Highland Square Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Melodie Hayes

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

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

Top hotels in Highland Square

Berrodin Bed & Breakfast

Berrodin Bed & Breakfast

3 out of 5
814 Bloomfield Ave Akron OH
The price is 2.219.522 ₫ per night from 24 Dec to 25 Dec
2.219.522 ₫
2.219.522 ₫ total
24 Dec - 25 Dec
includes taxes & fees
9.2/10 Wonderful! (111 reviews)
Christ is proclaimed here. The gospel is honored. Clean rooms quality breakfast

Reviewed on 4 Dec 2025

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
The price is 2.474.644 ₫ per night from 1 Jan to 2 Jan
2.474.644 ₫
2.852.027 ₫ total
1 Jan - 2 Jan 2026
includes taxes & fees
8.4/10 Very Good! (1,009 reviews)
The room was very clean and spacious. Staff was very nice!

Reviewed on 13 Dec 2025

Comfort Inn & Suites Cuyahoga Falls - Akron
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 2.124.694 ₫ per night from 21 Dec to 22 Dec
2.124.694 ₫
2.448.711 ₫ total
21 Dec - 22 Dec
includes taxes & fees
7.6/10 Good! (1,006 reviews)
As always i enjoy staying here

Reviewed on 14 Dec 2025

La Quinta Inn & Suites by Wyndham Cleveland Macedonia
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.

Frequently asked questions

How much does a Highland Square holiday package cost?
Get your credit card ready, because a getaway to Highland Square starts from a tempting . 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 holiday 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 1null000null000 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 holiday?
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 holiday package is the most convenient way to organise 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 holiday 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 holiday package?
If your holiday 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.

Popular places to visit

Akron Civic Theater

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 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 theatre scene and great live music.

Stan Hywet Hall and Gardens
Summit Mall

Summit Mall

You can find the perfect gifts to bring home at Summit Mall during your visit to Fairlawn. Visit the shops in this family-friendly area or simply enjoy its restaurants.

Summit Mall