Calimesa Vacations from $340

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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.
SimpleStay Suites - San Bernardino
Empire Inn
Noon Lodge at Mallard Bay
Bluegreen Vacations Big Bear Village, an Ascend Collection Resort
Candlewood Suites Loma Linda San Bernardino S by IHG
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What to do 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
$102 nightly
The price is $112 total per night from Nov 2 to Nov 3
$112 total
Nov 2 - Nov 3
Total with taxes and fees
8.6/10 Excellent! (2,306 reviews)
"Area outside hotel was very well kept & nice curb apeal. Staff was very professional & made us feel very welcome."

Reviewed on Oct 13, 2025

DoubleTree by Hilton Hotel San Bernardino
Studio 6 Suites Perris, CA

Studio 6 Suites Perris, CA

2 out of 5
480 S Redlands Ave, Perris, CA
Fully refundableReserve now, pay when you stay
$54 nightly
The price is $60 total per night from Nov 9 to Nov 10
$60 total
Nov 9 - Nov 10
Total with taxes and fees
7.8/10 Good! (1,018 reviews)
nice
"very nice hotel clean and comfortable"

Reviewed on Oct 10, 2025

Studio 6 Suites Perris, CA
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 Nov 9 to Nov 10
$231 total
Nov 9 - Nov 10
Total with taxes and fees
8.4/10 Very Good! (2,127 reviews)
"Our stay at the Mission was wonderful. Conveniently located to everything we planned to attend. Local shops and eats very convenient as well. The hotel food was great! Would stay again if ever back in Riverside."

Reviewed on Oct 13, 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.

Calimesa Essential Information

Language
English
Currency
U.S dollars
Closest Airport
San Bernardino, CA (SBD-San Bernardino Intl.)
Population
8,500
Max Temp Winter
60ºF
Max Temp Summer
90ºF
Top Sights
San Bernardino County Museum, Wildwood Canyon and Yucaipa Regional Park

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Frequently asked questions

How much does a Calimesa vacation package cost?
You'll find cheap prices from $340 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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.