
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
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
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
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
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
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

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.
Hillcrest Hotel Deals

Uptown Inn by Vantaggio - Limited Service Apart-Hotel
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

Handlery Hotel
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

Wyndham San Diego Bayside
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
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
Things to do

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

San Diego Explorer Pass: Save up to 50 Percent - Includes USS Midway
CA $171
per adult
88% of travellers recommend
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Packages
General
- Visit Hollywood Hills
- Visit Fisherman's Wharf
- Visit Downtown San Francisco
- Visit Bel Air
- Visit Union Square
- Visit Ocean Beach
- Visit Crenshaw
- Visit Little Italy
- Visit Pacific Beach
- Visit Old Town San Diego
- Visit Laurel Canyon
- Visit Hollywood
- Visit Downtown San Diego
- Visit Gaslamp Quarter
- Visit Downtown Los Angeles
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.