Hillcrest Vacation Packages
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Top Holiday Package Deals in Hillcrest
Price found within the past 48 hours. Click for updated prices.
Paradise Point Resort & Spa
Mission Bay
CA $1,338
per person
Jan 6 - Jan 13
found 18 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Diego (SAN)
8.8/10 Excellent! (2,906 reviews)
Room was clean and spacious with lots of drawers for storage. Small refrigerator, no microwave. Lots of extra towels, and an extra pillow. Ironing board and iron, nice spa quality toiletries. Parking close to room but shocked at $50/night charge for parking. Gardens and ponds everywhere, beautiful. Lots of squirrels, birds. Gazebos to hang out in. Several swimming pools, but no outside beverages aloud inside. At night, lots of fire pits available. I don’t recommend premium rooms by the bay if you plan on swimming. Sign said bacteria in water swimming not recommended but view is nice, with several fire pits (bring your own wood).
Reviewed on Oct 15, 2026
Fairmont Grand Del Mar
Carmel Valley
CA $2,344
per person
Dec 9 - Dec 14
found 6 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to San Diego (SAN)
9.6/10 Exceptional! (1,002 reviews)
I could give this hotel 10 stars!! They went above and beyond!!! All the staff were SUPER FRIENDLY! The Valet guys were awesome. Everyone remembered our names. The room was amazing!! We also did a 90 minute couples massage which was phenomenal! We will definitely be back!!
Reviewed on Oct 14, 2026
Where to stay in Hillcrest
Find the best Hillcrest areas and neighborhoods for the activities you enjoy most. Learn more about Hillcrest
Downtown San Diego
3 out of top 10 points of interest in this area
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.
Pacific Beach
Boasting a lively nightlife scene, Pacific Beach offers miles of sandy shores, a bustling 3.2-mile boardwalk, and attractions like Crystal Pier and Kate Sessions Park. Enjoy local shops, bars, and eateries along the vibrant walkway.
Gaslamp Quarter
Downtown San Diego's historic district boasts Victorian-era buildings, now housing vibrant restaurants, shops, and entertainment venues. Stroll from Broadway to Harbor Drive, and 4th to 6th Avenue, admiring the newly installed gaslamps at Market Street.
Mission Beach
Spanning nearly two miles of oceanfront, this sandbar community offers sunbathing, surfing, and beach volleyball, with nearby attractions like Belmont Park's Giant Dipper Roller Coaster and SeaWorld in Mission Bay Park.
Mission Bay
1 out of top 10 points of interest in this area
If you're spending some time in Mission Bay, Mission Bay and Ski Beach are top sights worth seeing.
Hillcrest Hotel Deals
Uptown Inn by Vantaggio - Limited Service Apart-Hotel
819 University Ave San Diego CA
CA $133
CA $150 total
Oct 19 - Oct 20
includes taxes & fees
Wyndham San Diego Bayside
1355 N Harbor Drive San Diego CA
Fully refundableReserve now, pay when you stay
CA $216
CA $300 total
Oct 22 - Oct 23
includes taxes & fees
8.4/10 Very good! (6,345 reviews)
"Love the location but you get a lot of street noise and airport noise from planes taking off."
Reviewed on Oct 16, 2026
Paradise Point Resort & Spa
1404 Vacation Rd San Diego CA
Fully refundableReserve now, pay when you stay
CA $289
CA $408 total
Nov 15 - Nov 16
includes taxes & fees
8.8/10 Excellent! (2,933 reviews)
"Room was clean and spacious with lots of drawers for storage. Small refrigerator, no microwave. Lots of extra towels, and an extra pillow. Ironing board and iron, nice spa quality toiletries. Parking close to room but shocked at $50/night charge for parking. Gardens and ponds everywhere, beautiful. ..."
Reviewed on Oct 15, 2026
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 Hillcrest vacation package cost?
Be ready to book, because a trip to Hillcrest starts from only CA $1,237. When you combine your flights, hotels and more into a vacation package, you'll pick up the best bargains.
How do I get a cheap travel package to Hillcrest?
Crafting your own Hillcrest vacation package with Expedia is an easy way to save. We have over 550 partner airlines and 1,000,000 hotels throughout the world. With such a huge range to pick from, you'll have no worries pulling together your dream vacation.
Where should I stay in Hillcrest?
Travelers come from all over to experience San Diego Zoo and Balboa Park in Hillcrest. Book a room within walking distance of these popular attractions to make sightseeing easy.
What are the top hotels in Hillcrest?
If it's your first visit to Hillcrest, lock in a room at Charming Family - Friendly Cottage Near Balboa Park or Recently Remodeled 2 - Bedroom In Central Hillcrest. Both offer comfortable beds and are top options with many travelers.
How far in advance should I book my Hillcrest vacation?
To land discount prices, book nice and early. Air carriers usually start selling tickets, along with some of the lowest fares, up to 12 months prior to departure. Hotels, car rental and activities should also be booked early so you can have the pick of the bunch. If you were hoping for a last-minute getaway in Hillcrest, there are always plenty of great deals on Expedia. Book something in today!
What does an Expedia Hillcrest travel package include?
You can select from a combination of flights, rental cars and hotels. Once you've made your booking, you can add the fun stuff like activities and experiences. Want to pick your fare class? That's also easy to do. The choice is all yours when it comes to putting together your dream Hillcrest getaway.
What should I know before booking a Hillcrest travel package?
You'll pick up excellent savings when you bundle your flights, hotels and rental cars into a travel package. Not just that, booking everything in one spot makes trip planning easier. So why waste your money or time? Whether you're putting together a luxury city stay with your love or an affordable family break, explore our package deals today.
Can I choose my airline with a Hillcrest Expedia vacation package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines worldwide. Our packages give you the flexibility to pick from available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my Hillcrest vacation package?
You can. We get that life happens, so we're happy to help if you need to make changes to your Hillcrest vacation package. It may be possible to cancel or amend your itinerary for free if you've booked in the last 24 hours. Your airline, hotel or car rental company may charge you a fee if you booked more than 24 hours ago. Have a look at our Customer Service Portal for further information. Also, be sure to check your itinerary for the finer details on change fees.
Stay near popular Hillcrest attractions
Rich's Nightclub
Rich's Nightclub is just one of the places to see in San Diego, so why not enjoy the other things to explore during your travels? You can enjoy the restaurants while in the area.
Marston House
You can spend time exploring the galleries in Marston House during your trip to San Diego. Stroll along the area's seaside, or simply savor its top-notch restaurants.
The Brass Rail
The Brass Rail is just one of the places to see in San Diego, so why not enjoy the other things to explore during your travels? You can enjoy the restaurants while in the area.
Things to do
San Diego City Lights Night Tour
CA $60
per adult
94% of travellers recommend
City Cruises San Diego: Best of the Bay Harbor Tour
CA $43
per adult
90% of travellers recommend
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- San Diego County Vacations
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- Petco Park
- Downtown San Diego Vacations
- Visit Downtown San Diego
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.