Highland Square Vacations from $546

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Photo by Melodie Hayes

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.
Wingate by Wyndham Canton/Hall of Fame

Wingate by Wyndham Canton/Hall of Fame

2.5 out of 5
Price was $650, price is now $546 per person
$546
per person
Feb 13 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Akron (CAK)
5.8/10 (1,001 reviews)
Rooms are set up nicely. Could use better channels or a different TV show set up

Reviewed on Dec 19, 2025

Quality Inn Dover

Quality Inn Dover

2.5 out of 5
Price was $688, price is now $576 per person
$576
per person
Feb 13 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Akron (CAK)
9.2/10 Wonderful! (657 reviews)
Breakfast was great! Clean and a lot of choices.

Reviewed on Jan 6, 2026

Comfort Suites Wooster near University Campus

Comfort Suites Wooster near University Campus

2.5 out of 5
Price was $707, price is now $593 per person
$593
per person
Feb 13 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Akron (CAK)
9.4/10 Exceptional! (628 reviews)
Extremely clean room, great staff and comfortable bed!

Reviewed on Dec 27, 2025

Holiday Inn Express & Suites Alliance by IHG

Holiday Inn Express & Suites Alliance by IHG

2.5 out of 5
Price was $651, price is now $553 per person
$553
per person
Feb 13 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Akron (CAK)
8.2/10 Very Good! (572 reviews)
Toilet seat not working. They my room three times

Reviewed on Dec 26, 2025

Fairfield Inn & Suites by Marriott Cleveland Streetsboro

Fairfield Inn & Suites by Marriott Cleveland Streetsboro

2.5 out of 5
Price was $698, price is now $593 per person
$593
per person
Feb 13 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Akron (CAK)
8.8/10 Excellent! (708 reviews)
Everything was perfect. From the staff, to the room, and the breakfast.

Reviewed on Dec 31, 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
$90 nightly
The price is $90 total per night from Feb 2 to Feb 3
$90 total
Feb 2 - Feb 3
Total with taxes and fees
9.2/10 Wonderful! (112 reviews)
I stayed during the holidays with my son. The house is cozy, clean, and peaceful. There were plenty of options for breakfast, including healthy options, and some quick grab and go options. The owner is friendly and very helpful. He also has lots of information about things to do in the area as well ...

Reviewed on Dec 27, 2025

Berrodin Bed & Breakfast
Radisson Hotel Akron/Fairlawn

Radisson Hotel Akron/Fairlawn

3 out of 5
200 Montrose West Ave Akron OH
Fully refundable
$70 nightly
The price is $81 total per night from Feb 5 to Feb 6
$81 total
Feb 5 - Feb 6
Total with taxes and fees
5.4/10 (1,002 reviews)
Poor service

Reviewed on Jan 4, 2026

Radisson Hotel Akron/Fairlawn
Comfort Inn & Suites Cuyahoga Falls - Akron

Comfort Inn & Suites Cuyahoga Falls - Akron

3 out of 5
1420 Main St Cuyahoga Falls OH
$96 nightly
The price is $111 total per night from Feb 8 to Feb 9
$111 total
Feb 8 - Feb 9
Total with taxes and fees
8.6/10 Excellent! (1,033 reviews)
Very clean and very nice staff

Reviewed on Jan 11, 2026

Comfort Inn & Suites Cuyahoga Falls - Akron
See all 518 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
Beach Vacations
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 acclaimed theater scene and great live music.

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.