Crestline Vacations from $386

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Your Crestline Vacation

With every last detail planned before you go, our Crestline vacation packages mean you can simply focus on having a good time. Whether you stay in the neighborhood of Pacific, which is great for families, or somewhere else, this exciting city offers a world of discoveries. Every trip to Crestline needs a well-planned itinerary. Fill yours with attractions like Lake Arrowhead Village, California State University San Bernardino and Lake Gregory. Stop daydreaming and start doing. Browse the range of options on Expedia today and put your Crestline vacation plans in motion!

The Latest Crestline vacation packages

Price found within the past 48 hours. Click for updated prices.
SIRTAJ - Beverly Hills

SIRTAJ - Beverly Hills

South of Wilshire
$386
per person
Oct 20 - Oct 23
found 1 day ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
8.2/10 Very Good! (1,006 reviews)
Good price and location. Room was clean. No door to bathroom, so not private. Parking was a bit of a fiasco and we got locked inside garage. Staff was pleasant except for person who checked us out. Very short to us. Recommend overall

Reviewed on Sep 9, 2026

The Sofia Hotel

The Sofia Hotel

Downtown San Diego
$619
per person
Nov 21 - Nov 27
found 2 days ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
8.6/10 Excellent! (2,586 reviews)
We had a wonderful stay at The Sofia Hotel! The hotel has so much charm and character, and the location was incredibly convenient for everything we wanted to do in San Diego. One thing that really stood out to us was the housekeeping. Our room was refreshed and tidied up every single day, which is something you just don’t find very often anymore! It was such a nice feeling coming back after a long day to a clean, refreshed room and a neatly made bed. Those little touches really made our stay feel special. The staff was friendly and helpful throughout our stay, and overall we had a great experience. We would absolutely stay at The Sofia again on another trip to San Diego!

Reviewed on Sep 9, 2026

The Grove Inn

The Grove Inn

Western Addition
Save 100% on your flight
$765
per person
Oct 20 - Oct 25
found 17 hours ago
Roundtrip flight included
Denver (DEN) to San Francisco (SFO)
9.2/10 Wonderful! (732 reviews)
The Historic Broadlind Hotel at Long Beach Convention Center

The Historic Broadlind Hotel at Long Beach Convention Center

Downtown Long Beach
$685
per person
Oct 28 - Nov 4
found 19 hours ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
7.6/10 Good! (957 reviews)
Kitchen is very nice

Reviewed on Aug 23, 2026

The Westin St. Francis San Francisco on Union Square

The Westin St. Francis San Francisco on Union Square

Union Square
Save 100% on your flight
$677
per person
Nov 9 - Nov 12
found 1 day ago
Roundtrip flight included
Dallas (DAL) to San Francisco (SFO)
8.8/10 Excellent! (2,247 reviews)
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Stay near popular Crestline attractions

A calm lake with a forested hillside and houses in the background.

Lake Gregory Regional Park

8.6/10 (105 reviews)
Nestled in the San Bernardino Mountains, Lake Gregory offers a serene escape with swimming, fishing, and boating. Reserve watercraft early and claim a prime spot on the sandy beach for the best mountain views.
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A lake surrounded by dense forest, a parking area, and a rainbow in the sky.

Lake Gregory

8.4/10 (223 reviews)
This alpine oasis in the San Bernardino Mountains offers swimming, fishing, and hiking all in one serene setting. Explore the lake's perimeter trails or cool off at the inflatable water park during summer months.
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Crestline Hotel Deals

Sleepy Hollow Cabins and Hotel

Sleepy Hollow Cabins and Hotel

24033 lake drive Crestline CA
Fully refundableReserve now, pay when you stay
$77 nightly
$82 total
Sep 10 - Sep 11
Total with taxes and fees
7.4/10 Good! (245 reviews)
"The place is more like a cabin feel. The rooms are clean just a little worn down. It could use some paint. The staff is nice. The pool & hot tub was clean. Last year we were unable to use the pool. The water looked milky. The location is good. You have different eateries and a bar just a few businesses ..."

Reviewed on Sep 8, 2026

Sleepy Hollow Cabins and Hotel
The North Shore Inn

The North Shore Inn

24202 Lake Drive Crestline CA
$114 nightly
$121 total
Sep 10 - Sep 11
Total with taxes and fees
9/10 Wonderful! (680 reviews)
"Lake view with easy access to everything. Parking can be challenging though."

Reviewed on Sep 7, 2026

The North Shore Inn
DoubleTree by Hilton Hotel San Bernardino

DoubleTree by Hilton Hotel San Bernardino

285 E Hospitality Lane San Bernardino CA
Fully refundableReserve now, pay when you stay
$93 nightly
$103 total
Sep 13 - Sep 14
Total with taxes and fees
8.8/10 Excellent! (3,223 reviews)
"The bar was under staffed and very slow."

Reviewed on Sep 8, 2026

DoubleTree by Hilton Hotel San Bernardino
See all 2,910 properties in Crestline
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 Crestline Vacation Packages

Crestline Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Los Angeles - Ontario Intl. Airport (ONT)
Population
10,800
Max Temp Winter
55ºF
Max Temp Summer
90ºF
Top Sights
SkyPark at Santas Village, Black Mountain Fire Lookout and Lake Arrowhead Repertory Theatre Company

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Frequently asked questions

How much does a Crestline vacation package cost?
You'll find cheap prices from $386 on Expedia for your Crestline getaway. However, factors like the season, choice of hotel and length of stay will influence how much your vacation to Crestline costs.
What are the cheapest months to go to Crestline?
December, January and February are the best times to search for cheap Crestline vacation packages. Traveling in quieter months means you can typically find lower prices on accommodations and flights.
How many days is enough for Crestline?
With a well-organized schedule, you can easily visit the most popular Crestline sights in a handful of days. But if you want to discover lesser-known spots or go on day trips, consider booking your Crestline vacation for longer.
Is it worth booking a vacation package to Crestline?
Whether you're planning to explore attractions such as Lake Gregory and Lake Gregory Regional Park, or want to experience its top-notch hiking and walking trails, a Crestline vacation will leave you with lasting memories. Book your getaway with Expedia and discover why Crestline is such a good vacation destination.
How to find the best Crestline package deals?
Bagging a cheap Crestline package deal is easy with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget, add a few filters and browse what's available. You can tweak your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most affordable Crestline package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are usually lower.
Is it cheaper to book a Crestline vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and accommodations individually. Better still, you can tailor your Crestline escape to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Crestline?
If you have your Crestline travel dates confirmed, book as soon as you can to bag some unbeatable deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are ideal for quick escapes.
Does Expedia offer Book Now, Pay Later Crestline vacation packages?
If you're like us, you love traveling but don't love the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the overall cost of your Crestline vacation across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.

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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.