Little Italy Vacations from $359

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Your Little Italy Vacation

Get lost in the magic of this trendy neighborhood with a Little Italy vacation package. From its shopping and cafes to its dining, there's lots here for everyone. Not sure what to do during your trip to Little Italy? Nearby attractions like San Diego Zoo, Balboa Park and Petco Park are good places to start. Expedia will help put your plans into action. Book your perfect Little Italy vacation today.

The Latest Little Italy Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Paradise Point Resort & Spa

Paradise Point Resort & Spa

Mission Bay
Save 100% on your flight
$359
per person
Nov 18 - Nov 21
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
8.8/10 Excellent! (2,831 reviews)
The Sofia Hotel

The Sofia Hotel

Downtown San Diego
$874
per person
Nov 5 - Nov 12
found 24 hours ago
Roundtrip flight included
Dallas (DAL) to San Diego (SAN)
8.6/10 Excellent! (2,508 reviews)
Our room was very clean and comfortable. The hotel itself is very charming. The staff was incredibly helpful and friendly. They have a large carafe of complementary flavored water at the desk. One day it was watermelon another day it was cucumber celery. I like the location of the hotel also, it's not too far from a grocery store. There are different restaurants and places to eat very close.

Reviewed on Aug 30, 2026

Guesthouse Hotel at La Valle

Guesthouse Hotel at La Valle

Save 100% on your flight
$478
per person
Nov 3 - Nov 8
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
9.2/10 Wonderful! (213 reviews)
Great stay at the Guesthouse. Completely redone rooms, large with fridge and microwave. Our room had two balconies with a nice outlook. Access to all the clubs amenities, pool, fitness center, restaurant, tennis, pickleball, golf. Had great meals at the restaurant, very inviting atmosphere, very quiet as well.

Reviewed on Aug 27, 2026

Los Bungalows

Los Bungalows

Save 100% on your flight
$484
per person
Nov 3 - Nov 8
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
8.2/10 Very Good! (552 reviews)
The property is conveniently located in central IB. And while other rooms looked like they would be comfortable our room was located across from where the garbage is dumped and the washer and dryer. I messaged the property manager right away and sent photos of the overflowing garbage. I asked to be moved to another room. They said that was not possible. They did say they would give me a 10% refund on my stay. They never honored this. This level of garbage certainly attracts rats. Who wants this right outside their door? I gave them feedback that this particular room should not be rented out as a guest room because of the garbage and noise from the washer and dryer running.

Reviewed on Aug 25, 2026

Shore House at The Del, LXR Hotels & Resorts

Shore House at The Del, LXR Hotels & Resorts

Historic Downtown Coronado
Save 100% on your flight
$1,746
per person
Nov 5 - Nov 12
found 24 hours ago
Roundtrip flight included
Dallas (DAL) to San Diego (SAN)
9.2/10 Wonderful! (175 reviews)

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

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.

A pier extending into calm waters with people on it and a sandy beach with seaweed and a few individuals.

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.

A sandy beach with a lifeguard tower, ocean waves, and people in the distance.

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.

A lively street scene with outdoor seating at various bars and restaurants, including 'The Field' and 'Sloppy Joe's'.

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.

An aerial view of a coastal city with a marina, a large body of water, and a peninsula with buildings.

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

Hampton Inn San Diego-Downtown

Hampton Inn San Diego-Downtown

San Diego CA
Fully refundableReserve now, pay when you stay
$135 nightly
$157 total
Sep 7 - Sep 8
Total with taxes and fees
8.2/10 Very Good! (2,707 reviews)
"Parking was 40 bucks and the space was tight besides that good place to stay"

Reviewed on Aug 30, 2026

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

Little Italy Inn - Limited Service Apart Hotel

1736 State St San Diego CA
$101 nightly
$117 total
Oct 1 - Oct 2
Total with taxes and fees
8.4/10 Very Good! (267 reviews)
"We had a nice and quiet stay. The room was clean, and the AC was running when we arrived. The staff were friendly, especially the overnight attendant. Farmers market steps from the hotel."

Reviewed on Aug 31, 2026

Little Italy Inn - Limited Service Apart Hotel
Courtyard by Marriott San Diego Downtown Little Italy

Courtyard by Marriott San Diego Downtown Little Italy

1646 Front St San Diego CA
Fully refundableReserve now, pay when you stay
$161 nightly
$187 total
Sep 7 - Sep 8
Total with taxes and fees
9/10 Wonderful! (996 reviews)
"The beds are comfortable, the room is clean, the staff on reception is really good. But the refrigerator didn’t work- I didn’t notice it from the beginning being tired after a flight, so the food got spoilt. In general there were not enough amenities- 1 glass cup for two people, one paper cup per ..."

Reviewed on Aug 30, 2026

Courtyard by Marriott San Diego Downtown Little Italy
See all 8,554 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.

Stay near popular Little Italy attractions

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

Waterfront Park

9.2/10 (64 reviews)
A fountain with an enormous basin in which kids can splash around creates a fun and welcoming attraction for the whole family.
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A tall ship named STAR OF INDIA docked in a harbor with a city skyline in the background.

Maritime Museum of San Diego

9.0/10 (392 reviews)
This impressive collection of nine marine vessels includes sailing boats, ferries, submarines and yachts.
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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.
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Star of India

Find out about the history of San Diego with a stop at Star of India. Discover the top-notch restaurants and entertainment choices in this walkable area.
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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 art scene.
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Things to do

San Diego Padres Baseball Game at Petco Park

San Diego Padres Baseball Game at Petco Park

$44
per adult
San Diego Padres Baseball Game at Petco Park
San Diego: 3 Hour Whale Watching Cruise

San Diego: 3 Hour Whale Watch Cruise with Legacy Whale Watch

$34
per adult
88% of travellers recommend
San Diego: 3 Hour Whale Watch Cruise with Legacy Whale Watch
See all activities in San Diego

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.