Middletown Vacation Packages

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Top Holiday Package Deals in Middletown

Price found within the past 48 hours. Click for updated prices.
Hilton San Diego Gaslamp Quarter

Hilton San Diego Gaslamp Quarter

4 out of 5
Downtown San Diego
Price was CA $1,210, price is now CA $809 per person
CA $809
per person
Nov 27 - Nov 30
found 10 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to San Diego (SAN)
8.8/10 Excellent! (190 reviews)
Great place, nice staff, and convenient to everything

Reviewed on Aug. 31, 2025

La Jolla Cove Suites

La Jolla Cove Suites

3 out of 5
Village of La Jolla
Price was CA $2,625, price is now CA $1,601 per person
CA $1,601
per person
Oct 24 - Oct 31
found 15 hours ago
Roundtrip flight included
Calgary (YYC) 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

La Jolla Beach and Tennis Club

La Jolla Beach and Tennis Club

4 out of 5
La Jolla Shores
Price was CA $5,470, price is now CA $3,565 per person
CA $3,565
per person
Oct 24 - Oct 31
found 15 hours ago
Roundtrip flight included
Calgary (YYC) to San Diego (SAN)
8.8/10 Excellent! (479 reviews)
Please note that this is — and feels like — a private country club. We loved it and want to return after Labor Day when it will feel less hectic.

Reviewed on Aug. 25, 2025

Fairmont Grand Del Mar

Fairmont Grand Del Mar

5 out of 5
Carmel Valley
Price was CA $2,038, price is now CA $1,372 per person
CA $1,372
per person
Oct 11 - Oct 14
found 18 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to San Diego (SAN)
9.6/10 Exceptional! (892 reviews)
We spent 3 days here at this wonderful hotel. Amazing experience and we will be returning most definitely!

Reviewed on Aug. 5, 2025

Rancho Bernardo Inn

Rancho Bernardo Inn

4 out of 5
Rancho Bernardo
Price was CA $1,964, price is now CA $1,332 per person
CA $1,332
per person
Nov 1 - Nov 6
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to San Diego (SAN)
8.8/10 Excellent! (1,005 reviews)
The landscaping is beautiful

Reviewed on Aug. 26, 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

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 3 to Sep 4
CA $209
CA $277 total
Sep 3 - Sep 4
includes taxes & fees
Wyndham San Diego Bayside
Manchester Grand Hyatt San Diego

Manchester Grand Hyatt San Diego

4 out of 5
1 Market Pl, San Diego, CA
Fully refundableReserve now, pay when you stay
The price is CA $296 per night from Sep 12 to Sep 13
CA $296
CA $417 total
Sep 12 - Sep 13
includes taxes & fees
Manchester Grand Hyatt San Diego
The DEXTRO Little Italy, BW Premier Collection

The DEXTRO Little Italy, BW Premier Collection

3 out of 5
1617 1st Avenue, San Diego, CA
Fully refundableReserve now, pay when you stay
The price is CA $162 per night from Sep 2 to Sep 3
CA $162
CA $188 total
Sep 2 - Sep 3
includes taxes & fees
The DEXTRO Little Italy, BW Premier Collection
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 $809. 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.