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.
Super 8 by Wyndham Wooster

Super 8 by Wyndham Wooster

2 out of 5
Price was CA $749, price is now CA $684 per person
CA $684
per person
Aug 25 - Aug 30
found 13 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Akron (CAK)
6.8/10 (404 reviews)
If you want the Hilton, go to the Hilton. There is nothing wrong with this hotel. It's a Super 8 so be realistic. It's clean, comfortable and the staff was very friendly and accommodating. Parking lot isn't new but the only potholes (2?) were in the semi parking area. Overall a very pleasant stay and no complaints.

Reviewed on Jun 30, 2026

The Atlee Suites

The Atlee Suites

5 out of 5
Price was CA $1,408, price is now CA $1,210 per person
CA $1,210
per person
Aug 25 - Aug 30
found 13 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Akron (CAK)
9.4/10 Exceptional! (66 reviews)
O

Reviewed on Jul 3, 2026

Amish Blessings Cabins

Amish Blessings Cabins

2.5 out of 5
Price was CA $1,162, price is now CA $1,026 per person
CA $1,026
per person
Aug 25 - Aug 30
found 13 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Akron (CAK)
9.8/10 Exceptional! (266 reviews)
My wife and I loved the gorgeous cabin. Highly recommend staying here. Minutes to Berlin, silent at night, a real refreshing stay. Thank you to the team there.

Reviewed on Jul 2, 2026

Comfort Suites Wooster near University Campus

Comfort Suites Wooster near University Campus

2.5 out of 5
Price was CA $982, price is now CA $876 per person
CA $876
per person
Aug 25 - Aug 30
found 13 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Akron (CAK)
9.4/10 Exceptional! (687 reviews)
This hotel is very clean and has a great breakfast

Reviewed on Jul 12, 2026

Lodging on the Square

Lodging on the Square

2.5 out of 5
Price was CA $944, price is now CA $849 per person
CA $849
per person
Aug 25 - Aug 30
found 13 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Akron (CAK)
9/10 Wonderful! (1,002 reviews)
It was a nice, quiet getaway stay for my wife and I. The Lodging on the Square is in an amazing location for shopping and also for the Friday night music played at The Music at the Square. We enjoyed the options at the continental breakfast and the staff was very friendly and accommodating. It may not be fancy, but not everyone is looking for a fancy hotel all the time and would gladly take the quality like we experienced during our stay.

Reviewed on Jul 11, 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
A cityscape with a prominent clock tower, various buildings, and a parking lot.

Downtown Akron

3 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 $175 per night from Jul 16 to Jul 17
CA $175
CA $175 total
Jul 16 - Jul 17
includes taxes & fees
9.2/10 Wonderful! (118 reviews)
"Louie greeted me upon my arrival and gave me a rundown of the property. He was friendly and answered all my questions. He even showed me so much of his art collection! Louie is a wonderful host. I would've loved to talk to him more. I only stayed one night since I was just passing through Akron. ..."

Reviewed on Jul 5, 2026

Berrodin Bed & Breakfast
Courtyard by Marriott Akron Stow

Courtyard by Marriott Akron Stow

3 out of 5
4047 Bridgewater Pkwy Stow OH
Fully refundableReserve now, pay when you stay
The price is CA $161 per night from Aug 2 to Aug 3
CA $161
CA $185 total
Aug 2 - Aug 3
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
"Breakfast wasn’t free"

Reviewed on Jul 9, 2026

Courtyard by Marriott Akron Stow
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
The price is CA $180 per night from Jul 22 to Jul 23
CA $180
CA $203 total
Jul 22 - Jul 23
includes taxes & fees
9.4/10 Exceptional! (1,020 reviews)
"Everything was fine. I did appreciate the second floor patio. It went well with the free coffee. It was a great place to read a book."

Reviewed on Jul 13, 2026

Kent State University Hotel and Conference Center
See all 532 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 $684. 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.

Stay near popular Highland Square attractions

Dr. Bob's Home

9.4/10 (3 reviews)
You can spend time studying the exhibits at Dr. Bob's Home during your trip to Akron. Attend a sporting event or discover the beautiful waterfalls in this family-friendly area.
See properties

Things to do

Discover US East Coast Self Guided Audio Tour

Discover US East Coast Self Guided Audio Tour

CA $206
per traveller
Discover US East Coast Self Guided Audio Tour
Cuyahoga Valley National Park Self-Guided Driving Audio Tour

Cuyahoga Valley National Park Self-Guided Driving Audio Tour

CA $24
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.