Highland Hills Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Highland Hills

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 3.400.182 ₫ per night from 1 Sept to 2 Sept
3.400.182 ₫
3.995.215 ₫ total
1 Sept - 2 Sept
includes taxes & fees
8.4/10 Very Good! (1,515 reviews)
"Staff was great and rooms were comfy."

Reviewed on 21 Aug 2025

The Westin Cleveland Downtown
Hyatt Regency Cleveland At The Arcade

Hyatt Regency Cleveland At The Arcade

4 out of 5
420 Superior Ave E, Cleveland, OH
Fully refundableReserve now, pay when you stay
The price is 4.032.774 ₫ per night from 14 Sept to 15 Sept
4.032.774 ₫
4.738.509 ₫ total
14 Sept - 15 Sept
includes taxes & fees
8.8/10 Excellent! (1,014 reviews)
"Great hotel!"

Reviewed on 22 Aug 2025

Hyatt Regency Cleveland At The Arcade
Kimpton Schofield Hotel by IHG

Kimpton Schofield Hotel by IHG

4.5 out of 5
2000 East Ninth Street, Cleveland, OH
Fully refundable
The price is 3.222.265 ₫ per night from 1 Sept to 2 Sept
3.222.265 ₫
3.786.162 ₫ total
1 Sept - 2 Sept
includes taxes & fees
8.6/10 Excellent! (1,010 reviews)
"The staff at this hotel are amazing! The hotel itself is clean and modern and within walking distance from many attractions. The only “downside” we experienced was an odd loud whirring type noise outside our window at night."

Reviewed on 23 Aug 2025

Kimpton Schofield Hotel by IHG
See all 1,828 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.

Popular places to visit

Rock and Roll Hall of Fame featuring music and interior views

Rock and Roll Hall of Fame

Study the exhibits at Rock and Roll Hall of Fame, a favourite museum in Cleveland. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Rock and Roll Hall of Fame
Huntington Bank Field

Huntington Bank Field

Catch an event at Huntington Bank Field during your trip to Cleveland. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Huntington Bank Field
Progressive Field

Progressive Field

Catch an event at Progressive Field during your trip to Cleveland. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Progressive Field

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.