Crestline Vacations

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Find the Best Crestline Vacation Packages

Crestline Hotel Deals

Sleepy Hollow Cabins and Hotel

Sleepy Hollow Cabins and Hotel

2.5 out of 5
24033 lake drive Crestline CA
Fully refundableReserve now, pay when you stay
The price is NT$3,165 per night from Aug 2 to Aug 3
NT$3,165
NT$3,386 total
Aug 2 - Aug 3
includes taxes & fees
7.4/10 Good! (222 reviews)
"We had such an amazing time here at Sleepy Hollow Cabins this year! We accidentally discovered this area last year on our way to Arrowhead and fell in love with Crestline, Sleepy Hollow cabins, and Lake Gregory. Both times we have gone our room/cabin have been clean and cozy. The staff members are ..."

Reviewed on 2026/7/16

Sleepy Hollow Cabins and Hotel
The North Shore Inn

The North Shore Inn

3 out of 5
24202 Lake Drive Crestline CA
Fully refundableReserve now, pay when you stay
The price is NT$2,584 per night from Jul 20 to Jul 21
NT$2,584
NT$3,249 total
Jul 20 - Jul 21
includes taxes & fees
9/10 Wonderful! (659 reviews)
"Love the room with a balcony overlooking Lake Gregory. Comfortable king bed, fireplace, but you have to buy or bring your own wood. Across the street from a grocery store that has everything you could possibly need. Loved our stay. Would definitely go back."

Reviewed on 2026/7/17

The North Shore Inn
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 NT$3,412 per night from Aug 5 to Aug 6
NT$3,412
NT$3,760 total
Aug 5 - Aug 6
includes taxes & fees
DoubleTree by Hilton Hotel San Bernardino
See all 2,933 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

Frequently asked questions

How much does a Crestline vacation 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 vacation 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 vacation packages and you could score some great off-season discounts.
How many days is enough for Crestline?
With a well-organized 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 vacation for longer.
Is it worth booking a vacation package to Crestline?
During your Crestline vacation, 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 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.
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 customized Crestline vacation 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.