Calimesa Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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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.

Top Calimesa Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Motel 6 Redlands, CA

Motel 6 Redlands, CA

2 out of 5
per person
Aug 14 - Aug 19
found 22 hours ago
Roundtrip flight included
Vancouver (YVR) to Ontario (ONT)
6.2/10 (1,004 reviews)
The front guest were berry friendly and welcoming

Reviewed on Jul. 2, 2025

@ Marbella Lane - Rejuvenating Single-family Home

@ Marbella Lane - Rejuvenating Single-family Home

3 out of 5
Save 100% on your flight
per person
Aug 14 - Aug 19
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Ontario (ONT)
No reviews
Dynasty Suites Redlands

Dynasty Suites Redlands

3 out of 5
Save 100% on your flight
per person
Aug 14 - Aug 19
found 22 hours ago
Roundtrip flight included
Vancouver (YVR) to Ontario (ONT)
9/10 Wonderful! (1,004 reviews)
Great place, nice staff

Reviewed on Jul. 12, 2025

La Quinta Inn & Suites By Wyndham Yucaipa

La Quinta Inn & Suites By Wyndham Yucaipa

3 out of 5
Save 100% on your flight
per person
Aug 14 - Aug 19
found 22 hours ago
Roundtrip flight included
Vancouver (YVR) to Ontario (ONT)
9.4/10 Exceptional! (585 reviews)
Room was clean and building was either new or newly renovated. Breakfast was convenient.

Reviewed on Jul. 13, 2025

La Quinta Inn & Suites by Wyndham Moreno Valley

La Quinta Inn & Suites by Wyndham Moreno Valley

3 out of 5
per person
Aug 14 - Aug 19
found 22 hours ago
Roundtrip flight included
Vancouver (YVR) to Ontario (ONT)
8.6/10 Excellent! (1,005 reviews)
Clean and friendly staff

Reviewed on Jun. 26, 2025

Ready to book your vacation to Calimesa?

 

Choose your dates

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
The price is CA $144 per night from Jul 25 to Jul 26
CA $144
CA $159 total
Jul 25 - Jul 26
includes taxes & fees
8.6/10 Excellent! (2,012 reviews)
"T"

Reviewed on Jul. 11, 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
The price is CA $255 per night from Jul 27 to Jul 28
CA $255
CA $343 total
Jul 27 - Jul 28
includes taxes & fees
8.4/10 Very Good! (2,017 reviews)
"Luxury and history! Lovely!!"

Reviewed on Jul. 10, 2025

The Mission Inn Hotel & Spa
Hotel Xola
Hotel Xola
2.5 out of 5
24630 Sunnymead Boulevard, Moreno Valley, CA
Fully refundableReserve now, pay when you stay
The price is CA $96 per night from Jul 14 to Jul 15
CA $96
CA $109 total
Jul 14 - Jul 15
includes taxes & fees
7.6/10 Good! (1,201 reviews)
"Liked everything about it"

Reviewed on Jul. 12, 2025

Hotel Xola
See all 4,828 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Discover the most popular places to visit in Calimesa

Glen Helen Raceway

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
Auto Club Speedway

Auto Club Speedway

4/5(2 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

National Orange Show Events Center

4.5/5(2 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

CA $59
per adult
Rancho Cucamonga: Escape Room Adventure Game
A Local's Favorite Hike in Big Bear with Lake Swimming Experience

A Local's Favorite Hike in Big Bear with Lake Swimming Experience

CA $113
per adult
A Local's Favorite Hike in Big Bear with Lake Swimming Experience
Family-Friendly Nature Hike around the Big Bear Valley

Family-Friendly Nature Hike around the Big Bear Valley

CA $51
per adult
100% of travellers recommend
Family-Friendly Nature Hike around the Big Bear Valley
See all activities in Calimesa

Frequently asked questions

How much does a Calimesa vacation package cost?
You'll find cheap prices from CA $420 on Expedia for your Calimesa getaway. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your vacation to Calimesa costs.
What are the cheapest months to go to Calimesa?
January, July and August are great times to look for cheap Calimesa vacation packages. Opting to travel in less busy months means you can typically find reduced prices on hotels and flights.
How many days is enough for Calimesa?
Generally, a handful of days is great for a Calimesa vacation. With a well-planned itinerary, you can go to all the best sights such as Edward-Dean Museum of Decorative Arts, as well as discover some hidden gems along the way.
How to find the best Calimesa package deals?
Begin your search for a Calimesa package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Calimesa package deal right away, just tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Calimesa adventure underway.
Is it cheaper to book a Calimesa vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging flights and hotels separately. Better still, you can customize your Calimesa escape to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Calimesa?
If you're considering an impromptu Calimesa adventure, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can find terrific deals on your hotels and flights by booking well in advance.
How to plan a trip to Calimesa?

  1. Pick your dates: The things you plan to do in Calimesa and your favourite season can help you decide when to get away.
  2. Set your budget: Consider expenses like flights, food and transportation when calculating how much to save for your trip to Calimesa. Then, pick a property that suits your budget, whether that's a low-cost option or a high-end retreat.
  3. Set the duration of your trip: Start by making a list of all the attractions and activities you want to get to in Calimesa. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your airfare and accommodations: After you've nailed down your travel dates and duration, lock in the right Calimesa vacation package for you.

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