South Bay Holidays
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Top Flight + Hotel Deals in South Bay
Price found within the past 48 hours. Click for updated prices.
The Sofia Hotel
Downtown San Diego
Price was €638, price is now €548 per person
€548
per person
6 Nov - 8 Nov
found 1 day ago
Return direct flight included
Chicago (MDW) to San Diego (SAN)
8.4/10 Very Good! (1,543 reviews)
I stayed at The Sofia Hotel in downtown San Diego and loved its mix of historic charm and modern comfort. The location is excellent—just steps from the Gaslamp Quarter, the waterfront, and conveniently close to the Santa Fe train station, making travel super easy.
Reviewed on 28 Aug 2025
Shore House at The Del, LXR Hotels & Resorts
Historic Downtown Coronado
Price was €1,212, price is now €980 per person
€980
per person
6 Nov - 8 Nov
found 1 day ago
Return direct flight included
Chicago (MDW) to San Diego (SAN)
9.2/10 Wonderful! (99 reviews)
The staff was exceptional, making our stay truly memorable. We eagerly anticipate our return to this wonderful establishment. We express our deepest gratitude to the management and staff for their exceptional kindness and hospitality towards our family. We thoroughly enjoyed our stay and look forward to returning in the future.
Reviewed on 15 Aug 2025
Margaritaville Hotel San Diego Gaslamp Quarter
Downtown San Diego
Price was €847, price is now €698 per person
€698
per person
6 Nov - 8 Nov
found 1 day ago
Return direct flight included
Chicago (MDW) to San Diego (SAN)
9/10 Wonderful! (993 reviews)
You get wristbands for your hotel keys
Reviewed on 28 Aug 2025
The Wayfarer San Diego
Mission Beach
Price was €812, price is now €699 per person
€699
per person
6 Nov - 8 Nov
found 1 day ago
Return direct flight included
Chicago (MDW) to San Diego (SAN)
9.4/10 Exceptional! (1,579 reviews)
Property was well kept and clean. Pool and hot tub were convenient. Location is awesome.
Reviewed on 28 Aug 2025
Where to stay in South Bay
Find the best South Bay areas and neighborhoods for the activities you enjoy most. Learn more about South Bay
Eastlake
When in Eastlake, you can plan a visit to Sky Zone San Diego Indoor Trampoline Park and Chula Vista Elite Athlete Training Center, some noteworthy sights in the nearby area.
Top hotels in South Bay
Best Western Plus Marina Gateway Hotel
800 Bay Marina Dr, National City, CA
Fully refundableReserve now, pay when you stay
The price is €127 per night from 9 Sept to 10 Sept
€127
9 Sept - 10 Sept
includes taxes & fees
9/10 Wonderful! (3,233 reviews)
"It was nice and well light at night"
Reviewed on 24 Aug 2025
Gaylord Pacific Resort & Convention Center
1000 H Street, Chula Vista, CA
Fully refundableReserve now, pay when you stay
The price is €317 per night from 1 Sept to 2 Sept
€317
1 Sept - 2 Sept
includes taxes & fees
7.8/10 Good! (107 reviews)
"Great experience for all our family, we enjoy the pools and common areas"
Reviewed on 24 Aug 2025
The Rambler Motel
225 Bay Blvd, Chula Vista, CA
Fully refundableReserve now, pay when you stay
The price is €108 per night from 17 Sept to 18 Sept
€108
17 Sept - 18 Sept
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.
Popular places to visit
Sky Zone San Diego Indoor Trampoline Park
You can take time to visit Sky Zone San Diego Indoor Trampoline Park during your travels to Chula Vista. Wander through the beautiful beaches and waterfront in this family-friendly area.
Len Moore Skate Park
Take the family on an outing to Len Moore Skate Park during your trip to Chula Vista. Wander the area's waterfront or simply enjoy one of its top-notch restaurants.
What to do in South Bay
Aquarium of the Pacific Timed Tickets
€39
per adult
90% of travellers recommend
Long Beach: Swan Boat Rental at Rainbow Lagoon
€11
per adult
Catalina Express: San Pedro to Avalon One-Way Ferry
€41
per adult
76% of travellers recommend
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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.