Calimesa Vacations from $344

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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.
Rodeway Inn & Suites Corona

Rodeway Inn & Suites Corona

2 out of 5
Save 100% on your flight
Price was $578, price is now $344 per person
$344
per person
Mar 10 - Mar 17
found 9 hours ago
Roundtrip flight included
Seattle (SEA) to Ontario (ONT)
7.2/10 Good! (978 reviews)
Affordable prices,clean renovated rooms

Reviewed on Oct 6, 2025

The Mission Inn Hotel & Spa

The Mission Inn Hotel & Spa

4 out of 5
Downtown Riverside
Save 100% on your flight
Price was $757, price is now $529 per person
$529
per person
Mar 27 - Mar 29
found 9 hours ago
Roundtrip flight included
Sacramento (SMF) to Ontario (ONT)
8.6/10 Excellent! (2,156 reviews)
Parking should be free as in any motel or hotel.

Reviewed on Jan 5, 2026

Hospitality Inn San Bernardino/ Redlands

Hospitality Inn San Bernardino/ Redlands

2.5 out of 5
Orange Show
Price was $747, price is now $556 per person
$556
per person
Mar 27 - Mar 29
found 8 hours ago
Roundtrip flight included
Sacramento (SMF) to Ontario (ONT)
7.4/10 Good! (1,001 reviews)
There was no office room. We had to register through an outside window. The beds were comfy, but this was the first time ever we didn’t have two sheets to sleep between, just a bottom and no top, just a blanket. Shower was remodeled and very nice.

Reviewed on Dec 31, 2025

Dynasty Suites Redlands

Dynasty Suites Redlands

3 out of 5
West Redlands
Price was $559, price is now $423 per person
$423
per person
Mar 27 - Mar 29
found 8 hours ago
Roundtrip flight included
Sacramento (SMF) to Ontario (ONT)
9.2/10 Wonderful! (1,004 reviews)
Overall, it’s a nice place to stay.

Reviewed on Jan 3, 2026

Element Ontario Rancho Cucamonga

Element Ontario Rancho Cucamonga

3 out of 5
Arena District
Save 100% on your flight
Price was $776, price is now $604 per person
$604
per person
Mar 15 - Mar 21
found 9 hours ago
Roundtrip flight included
Denver (DEN) to Ontario (ONT)
9/10 Wonderful! (908 reviews)
The staff is awesome. The breakfast is amazing!

Reviewed on Jan 5, 2026

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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
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
$98 nightly
The price is $108 total per night from Jan 18 to Jan 19
$108 total
Jan 18 - Jan 19
Total with taxes and fees
8.6/10 Excellent! (2,562 reviews)
Staff was amazing and friendly

Reviewed on Jan 5, 2026

DoubleTree by Hilton Hotel San Bernardino
Secluded A-frame Cabin in Idyllwild on 8 acres / 4 miles from Town / Sleeps 6

Secluded A-frame Cabin in Idyllwild on 8 acres / 4 miles from Town / Sleeps 6

Banning CA
10/10 Exceptional! (5 reviews)
Excellent get-away
I was looking for a quiet place to get away with my wife and did this property deliver. I would do a pros/cons list for you but really there are almost only pros.First, it is actually as nice as the pictures make it look. It is very well decorated, not your typical cabin in the mountains. It is updated ...

Reviewed on Jul 2, 2025

Get rates
Secluded A-frame Cabin in Idyllwild on 8 acres / 4 miles from Town / Sleeps 6
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
$163 nightly
The price is $174 total per night from Jan 7 to Jan 8
$174 total
Jan 7 - Jan 8
Total with taxes and fees
8.6/10 Excellent! (1,179 reviews)
Great service

Reviewed on Jan 6, 2026

Lake Arrowhead Resort and Spa
See all 4,908 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.

Find the Best Calimesa Vacation Packages

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 $344 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.