Middletown Vacation Packages

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Top Holiday Package Deals in Middletown

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 CA $1,145, price is now CA $735 per person
CA $735
per person
Oct 2 - Oct 5
found 20 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Diego (SAN)
8.4/10 Very Good! (1,543 reviews)
Easy check in nice and clean room

Reviewed on Aug. 30, 2025

Hyatt Vacation Club at The Welk, San Diego Area

Hyatt Vacation Club at The Welk, San Diego Area

3.5 out of 5
Lawrence Welk Resort Village
Price was CA $1,310, price is now CA $741 per person
CA $741
per person
Nov 5 - Nov 11
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to San Diego (SAN)
8.2/10 Very Good! (1,403 reviews)
Everything was very nice and clean

Reviewed on Aug. 30, 2025

La Jolla Cove Suites

La Jolla Cove Suites

3 out of 5
Village of La Jolla
Price was CA $1,761, price is now CA $1,134 per person
CA $1,134
per person
Oct 8 - Oct 12
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to San Diego (SAN)
7/10 Good! (1,023 reviews)
I enjoyed the quietness of the terrace room and how close the shopping area and park are. Great location, simple check in, would love to visit again

Reviewed on Aug. 26, 2025

El Cordova Hotel on Coronado Island

El Cordova Hotel on Coronado Island

3.5 out of 5
Historic Downtown Coronado
Price was CA $1,937, price is now CA $1,263 per person
CA $1,263
per person
Oct 15 - Oct 20
found 12 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Diego (SAN)
8.8/10 Excellent! (1,009 reviews)
Building has charm but in need of renovations. Good bed and pillows.

Reviewed on Aug. 25, 2025

Margaritaville Hotel San Diego Gaslamp Quarter

Margaritaville Hotel San Diego Gaslamp Quarter

4 out of 5
Downtown San Diego
Price was CA $1,638, price is now CA $1,102 per person
CA $1,102
per person
Nov 11 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Diego (SAN)
9/10 Wonderful! (993 reviews)
You get wristbands for your hotel keys

Reviewed on Aug. 28, 2025

Where to stay in Middletown

Find the best Middletown areas and neighborhoods for the activities you enjoy most. Learn more about Middletown
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Downtown San Diego

2 out of top 10 points of interest in this area
4.5/5(716 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
The price is CA $140 per night from Sep 8 to Sep 9
CA $140
CA $161 total
Sep 8 - Sep 9
includes taxes & fees
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 CA $209 per night from Sep 2 to Sep 3
CA $209
CA $277 total
Sep 2 - Sep 3
includes taxes & fees
Wyndham San Diego Bayside
Bay Club Hotel & Marina

Bay Club Hotel & Marina

3.5 out of 5
2131 Shelter Island Dr, San Diego, CA
Fully refundableReserve now, pay when you stay
The price is CA $204 per night from Sep 1 to Sep 2
CA $204
CA $235 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (2,850 reviews)
"Conveniently located by the bay with easy access to downtown San Diego and the airport. We were delightfully impressed with the bar/dining room service staff during happy hour/dinner."

Reviewed on Aug. 27, 2025

Bay Club Hotel & Marina
See all 8,438 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Middletown vacation package cost?
Discover the best of Middletown from as little as CA $735. 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 showing zoo animals, a pond and landscape views

San Diego Zoo

4.5/5(417 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(132 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 showing a beach

Mission Bay

4.5/5(200 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

CA $109
per adult
82% of travellers recommend
LEGOLAND® California Resort
San Diego City Lights Night Tour

San Diego City Lights Night Tour

CA $63
per adult
94% of travellers recommend
San Diego City Lights Night Tour
Great Scenery

San Diego Sunset Cruise from Mission Bay

CA $55
per adult
80% of travellers recommend
San Diego Sunset Cruise from Mission Bay
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.