Hiles Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*
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Hiles Hotel Deals

Chanticleer Inn

Chanticleer Inn

1458 E Dollar Lake Rd Eagle River WI
Fully refundableReserve now, pay when you stay
CA $207
CA $227 total
Sep 7 - Sep 8
includes taxes & fees
9.4/10 Exceptional! (417 reviews)
"Amazing staff, beautiful rooms and grounds. The restaurant food was excellent."

Reviewed on Aug 18, 2026

Chanticleer Inn
Crandon Inn and Suites

Crandon Inn and Suites

9075 E Pioneer St Crandon WI
Fully refundableReserve now, pay when you stay
CA $130
CA $189 total
Aug 19 - Aug 20
includes taxes & fees
7.8/10 Good! (617 reviews)
"This is an older facility with all the limitations of older facilities: inadequate outlets for today's gadgets, lower toilet height, etc. Judging by the size of the parking lot, this must be a very popular lodging for snow mobilers."

Reviewed on Aug 18, 2026

Crandon Inn and Suites
On the Eagle River Chain O’ Lakes, Lake Front, 3200 sq. ft., 2.5 baths

On the Eagle River Chain O’ Lakes, Lake Front, 3200 sq. ft., 2.5 baths

Eagle River WI
9.4/10 Exceptional! (31 reviews)
"I really wanted to love this property but I think I came out as meh. My family agrees. The location is unbeatable! New dock and central access to the lake chain, really great. But the rest left a lot of room for improvement. I think this house glides by on location alone, with little to no attention ..."

Reviewed on Aug 16, 2026

Get rates
On the Eagle River Chain O’ Lakes, Lake Front, 3200 sq. ft., 2.5 baths
See all 383 properties in Hiles
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.

Frequently asked questions

How much does a Hiles vacation package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a vacation to Hiles costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Hiles?
January, February and April are great times to look for cheap Hiles vacation packages. Travelling in quieter periods means you'll typically find lower prices on hotels and flights.
How many days is enough for Hiles?
Typically, a handful of days is enough to tick off the top attractions during your Hiles vacation. But if you want to have time to relax or take day tours, consider extending your itinerary.
How to find the best Hiles package deals?
Begin your search for a Hiles package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select some filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Hiles package deal straight away, just switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Hiles getaway off to a flying start.
Is it cheaper to book a Hiles vacation as a package?
You can enjoy significant savings on your Hiles retreat by booking a personalized vacation package. Click on the "Package" heading, then enter your destination and travel dates to see some great hotel prices and airfares. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Hiles?
If you've got your Hiles vacation dates confirmed, book early to snap up some incredible deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are ideal for jetting off on a whim.
How to plan a trip to Hiles?
  1. Choose when to go: Check your calendar and get your bags packed. Your preferred time of year and the activities available will also help you decide when to escape to Hiles.
  2. Calculate your budget: Ensure you have enough money to pay for everything from transportation and meals to airfares and activities. Your accommodations will probably be the largest expense during your trip to Hiles.
  3. Set the duration of your trip: Start by compiling a list of the attractions you want to get to in Hiles. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a customized Hiles vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.