Calimesa Vacations from $327

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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.
Empire Inn

Empire Inn

2.5 out of 5
Orange Show
Price was $443, price is now $327 per person
$327
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip flight included
Portland (PDX) to Ontario (ONT)
7.8/10 Good! (1,002 reviews)
Clean, safe and the workers are awesome :) we drove all the way for a concert and had a great stay :)

Reviewed on Nov 24, 2025

Everhome Suites Ontario

Everhome Suites Ontario

3 out of 5
Racimo
Save 100% on your flight
Price was $751, price is now $531 per person
$531
per person
May 6 - May 13
found 1 day ago
Roundtrip flight included
Denver (DEN) to Ontario (ONT)
8.4/10 Very Good! (140 reviews)
I stayed 5 nights, I am disabled but can walk a bit. Unfortunately the first day I got there the elevator was broken so I had to climb the stairs, but they did refund my parking fee. I’d definitely stay there again on my next trip.

Reviewed on Mar 13, 2026

Motel 6 San Bernardino, CA - South

Motel 6 San Bernardino, CA - South

2 out of 5
South Pointe
Price was $1,182, price is now $847 per person
$847
per person
Jun 2 - Jun 7
found 8 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Ontario (ONT)
6.2/10 (980 reviews)
Staff is always so pleasant

Reviewed on Mar 15, 2026

N+P Boutique Lodge

N+P Boutique Lodge

4 out of 5
Save 100% on your flight
Price was $1,512, price is now $1,149 per person
$1,149
per person
Apr 16 - Apr 19
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Ontario (ONT)
9.8/10 Exceptional! (246 reviews)
We celebrated my husband's birthday here - we stayed at the Orville. Amazing vibe. Great cedar hot tub. Convenient location. Will definitely be back :-)

Reviewed on Mar 2, 2026

@Marbella Lane - Serene Haven Retreat

@Marbella Lane - Serene Haven Retreat

3 out of 5
Save 100% on your flight
Price was $898, price is now $694 per person
$694
per person
May 6 - May 13
found 1 day ago
Roundtrip flight included
Denver (DEN) to Ontario (ONT)
No reviews
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Discover the most popular places to visit in Calimesa

Beautiful snow covered backdrop here in Fontana and it’s time for the Xfiniity Race.

Auto Club Speedway

4/5(70 reviews)

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
A Quiet Colorful Sunset over a Lake in Yucaipa Regional Park, California, with the Sun Reflecting off of the Rippled Water Surface

Yucaipa Regional Park

4/5(11 reviews)

Explore the great outdoors at Yucaipa Regional Park, a lovely green space in Yucaipa. While you're here, you can savor the charming coffeehouses.

Yucaipa Regional Park

National Orange Show Events Center

4/5(308 reviews)

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

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
$244 nightly
The price is $276 total per night from Mar 17 to Mar 18
$276 total
Mar 17 - Mar 18
Total with taxes and fees
8.6/10 Excellent! (2,259 reviews)
The staff didn't spell out all the charges for the "amenities", even if you didn't use any of them, you still have to pay over $35 plus taxes a night for them above your room cost. It was fine for one time, but I probably won't stay again. The history of the hotel is wonderful.

Reviewed on Mar 16, 2026

The Mission Inn Hotel & Spa
Quality Inn Riverside near UCR and Downtown

Quality Inn Riverside near UCR and Downtown

2.5 out of 5
1590 University Ave Riverside CA
Fully refundable
$89 nightly
The price is $101 total per night from Mar 29 to Mar 30
$101 total
Mar 29 - Mar 30
Total with taxes and fees
8/10 Very Good! (1,267 reviews)
Clean and friendly environment

Reviewed on Mar 15, 2026

Quality Inn Riverside near UCR and Downtown
Lagonita Lodge

Lagonita Lodge

3 out of 5
183 Lagonita Ln Big Bear Lake CA
$98 nightly
The price is $110 total per night from Apr 12 to Apr 13
$110 total
Apr 12 - Apr 13
Total with taxes and fees
9/10 Wonderful! (4,140 reviews)
The hotel was adorable and right on the lake and the staff was great!

Reviewed on Mar 15, 2026

Lagonita Lodge
See all 4,958 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 $327 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.