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
Holiday Inn Victorville by IHG
The Grand Idyllwild Lodge
Lake Arrowhead Resort and Spa
The Fireside Inn
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Discover the most popular places to visit in Calimesa

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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
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.