Calimesa Vacations from $202

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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.
Holiday Inn Victorville by IHG

Holiday Inn Victorville by IHG

3 out of 5
Civic Center
Save 100% on your flight
Price was $317, price is now $202 per person
$202
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Ontario (ONT)
8.2/10 Very Good! (1,004 reviews)
The building was new or newish. It felt cared for. The steak was tough. The waitress on the night of my dinner was the most hospitable person I've met in seven stops in a thousand miles. Rooms are comfy and clean. TV was so user unfriendly I gave up trying. Its worse than a VCR back in the day. Overall, great lodging for the money spent.

Reviewed on Aug 13, 2025

La Quinta Inn & Suites By Wyndham Yucaipa

La Quinta Inn & Suites By Wyndham Yucaipa

3 out of 5
Save 100% on your flight
Price was $614, price is now $461 per person
$461
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Ontario (ONT)
9.2/10 Wonderful! (620 reviews)
I love the easy access and the room. Everything very clean. I didn't like no trash can outside had to walk far.

Reviewed on Aug 18, 2025

American Inn Ontario

American Inn Ontario

2 out of 5
Price was $328, price is now $248 per person
$248
per person
Nov 6 - Nov 9
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to Ontario (ONT)
6.4/10 (260 reviews)
Room needs to be updated , bed and pillows very uncomfortable.. Too Many People hanging around Facility and outside of surrounding Area , Need a Security Personal to Police Area.. felt a bit Unsafe ..

Reviewed on Sep 22, 2024

Dynasty Suites Redlands

Dynasty Suites Redlands

3 out of 5
Price was $380, price is now $288 per person
$288
per person
Sep 25 - Sep 28
found 14 hours ago
Roundtrip flight included
Seattle (SEA) to Ontario (ONT)
9/10 Wonderful! (1,006 reviews)
The only thing had an issue with was the bathroom. The shower was not very comfortable.

Reviewed on Aug 1, 2025

@Marbella Lane - Serene Haven Retreat

@Marbella Lane - Serene Haven Retreat

3 out of 5
Save 100% on your flight
Price was $607, price is now $470 per person
$470
per person
Nov 6 - Nov 9
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to Ontario (ONT)
No reviews
Don't see what you're looking for?
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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
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
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
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
$105 nightly
The price is $116 total per night from Aug 25 to Aug 26
$116 total
Aug 25 - Aug 26
Total includes taxes and fees
8.6/10 Excellent! (2,122 reviews)
"Convenient, clean , quiet area"

Reviewed on Aug 17, 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
$204 nightly
The price is $231 total per night from Sep 17 to Sep 18
$231 total
Sep 17 - Sep 18
Total includes taxes and fees
8.4/10 Very Good! (2,065 reviews)
"Unmatched hospitality from the moment we valet parked to the front desk to the gentleman who delivered our food in room service. And just when we thought it couldn't get any better we were graced with the beautiful ambiance from the courtyard to our spacious room."

Reviewed on Aug 18, 2025

The Mission Inn Hotel & Spa
Lagonita Lodge

Lagonita Lodge

3 out of 5
183 Lagonita Ln, Big Bear Lake, CA
$117 nightly
The price is $133 total per night from Sep 2 to Sep 3
$133 total
Sep 2 - Sep 3
Total includes taxes and fees
9/10 Wonderful! (3,834 reviews)
"I stayed on 3rd floor. Guest on 2nd floor came knocking/pounding on my door AT 4pm and in a very rude way stated that she could hear my kids steps and to quiet down! That ruined my stay in a way. They were not even jumping or running! Everything else was great. The staff is very nice and helpful"

Reviewed on Aug 18, 2025

Lagonita Lodge
See all 4,783 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 $202 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.