Calimesa Vacations from $227
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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
- Hollywood Inn Suites Hotel
Jan 15 - Jan 18Hollywood Inn Suites Hotel + Flight
Gardena3 nights2.5 star property8.4/10 - Very good (2,179 reviews)"Every Time That I Stay There I Always Love It, Very Peaceful, Very Quiet, Very Clean Property, I Just Love It"Reviewed November 6, 2026Roundtrip • Denver (DEN) - Los Angeles (LAX)DEN - ONT • Nonstop LAX - DEN • Nonstop$428$227found 1 day agoper traveler - SIRTAJ - Beverly Hills
Jan 7 - Jan 12SIRTAJ - Beverly Hills + Flight
South of Wilshire5 nights4.0 star property8.2/10 - Very good (1,007 reviews)"Parking is like a secret and you can’t have a taller vehicle to use it."Reviewed November 6, 2026Roundtrip • Denver (DEN) - Los Angeles (LAX)DEN - LAX • Nonstop LAX - DEN • Nonstop$1,091$437found 23 hours agoper traveler - Le Bon Hotel Hollywood
Jan 7 - Jan 12Le Bon Hotel Hollywood + Flight
Hollywood5 nights2.0 star property7.6/10 - Good (571 reviews)Roundtrip • Denver (DEN) - Los Angeles (LAX)DEN - LAX • Nonstop LAX - DEN • Nonstop$468$256found 1 day agoper traveler - Hotel H-Wood
Jan 7 - Jan 12Hotel H-Wood + Flight
Hollywood5 nights2.5 star property6.2/10 - (1,013 reviews)"I would not stay again. It was dirty and the bathroom had mildew. A top sheet was used as a bottom sheet and didn’t even fit the bed. One night we were up most of the night from people partying and the next day there was trash and drug needles on the ground. Internet makes it look good but NOPE!!"Reviewed November 6, 2026Roundtrip • Denver (DEN) - Los Angeles (LAX)DEN - LAX • Nonstop LAX - DEN • Nonstop$557$307found 1 day agoper traveler - N+P Boutique Lodge
Dec 9 - Dec 12N+P Boutique Lodge + Flight
Big Bear Lake3 nights4.0 star property9.8/10 - Exceptional (374 reviews)Roundtrip • Dallas (DFW) - Los Angeles (LAX)DFW - ONT • Nonstop LAX - DFW • 1 stop$896$494found 1 day agoper traveler
Where to stay in Calimesa
Yucaipa
Discover Yucaipa, a charming destination perfect for families and nature enthusiasts looking for a memorable trip. This inviting city offers a variety of activities, from exploring the natural beauty of Wildwood Canyon State Park to experiencing events at the National Orange Show Events Center. Just about 3 miles away from Calimesa, Yucaipa provides easy access for a fun-filled getaway. Booking your stay here not only promises adventure but also a welcoming atmosphere for all travelers.
Redlands
Experience the charm of Redlands, an excellent hub for travelers seeking a blend of business and leisure. This vibrant city offers a variety of attractions, including the National Orange Show Events Center for exciting events, the University of Redlands for a touch of culture, and the San Bernardino County Museum for a fascinating glimpse into local history. Located about 9 miles by car from Calimesa, Redlands is a smart choice for your next getaway, providing easy access to both relaxation and entertainment.
Cherry Valley
If you are a family or nature-loving traveler, look no further than Cherry Valley, a charming village that offers a blend of outdoor activities and local attractions. Enjoy leisurely rounds at the Sun Lakes Country Club and Golf Course, explore the scenic trails of Wildwood Canyon, or delve into local history at the Edward-Dean Museum of Decorative Arts. Located about 5 miles by car from Calimesa, Cherry Valley is a smart choice for a memorable and budget-friendly getaway.
Mentone
Immerse yourself in Mentone, where families, nature enthusiasts, and budget travelers can easily access attractions that blend outdoor adventure with city life. Explore the scenic parks and the beautiful lake, or visit the modern University of Redlands for a taste of local education and culture. Just a short drive of about 6 miles from Calimesa, Mentone offers a diverse range of experiences, making it a smart choice for your next vacation stay.
South Redlands
Travelers seeking a blend of business and leisure will find South Redlands an ideal base for their vacation. This vibrant neighborhood offers easy access to attractions like the National Orange Show Events Center and the University of Redlands, perfect for those interested in events and education. With its proximity to the lively atmosphere of the area, South Redlands is about 7 miles by car from Calimesa, making it a smart choice for your stay.
Calimesa Hotel Deals
Americas Best Value Inn Calimesa
Americas Best Value Inn Calimesa
La Quinta Inn & Suites By Wyndham Yucaipa
La Quinta Inn & Suites By Wyndham Yucaipa"Got a basic room to break up a 12 hour drive. It met our needs with a 1 cup coffee maker, small microwave & small refrigerator with no freezer for our ice chest keeper. The front desk staff very kindly kept the freezer pack in their break room. They gave more coffee filters, advice on where to eat & when to avoid rush hour traffic in the morning. They were very nice. The condition of the room & furniture was in good repair. The room size was adequate. Had plenty of room to set up large dog...
Holiday Inn Express & Suites Beaumont - Oak Valley by IHG
Holiday Inn Express & Suites Beaumont - Oak Valley by IHG
Hampton Inn & Suites Banning-Beaumont
Hampton Inn & Suites Banning-Beaumont"The property is right off the freeway and on a backroad. Really sketchy at night. Abandoned vehicles and people living in them right out front. Not safe at night. Pool was closed. Major renovations going on. Clean room and breakfast was great as always. The bed was a literal rock tho."
Ayres Hotel Redlands – Loma Linda
Ayres Hotel Redlands – Loma Linda"Property was clean and staff was very nice and professional. Enjoyed my stay."
Citrus Suites Redlands Loma Linda Hotel
Citrus Suites Redlands Loma Linda Hotel"Clean rooms & helpful staff"
Frequently Asked Questions
How much does a Calimesa vacation package cost?
You'll find cheap prices from $227 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.