Middletown Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Karla Hernandez

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

3 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

Sheraton San Diego Resort

Sheraton San Diego Resort

4 out of 5
1380 Harbor Island Dr San Diego CA
Fully refundableReserve now, pay when you stay
The price is 2.472.858 ₫ per night from 4 Jan to 5 Jan
2.472.858 ₫
3.789.478 ₫ total
4 Jan - 5 Jan 2026
includes taxes & fees
8.2/10 Very Good! (3,173 reviews)
Clean room

Reviewed on 13 Dec 2025

Sheraton San Diego Resort
Lafayette Hotel & Club

Lafayette Hotel & Club

4 out of 5
2223 El Cajon Blvd San Diego CA
Fully refundableReserve now, pay when you stay
The price is 6.024.303 ₫ per night from 29 Dec to 30 Dec
6.024.303 ₫
6.912.953 ₫ total
29 Dec - 30 Dec
includes taxes & fees
9.2/10 Wonderful! (1,329 reviews)
The hotel is big on charm and decor. It was in 1937 and the guest rooms haven’t been enlarged or highly modernized. What they did get is a big dash of kitsch. Clashing wall paper, canopied beds, retro appliances, and a huge room bar (you pay per drink). We took a second floor poolside room with a ...

Reviewed on 11 Dec 2025

Lafayette Hotel & Club
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 2.714.882 ₫ per night from 28 Dec to 29 Dec
2.714.882 ₫
3.147.770 ₫ total
28 Dec - 29 Dec
includes taxes & fees
8.8/10 Excellent! (728 reviews)
Breakfast buffet was good. Room was clean. Friendly and helpful staff. San Diego was beautiful!

Reviewed on 13 Dec 2025

The DEXTRO Little Italy, BW Premier Collection
See all 8,608 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 1null000null000 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 featuring zoo animals, landscape views and a pond

San Diego Zoo

4.5/5(47 reviews)

Why not visit the animals who live at San Diego Zoo and see why this is a popular attraction in San Diego? Stroll along the area's seaside or experience its acclaimed art galleries.

San Diego Zoo
San Diego Convention Center

San Diego Convention Center

4/5(18 reviews)

During your trip, find out what's happening in San Diego Convention Center, a top convention centre in San Diego. Experience the area's acclaimed art galleries and entertainment choices.

San Diego Convention Center
Mission Bay featuring a beach

Mission Bay

4.5/5(31 reviews)

Explore the great outdoors at Mission Bay, a popular spot to commune with nature in San Diego. Stroll along the seaside in this family-friendly area or visit its top-notch restaurants.

Mission Bay