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.
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 $1,531, price is now CA $873 per person
CA $873
per person
May 12 - May 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Diego (SAN)
8.2/10 Very Good! (1,508 reviews)
room was great. The staff was very nice. Food options were a bit lackluster.

Reviewed on Feb 17, 2026

The Sofia Hotel

The Sofia Hotel

3.5 out of 5
Downtown San Diego
Price was CA $2,506, price is now CA $1,269 per person
CA $1,269
per person
Apr 3 - Apr 10
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Diego (SAN)
8.4/10 Very Good! (1,627 reviews)
The staff was good. However, the room had three separate hairs. One black hair in the sink, one black hair in the shower, and one grey hair on the bed. Also, there was a candy wrapper on the floor underneath the vanity. They need to do a much better job of cleaning. That’s the stuff that I found and I’m sure there was more. Also, one of the lights in the bedroom kept turning on automatically, and I had to call management at three in the morning to come and remove the lightbulb because I couldn’t do it myself. Overall, not too good of an experience at this hotel.

Reviewed on Feb 24, 2026

Margaritaville Hotel San Diego Gaslamp Quarter

Margaritaville Hotel San Diego Gaslamp Quarter

4 out of 5
Downtown San Diego
Price was CA $2,982, price is now CA $1,789 per person
CA $1,789
per person
May 15 - May 22
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Diego (SAN)
9/10 Wonderful! (1,128 reviews)
Spotless, great amenities and perfect location

Reviewed on Feb 24, 2026

The Shoal La Jolla Beach

The Shoal La Jolla Beach

2.5 out of 5
Beach Barber Tract
Price was CA $1,766, price is now CA $1,116 per person
CA $1,116
per person
May 12 - May 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Diego (SAN)
8.8/10 Excellent! (1,001 reviews)
Front desk staff was wonderful & very accommodating. Accessible room was great except the bathroom. No hooks for towels or bench for clothing.

Reviewed on Feb 26, 2026

Pacific View Inn

Pacific View Inn

2 out of 5
Pacific Beach
Price was CA $2,131, price is now CA $1,359 per person
CA $1,359
per person
May 15 - May 22
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Diego (SAN)
7.8/10 Good! (1,001 reviews)
Room was small but adequate. The acoustics are terrible! We were up all night due to guests in the room above us being inconsiderate ALL NIGHT LONG allowing us to get virtually no sleep. The next night the guests were also annoying but primarily due to the insufficient noise barrier. Also, the hotel does not offer ice but we were told to go down the street to the local liquor store! Parking is a nightmare and VERY expensive.

Reviewed on Feb 25, 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
US Grant Hotel

Downtown San Diego

4 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

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 $203 per night from Mar 8 to Mar 9
CA $203
CA $235 total
Mar 8 - Mar 9
includes taxes & fees
9/10 Wonderful! (392 reviews)
The actual stay was okay. The check-in process was horrendous. I called twice the same week of my booking to make sure I didn't need to do any extra planning for arriving at or around midnight which I did. I was told by Floan that no I did not need to do anything when I called the first time. The ...

Reviewed on Feb 24, 2026

Courtyard by Marriott San Diego Downtown Little Italy
Urban Boutique Hotel

Urban Boutique Hotel

3 out of 5
1654 Columbia Street San Diego CA
Fully refundableReserve now, pay when you stay
The price is CA $195 per night from Mar 5 to Mar 6
CA $195
CA $222 total
Mar 5 - Mar 6
includes taxes & fees
8.6/10 Excellent! (1,268 reviews)
If you only care about location, this is the hotel for you. The rooms are small, depressing, and devoid of personality or decor. They consist of four white walls, a bed, sink, shower, toilet and TV. Our room had a small window with a drab curtain that opened to a dark corridor facing the adjacent ...

Reviewed on Feb 25, 2026

Urban Boutique Hotel
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 $179 per night from Mar 29 to Mar 30
CA $179
CA $208 total
Mar 29 - Mar 30
includes taxes & fees
8/10 Very Good! (2,383 reviews)
I have stayed here before, and the location is nice. Little Italy is walkable and has a variety of places to eat. The harbor and the retired “pirate” ships are across the way. the S.S Midway and seaport village is in close proximity as well. However, not impressed with the hotel at all. This time ...

Reviewed on Feb 25, 2026

Hampton Inn San Diego-Downtown
See all 8,363 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 $873. 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 showing a bay or harbor

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

San Diego Premier Bottomless Mimosa Brunch Cruise

City Cruises San Diego: Premier Bottomless Mimosa Brunch Cruise

CA $154
per adult
90% of travellers recommend
City Cruises San Diego: Premier Bottomless Mimosa Brunch Cruise
San Diego: Museum of Illusions Entry Ticket

San Diego: Museum of Illusions Entry Ticket

CA $48
per adult
80% of travellers recommend
San Diego: Museum of Illusions Entry Ticket
San Diego Old Town Trolley Hop-On Hop-Off Tour

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

CA $75
per adult
94% of travellers recommend
San Diego Old Town Trolley Hop-On Hop-Off 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.