Oak Park Vacations from $461

Book a Hotel + Flight or Car together to unlock savings

Your Oak Park Vacation

Planning your next adventure just got a whole lot easier with a vacation package to Oak Park. Enjoy the very best this neighborhood has to offer while creating fond memories you'll treasure. Hoping to sightsee during your trip to Oak Park? Make sure you stop by nearby attractions such as San Diego State University, Viejas Arena and The Salvation Army Kroc Center. Expedia is here to help put your plans into action. Book your perfect Oak Park vacation now.

The Latest Oak Park Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Sand Castle Inn

Sand Castle Inn

2.5 out of 5
Save 100% on your flight
Price was $764, price is now $461 per person
$461
per person
Nov 1 - Nov 6
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
8.2/10 Very Good! (478 reviews)
Wasn't looking for anything fancy; this was just right. And right across the street from the beach!

Reviewed on Jul 21, 2025

Margaritaville Hotel San Diego Gaslamp Quarter

Margaritaville Hotel San Diego Gaslamp Quarter

4 out of 5
Downtown San Diego
Save 100% on your flight
Price was $1,716, price is now $876 per person
$876
per person
Nov 3 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to San Diego (SAN)
9/10 Wonderful! (1,006 reviews)
Celebrated my birthday weekend and my birthday falls on 8/29- Jimmy Buffett Day! Staff is friendly and helpful. Always service with a smile.

Reviewed on Sep 1, 2025

Coronado Beach Resort

Coronado Beach Resort

3 out of 5
Historic Downtown Coronado
Save 100% on your flight
Price was $1,009, price is now $576 per person
$576
per person
Nov 1 - Nov 6
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
9/10 Wonderful! (722 reviews)
Excellent customer service!!

Reviewed on Aug 21, 2025

The Sofia Hotel

The Sofia Hotel

3.5 out of 5
Downtown San Diego
Save 100% on your flight
Price was $1,003, price is now $582 per person
$582
per person
Oct 8 - Oct 14
found 1 day ago
Roundtrip flight included
Chicago (CHI) to San Diego (SAN)
8.4/10 Very Good! (1,543 reviews)
Hotel was nice & clean, and the staff was friendly & attentive. Parking behind the hotel was a little tight, hotel will provide valet if self parking is full. Easy walk to pier & restaurants! Would stay here again!

Reviewed on Aug 31, 2025

Alma San Diego Downtown, a Tribute Portfolio Hotel

Alma San Diego Downtown, a Tribute Portfolio Hotel

4 out of 5
Downtown San Diego
Save 100% on your flight
Price was $1,166, price is now $691 per person
$691
per person
Oct 8 - Oct 14
found 1 day ago
Roundtrip flight included
Chicago (CHI) to San Diego (SAN)
9/10 Wonderful! (771 reviews)
I liked the staff welcome

Reviewed on Aug 30, 2025

Where to stay in Oak Park

Find the best Oak Park areas and neighborhoods for the activities you enjoy most. Learn more about Oak Park
US Grant Hotel

Downtown San Diego

2 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.

Find hotels in Downtown San Diego

Oak Park Hotel Deals

Wyndham San Diego Bayside

Wyndham San Diego Bayside

4 out of 5
1355 N Harbor Drive, San Diego, CA
Fully refundableReserve now, pay when you stay
$174 nightly
The price is $201 total per night from Sep 7 to Sep 8
$201 total
Sep 7 - Sep 8
Total with taxes and fees
Wyndham San Diego Bayside
Manchester Grand Hyatt San Diego

Manchester Grand Hyatt San Diego

4 out of 5
1 Market Pl, San Diego, CA
Fully refundableReserve now, pay when you stay
$262 nightly
The price is $304 total per night from Sep 12 to Sep 13
$304 total
Sep 12 - Sep 13
Total with taxes and fees
Manchester Grand Hyatt San Diego
The DEXTRO Little Italy, BW Premier Collection

The DEXTRO Little Italy, BW Premier Collection

3 out of 5
1617 1st Avenue, San Diego, CA
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $147 total per night from Sep 8 to Sep 9
$147 total
Sep 8 - Sep 9
Total with taxes and fees
The DEXTRO Little Italy, BW Premier Collection
See all 8,005 properties in Oak Park
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Oak Park

San Diego Zoo featuring landscape views, zoo animals and a pond

San Diego Zoo

See nature up-close and personal at one of the country’s largest and most educational zoos.

San Diego Zoo
San Diego Convention Center

San Diego Convention Center

Whether you come for Comic-Con or a medical convention, this huge gathering place in the Marina District of San Diego will more than satisfy your needs.

San Diego Convention Center
Mission Bay featuring a sandy beach

Mission Bay

Mingle with eccentric locals at bohemian beaches, soak up the sun on a Jet Ski and fish from marshy islands at San Diego’s premier water park.

Mission Bay

Things to do

Great Scenery

San Diego Sunset Cruise from Mission Bay

$40
per adult
80% of travellers recommend
San Diego Sunset Cruise from Mission Bay
San Diego Explorer Pass: Save up to 50 Percent - Includes USS Midway

San Diego Explorer Pass: Save up to 50 Percent - Includes USS Midway

$124
per adult
88% of travellers recommend
San Diego Explorer Pass: Save up to 50 Percent - Includes USS Midway
San Diego Whale Watching Tour

San Diego Whale Watching Tour

$71
per adult
86% of travellers recommend
San Diego Whale Watching Tour
See all activities in San Diego
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.