Middletown Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Top Holiday Package Deals in Middletown

Price found within the past 48 hours. Click for updated prices.
Margaritaville Hotel San Diego Gaslamp Quarter

Margaritaville Hotel San Diego Gaslamp Quarter

4 out of 5
Downtown San Diego
Price was CA $1,599, price is now CA $1,054 per person
CA $1,054
per person
Dec 7 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Diego (SAN)
9/10 Wonderful! (1,565 reviews)
Great location next to many great restaurants

Reviewed on Oct 25, 2026

The Sofia Hotel

The Sofia Hotel

3.5 out of 5
Downtown San Diego
Save 100% on your flight
Price was CA $2,327, price is now CA $1,296 per person
CA $1,296
per person
Jan 18 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Diego (SAN)
8.8/10 Excellent! (2,743 reviews)

Pantai Inn

Pantai Inn

3.5 out of 5
Village of La Jolla
Price was CA $3,121, price is now CA $1,943 per person
CA $1,943
per person
Dec 8 - Dec 13
found 24 hours ago
Roundtrip flight included
Edmonton (YEG) to San Diego (SAN)
9.4/10 Exceptional! (1,008 reviews)

Paradise Point Resort & Spa

Paradise Point Resort & Spa

4 out of 5
Mission Bay
Price was CA $1,732, price is now CA $1,168 per person
CA $1,168
per person
Dec 7 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Diego (SAN)
8.8/10 Excellent! (2,906 reviews)

El Cordova Hotel on Coronado Island

El Cordova Hotel on Coronado Island

3.5 out of 5
Historic Downtown Coronado
Price was CA $1,777, price is now CA $1,246 per person
CA $1,246
per person
Dec 7 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Diego (SAN)
8.8/10 Excellent! (1,004 reviews)
What I’ve learned is that hotels will reserve a room for bookings made through a 3rd party. And these rooms are heavily used and sometimes in disrepair, as mine was. I complained and they changed my room to one in good condition. But this experience left a bad taste in my mouth. This experience is not unique to hotels.com or El Cordova. I usually try to book direct for this reason. But other circumstances led me to use hotels.com this time.

Reviewed on Oct 25, 2026

Where to stay in Middletown

Find the best Middletown areas and neighborhoods for the activities you enjoy most. Learn more about Middletown
A grand building with a central fountain, palm trees, and a flag.

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.

Find hotels in Downtown San Diego

Middletown Hotel Deals

City24 Hotel Little Italy Mission Hills

City24 Hotel Little Italy Mission Hills

4.5 out of 5
2801 India St San Diego CA
Fully refundableReserve now, pay when you stay
The price is CA $167 per night from Nov 2 to Nov 3
CA $167
CA $236 total
Nov 2 - Nov 3
includes taxes & fees
9.6/10 Exceptional! (235 reviews)
"Was where able to see my cruise ship. We are a party of 11 and were super comfortable. Property was clean, great views great location."

Reviewed on Oct 24, 2026

City24 Hotel Little Italy Mission Hills
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
The price is CA $213 per night from Oct 29 to Oct 30
CA $213
CA $296 total
Oct 29 - Oct 30
includes taxes & fees
Wyndham San Diego Bayside
Hard Rock Hotel San Diego

Hard Rock Hotel San Diego

4 out of 5
207 5th Ave San Diego CA
Fully refundableReserve now, pay when you stay
The price is CA $214 per night from Nov 25 to Nov 26
CA $214
CA $316 total
Nov 25 - Nov 26
includes taxes & fees
Hard Rock Hotel San Diego
See all 8,795 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.
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Frequently asked questions

How much does a Middletown vacation package cost?
Discover the best of Middletown from as little as CA $1,054. Choose from a wonderful selection of flights, rental cars and hotels to suit every budget. You can pick up even more discounts when you add a few tours or experiences to your vacation package.
How do I get a cheap travel package to Middletown?
Our Middletown vacation packages offer plenty of savings for the savvy wanderer. For the best deal, simply bundle your flights, hotels and tours into a convenient package. But bargain prices are just the beginning of your next big adventure. When you book with Expedia, and you'll have over 550 air carriers and 1,000,000 hotels globally to choose from. No matter your style, there's a package that's perfect for you.
Where should I stay in Middletown?
A trip to Middletown isn't complete until you've seen San Diego Zoo and Balboa Park. Reserve a room close by for quick access to these awesome tourist attractions.
What are the top hotels in Middletown?
Secure a room at Mission Hills - Entire Guest House. It's one of the neighborhood's most in-demand properties. Another highly rated option in Middletown is Beautiful Historic Home And Gardens Near Downtown.
How far in advance should I book my Middletown vacation?
You'll be rewarded with the biggest variety and the cheapest prices by booking your trip to Middletown nice and early. Air carriers tend to release flight tickets around a year in advance, so reserve your spot as soon as you can. Having said that, Expedia is constantly working to give you the best deals around, so it's always a good time to book your dream vacation!
What does an Expedia Middletown travel package include?
Flights, hotels and rental cars — you'll find them all here. With Expedia, you can create your Middletown travel package just how you like it. All you have to do is work out what you need. Once you've made your booking, you can add extras like activities and experiences. The more you bundle, the greater the savings!
What should I know before booking a Middletown travel package?
Tailor deals that match your budget with an Expedia package. Flights, hotels, rental cars — we've got everything you need to plan your getaway. You'll save a packet just for bundling your bookings. Whether you're going on a skiing adventure or relaxing on a sunny beach, your ideal getaway is only clicks away.
Can I choose my airline with a Middletown Expedia vacation package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines all over the world. Our vacation packages give you the flexibility to pick from available flights, hotels and activities that fit your needs.
If I'm not able to travel, can I cancel my Middletown vacation package?
Yes, you can. We totally understand that things don't always go to plan, so we're happy to help if you have to make changes to your Middletown vacation package. You may be able to amend or cancel your itinerary for free if you've booked in the last 24 hours. Your airline, hotel or car rental company may impose a fee if you booked more than 24 hours ago. Visit our Customer Service Portal for further information. Also, check your itinerary for the finer details on change fees.

Stay near popular Middletown attractions

The Casbah San Diego

The Casbah San Diego is just one of the places to see in San Diego, so why not enjoy the other things to explore during your travels? Stroll along the waterfront or experience the area's live music.
See properties

Things to do

San Diego Best of the Bay Harbor Tour

City Cruises San Diego: Best of the Bay Harbor Tour

CA $44
per adult
92% of travellers recommend
City Cruises San Diego: Best of the Bay Harbor Tour
San Diego: Luggage Storage in Marina

San Diego: Luggage Storage in Marina

CA $15
per adult
San Diego: Luggage Storage in Marina
San Diego 18 Audio Tours Bundle and Explore at Your Own Pace

San Diego 18 Audio Tours Bundle and Explore at Your Own Pace

CA $57
per adult
San Diego 18 Audio Tours Bundle and Explore at Your Own Pace
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.