Highland Vacations from $238

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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!

The Latest Highland vacation packages

Price found within the past 48 hours. Click for updated prices.
Empire Inn

Empire Inn

2.5 out of 5
Orange Show
per person
Aug 29 - Aug 31
found 4 hours ago
Roundtrip flight included
Seattle (SEA) to Ontario (ONT)
7.6/10 Good! (1,002 reviews)
Convenience to freeway and hopping

Reviewed on Jun 21, 2025

@ Marbella Lane - Rejuvenating Single-family Home

@ Marbella Lane - Rejuvenating Single-family Home

3 out of 5
Save 100% on your flight
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Denver (DEN) to Ontario (ONT)
No reviews
Dynasty Suites Redlands

Dynasty Suites Redlands

3 out of 5
per person
Aug 29 - Aug 31
found 4 hours ago
Roundtrip flight included
Seattle (SEA) to Ontario (ONT)
9/10 Wonderful! (1,004 reviews)
Furniture is outdated

Reviewed on Jun 27, 2025

@Marbella Lane - Serene Haven Retreat

@Marbella Lane - Serene Haven Retreat

3 out of 5
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Denver (DEN) to Ontario (ONT)
No reviews
Hospitality Inn San Bernardino/ Redlands

Hospitality Inn San Bernardino/ Redlands

2.5 out of 5
Orange Show
per person
Aug 29 - Aug 31
found 4 hours ago
Roundtrip flight included
Seattle (SEA) to Ontario (ONT)
7.4/10 Good! (1,001 reviews)
Overall disappointed with our stay. No house keeping was given or offered, the phone didn't work, the restroom door did not stay closed, and heard talking, loud music all night.

Reviewed on May 6, 2025

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Discover the most popular places to visit in Highland

Sunday race day at Glen Helen

Glen Helen Raceway

5/5(4 reviews)

You can take time to visit Glen Helen Raceway during your travels to San Bernardino. Stroll along the lakeside or discover the area's mountain views.

Glen Helen Raceway
Beautiful snow covered backdrop here in Fontana and it’s time for the Xfiniity Race.

Auto Club Speedway

4/5(70 reviews)

Catch an event at Auto Club Speedway during your trip to Fontana. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Auto Club Speedway

National Orange Show Events Center

4/5(308 reviews)

Catch an event at National Orange Show Events Center during your trip to San Bernardino. Visit the area's shops or amble around its riverfront.

National Orange Show Events Center

What to do in Highland

Rancho Cucamonga: Escape Room Adventure Game

Rancho Cucamonga: Escape Room Adventure Game

$43
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

$37
per adult
100% of travellers recommend
Family-Friendly Nature Hike around the Big Bear Valley
The Lair of The Puzzlemaster Private Escape Room in California

The Lair of The Puzzlemaster Private Escape Room in California

$39
per adult
The Lair of The Puzzlemaster Private Escape Room in California
See all activities in Highland

Highland Hotel Deals

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
$95 nightly
The price is $104 total per night from Jul 2 to Jul 3
$104 total
Jul 2 - Jul 3
Total includes taxes and fees
8.2/10 Very Good! (578 reviews)
"Good"

Reviewed on Jun 25, 2025

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
$102 nightly
The price is $113 total per night from Jul 3 to Jul 4
$113 total
Jul 3 - Jul 4
Total includes taxes and fees
8.6/10 Excellent! (1,942 reviews)
Nice hotel
"Nice hotel, good area clean and friendly staff"

Reviewed on Jun 29, 2025

DoubleTree by Hilton Hotel San Bernardino
The Mission Inn Hotel & Spa
The Mission Inn Hotel & Spa
4 out of 5
3649 Mission Inn Ave, Riverside, CA
Fully refundableReserve now, pay when you stay
$238 nightly
The price is $270 total per night from Jul 14 to Jul 15
$270 total
Jul 14 - Jul 15
Total includes taxes and fees
8.4/10 Very Good! (2,007 reviews)
"Mission Inn is always great!!"

Reviewed on Jun 30, 2025

The Mission Inn Hotel & Spa
See all 6,134 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.

Find the Best Highland Vacation Packages

Highland Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Los Angeles - Ontario Intl. Airport (ONT)
Population
54,900
Max Temp Winter
55ºF
Max Temp Summer
90ºF
Top Sights
Fiesta Village Family Fun Park, San Bernardino County Museum and Yaamava Resort & Casino

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Frequently asked questions

How much does a Highland vacation package cost?
You can pick up a vacation package to this top destination from $238 on Expedia. However, how much your vacation 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 vacation package, consider traveling in July, October and December. You'll typically find lower prices on flights and accommodations during these quieter months --- ideal for a budget-friendly break.
How many days is enough for Highland?
The ideal duration of your Highland vacation depends on what you'd like to do. Generally, a handful of days to a week will give you plenty of time to go to all the leading sights and discover some hidden gems along the way.
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 vacation as a package?
You can enjoy significant savings on your next Highland break by booking a personalized vacation 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 vacation 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?

  1. Choose when to travel: Check your calendar and get your bags packed. Your favorite time of year and the activities on offer will also help you decide when to vacation in Highland.
  2. Set your budget: Consider expenses such as flights, meals and transportation when calculating how much to save for your trip to Highland. Then, pick a property that works with your budget, whether that's a wallet-friendly option or a more upscale retreat.
  3. Organize your Highland escape with Expedia's trip planning tool: Look for and book hotels and experiences all in one place. You can also collaborate with your group to plan an unforgettable trip to Highland together.
  4. Work out your trip length: Think about how much time you'd like to spend exploring Highland. Plan your itinerary so you can get to all the activities and attractions you're interested in at a leisurely pace.
  5. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a tailored Highland vacation package.
  6. Book any day trips or activities: Here's the fun part --- organizing everything you want to see and do. Explore some of the top things to do in Highland and reserve your tickets in advance to save time (and maybe some dollars too!).

Does Expedia offer Book Now, Pay Later Highland vacation packages?
Set off on your dream trip to Highland with our Book Now, Pay Later vacations. No need to save like crazy or wait until payday --- we've partnered with online lender Affirm to give you flexibility and choice. Our vacation packages with payment plans mean you can split the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, you can easily stay on budget and snag great deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.