Highland Vacation Packages

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  • Better together

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

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Your Highland Vacation

The outdoorsy activities and spectacular views are just the beginning of the things Highland has going for it. Enjoy the best of this city your way with a personalized Highland vacation package. Make your trip to Highland even more exciting by going sightseeing. Yaamava Resort & Casino, University of Redlands and San Bernardino Soccer Complex are some of the major attractions you'll want to explore. Expedia will help you escape the everyday. Tailor your vacation to Highland to suit your style of travel, whatever that may be!

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Highland Hotel Deals

Yaamava’ Resort & Casino at San Manuel

Yaamava’ Resort & Casino at San Manuel

5 out of 5
777 San Manuel Blvd Highland CA
Fully refundableReserve now, pay when you stay
The price is CA $852 per night from Aug 3 to Aug 4
CA $852
CA $937 total
Aug 3 - Aug 4
includes taxes & fees
9.6/10 Exceptional! (110 reviews)
"The staff was so nice and helpful, and the property was very clean. Needs more shopping options"

Reviewed on Jun 30, 2026

Yaamava’ Resort & Casino at San Manuel
Motel 6 Highland, CA – San Bernardino – East

Motel 6 Highland, CA – San Bernardino – East

2 out of 5
2659 East Highland Avenue Highland CA
Fully refundableReserve now, pay when you stay
The price is CA $133 per night from Jul 13 to Jul 14
CA $133
CA $146 total
Jul 13 - Jul 14
includes taxes & fees
8.2/10 Very good! (928 reviews)
"Staff was very friendly and we were able to check in a few hours early."

Reviewed on Jul 4, 2026

Motel 6 Highland, CA – San Bernardino – East
DoubleTree by Hilton Hotel San Bernardino

DoubleTree by Hilton Hotel San Bernardino

4 out of 5
285 E Hospitality Lane San Bernardino CA
Fully refundableReserve now, pay when you stay
The price is CA $161 per night from Jul 24 to Jul 25
CA $161
CA $177 total
Jul 24 - Jul 25
includes taxes & fees
8.8/10 Excellent! (3,067 reviews)
"I liked the cookies in the lobby, and the friendly Staff at the front desk, but you should tell everyone to keep the hotel key to get out from the parking lot, otherwise some of us have to go back and get one after I had discarded mine."

Reviewed on Jul 6, 2026

DoubleTree by Hilton Hotel San Bernardino
See all 6,209 properties in Highland
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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Stay near popular Highland attractions

Yaamava' Resort & Casino

8.0/10 (851 reviews)
Why not try your luck with a visit to Yaamava' Resort & Casino during your visit to Highland? In the area, take in the great live music and mountain views.
See properties

What to do in Highland

Rancho Cucamonga: Escape Room Adventure Game

Rancho Cucamonga: Escape Room Adventure Game

CA $61
per adult
Rancho Cucamonga: Escape Room Adventure Game
Family-Friendly Nature Hike around the Big Bear Valley

Family-Friendly Nature Hike around the Big Bear Valley

CA $52
per adult
100% of travellers recommend
Family-Friendly Nature Hike around the Big Bear Valley
See all activities in Highland

Frequently asked questions

How much does a Highland vacation package cost?
You can snap up a vacation package to this top destination on Expedia. However, how much your vacation to Highland costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Highland?
You can typically find lower prices and better availability in January, June and August. Check out our cheap Highland vacation packages and you could get some excellent off-season deals.
How many days is enough for Highland?
With about 2 days, you'll have enough time to visit popular neighbourhoods like Carousel and Pacific during your Highland vacation. Be sure to also add Original McDonald's Site and Museum and The Lincoln Memorial Shrine to your must-do list. Looking for more adventures? Consider exploring outside of Highland on day trips and tours.
How to find the best Highland package deals?
Bagging a cheap Highland package deal is a breeze with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget range, add a couple of filters and see what's available. You can tailor your search by "Amenities," "Property type," "Traveller experience" and more. Order the results by "Price: low to high" to view the most pocket-friendly Highland package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Highland vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll usually land a better deal than booking each component separately. And you'll still have the freedom to create a tailored Highland vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Highland?
If you have your Highland travel dates finalized, book as soon as you can to score some unbeatable deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are great for impromptu escapes.
How to plan a trip to Highland?

  1. Choose the ideal time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to visit Highland.
  2. Budget wisely: As well as the price of your stay, you'll need to factor in other expenses too. These include flights, transportation and food. Also, put aside some extra funds for unexpected expenses that may crop up during your trip to Highland.
  3. Decide your trip length: Consider how long you'd like to spend discovering Highland. Plan your itinerary so you can get to all the activities and attractions you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a customized Highland vacation package.

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.