Highland Square Vacation Packages

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Top Holiday Package Deals in Highland Square

Price found within the past 48 hours. Click for updated prices.
Econo Lodge Cleveland Southeast - Kent

Econo Lodge Cleveland Southeast - Kent

2 out of 5
Price was CA $1,221, price is now CA $1,153 per person
CA $1,153
per person
May 19 - May 22
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to Akron (CAK)
7.6/10 Good! (1,002 reviews)
They could use a breakfast bar. I thought they had one so I was on a quandary about what to do. My desk person was very helpful.

Reviewed on Mar 31, 2026

The Aurora Inn

The Aurora Inn

3 out of 5
Price was CA $1,482, price is now CA $1,352 per person
CA $1,352
per person
May 19 - May 22
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to Akron (CAK)
9/10 Wonderful! (614 reviews)
I had a great stay at this hotel, but what really stood out was the exceptional service from Dayton. She went above and beyond to make sure everything was taken care of and made us feel genuinely welcomed. It’s rare to come across someone who puts that much care and effort into guest experience. Dayton truly made a difference in our stay, and I hope her hard work is recognized!

Reviewed on Apr 6, 2026

DoubleTree by Hilton Akron Fairlawn

DoubleTree by Hilton Akron Fairlawn

3 out of 5
Price was CA $1,550, price is now CA $1,435 per person
CA $1,435
per person
May 19 - May 22
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to Akron (CAK)
8.6/10 Excellent! (795 reviews)
Great place with solid, fresh service and cleanliness! So good~ try for yourself!!

Reviewed on Mar 15, 2026

Hampton Inn Medina

Hampton Inn Medina

2.5 out of 5
Price was CA $1,486, price is now CA $1,377 per person
CA $1,377
per person
May 19 - May 22
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to Akron (CAK)
8.8/10 Excellent! (1,009 reviews)
Yes, plenty of choices for breakfast. Daily menu changes too. Parking was close and well lit.

Reviewed on Apr 2, 2026

Comfort Inn & Suites Cuyahoga Falls - Akron

Comfort Inn & Suites Cuyahoga Falls - Akron

3 out of 5
Price was CA $1,377, price is now CA $1,286 per person
CA $1,286
per person
May 19 - May 22
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to Akron (CAK)
8.8/10 Excellent! (1,012 reviews)
The room was fairly clean there was some paint chipping in the bathroom and cracks on some of the walls . The beds were very comfortable and the Breakfast was ok the pool area was a little dirty and hair everywhere. The staff was very nice and friendly. Very quiet at night for a packed hotel. Overall a pleasant stay for a weekend vacation.

Reviewed on Apr 3, 2026

Where to stay in Highland Square

Find the best Highland Square areas and neighborhoods for the activities you enjoy most. Learn more about Highland Square
Just Before Lunch Time in Downtown City Center Akron Ohio

Downtown Akron

5 out of top 10 points of interest in this area

Downtown Akron is noteworthy for its restaurants, and you can make a stop at top attractions like Canal Park and EJ Thomas Hall.

Find hotels in Downtown Akron

Highland Square Hotel Deals

Berrodin Bed & Breakfast

Berrodin Bed & Breakfast

3 out of 5
814 Bloomfield Ave Akron OH
The price is CA $134 per night from Apr 7 to Apr 8
CA $134
CA $134 total
Apr 7 - Apr 8
includes taxes & fees
9.2/10 Wonderful! (113 reviews)
Very neat and clean house. Lots of unique art in the house. Great breakfast with many choices. Only 1 mile from hospital if you need a overnight room. Highly recommended and cheaper than the area hotels.

Reviewed on Feb 11, 2026

Berrodin Bed & Breakfast
Comfort Inn & Suites Cuyahoga Falls - Akron

Comfort Inn & Suites Cuyahoga Falls - Akron

3 out of 5
1420 Main St Cuyahoga Falls OH
Fully refundable
The price is CA $136 per night from Apr 12 to Apr 13
CA $136
CA $157 total
Apr 12 - Apr 13
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
The room was fairly clean there was some paint chipping in the bathroom and cracks on some of the walls . The beds were very comfortable and the Breakfast was ok the pool area was a little dirty and hair everywhere. The staff was very nice and friendly. Very quiet at night for a packed hotel. Overall ...

Reviewed on Apr 3, 2026

Comfort Inn & Suites Cuyahoga Falls - Akron
Cambria Hotel Akron - Canton Airport

Cambria Hotel Akron - Canton Airport

3 out of 5
1787 Thorn Drive Uniontown OH
Fully refundable
The price is CA $133 per night from Apr 28 to Apr 29
CA $133
CA $153 total
Apr 28 - Apr 29
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
We were displaced due to a power outage. This hotel was basic. The bed was uncomfortable, sheets were scratchy and thin. All towels were very stiff. It felt cheap for the price but functional.

Reviewed on Mar 29, 2026

Cambria Hotel Akron - Canton Airport
See all 519 properties in Highland Square
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.
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Frequently asked questions

How much does a Highland Square vacation package cost?
Get your credit card ready, because a getaway to Highland Square starts from a tempting CA $1,153. When you combine your flights, hotels and car rentals into a travel package, you'll score the best deals.
How do I get a cheap travel package to Highland Square?
Book everything in the one place with our Highland Square vacation packages. You'll find deals on flights, hotels, tours and more that'll keep your credit card happy and your adventurous spirit full. And, with more than 550 air carriers and 1,000,000 properties across the globe to select from, you'll have the flexibility to mix and match as you want.
Where should I stay in Highland Square?
A trip to Highland Square has to include Stan Hywet Hall and Gardens and Firestone Country Club. Stay somewhere close by for easy access to these famous tourist attractions.
What are the top hotels in Highland Square?
Berrodin Bed And Breakfast is one of Highland Square's most popular properties. Book a room here and you'll be able to snooze soundly knowing you're in good hands.
How far in advance should I book my Highland Square vacation?
It all depends on the airline, but it's usually possible to compare international fares on Expedia nearly a year in advance. While it's advisable to book ahead of time, lucky customers occasionally score a cheaper ticket only weeks before the date of departure.
What does an Expedia Highland Square travel package include?
Hotels, flights and car rentals — we connect you to the very best bargains. All you have to do is select your preferred combination. Once you've made your booking, you can add on the exciting stuff like sightseeing activities. Our travel packages make it simple to craft an exciting Highland Square trip.
What should I know before booking a Highland Square travel package?
Bundling your bookings into a Highland Square vacation package is the most convenient way to organize your trip. Not only that, you'll save big just for combining your flights, hotels and car rentals. Once you've booked, why not add on a day tour or an activity?
Can I choose my airline with a Highland Square Expedia vacation package?
You can. Expedia has access to more than 550 airline partners across the globe, so fly with the carrier that's a good fit for your travel needs.
If I'm not able to travel, can I cancel my Highland Square vacation package?
If your vacation plans in Highland Square have been upended, it's comforting to know that it's possible to amend or cancel your booking. If you booked less than 24 hours ago, you may be able to receive a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may impose fees. To find out more, check our Customer Service Portal.

Discover the most popular places to visit in Highland Square

Stan Hywet Hall and Gardens

Stan Hywet Hall and Gardens

You can spend an afternoon exploring the galleries in Stan Hywet Hall and Gardens during your travels in Akron. Experience the area's acclaimed theater scene and great live music.

Stan Hywet Hall and Gardens

Firestone Stadium

Catch an event at Firestone Stadium during your trip to Akron. Attend a sporting event in this family-friendly area.

Firestone Stadium

Derby Downs

Catch an event at Derby Downs during your trip to Akron. While in this family-friendly area, find time to visit its shops.

Derby Downs

Things to do

Cuyahoga Valley National Park Self-Guided Driving Audio Tour

Cuyahoga Valley National Park Self-Guided Driving Audio Tour

CA $23
per traveller
100% of travellers recommend
Cuyahoga Valley National Park Self-Guided Driving Audio Tour
See all activities in Akron
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.