Middletown Vacations from ￥274,328

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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
Price was ￥412,996, price is now ￥274,328 per person
￥274,328
per person
Nov 14 - Nov 21
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Diego (SAN)
8.4/10 Very Good! (1,536 reviews)
Great area, room was nice but for some reason it was dusty. There was a layer of dust on the counter top beneath the tv and the side tables next to the bed. Other than that I really enjoyed the hotel! Perfect area, close enough to middle of downtown and walkable to petco park! Uber/lyft had no problems finding and picking us up either.

Reviewed on Aug 26, 2025

InterContinental San Diego by IHG

InterContinental San Diego by IHG

4 out of 5
Downtown San Diego
Price was ￥427,031, price is now ￥309,073 per person
￥309,073
per person
Nov 14 - Nov 21
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Diego (SAN)
9.2/10 Wonderful! (1,017 reviews)
No Fridge, easily get over charged for the mini bar. Never use the mini bar, but got charged after checked out without any notification.

Reviewed on Aug 12, 2025

Shore House at The Del, LXR Hotels & Resorts

Shore House at The Del, LXR Hotels & Resorts

4 out of 5
Historic Downtown Coronado
Price was ￥637,152, price is now ￥465,662 per person
￥465,662
per person
Nov 14 - Nov 21
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Diego (SAN)
9.2/10 Wonderful! (99 reviews)
The staff was exceptional, making our stay truly memorable. We eagerly anticipate our return to this wonderful establishment. We express our deepest gratitude to the management and staff for their exceptional kindness and hospitality towards our family. We thoroughly enjoyed our stay and look forward to returning in the future.

Reviewed on Aug 15, 2025

Fairmont Grand Del Mar

Fairmont Grand Del Mar

5 out of 5
Carmel Valley
Price was ￥576,092, price is now ￥422,800 per person
￥422,800
per person
Nov 14 - Nov 21
found 1 hour ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Diego (SAN)
9.6/10 Exceptional! (891 reviews)
We spent 3 days here at this wonderful hotel. Amazing experience and we will be returning most definitely!

Reviewed on Aug 5, 2025

Pendry San Diego

Pendry San Diego

5 out of 5
Downtown San Diego
Price was ￥434,039, price is now ￥322,644 per person
￥322,644
per person
Nov 14 - Nov 21
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Diego (SAN)
9.2/10 Wonderful! (1,007 reviews)
Loved the rooftop pool and hot tub, room was very nice.

Reviewed on Aug 23, 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

Handlery Hotel

Handlery Hotel

3.5 out of 5
950 Hotel Cir N, San Diego, CA
Fully refundableReserve now, pay when you stay
8/10 Very Good! (1,998 reviews)
"Good location staff great pooland bar"

Reviewed on Aug 25, 2025

Get rates
Handlery Hotel
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 ￥22,435 per night from Sep 2 to Sep 3
￥22,435
￥29,698 total
Sep 2 - Sep 3
includes taxes & fees
8.2/10 Very Good! (5,873 reviews)
"Clean and quiet. It is convenient to my work."

Reviewed on Aug 24, 2025

Wyndham San Diego Bayside
Bay Club Hotel & Marina

Bay Club Hotel & Marina

3.5 out of 5
2131 Shelter Island Dr, San Diego, CA
The price is ￥18,481 per night from Sep 8 to Sep 9
￥18,481
￥21,243 total
Sep 8 - Sep 9
includes taxes & fees
9/10 Wonderful! (2,838 reviews)
"A great property that is well taken care of. The staff care about the customers and the location is beautiful. It is a small hotel near the water, away from the crazy traffic, bustle of downtown, noise. We have stayed here 3 times already and will definitely stay again. A great value for the ..."

Reviewed on Aug 25, 2025

Bay Club Hotel & Marina
See all 8,395 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 ￥274,328. 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 entertainment choices and acclaimed art scene.

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

San Diego City Lights Night Tour

San Diego City Lights Night Tour

￥6,799
per adult
94% 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

￥18,327
per adult
88% of travellers recommend
San Diego Explorer Pass: Save up to 50 Percent - Includes USS Midway
San Diego Whale Watching Tour

San Diego Whale Watching Tour

￥10,494
per adult
86% of travellers recommend
San Diego Whale Watching 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.