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.
Motel 6 Richfield, OH

Motel 6 Richfield, OH

2 out of 5
per person
Jul. 16 - Jul. 18
found 12 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Akron (CAK)
6.8/10 (767 reviews)
Overall, it’s my favorite Motel 6 and it’s always affordable, but their housekeeping definitely needs to improve. I was pretty disappointed with how dirty the floors were the last time I stayed.

Reviewed on Apr. 4, 2025

Super 8 by Wyndham Richfield/Cleveland

Super 8 by Wyndham Richfield/Cleveland

2 out of 5
per person
Jul. 16 - Jul. 18
found 12 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Akron (CAK)
5/10 (1,000 reviews)
Nice room at a good price

Reviewed on Apr. 19, 2025

Holiday Inn Express Hotel & Suites Cleveland - Richfield by IHG

Holiday Inn Express Hotel & Suites Cleveland - Richfield by IHG

2.5 out of 5
per person
May 27 - May 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Akron (CAK)
8/10 Very Good! (1,004 reviews)
4 out of 5 stars for location

Reviewed on Apr. 19, 2025

Country Inn & Suites by Radisson, Macedonia, OH

Country Inn & Suites by Radisson, Macedonia, OH

3 out of 5
per person
May 27 - May 29
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Akron (CAK)
7.6/10 Good! (1,003 reviews)
Close to shopping area, clean rooms, quiet area, very good price.

Reviewed on Apr. 20, 2025

Comfort Inn, Cleveland South - Richfield

Comfort Inn, Cleveland South - Richfield

2.5 out of 5
per person
Jul. 16 - Jul. 18
found 12 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Akron (CAK)
7.6/10 Good! (788 reviews)
Just spent two nights at the Comfort Inn Cleveland. Was it the nicest hotel I've ever stayed? no. Was it the worst hotel I've ever stayed? Also no. The place was comfortable and quiet. Clean enough, but definitely in used condition. The breakfast looked ok, but I didn't go any further than a couple pieces of turkey sausage which was good. The desk ladies were friendly and helpful. The TV channels did not match what was on the channel card which was mildly annoying but whatever. The pool was out of order as well as the ice machine on my floor (3) not certain on the others. Not a big deal for me but if you were traveling with kids who were excited about a pool it would have been disappointing (they should mention that when you make a reservation). All in all, it was an alright place to crash for a couple nights, and I'd stay again, on par with the room price. Not the Ritz, but not a dump either. Oh, the Mexican restaurant next door was very good and very convenient.

Reviewed on Mar. 24, 2025

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
Akron showing landscape views, a lake or waterhole and a river or creek

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 $118 per night from Apr. 24 to Apr. 25
CA $118
CA $118 total
includes taxes & fees
Apr 24 - Apr 25
9/10 Wonderful! (99 reviews)
Attentive and Friendly Hospitality
"Louie's property is a wonderful place to spend a night or two when in the Akron area. He is extremely proactive with communication to see to the needs of his guests and has stocked the common areas of the house with items for use or purchase. The rooms are spotless, and Louie is extremely polite ..."

Reviewed on Mar. 13, 2025

Berrodin Bed & Breakfast
La Quinta Inn & Suites by Wyndham Cleveland Macedonia
La Quinta Inn & Suites by Wyndham Cleveland Macedonia
3 out of 5
268 East Highland Rd, Macedonia, OH
Fully refundableReserve now, pay when you stay
The price is CA $105 per night from May 4 to May 5
CA $105
CA $121 total
includes taxes & fees
May 4 - May 5
7.6/10 Good! (1,006 reviews)
"Room was very clean, quiet and comfortable. The staff were friendly. Some aspects were a little dated, i.e. no charging ports on bedside stands. Only real negative was the hallway carpets, which really need to be replaced. Badly stained and not pleasant."

Reviewed on Apr. 17, 2025

La Quinta Inn & Suites by Wyndham Cleveland Macedonia
Econo Lodge Cleveland Southeast - Kent
Econo Lodge Cleveland Southeast - Kent
2 out of 5
9789 State Route 14, Streetsboro, OH
Fully refundableReserve now, pay when you stay
The price is CA $70 per night from May 4 to May 5
CA $70
CA $79 total
includes taxes & fees
May 4 - May 5
7.2/10 Good! (884 reviews)
Good
"Great customer service, comfortable bed, functional appliances. I’m not sure if there is an elevator, but I could not find one, which was a slight inconvenience for us. Old stains on towels and sheets."

Reviewed on Apr. 11, 2025

Econo Lodge Cleveland Southeast - Kent
See all 491 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.

All Inclusive Vacations

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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 $623. 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

4.5/5(7 reviews)

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