort

LEGOLAND® California Resort

CA $103
per adult
82% of travellers recommend
LEGOLAND® California Resort
San Diego Padres Baseball Game at Petco Park

San Diego Padres Baseball Game at Petco Park

CA $45
per adult
San Diego Padres Baseball Game at Petco Park
San Diego Whale Watching Tour

San Diego Whale Watching Tour

CA $97
per adult
88% of travellers recommend
San Diego Whale Watching Tour
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.