Hilltop Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Your Hilltop Vacation

Skip the hassle of planning your next exciting adventure with a Hilltop vacation package. Whether you're visiting for its history, food or other highlights, this city offers countless exciting experiences to delve into. Fill your trip to Hilltop with tours of its most popular attractions. First up? You won't want to miss Gosch Athletic Field. Whoever you're going away with and whatever you plan to spend, your ultimate Hilltop vacation is just clicks away with Expedia.

Top Hilltop Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hallmark Inn and Suites

Hallmark Inn and Suites

2 out of 5
Park Village
Price was CA $1,632, price is now CA $1,012 per person
CA $1,012
per person
Aug 20 - Aug 25
found 12 hours ago
Roundtrip flight included
Saskatoon (YXE) to San Antonio (SAT)
8.4/10 Very good! (188 reviews)
The staff at this hotel is what stood out the most. They were really friendly and welcoming.

Reviewed on Jun 30, 2026

Joshua Creek Ranch

Joshua Creek Ranch

4 out of 5
Price was CA $2,057, price is now CA $1,225 per person
CA $1,225
per person
Aug 20 - Aug 25
found 12 hours ago
Roundtrip flight included
Saskatoon (YXE) to San Antonio (SAT)
9/10 Wonderful! (73 reviews)
This place is beautiful. We were checking in late, after their front desk closed, and they made sure we can enter the room and have a VIP experience. The resort is beautiful. Stunning nature, lovely pool, everything was clean. Very comfortable beds and soft linens. High end toiletries. We will visit again.

Reviewed on Jun 27, 2026

Hotel Contessa

Hotel Contessa

4 out of 5
Downtown San Antonio
Price was CA $2,265, price is now CA $1,439 per person
CA $1,439
per person
Aug 20 - Aug 25
found 12 hours ago
Roundtrip flight included
Saskatoon (YXE) to San Antonio (SAT)
9/10 Wonderful! (3,652 reviews)
Great location and nice property with pool on roof

Reviewed on Jul 3, 2026

Menger Hotel

Menger Hotel

3.5 out of 5
Downtown San Antonio
Price was CA $1,949, price is now CA $1,242 per person
CA $1,242
per person
Aug 20 - Aug 25
found 12 hours ago
Roundtrip flight included
Saskatoon (YXE) to San Antonio (SAT)
8.8/10 Excellent! (4,141 reviews)
Superior service, staff are very knowledgeable and helpful

Reviewed on Jul 2, 2026

Hilton Vacation Club Eilan Resort & Spa San Antonio

Hilton Vacation Club Eilan Resort & Spa San Antonio

4.5 out of 5
La Cantera District
Price was CA $1,900, price is now CA $1,218 per person
CA $1,218
per person
Aug 20 - Aug 25
found 12 hours ago
Roundtrip flight included
Saskatoon (YXE) to San Antonio (SAT)
8.4/10 Very good! (1,003 reviews)
Nice out door pool and restaurant options within walking distance

Reviewed on Jun 27, 2026

Ready to book your vacation to Hilltop?

 

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Hilltop Hotel Deals

Malana Hotels & Suites

Malana Hotels & Suites

3 out of 5
165 Mars Dr Cotulla TX
Fully refundableReserve now, pay when you stay
The price is CA $70 per night from Jul 19 to Jul 20
CA $70
CA $79 total
Jul 19 - Jul 20
includes taxes & fees
9/10 Wonderful! (308 reviews)
"Clean room, friendly staff, great breakfast, ample parking"

Reviewed on Jun 29, 2026

Malana Hotels & Suites
Holiday Inn Express Hotel & Suites Pearsall by IHG

Holiday Inn Express Hotel & Suites Pearsall by IHG

2.5 out of 5
412 IH - 35 South Pearsall TX
Fully refundable
The price is CA $125 per night from Jul 31 to Aug 1
CA $125
CA $141 total
Jul 31 - Aug 1
includes taxes & fees
8.4/10 Very good! (343 reviews)
"The bathroom sink had hair pieces from someone who recently shaved. The bathroom in general wasn’t very clean. I told the front desk and showed the pictures and they only said “sorry”"

Reviewed on Jul 1, 2026

Holiday Inn Express Hotel & Suites Pearsall by IHG
La Quinta Inn & Suites by Wyndham Pearsall

La Quinta Inn & Suites by Wyndham Pearsall

3 out of 5
170 Medical Dr Pearsall TX
Fully refundableReserve now, pay when you stay
The price is CA $113 per night from Jul 26 to Jul 27
CA $113
CA $128 total
Jul 26 - Jul 27
includes taxes & fees
8.2/10 Very good! (463 reviews)
"Hotel was dirty and the pool was out of service"

Reviewed on Jun 28, 2026

La Quinta Inn & Suites by Wyndham Pearsall
See all 59 properties in Hilltop
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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Frequently asked questions

How much does a Hilltop vacation package cost?
You can snap up a vacation package to this top destination from CA $1,012 on Expedia. However, how much your vacation to Hilltop costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Hilltop?
January, February and August are great times to look for cheap Hilltop vacation packages. Choosing to travel in less busy months means you can generally find reduced prices on flights and accommodations.
How many days is enough for Hilltop?
Usually, a handful of days is enough to go to the main sights during your Hilltop vacation. However, if you prefer to have more time to kick back or take day trips, consider extending your itinerary.
How to find the best Hilltop package deals?
Use Expedia's filters to help you find some tempting Hilltop package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or look for Hilltop package deals in the off-peak season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Hilltop vacation as a package?
You can enjoy significant savings on your next Hilltop getaway by booking a tailored vacation package. Check the "Package" heading, then enter your destination and travel dates to see the best airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Hilltop?
Land incredible bargains by booking your flights in advance with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for a spur-of-the-moment Hilltop break.
How to plan a trip to Hilltop?

  1. Choose your travel dates: The things you want to do in Hilltop and your preferred season will help you decide when to go.
  2. Budget wisely: As well as the cost of your stay, you should factor in other expenses. These include flights, food and transportation. Also, put aside some extra funds for unexpected expenses that could arise during your trip to Hilltop.
  3. Work out your trip length: Think about how long you'd like to spend discovering Hilltop. Plan your days so you can get to all the attractions and activities you're interested in without rushing.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to pick a Hilltop vacation package that brings all your bookings together.

Explore a world of travel with Expedia

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