Highland Hills Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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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 S$195 per night from 21 Aug to 22 Aug
S$195
21 Aug - 22 Aug
includes taxes & fees
8.4/10 Very Good! (1,497 reviews)
"Carpets and comforters weren’t the cleanest but they worked. Body shampoo was broken. Staff were very friendly. Valet parking was outstanding awesome"

Reviewed on 11 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 S$197 per night from 1 Sept to 2 Sept
S$197
1 Sept - 2 Sept
includes taxes & fees
8.8/10 Excellent! (1,007 reviews)
"The staff were so nice!"

Reviewed on 11 Aug, 2025

Hyatt Regency Cleveland At The Arcade
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 S$175 per night from 24 Aug to 25 Aug
S$175
24 Aug - 25 Aug
includes taxes & fees
8.4/10 Very Good! (1,275 reviews)
An awesome place!
"What a beautiful hotel! I enjoyed the stay."

Reviewed on 11 Aug, 2025

Hotel Indigo Cleveland Downtown by IHG
See all 1,817 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 which includes music and interior views

Rock and Roll Hall of Fame

Discover the music and memorabilia from the greatest rock bands in the world and find out why Cleveland is so important to the world of Rock and Roll.

Rock and Roll Hall of Fame

MGM Northfield Park

Why not try your luck with a visit to MGM Northfield Park during your travels in Northfield? Experience the area's entertainment choices and great live music.

MGM Northfield Park

I-X Center

Learn about the events happening in I-X Center during your trip to Cleveland. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

I-X Center

What to do in Highland Hills

Cleveland: Eerie Ghosts Haunted Walking Tour

Phantom's Parade on Prospect: Cleveland Ghost Tours

S$31
per adult
100% of travellers recommend
Phantom's Parade on Prospect: Cleveland Ghost Tours
Bridalveil falls

Cuyahoga Valley National Park Self-Guided Audio Tour

S$24
per traveller
Cuyahoga Valley National Park Self-Guided Audio Tour
Hear Haunted Histories on Our cleveland Ghost Tour.

Cleveland Ghosts Tour

S$41
per adult
90% of travellers recommend
Cleveland Ghosts Tour
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.