Highland Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Highland
Yaamava’ Resort & Casino at San Manuel
777 San Manuel Blvd Highland CA
Fully refundableReserve now, pay when you stay
S$908
31 Aug - 1 Sept
includes taxes & fees
Highland Inn
26667 Highland Ave Highland CA
S$114
26 Aug - 27 Aug
includes taxes & fees
7/10 Good! (271 reviews)
"Everything was real nice just didn't have microwave in room like they said. No shampoo or conditioner in bathroom or hair dryer"
Reviewed on 20 Aug, 2026
Lake Arrowhead Resort and Spa
27984 Highway 189 Lake Arrowhead CA
Fully refundableReserve now, pay when you stay
S$270
7 Sept - 8 Sept
includes taxes & fees
8.8/10 Excellent! (1,460 reviews)
"Our time with friends while staying 3 days at the resort was fantastic. Staying 3 days at the resort was POOR. We have stayed at this resort many times over the past 20 years. Unless I hear or read the owners of this resort fix, repair, replace... aka, SPEND MONEY, to update the property, this will ..."
Reviewed on 25 Aug, 2026
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.
Stay near popular Highland attractions
Yaamava' Resort & Casino
8.0/10 (851 reviews)
Yaamava' Resort & Casino dazzles as the West Coast's largest gaming destination with over 7,200 slot machines. Unwind in the luxurious 432-room hotel or enjoy world-class performances in the intimate 2,800-seat theatre.
San Bernardino Soccer Complex
7.0/10 (39 reviews)
This 47-acre football paradise features 17 FIFA-standard fields against the stunning San Bernardino Mountains backdrop. Catch regional tournaments or book your own field time for an active day in the California sunshine.
Yaamava’ Theater
The Yaamava' Theatre dazzles with state-of-the-art acoustics and intimate sightlines from all 2,600 seats. Arrive early to enjoy the resort's amenities before experiencing world-class performances in this Highland venue.
What to do in Highland
Family-Friendly Nature Hike around the Big Bear Valley
S$48
per adult
100% of travellers recommend
Rancho Cucamonga: Escape Room Adventure Game
S$55
per adult
3-Day Las Vegas & Grand Canyon West Rim Tour from Los Angeles
S$732
per traveller
Frequently asked questions
How much does a Highland holiday package cost?
You can pick up a holiday package to this top destination on Expedia. However, how much your holiday to Highland costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Highland?
If you'd like to snag a cheap Highland holiday package, consider travelling in January, June and August. You'll typically find lower prices on hotels and airfares during these months — ideal for a budget-friendly getaway.
How many days is enough for Highland?
Typically, a handful of days is enough to check out the major sights during your Highland holiday. But if you'd like to have time to rest or take day trips, think about extending your trip.
How to find the best Highland package deals?
Begin your search for a Highland package deal by entering your travel dates and destination under our "Packages" tab. Then add a few filters, like "Guest rating" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Highland package deal right away, just switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Highland getaway off to a flying start.
Is it cheaper to book a Highland holiday as a package?
You can enjoy significant savings on your next Highland break by booking a personalised holiday package. Click on the "Package" heading, then enter your destination and travel dates to see the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a holiday package to Highland?
If you have your Highland travel dates locked in, book as early as you can to score some awesome deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for impromptu escapes.
How to plan a trip to Highland?
- Choose when to travel: Check your calendar and pack your bags. Your favourite season and the available activities will also help you decide when to escape to Highland.
- Set your budget: Factor in expenses like transportation, flights and meals when working out how much to set aside for your trip to Highland. Then, choose a property that matches your budget, whether that's a wallet-friendly option or a deluxe retreat.
- Decide how long to go for: Now that you're more familiar with Highland, you can work out the ideal length of your break. Put together a rough plan and give yourself enough time for all the things you want to do.
- Bundle your accommodation and airfare: Once you've nailed down your travel dates and duration, lock in the perfect Highland holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
