Hillcrest Vacation Packages

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Top Holiday Package Deals in Hillcrest

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 $1,606, price is now CA $785 per person
CA $785
per person
Nov 20 - Nov 27
found 1 day ago
Roundtrip flight included
Montreal (YUL) to San Diego (SAN)
8.8/10 Excellent! (190 reviews)
The hotel was great- clean- in walking distance to Petco Park, the Midway, and all of the Gaslamp restaurants and shops. The valet staff was quick and polite- and the process was so easy when we needed our car. The hotel staff were helpful and kind- and I got texts daily to check in on our stay. They even helped with restaurant recommendations! If I ever get to visit San Diego again- I will def stay here!

Reviewed on Aug. 18, 2025

Empress Hotel of La Jolla

Empress Hotel of La Jolla

3 out of 5
Village of La Jolla
Price was CA $2,012, price is now CA $1,289 per person
CA $1,289
per person
Oct 2 - Oct 9
found 24 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to San Diego (SAN)
9/10 Wonderful! (999 reviews)
We have always had a positive experience for several years at Empress Hotel, for some reason, they got rid of the valet. Not user friendly! Also, yes, we left around 12:00 noon on Saturday, however, no room cleaning service by the time we returned around 6:00 PM.

Reviewed on Aug. 24, 2025

Estancia La Jolla Hotel & Spa

Estancia La Jolla Hotel & Spa

4 out of 5
La Jolla Farms
Price was CA $2,444, price is now CA $1,566 per person
CA $1,566
per person
Nov 20 - Nov 27
found 1 day ago
Roundtrip flight included
Montreal (YUL) to San Diego (SAN)
9/10 Wonderful! (261 reviews)
I loved how quiet and peaceful this hotel was! The entire staff was so friendly and helpful. It was such a relaxing stay, I would highly reccomend.

Reviewed on Aug. 26, 2025

The Sofia Hotel

The Sofia Hotel

3.5 out of 5
Downtown San Diego
Price was CA $2,804, price is now CA $1,803 per person
CA $1,803
per person
Oct 18 - Oct 25
found 1 day ago
Roundtrip flight included
Montreal (YUL) to San Diego (SAN)
8.4/10 Very Good! (1,543 reviews)
I stayed at The Sofia Hotel in downtown San Diego and loved its mix of historic charm and modern comfort. The location is excellent—just steps from the Gaslamp Quarter, the waterfront, and conveniently close to the Santa Fe train station, making travel super easy.

Reviewed on Aug. 28, 2025

The DEXTRO Little Italy, BW Premier Collection

The DEXTRO Little Italy, BW Premier Collection

3 out of 5
Downtown San Diego
Price was CA $2,591, price is now CA $1,716 per person
CA $1,716
per person
Oct 18 - Oct 25
found 1 day ago
Roundtrip flight included
Montreal (YUL) to San Diego (SAN)
8.6/10 Excellent! (348 reviews)
It was a great property. Not the best of views, but a comfortable place to rest at night

Reviewed on Aug. 29, 2025

Where to stay in Hillcrest

Find the best Hillcrest areas and neighborhoods for the activities you enjoy most. Learn more about Hillcrest
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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

Hillcrest Hotel Deals

Uptown Inn by Vantaggio - Limited Service Apart-Hotel

Uptown Inn by Vantaggio - Limited Service Apart-Hotel

2.5 out of 5
819 University Ave, San Diego, CA
The price is CA $128 per night from Sep 29 to Sep 30
CA $128
CA $144 total
Sep 29 - Sep 30
includes taxes & fees
Uptown Inn by Vantaggio - Limited Service Apart-Hotel
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
8/10 Very Good! (1,998 reviews)
"Good location staff great pooland bar"

Reviewed on Aug. 25, 2025

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 1 to Sep 2
CA $209
CA $277 total
Sep 1 - Sep 2
includes taxes & fees
8.2/10 Very Good! (5,889 reviews)
Great view. Great location. Great shuttle.
"I had a really great time. The room could have been cleaner on arrival."

Reviewed on Aug. 24, 2025

Wyndham San Diego Bayside
See all 8,488 properties in Hillcrest
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.
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Frequently asked questions

How much does a Hillcrest vacation package cost?
Be ready to book, because a trip to Hillcrest starts from only CA $785. 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.

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
San Diego Explorer Pass: Save up to 50 Percent - Includes USS Midway

San Diego Explorer Pass: Save up to 50 Percent - Includes USS Midway

CA $171
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.