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Little Italy Vacation Packages

Little Italy Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Motel San Diego - In San Diego (Pacific Beach)

Motel San Diego - In San Diego (Pacific Beach)

2 out of 5
Pacific Beach
Save 100% on your flight
per person
May 27 - May 31
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to San Diego (SAN)
Stay at this motel in San Diego. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions Mission Bay and Mission Beach are located nearby.
The Sofia Hotel

The Sofia Hotel

3.5 out of 5
Downtown San Diego
Save 100% on your flight
per person
May 20 - May 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) to San Diego (SAN)
Stay at this 3.5-star spa hotel in San Diego. Enjoy free WiFi, a full-service spa, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Port of San Diego and USS Midway Museum are located nearby.
Estancia La Jolla Hotel & Spa

Estancia La Jolla Hotel & Spa

4 out of 5
La Jolla Farms
Save 100% on your flight
per person
May 20 - May 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) to San Diego (SAN)
Stay at this 4-star spa hotel in La Jolla. Enjoy a full-service spa, 4 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Torrey Pines Golf Course and La Jolla Beach are located nearby.
Granger Hotel Gaslamp Quarter, A Member Of Design Hotels

Granger Hotel Gaslamp Quarter, A Member Of Design Hotels

4 out of 5
Downtown San Diego
Save 100% on your flight
per person
Jun 9 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to San Diego (SAN)
Stay at this 4-star business-friendly hotel in San Diego. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Popular attractions Petco Park and Port of San Diego are located nearby.
Kona Kai San Diego

Kona Kai San Diego

4 out of 5
Point Loma
per person
May 20 - May 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) to San Diego (SAN)
Stay at this 4-star beach hotel in San Diego. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Coronado Beach and USS Midway Museum are located nearby.
DoubleTree by Hilton San Diego - Del Mar

DoubleTree by Hilton San Diego - Del Mar

4 out of 5
Carmel Valley
per person
May 20 - May 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) to San Diego (SAN)
Stay at this 4-star business-friendly hotel in San Diego. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Torrey Pines Golf Course and Del Mar Beach are located nearby.
Super 8 by Wyndham San Diego Hotel Circle

Super 8 by Wyndham San Diego Hotel Circle

2 out of 5
Mission Valley
per person
Jun 6 - Jun 10
found 11 hours ago
Roundtrip flight included
Chicago (ORD) to San Diego (SAN)
Book a stay at this business-friendly hotel in San Diego. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the clean rooms in our reviews. Popular attractions San Diego Zoo and Balboa Park are located nearby.
La Quinta Inn by Wyndham San Diego - Miramar

La Quinta Inn by Wyndham San Diego - Miramar

2.5 out of 5
Rancho Peñasquitos
per person
Jun 6 - Jun 10
found 11 hours ago
Roundtrip flight included
Chicago (ORD) to San Diego (SAN)
Book a stay at this business-friendly hotel in San Diego. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Carmel Mountain Ranch Golf Course and Carmel Mountain Plaza are located nearby.

3-4 Night Vacations in Little Italy

Price found within the past 48 hours. Click for updated prices.
Motel San Diego - In San Diego (Pacific Beach)

Motel San Diego - In San Diego (Pacific Beach)

2 out of 5
Pacific Beach
Save 100% on your flight
per person
May 27 - May 31
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to San Diego (SAN)
Granger Hotel Gaslamp Quarter, A Member Of Design Hotels

Granger Hotel Gaslamp Quarter, A Member Of Design Hotels

4 out of 5
Downtown San Diego
Save 100% on your flight
per person
Jun 9 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to San Diego (SAN)
Super 8 by Wyndham San Diego Hotel Circle

Super 8 by Wyndham San Diego Hotel Circle

2 out of 5
Mission Valley
per person
Jun 6 - Jun 10
found 11 hours ago
Roundtrip flight included
Chicago (ORD) to San Diego (SAN)
WorldMark San Diego - Mission Valley

WorldMark San Diego - Mission Valley

3.5 out of 5
Mission Valley
per person
May 29 - Jun 1
found 1 hour ago
Roundtrip flight included
Chicago (ORD) to San Diego (SAN)

5-7 Night Vacations in Little Italy

Price found within the past 48 hours. Click for updated prices.
The Dana on Mission Bay

The Dana on Mission Bay

3.5 out of 5
per person
May 20 - May 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) to San Diego (SAN)
The Sofia Hotel

The Sofia Hotel

3.5 out of 5
Downtown San Diego
Save 100% on your flight
per person
May 20 - May 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) to San Diego (SAN)
Estancia La Jolla Hotel & Spa

Estancia La Jolla Hotel & Spa

4 out of 5
La Jolla Farms
Save 100% on your flight
per person
May 20 - May 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) to San Diego (SAN)
Town and Country San Diego

Town and Country San Diego

4 out of 5
Mission Valley
per person
May 20 - May 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) to San Diego (SAN)

Cheap Hotel Deals in Little Italy

The Little Italy Hotel Downtown San Diego

The Little Italy Hotel Downtown San Diego

4 out of 5
1646 Front St, San Diego, CA
Stay at this 4-star hotel in San Diego. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular ...
The Little Italy Hotel Downtown San Diego
La Pensione Hotel

La Pensione Hotel

3 out of 5
606 West Date Street, San Diego, CA
Stay at this 3-star business-friendly hotel in San Diego. Enjoy free WiFi, a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful ...
La Pensione Hotel
Hampton Inn San Diego-Downtown

Hampton Inn San Diego-Downtown

2.5 out of 5
San Diego
Book a stay at this business-friendly hotel in San Diego. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the breakfast and the helpful ...
Hampton Inn San Diego-Downtown
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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
Stay at this 3.5-star business-friendly hotel in San Diego. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff ...
Hilton Garden Inn San Diego Downtown/Bayside
Homewood Suites by Hilton San Diego Downtown/Bayside

Homewood Suites by Hilton San Diego Downtown/Bayside

3.5 out of 5
2137 Pacific Highway, San Diego, CA
Stay at this 3.5-star hotel in San Diego. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our ...
Homewood Suites by Hilton San Diego Downtown/Bayside
San Diego Marriott La Jolla

San Diego Marriott La Jolla

4 out of 5
4240 La Jolla Village Dr, La Jolla, CA
Stay at this 4-star business-friendly hotel in La Jolla. Enjoy breakfast (surcharge), a 24-hour fitness center, and WiFi (surcharge). Our guests praise the helpful ...
San Diego Marriott La Jolla
Best Western Inn & Suites San Diego – Zoo/SeaWorld Area

Best Western Inn & Suites San Diego – Zoo/SeaWorld Area

2.5 out of 5
2485 Hotel Circle Place, San Diego, CA
Book a stay at this business-friendly hotel in San Diego. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
Best Western Inn & Suites San Diego – Zoo/SeaWorld Area
Wyndham San Diego Bayside

Wyndham San Diego Bayside

4 out of 5
1355 N Harbor Drive, San Diego, CA
Stay at this 4-star business-friendly hotel in San Diego. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the restaurant ...
Wyndham San Diego Bayside
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.

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Alaska Airlines
Mon, May 19 - Wed, May 21
SFO
San Francisco Intl.
SAN
San Diego Intl.
$57 Roundtrip, found 6 days ago
$57
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Mon, May 19 from San Francisco Intl. to San Diego Intl., returning Wed, May 21, priced at $57 found 6 days ago
Spirit Airlines
Wed, May 28 - Wed, Jun 4
SEA
Seattle - Tacoma Intl.
SAN
San Diego Intl.
$136 Roundtrip, found 2 days ago
$136
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Wed, May 28 from Seattle - Tacoma Intl. to San Diego Intl., returning Wed, Jun 4, priced at $136 found 2 days ago
Frontier Airlines
Sat, Jul 12 - Tue, Jul 15
DEN
Denver Intl.
SAN
San Diego Intl.
$148 Roundtrip, found 1 day ago
$148
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Jul 12 from Denver Intl. to San Diego Intl., returning Tue, Jul 15, priced at $148 found 1 day ago
Hawaiian Airlines
Sat, May 3 - Tue, May 6
PAE
Seattle Paine Field Intl. Airport
SAN
San Diego Intl.
$158 Roundtrip, found 5 days ago
$158
Roundtrip
found 5 days ago
Select Hawaiian Airlines flight, departing Sat, May 3 from Seattle Paine Field Intl. Airport to San Diego Intl., returning Tue, May 6, priced at $158 found 5 days ago