Highland Hills Holidays

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Your Highland Hills Holiday

A great way to experience this city is with a customised Highland Hills holiday package. Stay in the neighbourhood of The Flats, which is good for cycling, distilleries and craft breweries and cafes or go someplace else — our package deals are all about you. If taking in sights is on the agenda during your trip to Highland Hills, look around well-known attractions like Pinecrest Plaza Shopping, ETON Chagrin Blvd Shopping Centre and Maltz Museum of Jewish Heritage. Your Highland Hills holiday is just a few clicks away. Search hotels, flights and more on Expedia for a trip that's tailored to suit your style.

Highland Hills Holiday

Highland Hills Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Hopkins Intl. Airport (CLE)
Population
960
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
The Temple Tifereth Israel, Pinecrest Plaza Shopping and ETON Chagrin Blvd Shopping Centre

Our pick of the best Highland Hills Hotel Deals

The Westin Cleveland Downtown

The Westin Cleveland Downtown

4 out of 5
777 Saint Clair Ave Ne Cleveland OH
Fully refundableReserve now, pay when you stay
The price is AU$216 per night from 22 Nov to 23 Nov
AU$216
22 Nov - 23 Nov
includes taxes & fees
The Westin Cleveland Downtown
Extended Stay America Premier Suites - Cleveland - Independence

Extended Stay America Premier Suites - Cleveland - Independence

2.5 out of 5
6025 Jefferson Dr Independence OH
Fully refundableReserve now, pay when you stay
The price is AU$101 per night from 24 Nov to 25 Nov
AU$101
24 Nov - 25 Nov
includes taxes & fees
Extended Stay America Premier Suites - Cleveland - Independence
Hotel Indigo Cleveland Downtown by IHG

Hotel Indigo Cleveland Downtown by IHG

3.5 out of 5
651 Huron Rd E Cleveland OH
Fully refundable
The price is AU$166 per night from 22 Nov to 23 Nov
AU$166
22 Nov - 23 Nov
includes taxes & fees
8.4/10 Very good! (1,949 reviews)
"Book this hotel!! DO NOT BOOK THE DAYS INN IN LAKEWOOD! Three people we ran into over the weekend went to and promptly left the Days Inn. We recommended Indigo to them all! Staff and facilities are amazing and try the food, OMG! Chuck rocks 🤘"

Reviewed on 26 Oct 2026

Hotel Indigo Cleveland Downtown by IHG
See all 1,906 properties in Highland Hills
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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

What to do in Highland Hills

Cleveland: Eerie Ghosts Haunted Walking Tour

Phantom's Parade on Prospect: Cleveland Ghost Tours

AU$46
per adult
100% of travellers recommend
Phantom's Parade on Prospect: Cleveland Ghost Tours
Phantom's Parade on Prospect: Cleveland Ghost Tours

Phantom's Parade on Prospect: Cleveland Ghost Tours

AU$37
per adult
90% of travellers recommend
Phantom's Parade on Prospect: Cleveland Ghost Tours
Group in vintage clothes at escape room game

The Clockwork Caper Escape Room (Victorian/Steampunk theme)

AU$56
per traveller
96% of travellers recommend
The Clockwork Caper Escape Room (Victorian/Steampunk theme)
See all activities in Highland Hills

Frequently asked questions

How much does a Highland Hills holiday package cost?
You can grab a holiday package to this destination on Expedia. However, how much your holiday to Highland Hills costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Highland Hills?
You're likely to find lower rates and greater availability in January, February and November. Explore our cheap Highland Hills holiday packages and you could land some great off-season discounts.
How many days is enough for Highland Hills?
The ideal duration of your Highland Hills holiday depends on what you'd like to see. Typically, a handful of days to a week will give you enough time to visit all the leading attractions and discover some hidden spots along the way.
How to find the best Highland Hills package deals?
Use Expedia's filter tool to help you find some unbeatable Highland Hills package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or look for Highland Hills package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your holiday package as soon as possible.
Is it cheaper to book a Highland Hills holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll typically score a better deal than booking each component separately. And you'll still enjoy the flexibility to create a customised Highland Hills holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to Highland Hills?
If you have your Highland Hills travel dates locked in, book early to score some incredible deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Highland Hills?

  1. Pick the perfect time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to go to Highland Hills.
  2. Calculate your budget: Ensure you have enough money to pay for everything from transportation and food to activities and airfares. Your hotel will likely be the largest expense during your trip to Highland Hills.
  3. Work out your trip length: Consider how much time you want to spend exploring Highland Hills. Plan your itinerary so you can get to all the activities and attractions you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a personalised Highland Hills holiday package.

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