How much does a Highland vacation package cost?

You can pick up a vacation package to this top destination from $359 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?

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. 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. 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. 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. 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. 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.

Highland Vacation Packages 2025/2026 from $359

Name: DoubleTree by Hilton Hotel San Bernardino
Price range: $116 total
Rating: 8.6

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.

The Fireside Inn

Save 100% on your flight

$359

per person

Oct 30 - Nov 3

just found

Roundtrip flight included

Dallas (DFW) to Ontario (ONT)

9.2/10 Wonderful! (684 reviews)

The best thing about the home is being able to walk to the town. And the hot tub is clean and a great addition. Kitchen is big and well stocked. The only drawback for me personally was the big bison head staring at the master bed. I couldn’t sleep in there. So I slept in one of the little rooms. Also there is no window coverings in the big room so you are definitely getting up with the sun

Reviewed on Aug 5, 2025

N+P Boutique Lodge

Save 100% on your flight

$806

per person

Sep 24 - Sep 28

found 6 hours ago

Roundtrip flight included

Dallas (DFW) to Ontario (ONT)

9.8/10 Exceptional! (181 reviews)

This was a very unique property in the sense that it was large and can accommodate a large group. The decor was adorable, and a lot of attention to detail was apparent in how each room was decorated. I came away with some great ideas to redecorate my own home. This is also a great location if you were ever going do a little friends/family reunion because there are multiple houses to rent on a property. The landscaping was also very welcoming and beautiful.

Reviewed on Aug 13, 2025

The Grand Idyllwild Lodge

Save 100% on your flight

$535

per person

Nov 3 - Nov 7

found 1 day ago

Roundtrip flight included

Seattle (SEA) to Ontario (ONT)

9.2/10 Wonderful! (91 reviews)

Very good lodge. Nice breakfast. Good location. Lovely room. Nice and quiet

Reviewed on Jun 12, 2025

Honeypot by Avantstay Indoor Pool & Hot Tub

Big Bear Central

Save 100% on your flight

$2,038

per person

Sep 24 - Sep 28

found 6 hours ago

Roundtrip flight included

Dallas (DFW) to Ontario (ONT)

No reviews

Tahquitz Pines Retreat

$405

per person

Nov 9 - Nov 15

found 23 hours ago

Roundtrip flight included

Seattle (SEA) to Ontario (ONT)

9.6/10 Exceptional! (1,157 reviews)

Loved it! Clean rooms, and alot of amenities ☺️

Reviewed on Aug 25, 2025

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Highland Hotel Deals

Motel 6 Highland, CA – San Bernardino – East

2659 East Highland Avenue, Highland, CA

Fully refundableReserve now, pay when you stay

$95 nightly

$104 total

Aug 26 - Aug 27

Total with taxes and fees

8.2/10 Very Good! (621 reviews)

"The front desk service was wonderful. Thank you very much, Paulina. The morning coffee was perfect. JD & CH"

Reviewed on Aug 12, 2025

Yaamava’ Resort & Casino at San Manuel

777 San Manuel Blvd, Highland, CA

Fully refundableReserve now, pay when you stay

$600 nightly

$660 total

Sep 2 - Sep 3

Total with taxes and fees

9.6/10 Exceptional! (78 reviews)

"The area doesn't have much around it but everything we needed was in the hotel."

Reviewed on Aug 24, 2025

DoubleTree by Hilton Hotel San Bernardino

285 E Hospitality Lane, San Bernardino, CA

Fully refundableReserve now, pay when you stay

$105 nightly

$116 total

Sep 1 - Sep 2

Total with taxes and fees

8.6/10 Excellent! (2,147 reviews)

"My room was far from parking lot"

Reviewed on Aug 23, 2025

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.

Things to do in and around Highland

Highland, California, is an ideal destination for city-themed, romantic, and family vacations. Visitors can enjoy a variety of activities, including resorts, campgrounds, and body treatments. Key attractions include guided tours, optional excursions, and a range of outdoor adventures that cater to all interests. Whether you're exploring the scenic beauty or indulging in relaxation, Highland offers a delightful blend of experiences for every traveler.

Shopping

If you're up for a drive, Lake Arrowhead Village offers a charming shopping experience 9 miles away, featuring unique gifts and local crafts. Closer to Highland, the Mountain Grove Shopping Center (4 miles) and Inland Center Mall (6 miles) provide a mix of entertainment, family-friendly shops, and dining options.

Recreation

Experience the energetic atmosphere at San Bernardino Soccer Complex, perfect for sports enthusiasts. Enjoy captivating performances at Yaamava’ Theater, offering a blend of culture and entertainment. For a refreshing outdoor experience, play a round at San Bernardino Golf Club, just 5 miles away, surrounded by scenic views.

Adventure

Experience thrill at SkyPark at Santa's Village, an arcadeAdventureZone 8 miles from Highland, perfect for family fun. Enjoy skiing and snow sports at Snow Valley Mountain Resort, located 11 miles away. For motor racing enthusiasts, Glen Helen Raceway, also 11 miles from Highland, offers an exhilarating racing experience.

Nightlife

Highland, California, offers a vibrant nightlife with venues like San Manuel Casino for gaming and live entertainment, and local pubs such as the Highlander Bar for a laid-back vibe. Enjoy live music and dancing at various spots, making it a perfect place to unwind and socialize.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Highland

Highland, California, is a charming destination perfect for city-themed, romantic, and family vacations. Visitors can explore beautiful lakes and enjoy scenic views, making it ideal for outdoor enthusiasts. With attractions that highlight the area's stunning landscapes, Highland offers a delightful mix of experiences. For those interested in the Scottish Highlands, resources like travel guides can help you discover breathtaking scenery and adventures that await in this unique region.

National Orange Show Events Center: Located 6 miles from Highland, this vibrant event venue hosts a variety of fairs, exhibitions, and concerts, offering a unique blend of business and entertainment vibes.
Lake Gregory Regional Park: A scenic retreat 9 miles away, this picturesque lake features beach access, stunning views, and outdoor activities, making it a perfect spot for romance and relaxation.
University of Redlands: Just 5 miles from Highland, this modern university boasts beautiful architecture and a lively campus atmosphere, ideal for leisurely strolls and cultural exploration.

Best time to go to Highland

The best time to visit Highland can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Highland falls in August, when visitor numbers are average and weather is sunny with no rain. The coolest average temperature in Highland falls in December, visitor numbers are slightly low and weather is sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	49.5°F (9.7°C)	Light Rain	Sunny	Average	Average
February	50.2°F (10.1°C)	Light Rain	Sunny	Average	Average
March	53.8°F (12.1°C)	Light Rain	Sunny	Average	Slightly High
April	60.4°F (15.8°C)	No Rain	Sunny	Slightly High	Slightly Low
May	65.7°F (18.7°C)	No Rain	Sunny	Average	Slightly Low
June	74.1°F (23.4°C)	No Rain	Sunny	Slightly High	Average
July	80.6°F (27.0°C)	No Rain	Sunny	Slightly High	Average
August	81.0°F (27.2°C)	No Rain	Sunny	Average	Average
September	76.6°F (24.8°C)	No Rain	Sunny	Average	Average
October	65.8°F (18.8°C)	No Rain	Sunny	Slightly Low	Slightly High
November	56.3°F (13.5°C)	No Rain	Sunny	Slightly Low	Slightly Low
December	48.9°F (9.4°C)	Light Rain	Sunny	Slightly Low	Slightly High

Tips to save on your trip to Highland

Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
Consider traveling to Highland during the low season (April to May and November) for more affordable options.
Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.