Middletown Vacations from ￥223,950

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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
per person
Sep 23 - Sep 28
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to San Diego (SAN)
8.4/10 Very Good! (1,474 reviews)
Great convenient location. Charming interior lobby and room for our three night stay Richard Battaglia Los Angeles

Reviewed on Jul 7, 2025

Barsala City Villas

Barsala City Villas

2.5 out of 5
Downtown San Diego
Save 100% on your flight
per person
Sep 23 - Sep 28
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to San Diego (SAN)
No reviews
Pendry San Diego

Pendry San Diego

5 out of 5
Downtown San Diego
per person
Aug 22 - Aug 25
found 1 day ago
Roundtrip flight included
Osaka (OSA) to San Diego (SAN)
9.2/10 Wonderful! (1,000 reviews)
Enjoyed Happy Downtown San Diego

Reviewed on Jul 6, 2025

Shore House at The Del, LXR Hotels & Resorts

Shore House at The Del, LXR Hotels & Resorts

4 out of 5
Historic Downtown Coronado
per person
Sep 23 - Sep 28
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to San Diego (SAN)
9.2/10 Wonderful! (87 reviews)
The resort didn’t disappoint. Can’t wait to return.

Reviewed on Jun 12, 2025

Margaritaville Hotel San Diego Gaslamp Quarter

Margaritaville Hotel San Diego Gaslamp Quarter

4 out of 5
Downtown San Diego
per person
Sep 23 - Sep 28
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to San Diego (SAN)
9/10 Wonderful! (920 reviews)
Great location in the Gaslamp district near Petco Park. Very walkable and lots of spots to eat nearby. Bathroom could use a refresh. TV service was spotty at night.

Reviewed on Jun 25, 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
The price is ￥21,981 per night from Jul 20 to Jul 21
￥21,981
￥29,676 total
Jul 20 - Jul 21
includes taxes & fees
8.2/10 Very Good! (5,730 reviews)
"Not enough parking on the 4th of July."

Reviewed on Jul 6, 2025

Wyndham San Diego Bayside
Handlery Hotel
Handlery Hotel
3.5 out of 5
950 Hotel Cir N, San Diego, CA
The price is ￥18,251 per night from Jul 21 to Jul 22
￥18,251
￥20,979 total
Jul 21 - Jul 22
includes taxes & fees
8/10 Very Good! (1,834 reviews)
"Centrally located, clean, quiet, staff personable and friendly."

Reviewed on Jul 7, 2025

Handlery Hotel
Marriott Marquis San Diego Marina
Marriott Marquis San Diego Marina
4 out of 5
333 W Harbor Dr, San Diego, CA
Fully refundableReserve now, pay when you stay
The price is ￥31,805 per night from Jul 20 to Jul 21
￥31,805
￥43,446 total
Jul 20 - Jul 21
includes taxes & fees
9/10 Wonderful! (1,725 reviews)
"One Word ….Amazzzzing"

Reviewed on Jul 4, 2025

Marriott Marquis San Diego Marina
See all 8,345 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 vacation package cost?
Discover the best of Middletown from as little as ￥223,950. 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.

Discover the most popular places to visit in Middletown

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

San Diego Zoo

4.5/5(3,565 reviews)

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

4.5/5(1,297 reviews)

During your trip, find out what's happening at San Diego Convention Center, a top convention center in San Diego. Experience the area's fascinating museums and entertainment choices.

San Diego Convention Center
Mission Bay featuring a sandy beach

Mission Bay

4.5/5(2,386 reviews)

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

LEGOLAND® California Resort

LEGOLAND® California Resort

￥12,868
per adult
82% of travellers recommend
LEGOLAND® California Resort
San Diego City Lights Night Tour

San Diego City Lights Night Tour

￥5,653
per adult
96% of travellers recommend
San Diego City Lights Night Tour
San Diego Explorer Pass: Save up to 50 Percent - Includes USS Midway

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

￥17,928
per adult
86% of travellers recommend
San Diego Explorer Pass: Save up to 50 Percent - Includes USS Midway
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.