Middletown Vacations from $410
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Your Middletown Vacation
Middletown is calling your name! Whatever type of adventure you're organizing, you can immerse yourself in the best of this neighborhood with a Middletown vacation package. Some popular nearby attractions to check out during your trip to Middletown include San Diego Zoo, Balboa Park and University of San Diego. Expedia is here to help put your travel plans into action. Book your ultimate Middletown vacation today.
The Latest Middletown Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hyland Inn Near Legoland
Olde Carlsbad
Save 100% on your flight
Price was $1,162, price is now $546 per person
$546
per person
Sep 26 - Oct 1
found 1 day ago
Roundtrip flight included
New York (JFK) to San Diego (SAN)
7.8/10 Good! (1,007 reviews)
The room was not clean. The bed was very uncomfortable, couldn’t sleep! The worst hotel I ever stayed.
I had the room booked for three day, but because I had an emergency I had to leave one day early, which thankfully I was refunded some money.
Reviewed on Jul 17, 2026
Where to stay in Middletown
Find the best Middletown areas and neighborhoods for the activities you enjoy most. Learn more about Middletown
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.
Middletown Hotel Deals
Paradise Point Resort & Spa
1404 Vacation Rd San Diego CA
Fully refundableReserve now, pay when you stay
$325 nightly
The price is $374 total per night from Aug 9 to Aug 10
$374 total
Aug 9 - Aug 10
Total with taxes and fees
Wyndham San Diego Bayside
1355 N Harbor Drive San Diego CA
Fully refundableReserve now, pay when you stay
$182 nightly
The price is $211 total per night from Jul 20 to Jul 21
$211 total
Jul 20 - Jul 21
Total with taxes and fees
8.4/10 Very Good! (6,229 reviews)
"I"
Reviewed on Jul 17, 2026
Hard Rock Hotel San Diego
207 5th Ave San Diego CA
Fully refundableReserve now, pay when you stay
$229 nightly
The price is $265 total per night from Jul 19 to Jul 20
$265 total
Jul 19 - Jul 20
Total with taxes and 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.
Stay near popular Middletown attractions
Things to do
San Diego Whale Watching & Dolphin Cruise
$71
per adult
88% of travellers recommend
San Diego Old Town Trolley Hop-On Hop-Off Tour
$57
per adult
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.