Highland Square Vacations from $355

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Your Highland Square Vacation

Highland Square is calling your name! Whatever type of adventure you're organizing, you can discover more of this neighborhood with a Highland Square vacation package. Your trip to Highland Square wouldn't be complete without stopping by major attractions nearby such as Stan Hywet Hall and Gardens, Akron Art Museum and University of Akron. Don't just wish for it — take action! Book your perfect Highland Square vacation with Expedia and experience travel your way.

The Latest Highland Square Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Akron Canton Airport

Hilton Garden Inn Akron Canton Airport

3 out of 5
Price was $459, price is now $355 per person
$355
per person
Dec 11 - Dec 14
just found
Roundtrip non-stop flight included
Dallas (DFW) to Akron (CAK)
9.2/10 Wonderful! (1,004 reviews)
The room was nice but the walls were so thin that I could hear the conversations in the next room. Not to mention all of the freeway noise you could hear with the window and blinds closed. Also the refrigerator was so loud that it would sometimes wake me up. All of this caused a lot of problems getting a good night's sleep and I would not stay there again. My recommendation would be to get some sound proof insulation or something because not only would it help with noise reduction but also with privacy as well

Reviewed on Oct 5, 2025

Bertram Inn at Glenmoor

Bertram Inn at Glenmoor

3.5 out of 5
Price was $562, price is now $406 per person
$406
per person
Dec 11 - Dec 14
just found
Roundtrip non-stop flight included
Dallas (DFW) to Akron (CAK)
8.6/10 Excellent! (288 reviews)
Lots of amenities: gym, squash and tennis courts, aerobics, golf course and pool during the summer. Very quiet and comfortable stay during midweek. We wanted to extend our stay but the inn was booked for the weekend. If we are in the Canton area, we will book here again.

Reviewed on Oct 10, 2025

Staybridge Suites Akron-Stow-Cuyahoga Falls by IHG

Staybridge Suites Akron-Stow-Cuyahoga Falls by IHG

3 out of 5
Price was $646, price is now $498 per person
$498
per person
Dec 11 - Dec 14
just found
Roundtrip non-stop flight included
Dallas (DFW) to Akron (CAK)
9.2/10 Wonderful! (745 reviews)
Room was clean equipped with a full size refrigerator, 2 burner stove, microwave and more. These beauties were very clean. First I thought the tub in the bathroom had a stain. After looking at it closely, it was an attempt to repair. My next reflex was to look up. Yes, there were some water marks on the ceiling. For a nice home away from home, changing out a tub is less than a day work. Maybe they are working on it. The breakfast was ok. Hot, but basic. There were no gluten free bread option. There is a Panini, coffee shop, Mexican food walking distance. Texas Roadhouse a small drive away. Staff were friendly.

Reviewed on Sep 23, 2025

Staybridge Suites Canton by IHG

Staybridge Suites Canton by IHG

3 out of 5
Price was $482, price is now $397 per person
$397
per person
Dec 11 - Dec 14
just found
Roundtrip non-stop flight included
Dallas (DFW) to Akron (CAK)
8.8/10 Excellent! (952 reviews)
Room was clean, staff was friendly, plenty of shopping and a decent breakfast to get you on the road

Reviewed on Sep 28, 2025

Comfort Inn & Suites Akron South

Comfort Inn & Suites Akron South

2.5 out of 5
Price was $475, price is now $401 per person
$401
per person
Dec 11 - Dec 14
just found
Roundtrip non-stop flight included
Dallas (DFW) to Akron (CAK)
9/10 Wonderful! (1,005 reviews)
Parking area wae safe and room was clean with great room temps.

Reviewed on Oct 4, 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
4/5(9 area reviews)

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
$119 nightly
The price is $119 total per night from Oct 12 to Oct 13
$119 total
Oct 12 - Oct 13
Total with taxes and fees
9.2/10 Wonderful! (108 reviews)
"Offbeat property in great location with a very warm and welcoming host."

Reviewed on Aug 29, 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
$78 nightly
The price is $90 total per night from Oct 26 to Oct 27
$90 total
Oct 26 - Oct 27
Total with taxes and fees
7.4/10 Good! (1,008 reviews)
"I was happy with the room, it was clean and everything worked fine. The only thing I didn't care for were the pillows. We appreciate there were plenty but once you lay on them for a few minutes they go flat and actually get hard. The staff was very friendly and helpful, especially the gentleman who ..."

Reviewed on Oct 9, 2025

La Quinta Inn & Suites by Wyndham Cleveland Macedonia
Kent State University Hotel and Conference Center

Kent State University Hotel and Conference Center

3.5 out of 5
215 S. Depeyster Street, Kent, OH
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $129 total per night from Nov 1 to Nov 2
$129 total
Nov 1 - Nov 2
Total with taxes and fees
9.4/10 Exceptional! (1,003 reviews)
"Top notch hotel, staff. A bargain, worth every dime. I highly recommend it."

Reviewed on Oct 8, 2025

Kent State University Hotel and Conference Center
See all 488 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
All Inclusive Vacations
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Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Highland Square

Akron Civic #theatre

Akron Civic Theater

You can enjoy a show at Akron Civic Theater during your trip to Akron. Experience the area's great live music or attend a sporting event.

Akron Civic Theater
Stan Hywet Museum

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 great live music and acclaimed theater scene.

Stan Hywet Hall and Gardens
Probably the nicest mall in northern Ohio haha

Summit Mall

You can search for that perfect souvenir at Summit Mall during your trip to Fairlawn. Visit the shops in this family-friendly area, or simply enjoy its restaurants.

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