Highland Square Vacation Packages for 2025

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Highland Square Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Country Inn & Suites by Radisson, Macedonia, OH

Country Inn & Suites by Radisson, Macedonia, OH

3 out of 5
Price was $598, price is now $551 per person
$551
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Appleton (ATW) to Akron (CAK)
Stay at this 3-star business-friendly hotel in Macedonia. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Cuyahoga Valley National Park and MGM Northfield Park are located nearby.

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Top Hotel Deals

Berrodin Bed & Breakfast

Berrodin Bed & Breakfast

3 out of 5
814 Bloomfield Ave, Akron, OH
0.38 km from Highland Square
Stay at this 3-star B&B in Akron. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Highland Theater and Dr. Bob's Home are located ...
Radisson Hotel Akron/Fairlawn

Radisson Hotel Akron/Fairlawn

3 out of 5
200 Montrose West Ave, Akron, OH
10 km from Highland Square
Stay at this 3-star business-friendly hotel in Akron. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Rosemont Country Club and ...
Quality Inn & Suites

Quality Inn & Suites

2.5 out of 5
4742 Brecksville Rd, Richfield, OH
19.93 km from Highland Square
Book a stay at this family-friendly hotel in Richfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
Econo Lodge Cleveland Southeast - Kent

Econo Lodge Cleveland Southeast - Kent

2 out of 5
9789 State Route 14, Streetsboro, OH
22.71 km from Highland Square
Stay at this hotel in Streetsboro. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
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
22.6 km from Highland Square
Book a stay at this business-friendly hotel in Macedonia. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Comfort Suites Twinsburg

Comfort Suites Twinsburg

2.5 out of 5
2716 Creekside Dr, Twinsburg, OH
24.9 km from Highland Square
Book a stay at this business-friendly hotel in Twinsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Comfort Inn & Suites Cuyahoga Falls - Akron

Comfort Inn & Suites Cuyahoga Falls - Akron

3 out of 5
1420 Main St, Cuyahoga Falls, OH
5.75 km from Highland Square
Stay at this 3-star business-friendly hotel in Cuyahoga Falls. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hyatt Place Canton

Hyatt Place Canton

3 out of 5
5421 Whipple Ave NW, North Canton, OH
28.15 km from Highland Square
Stay at this 3-star business-friendly hotel in North Canton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Country Inn & Suites by Radisson, Macedonia, OH

Country Inn & Suites by Radisson, Macedonia, OH

3 out of 5
7820 Capital Blvd, Macedonia, OH
22.53 km from Highland Square
Stay at this 3-star business-friendly hotel in Macedonia. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
The Royal Inn & Suites

The Royal Inn & Suites

2.5 out of 5
2677 Gilchrist Rd, Akron, OH
10.08 km from Highland Square
Book a stay at this business-friendly hotel in Akron. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Embassy Suites by Hilton Akron Canton Airport

Embassy Suites by Hilton Akron Canton Airport

3.5 out of 5
7883 Freedom Avenue, N.W., North Canton, OH
24.33 km from Highland Square
Stay at this 3.5-star business-friendly hotel in North Canton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
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
16.8 km from Highland Square
Stay at this 3.5-star business-friendly hotel in Kent. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
Wingate by Wyndham Canton/Hall of Fame

Wingate by Wyndham Canton/Hall of Fame

2.5 out of 5
4914 Everhard Road NW, Canton, OH
28.59 km from Highland Square
Stay at this hotel in Canton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions Belden ...
Cambria Hotel Uniontown

Cambria Hotel Uniontown

3 out of 5
1787 Thorn Drive, Uniontown, OH
16.49 km from Highland Square
Stay at this 3-star business-friendly hotel in Uniontown. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Comfort Inn & Suites Akron South

Comfort Inn & Suites Akron South

2.5 out of 5
1025 Interstate Pkwy, Akron, OH
13.9 km from Highland Square
Book a stay at this business-friendly hotel in Akron. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
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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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Thu, Oct 2 - Fri, Oct 3
BOS
Logan Intl.
CLE
Hopkins Intl.
$76 Roundtrip, found 21 hours ago
$76
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Thu, Oct 2 from Logan Intl. to Hopkins Intl., returning Fri, Oct 3, priced at $76 found 21 hours ago
Spirit Airlines
Thu, Oct 16 - Mon, Oct 20
FLL
Fort Lauderdale - Hollywood Intl.
CLE
Hopkins Intl.
$96 Roundtrip, found 6 days ago
$96
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Thu, Oct 16 from Fort Lauderdale - Hollywood Intl. to Hopkins Intl., returning Mon, Oct 20, priced at $96 found 6 days ago
American Airlines
Wed, Oct 8 - Tue, Oct 14
LGA
LaGuardia
CLE
Hopkins Intl.
$149 Roundtrip, found 1 day ago
$149
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Oct 8 from LaGuardia to Hopkins Intl., returning Tue, Oct 14, priced at $149 found 1 day ago
Delta
Wed, Oct 1 - Tue, Oct 7
BOS
Logan Intl.
CLE
Hopkins Intl.
$157 Roundtrip, found 21 hours ago
$157
Roundtrip
found 21 hours ago
Select Delta flight, departing Wed, Oct 1 from Logan Intl. to Hopkins Intl., returning Tue, Oct 7, priced at $157 found 21 hours ago
United
Mon, Sep 29 - Wed, Oct 1
BOS
Logan Intl.
CLE
Hopkins Intl.
$164 Roundtrip, found 21 hours ago
$164
Roundtrip
found 21 hours ago
Select United flight, departing Mon, Sep 29 from Logan Intl. to Hopkins Intl., returning Wed, Oct 1, priced at $164 found 21 hours ago