Cleveland Vacations

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Your Cleveland Vacation

See and do more with a Cleveland vacation package. Whether you're going for the watersports, walking trails, nature, or something else, our package deals make travel planning hassle-free. A trip to Cleveland wouldn't be complete without spending a bit of time in Middlesbrough. This city is among the leading places to visit here. If you're ready to stop dreaming and start packing, Expedia will help turn your Cleveland vacation into reality.

Discover the most popular places to visit in Cleveland

What to do in Cleveland

Cleveland Hotel Deals

Gisborough Hall

Gisborough Hall

4 out of 5
Whitby Lane Guisborough England
Fully refundableReserve now, pay when you stay
$126 nightly
The price is $151 total per night from Apr 13 to Apr 14
$151 total
Apr 13 - Apr 14
Total with taxes and fees
9.2/10 Wonderful! (623 reviews)
In nice grounds old listed building plenty of character staff helpful parking OK. Negatives drinks expensive & food in both grill & restaurant disapointing

Reviewed on Apr 7, 2026

Gisborough Hall
Parkmore Hotel & Leisure Club, Sure Hotel Collection by BW

Parkmore Hotel & Leisure Club, Sure Hotel Collection by BW

3.5 out of 5
636 Yarm Road Stockton-on-Tees England
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $133 total per night from Apr 26 to Apr 27
$133 total
Apr 26 - Apr 27
Total with taxes and fees
7.6/10 Good! (442 reviews)
Did the job for a conference . Breaks

Reviewed on Apr 10, 2026

Parkmore Hotel & Leisure Club, Sure Hotel Collection by BW
Cross Keys Hotel by Chef and Brewer Collection

Cross Keys Hotel by Chef and Brewer Collection

3 out of 5
Middlesborough Rd Guisborough England
Fully refundableReserve now, pay when you stay
$67 nightly
The price is $81 total per night from Apr 16 to Apr 17
$81 total
Apr 16 - Apr 17
Total with taxes and fees
8.4/10 Very Good! (453 reviews)
Rooms have seen better days I need of a freaking up. Doors and needing replaced. Bad mold around the windows. For £70 a night it’s not really acceptable.

Reviewed on Apr 10, 2026

Cross Keys Hotel by Chef and Brewer Collection
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.

Find the Best Cleveland Vacation Packages

Cleveland Essential Information

Language
English
Currency
British pounds sterling
Closest Airport
Newcastle Intl. Airport (NCL)

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