Calimesa Vacations from $243

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Your Calimesa Vacation

Get ready to experience Calimesa your way with a custom Calimesa vacation package! Uncovering the treasures of this interesting city is easier with a base in a neighborhood such as Downtown Redlands, which is great for history, among plenty of other things. Fill your free time with visits to Oak Valley Golf Club, East Valley Golf Club and San Timoteo Canyon, some of the attractions you should see during a trip to Calimesa. Your Calimesa vacation is only clicks away. Explore flights, accommodations and more on Expedia for an adventure that's tailored just for you.

The Latest Calimesa vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Xola

Hotel Xola

2.5 out of 5
Save 100% on your flight
Price was $449, price is now $243 per person
$243
per person
Oct 30 - Nov 2
found 8 hours ago
Roundtrip flight included
Denver (DEN) to Ontario (ONT)
7.8/10 Good! (1,294 reviews)
Everything about the hotel was perfect.

Reviewed on Aug 18, 2025

Holiday Inn Victorville by IHG

Holiday Inn Victorville by IHG

3 out of 5
Civic Center
Price was $364, price is now $249 per person
$249
per person
Oct 30 - Nov 2
found 8 hours ago
Roundtrip flight included
Denver (DEN) to Ontario (ONT)
8.2/10 Very Good! (1,004 reviews)
My husband and i went a 15 birthday party and spent the night. We really enjoyed it very quiet and clean.

Reviewed on Aug 24, 2025

The Grand Idyllwild Lodge

The Grand Idyllwild Lodge

5 out of 5
Save 100% on your flight
Price was $759, price is now $549 per person
$549
per person
Oct 30 - Nov 3
found 16 hours ago
Roundtrip flight included
Dallas (DFW) 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

Lake Arrowhead Resort and Spa

Lake Arrowhead Resort and Spa

3.5 out of 5
Save 100% on your flight
Price was $483, price is now $355 per person
$355
per person
Sep 26 - Sep 28
just found
Roundtrip flight included
San Francisco (SFO) to Ontario (ONT)
8.6/10 Excellent! (1,050 reviews)
Nice place with a lot of history

Reviewed on Aug 23, 2025

The Fireside Inn

The Fireside Inn

2 out of 5
Save 100% on your flight
Price was $488, price is now $359 per person
$359
per person
Oct 30 - Nov 3
found 17 hours ago
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

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Discover the most popular places to visit in Calimesa

Sunday race day at Glen Helen

Glen Helen Raceway

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

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

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 Calimesa

Rancho Cucamonga: Escape Room Adventure Game

Rancho Cucamonga: Escape Room Adventure Game

$43
per adult
Rancho Cucamonga: Escape Room Adventure Game
A Local's Favorite Hike in Big Bear with Lake Swimming Experience

A Local's Favorite Hike in Big Bear with Lake Swimming Experience

$82
per adult
A Local's Favorite Hike in Big Bear with Lake Swimming Experience
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 Calimesa

Calimesa Hotel Deals

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
$101 nightly
The price is $111 total per night from Sep 26 to Sep 27
$111 total
Sep 26 - Sep 27
Total with taxes and fees
8.6/10 Excellent! (2,147 reviews)
"My room was far from parking lot"

Reviewed on Aug 23, 2025

DoubleTree by Hilton Hotel San Bernardino
Lake Arrowhead Resort and Spa

Lake Arrowhead Resort and Spa

3.5 out of 5
27984 Highway 189, Lake Arrowhead, CA
Fully refundableReserve now, pay when you stay
$172 nightly
The price is $184 total per night from Aug 27 to Aug 28
$184 total
Aug 27 - Aug 28
Total with taxes and fees
8.6/10 Excellent! (1,058 reviews)
"I didn't have much expectation b/c the review rates were no"

Reviewed on Aug 24, 2025

Lake Arrowhead Resort and Spa
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
$186 nightly
The price is $211 total per night from Sep 4 to Sep 5
$211 total
Sep 4 - Sep 5
Total with taxes and fees
8.4/10 Very Good! (2,069 reviews)
"Stunning property with a great atmosphere."

Reviewed on Aug 25, 2025

The Mission Inn Hotel & Spa
See all 4,784 properties in Calimesa
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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Frequently asked questions

How much does a Calimesa vacation package cost?
You'll find cheap prices from $243 on Expedia for your Calimesa break. However, a range of factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Calimesa costs.
What are the cheapest months to go to Calimesa?
If you're hoping to score a cheap Calimesa vacation package, consider visiting in April, October and December. You're likely to find lower prices on accommodations and flights during these quieter months — perfect for travelers wishing to save money.
How many days is enough for Calimesa?
The ideal length for your Calimesa vacation depends on what you'd like to see. Typically, a handful of days to a week will give you enough time to check out all the major attractions and explore some hidden treasures along the way.
How to find the best Calimesa package deals?
Finding a cheap Calimesa package deal is easy with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your budget range, apply a couple of filters and see what's available. You can tailor your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most wallet-friendly Calimesa package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Calimesa vacation as a package?
You can enjoy significant savings on your Calimesa escape by booking a personalized vacation package. Check the "Package" heading, then select your destination and travel dates to see the best hotel prices and airfares. Bundle everything into a great-value 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 Calimesa?
If you've got your Calimesa vacation dates finalized, book early to snap up some fantastic deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are perfect for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Calimesa vacation packages?
Your Calimesa trip should be an escape from your busy life, not a reason for money worries. So to give you a little more flexibility, we've partnered with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.

Explore a world of travel with Expedia

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.