Crestline Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to €900 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Crestline

Sleepy Hollow Cabins and Hotel

Sleepy Hollow Cabins and Hotel

24033 lake drive Crestline CA
Fully refundableReserve now, pay when you stay
€90
14 Sept - 15 Sept
includes taxes & 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 8 Sept 2026

Sleepy Hollow Cabins and Hotel
The North Shore Inn

The North Shore Inn

24202 Lake Drive Crestline CA
€120
4 Oct - 5 Oct
includes taxes & fees
9/10 Wonderful! (680 reviews)
"Lake view with easy access to everything. Parking can be challenging though."

Reviewed on 7 Sept 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
€88
13 Sept - 14 Sept
includes taxes & fees
8.8/10 Excellent! (3,223 reviews)
"The bar was under staffed and very slow."

Reviewed on 8 Sept 2026

DoubleTree by Hilton Hotel San Bernardino
See all 2,919 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.

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.
See properties
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.
See properties

Frequently asked questions

How much does a Crestline holiday package cost?
You'll find cheap prices on Expedia for your Crestline getaway. However, factors like the season, choice of hotel and length of stay will influence how much your holiday to Crestline costs.
What are the cheapest months to go to Crestline?
You can generally find lower rates and greater availability in January, February and April. Explore our cheap Crestline holiday packages and you could score some great off-season discounts.
How many days is enough for Crestline?
With a well-organised travel plan, you can easily hit the top Crestline sights in a handful of days. But if you prefer to discover hidden spots or take day trips, consider booking your Crestline holiday for longer.
Is it worth booking a holiday package to Crestline?
During your Crestline holiday, you can count on experiencing some top-notch hiking and walking trails. Leave enough room in your itinerary to discover major attractions like Lake Gregory and Lake Gregory Regional Park.
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 travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Crestline holiday as a package?
An Expedia holiday package could land you significant savings when compared to arranging flights and accommodation 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 holiday 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.
How to plan a trip to Crestline?
  1. Choose your dates: What you want to do in Crestline and your preferred season can help you decide when to get away.
  2. Work out your budget: Ensure you have enough money to pay for everything from transportation and dining out to experiences and flights. Your hotel will likely be the biggest expense during your trip to Crestline.
  3. Work out your trip length: Think about how long you want to spend exploring Crestline. Plan your itinerary so you can get to all the activities and attractions you're interested in without rushing.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a customised Crestline holiday package.

Explore a world of travel with Expedia

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