Middletown Holidays from AU$1,047

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AU$2,500 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Your Middletown Holiday

Middletown is calling your name! Whatever type of adventure you're organising, you can immerse yourself in the best of this neighbourhood with a Middletown holiday 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 holiday today.

Top Holiday Package Deals in Middletown

Price found within the past 48 hours. Click for updated prices.
Urban Boutique Hotel

Urban Boutique Hotel

Downtown San Diego
Save 100% on your flight
AU$1,047
per person
28 Sept - 3 Oct
found 1 day ago
Return direct flight included
Fort Wayne (FWA) to San Diego (SAN)
8.6/10 Excellent! (1,257 reviews)
This is a property to avoid, unfortunately, and especially at the price. The low quality of the rooms and in particular, the poor mattress quality, made our stay extremely uncomfortable. The beds have so little support that my lower back and hips were punished from side sleeping (stomach sleeping was impossible for me). The bathrooms and sinks weren't in good shape; our bathroom had a smudged mat in it and the finish was coming off of the tub. I understand that wear and tear happens, but the mat could have at least been cleaned or replaced. The desk staff did their best to help with issues. Of course, they are limited in what they can do, but they were nice and attentive. The location of the hotel is right in Little Italy and next to downtown. Walking out of the hotel and around the corner of the building opens onto a vibrant market full of shops and restaurants. My score for this is based on the comfort of the room itself, the price for value, and my experiences in other urban hotels of this type that attempt to be boutique. For example, we stayed at Hotel Lucia in Portland earlier this year, which is the same type of boutique hotel in the city, and it blew this hotel away in terms of comfort, amenities, and cleanliness. You would be better off getting the same quality for cheaper at nearby Motel 6 or just paying a bit extra a night for a superior Little Italy hotel than staying here. Sadly, you should avoid this hotel.

Reviewed on 10 Aug 2026

The Sofia Hotel

The Sofia Hotel

Downtown San Diego
AU$1,148
per person
14 Sept - 19 Sept
found 1 day ago
Return direct flight included
Fort Wayne (FWA) to San Diego (SAN)
8.6/10 Excellent! (2,462 reviews)
Paradise Point Resort & Spa

Paradise Point Resort & Spa

Mission Bay
Save 100% on your flight
AU$1,480
per person
14 Sept - 19 Sept
found 1 day ago
Return direct flight included
Fort Wayne (FWA) to San Diego (SAN)
8.8/10 Excellent! (2,774 reviews)
Shore House at The Del, LXR Hotels & Resorts

Shore House at The Del, LXR Hotels & Resorts

Historic Downtown Coronado
Save 100% on your flight
AU$2,280
per person
14 Sept - 19 Sept
found 1 day ago
Return direct flight included
Fort Wayne (FWA) to San Diego (SAN)
9.2/10 Wonderful! (169 reviews)
The room itself was very nice. The staff were completely unhelpful (e.g., took 30 mins to get a wine opener, every time I called the front desk it was a long time before someone picked up, no valet there upon arrival, etc.). The drinks at the pool were overpriced and poor quality. Overall, compared to the price point we paid, the service level of the facility was not up to par.

Reviewed on 10 Aug 2026

Ocean Park Inn

Ocean Park Inn

Pacific Beach
Save 100% on your flight
AU$1,794
per person
14 Sept - 19 Sept
found 1 day ago
Return direct flight included
Fort Wayne (FWA) to San Diego (SAN)
9.4/10 Exceptional! (1,012 reviews)
Even though our check in was delayed due to housekeeping, we loved the upgrade to an ocean view room. The room was well lit, well maintained rooms, the beds were really comfortable. I traveled with my special needs young adult and it was a wonderful stay for us. We loved the access to the beach, the pool was great for all of us, there were pool and beach towels available to us everyday, we loved having a supermarket near by. We can't wait to go back!

Reviewed on 11 Aug 2026

Our guide on 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

Known for its fantastic nightlife, fascinating museums and beautiful waterfront views, there's plenty to explore in Downtown San Diego. Top attractions like Petco Park and Port of San Diego are major draws. Catch the metro at Civic Center Station or Civic Center Station to see more of the city.

A pier extending into calm waters with people on it and a sandy beach with seaweed and a few individuals.

Pacific Beach

Get to Pacific Beach after the sun goes down because this is the place to be in San Diego for partying.

A sandy beach with a lifeguard tower, ocean waves, and people in the distance.

Mission Beach

If you're spending some time in Mission Beach, Mission Beach and Mission Bay are top sights worth seeing.

A lively street scene with outdoor seating at various bars and restaurants, including 'The Field' and 'Sloppy Joe's'.

Gaslamp Quarter

The historic heart of San Diego has a fascinating history, and today is a thriving hub for food, retail and entertainment.

An aerial view of a coastal city with a marina, a large body of water, and a peninsula with buildings.

Mission Bay

1 out of top 10 points of interest in this area

If you're spending some time in Mission Bay, Mission Bay and Mission and Pacific Beaches are top sights worth seeing.

Our pick of the best Middletown Hotel Deals

Paradise Point Resort & Spa

Paradise Point Resort & Spa

1404 Vacation Rd San Diego CA
AU$438
8 Sept - 9 Sept
includes taxes & fees
Paradise Point Resort & Spa
Manchester Grand Hyatt San Diego

Manchester Grand Hyatt San Diego

1 Market Pl San Diego CA
Fully refundableReserve now, pay when you stay
AU$374
6 Sept - 7 Sept
includes taxes & fees
9/10 Wonderful! (2,783 reviews)
"Na"

Reviewed on 11 Aug 2026

Manchester Grand Hyatt San Diego
Wyndham San Diego Bayside

Wyndham San Diego Bayside

1355 N Harbor Drive San Diego CA
Fully refundableReserve now, pay when you stay
AU$299
6 Sept - 7 Sept
includes taxes & fees
8.6/10 Excellent! (6,260 reviews)
"Vehicle parking fee is too expensive. The view is very good"

Reviewed on 11 Aug 2026

Wyndham San Diego Bayside
See all 8,642 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.

Frequently asked questions

How much does a Middletown holiday package cost?
Discover the best of Middletown from as little as AU$1,047. 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 holiday package.
How do I get a cheap travel package to Middletown?
Our Middletown holiday 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 neighbourhood'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 holiday?
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 holiday!
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 holiday package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines all over the world. Our holiday 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 holiday 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 holiday 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

Activities

San Diego Whale Watching Tour

San Diego Whale Watching & Dolphin Cruise

AU$102
per adult
88% of travellers recommend
San Diego Whale Watching & Dolphin Cruise
San Diego Old Town Trolley Hop-On Hop-Off Tour

San Diego Old Town Trolley Hop-On Hop-Off Tour

AU$82
per adult
94% of travellers recommend
San Diego Old Town Trolley Hop-On Hop-Off 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.