Middletown Holidays

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

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

Where to stay in Middletown

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

Downtown San Diego

2 out of top 10 points of interest in this area
4.5/5(138 area reviews)

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.

Find hotels in Downtown San Diego

Top hotels in Middletown

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! (1,977 reviews)
"Estuvo bien"

Reviewed on 19 Aug, 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 S$259 per night from 1 Sept to 2 Sept
S$259
1 Sept - 2 Sept
includes taxes & fees
8.2/10 Very Good! (5,854 reviews)
"Great location. Good food. Parking is expensive."

Reviewed on 21 Aug, 2025

Wyndham San Diego Bayside
The Dana on Mission Bay

The Dana on Mission Bay

3.5 out of 5
1710 W Mission Bay Dr, San Diego, CA
Fully refundableReserve now, pay when you stay
The price is S$250 per night from 24 Aug to 25 Aug
S$250
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (3,653 reviews)
Old style but great location
"A great location next to the marina. The rooms are old style in blocks with parking outside the blocks. Some reviews thought that the Dana was a motel but it’s not. Room was clean, bright and comfortable. We did have to change rooms after the first night as we paid for a room with marina view but ..."

Reviewed on 19 Aug, 2025

The Dana on Mission Bay
See all 8,407 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 . 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.

Popular places to visit

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

San Diego Zoo

One of the largest zoos in America housing around 4000 creatures, San Diego Zoo offers an enchanting and educational experience for visitors of all ages.

San Diego Zoo
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
Petco Park

Petco Park

Purchase a hot dog and watch the San Diego Padres, California’s southernmost Major League Baseball team, play on their home field.

Petco Park

Things to do

LEGOLAND® California Resort

LEGOLAND® California Resort

S$101
per adult
82% of travellers recommend
LEGOLAND® California Resort
San Diego City Lights Night Tour

San Diego City Lights Night Tour

S$59
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

S$159
per adult
88% 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.