Hillsdale Vacation Packages

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Your Hillsdale Vacation

The best way to experience this vibrant city is with a custom-made Hillsdale vacation package. Base yourself in the neighborhood of Lake Murray, which is great for golfing, views and families or choose someplace else — our packages are all about you. A trip to Hillsdale is a superb opportunity to do some sightseeing. Make sure you visit well-known attractions like Sycuan Casino, The Magnolia and Shadow Mountain Community Church. No matter your travel plans or the size of your budget, putting together a tailored Hillsdale vacation is a cinch with Expedia.

Top Hillsdale Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Sofia Hotel

The Sofia Hotel

3.5 out of 5
Downtown San Diego
Price was CA $2,343, price is now CA $1,338 per person
CA $1,338
per person
Aug 1 - Aug 8
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Diego (SAN)
8.6/10 Excellent! (2,066 reviews)
Very nice place! Will come back

Reviewed on May 26, 2026

Hyatt Vacation Club at The Welk, San Diego Area

Hyatt Vacation Club at The Welk, San Diego Area

3.5 out of 5
Lawrence Welk Resort Village
Price was CA $2,631, price is now CA $1,532 per person
CA $1,532
per person
Jul 30 - Aug 6
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to San Diego (SAN)
8.4/10 Very Good! (1,826 reviews)
Loved the club house with games bathroom snack bar!! Loved the laid back relax feel at the pools and different variety. The restaurant food was very good and activities for families and volleyball and pickle ball and golf! Staff was super friendly and helpful. Great stay!

Reviewed on May 26, 2026

Margaritaville Hotel San Diego Gaslamp Quarter

Margaritaville Hotel San Diego Gaslamp Quarter

4 out of 5
Downtown San Diego
Price was CA $3,003, price is now CA $1,841 per person
CA $1,841
per person
Aug 1 - Aug 8
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Diego (SAN)
9/10 Wonderful! (1,358 reviews)
Beautiful property! Helpful staff! Only thing that needed some work was the water pressure in the bathroom sink.

Reviewed on May 23, 2026

Guesthouse Hotel at La Valle

Guesthouse Hotel at La Valle

4.5 out of 5
Price was CA $2,660, price is now CA $1,729 per person
CA $1,729
per person
Jul 30 - Aug 6
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to San Diego (SAN)
9.4/10 Exceptional! (113 reviews)
Great place to stay in the San Diego area, located in a high-end neighborhood inside a golf club. The rooms, which appear to have been recently and tastefully renovated, are spacious, clean, and quiet. The welcome amenities (gummy bears and nuts) are a nice touch. We will definitely stay here again when we’re back in the area. The only minor downside for us was the lack of a full sit-down breakfast service, although there are plenty of places for breakfast just a short drive away.

Reviewed on May 18, 2026

Ocean Park Inn

Ocean Park Inn

3 out of 5
Pacific Beach
Price was CA $3,568, price is now CA $2,346 per person
CA $2,346
per person
Aug 1 - Aug 8
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Diego (SAN)
9.4/10 Exceptional! (1,023 reviews)
Beautiful beach view Staff was extremely accommodating Very clean everywhere

Reviewed on May 24, 2026

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Hillsdale Hotel Deals

The Sofia Hotel

The Sofia Hotel

3.5 out of 5
150 W Broadway San Diego CA
Fully refundableReserve now, pay when you stay
The price is CA $150 per night from Jun 14 to Jun 15
CA $150
CA $212 total
Jun 14 - Jun 15
includes taxes & fees
8.6/10 Excellent! (2,120 reviews)
"Very nice place! Will come back"

Reviewed on May 26, 2026

The Sofia Hotel
Paradise Point Resort & Spa

Paradise Point Resort & Spa

4 out of 5
1404 Vacation Rd San Diego CA
Fully refundableReserve now, pay when you stay
The price is CA $279 per night from May 31 to Jun 1
CA $279
CA $394 total
May 31 - Jun 1
includes taxes & fees
8.8/10 Excellent! (2,611 reviews)
"Amazing getaway with our family!! The kiddos had a ton of fun enjoying watching a movie while being in the pool! Drinks were delicious for adults! And the beach was beautiful Very serene- definitely will come again Right by Sea World too!"

Reviewed on May 25, 2026

Paradise Point Resort & Spa
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 $316 per night from Jun 14 to Jun 15
CA $316
CA $442 total
Jun 14 - Jun 15
includes taxes & fees
9/10 Wonderful! (2,834 reviews)
"The hotel is under construction and it shows. We have stayed there a few times and the quality has declined for the price. I would no longer recommend this hotel like before."

Reviewed on May 26, 2026

Manchester Grand Hyatt San Diego
See all 6,665 properties in Hillsdale
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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Discover the most popular places to visit in Hillsdale

Sycuan Casino

Why not try your luck with a visit to Sycuan Casino during your travels in El Cajon? Check out the casinos and top-notch restaurants in this family-friendly area.

Sycuan Casino

Shadow Mountain Community Church

After visiting Shadow Mountain Community Church, make a plan to see the other sights and activities in El Cajon. Discover the top-notch restaurants in this family-friendly area, or seek out the golf courses.

Shadow Mountain Community Church

What to do in Hillsdale

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 $170
per adult
86% of travellers recommend
San Diego Explorer Pass: Save up to 50 Percent - Includes USS Midway
Mural: Dyse One

San Diego's North Park Tour

CA $53
per adult
San Diego's North Park Tour
San Diego Vegan Food Tour

San Diego Vegan Food Tour

CA $122
per adult
San Diego Vegan Food Tour
See all activities in Hillsdale

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.