Middletown Vacations from $365

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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.
The Sofia Hotel

The Sofia Hotel

3.5 out of 5
Downtown San Diego
Price was $795, price is now $365 per person
$365
per person
Dec 4 - Dec 10
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
8.4/10 Very Good! (1,567 reviews)
We had a wonderful time at the Sophia Hotel. They upgraded us to the top floor with a recently renovated room. Had a few housekeeping requests, which were handled immediately. Polite and accommodating staff. Friendly Valet attendants.

Reviewed on Sep 29, 2025

Hampton Inn & Suites San Diego Seaworld

Hampton Inn & Suites San Diego Seaworld

2.5 out of 5
Point Loma
Save 100% on your flight
Price was $789, price is now $440 per person
$440
per person
Dec 4 - Dec 10
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
8.6/10 Excellent! (61 reviews)
The room we had was very spacious and clean. Hotel had a heated pool which was great. Staff were friendly and quick. 10/10 experience

Reviewed on Sep 29, 2025

El Cordova Hotel on Coronado Island

El Cordova Hotel on Coronado Island

3.5 out of 5
Historic Downtown Coronado
Save 100% on your flight
Price was $901, price is now $535 per person
$535
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
8.8/10 Excellent! (1,004 reviews)
We love this hotel. It gives a feel of having your own apartment on the island. The rooms is are clean and comfortable. The staff is welcoming and accommodating. The location is perfect. Close walking distance to the beach, dining, shopping, as well as the famous Del across the street.

Reviewed on Sep 26, 2025

City24 Hotel Little Italy Mission Hills

City24 Hotel Little Italy Mission Hills

4.5 out of 5
Middletown
Save 100% on your flight
Price was $1,149, price is now $691 per person
$691
per person
Dec 4 - Dec 10
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
9.6/10 Exceptional! (89 reviews)
Stunning location to everything in San Diego. Beautiful modern excellent architecture and huge space for the price. Only drawback is locating to freeway and loud plane noise. However, this can easily be overlooked for the other great reasons.

Reviewed on Sep 24, 2025

Kona Kai San Diego

Kona Kai San Diego

4 out of 5
Point Loma
Save 100% on your flight
Price was $852, price is now $525 per person
$525
per person
Dec 4 - Dec 10
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
8.4/10 Very Good! (1,006 reviews)
We enjoyed the beautiful views of the Marina and sitting at the Fire pit in the evening.

Reviewed on Sep 21, 2025

Where to stay in Middletown

Find the best Middletown areas and neighborhoods for the activities you enjoy most. Learn more about Middletown
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

Middletown 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
$177 nightly
The price is $205 total per night from Oct 5 to Oct 6
$205 total
Oct 5 - Oct 6
Total with taxes and fees
8.2/10 Very Good! (5,952 reviews)
"Friendly helpful staff. Good location"

Reviewed on Sep 26, 2025

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
$266 nightly
The price is $308 total per night from Oct 4 to Oct 5
$308 total
Oct 4 - Oct 5
Total with taxes and fees
9/10 Wonderful! (2,811 reviews)
"The hotel is nice but more tailored for the convention fare & less of a resort ambiance. Service was efficient yet impersonal & why no concierge? They make a hotel experience."

Reviewed on Sep 22, 2025

Manchester Grand Hyatt San Diego
Bay Club Hotel & Marina

Bay Club Hotel & Marina

3.5 out of 5
2131 Shelter Island Dr, San Diego, CA
$139 nightly
The price is $160 total per night from Oct 1 to Oct 2
$160 total
Oct 1 - Oct 2
Total with taxes and fees
9/10 Wonderful! (2,972 reviews)
"Great calm place"

Reviewed on Sep 25, 2025

Bay Club Hotel & Marina
See all 8,526 properties in Middletown
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 Middletown

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

San Diego Whale Watching Tour

San Diego Whale Watching Tour

$57
per adult
86% of travellers recommend
San Diego Whale Watching Tour
Great Scenery

San Diego Sunset Cruise from Mission Bay

$40
per adult
78% of travellers recommend
San Diego Sunset Cruise from Mission Bay
San Diego: Museum of Illusions Entry Ticket

San Diego: Museum of Illusions Entry Ticket

$35
per adult
San Diego: Museum of Illusions Entry Ticket
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.