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
Downtown San Diego
CA $1,867
per person
Nov 17 - Nov 24
found 7 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Diego (SAN)
8.6/10 Excellent! (2,586 reviews)
Parking was safe but surprising as surface level only. Staff was nice. Room was dated and not great in comparison to options in our timeframe. Free drink does not really cover for it.
Reviewed on Sep 11, 2026
Guesthouse Hotel at La Valle
CA $1,255
per person
Oct 31 - Nov 7
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to San Diego (SAN)
9.2/10 Wonderful! (219 reviews)
The location was fantastic. Very clean but not a lot of amenities. The best part of the experience was the staff. All were very friendly and responsive, we would go back in a heart beat.
Reviewed on Sep 9, 2026
Margaritaville Hotel San Diego Gaslamp Quarter
Downtown San Diego
CA $1,106
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Diego (SAN)
9/10 Wonderful! (1,523 reviews)
A wonderfully relaxed vibe and the hotel staff were more than helpful.
Hotel room (king size double) was perfect and had great controllable air con. Very clean and had a great TV with a good choice of channels.
Disappointed with the quality of food in the Landshark bar/grill attached to the hotel so we only used it once when it was quite busy with only one server on duty.
Reviewed on Sep 11, 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
3 out of top 10 points of interest in this area
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.
Pacific Beach
Boasting a lively nightlife scene, Pacific Beach offers miles of sandy shores, a bustling 3.2-mile boardwalk, and attractions like Crystal Pier and Kate Sessions Park. Enjoy local shops, bars, and eateries along the vibrant walkway.
Gaslamp Quarter
Downtown San Diego's historic district boasts Victorian-era buildings, now housing vibrant restaurants, shops, and entertainment venues. Stroll from Broadway to Harbor Drive, and 4th to 6th Avenue, admiring the newly installed gaslamps at Market Street.
Mission Beach
Spanning nearly two miles of oceanfront, this sandbar community offers sunbathing, surfing, and beach volleyball, with nearby attractions like Belmont Park's Giant Dipper Roller Coaster and SeaWorld in Mission Bay Park.
Mission Bay
1 out of top 10 points of interest in this area
If you're spending some time in Mission Bay, Mission Bay and Mission and Pacific Beaches are top sights worth seeing.
Little Italy Hotel Deals
Little Italy Inn - Limited Service Apart Hotel
1736 State St San Diego CA
CA $129
CA $149 total
Sep 14 - Sep 15
includes taxes & fees
8.4/10 Very good! (291 reviews)
"."
Reviewed on Sep 11, 2026
Hampton Inn San Diego-Downtown
San Diego CA
Fully refundableReserve now, pay when you stay
CA $187
CA $217 total
Sep 29 - Sep 30
includes taxes & fees
8.2/10 Very good! (2,738 reviews)
"The rooms were wonderful. Thank you!"
Reviewed on Sep 12, 2026
Courtyard by Marriott San Diego Downtown Little Italy
1646 Front St San Diego CA
Fully refundableReserve now, pay when you stay
CA $235
CA $273 total
Sep 29 - Sep 30
includes taxes & fees
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 vacation package cost?
From just CA $639. 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
Waterfront Park
9.2/10 (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.
Maritime Museum of San Diego
9.0/10 (392 reviews)
This impressive collection of nine marine vessels includes sailing boats, ferries, submarines and yachts.
Our Lady of the Rosary Catholic Church
9.0/10 (4 reviews)
After visiting Our Lady of the Rosary Catholic Church, make a plan to see the other sights and activities in San Diego. Wander the area's seaside or simply enjoy one of its top-notch restaurants.
Star of India
Find out about the history of San Diego with a stop at Star of India. Discover the lively bars and fascinating museums in this walkable area.
Firehouse Museum
You can spend time studying the exhibits at Firehouse Museum during your trip to San Diego. Experience the area's fascinating museums and acclaimed theater scene.
Things to do
San Diego Old Town Trolley Hop-On Hop-Off Tour
CA $79
per adult
94% of travellers recommend
San Diego Whale Watching & Dolphin Cruise
CA $98
per adult
88% of travellers recommend
San Diego City Lights Night Tour
CA $61
per adult
96% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.