Old Town San Diego Vacations from $413
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Your Old Town San Diego Vacation
Take the stress out of travel planning with an Old Town San Diego vacation package. With all the details locked in before you go away, all you have to do is simply enjoy this commercial neighborhood's culture, views and shopping. When it's time to explore the sights, you'll find a lot of big-name attractions nearby including San Diego Zoo, University of San Diego and Old Town San Diego State Park. Visit one, two (or even all!) during your trip to Old Town San Diego. No matter what your ideal Old Town San Diego vacation looks like, you can make it a reality with Expedia.
The Latest Old Town San Diego Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The Sofia Hotel
Downtown San Diego
Save 100% on your flight
Price was $785, price is now $413 per person
$413
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to San Diego (SAN)
8.4/10 Very Good! (1,627 reviews)
Very friendly staff and clean establishment. Conveniently close to all downtown activities
Reviewed on Dec 23, 2025
Park Hyatt Aviara Resort, Golf Club & Spa
Aviara
Save 100% on your flight
Price was $2,108, price is now $1,105 per person
$1,105
per person
Feb 27 - Mar 4
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to San Diego (SAN)
9.4/10 Exceptional! (1,001 reviews)
Beautiful and family friendly
Reviewed on Aug 29, 2025
Margaritaville Hotel San Diego Gaslamp Quarter
Downtown San Diego
Save 100% on your flight
Price was $1,119, price is now $623 per person
$623
per person
Feb 27 - Mar 4
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to San Diego (SAN)
9/10 Wonderful! (1,128 reviews)
Room service was not good. We had to call front desk and request for fresh towels and basic room cleaning.
Reviewed on Dec 25, 2025
Los Bungalows
Save 100% on your flight
Price was $963, price is now $564 per person
$564
per person
Feb 27 - Mar 4
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to San Diego (SAN)
8.2/10 Very Good! (498 reviews)
Room was clean. A little small, but didn’t spend all that much time in the room other than to sleep. View was beautiful. Pier nearby. Great food just down the street. Not far from anything.
Reviewed on Dec 23, 2025
Hotel Indigo San Diego-Gaslamp Quarter by IHG
Downtown San Diego
Save 100% on your flight
Price was $961, price is now $567 per person
$567
per person
Feb 27 - Mar 4
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to San Diego (SAN)
8.8/10 Excellent! (1,006 reviews)
Large, comfy room, good service, good location
Reviewed on Dec 7, 2025
Where to stay in Old Town San Diego
Find the best Old Town San Diego areas and neighborhoods for the activities you enjoy most. Learn more about Old Town San Diego
Downtown San Diego
3 out of top 10 points of interest in this area
4.5/5(8,497 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.
Old Town San Diego Hotel Deals
Hilton Garden Inn San Diego Old Town/SeaWorld Area
4200 Taylor St San Diego CA
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $140 total per night from Jan 4 to Jan 5
$140 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
8.6/10 Excellent! (1,306 reviews)
Clean and nice room 100% recommended.
Reviewed on Dec 22, 2025
Courtyard by Marriott Old Town
2435 Jefferson St San Diego CA
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $137 total per night from Jan 4 to Jan 5
$137 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
8.6/10 Excellent! (1,001 reviews)
Fantastic location in the lovely and quaint Old Town. Spacious, immaculately clean room. Awesomely comfortable bed. And a truly wonderful staff (from front desk to housekeeping crew) very professional, courteous and fully willing to do their upmost to make my stay as comfortable and as pleasant as ...
Reviewed on Dec 23, 2025
Fairfield Inn & Suites San Diego Old Town
3900 Old Town Avenue San Diego CA
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $128 total per night from Jan 4 to Jan 5
$128 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
8.6/10 Excellent! (1,003 reviews)
Breakfast was very good and staff was super friendly! The room was nice, especially for the price!
Reviewed on Dec 22, 2025
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.
Discover the most popular places to visit in Old Town San Diego
Old Town San Diego State Park
4.5/5(3,505 reviews)
Travel back to 1872 at this historic park, which features preserved buildings and recreations of San Diego life in the 19th century.
Whaley House Museum
You can spend time studying the exhibits at Whaley House Museum during your trip to San Diego. Make time to visit the area's shops, or simply enjoy its top-notch restaurants.
Heritage Park
3.5/5(15 reviews)
Heritage Park is just one of the places to see in San Diego, so why not enjoy the other things to explore during your travels? In the area, take in the acclaimed art scene and beautiful sunsets.
Things to do
San Diego Whale Watching & Dolphin Cruise
$64
per adult
86% of travellers recommend
San Diego Old Town Trolley Hop-On Hop-Off Tour
$55
per adult
94% of travellers recommend
Explore a world of travel with Expedia
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- San Diego Vacations
- Old Town San Diego State Park
- Casa de Machado y Stewart
- McCoy Museum House
- Casa de Estudillo
- Mormon Battalion Historic Site
- Presidio Park
- Red Spade Theater
- Junipero Serra Museum
- Heritage Park
- Casa del Rey Moro African Museum
- San Diego County Vacations
- Pechanga Arena
- Bay City Brewing Co.
- Visit Midway-Pacific Highway
- University of San Diego
- Car rental San Diego Airport (SAN)
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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.