Cleveland Vacation Packages
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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.
Top Cleveland Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Matfen Hall Hotel, Golf and Spa
Price was CA $3,937, price is now CA $3,137 per person
CA $3,137
per person
Jan 11 - Jan 17
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Newcastle (NCL)
9/10 Wonderful! (176 reviews)
There was a lot of building work going on to complete the new spa.
Reviewed on Oct 3, 2026
The Beach House Boutique Hotel
Roker
Price was CA $1,663, price is now CA $1,459 per person
CA $1,459
per person
Jan 11 - Jan 17
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Newcastle (NCL)
9.6/10 Exceptional! (5 reviews)
A very quirky clean boutique hotel with fantastic sea view. I would highly recommend it
Reviewed on Oct 23, 2026
Cleveland Hotel Deals
Parkmore Hotel & Leisure Club, Sure Hotel Collection by BW
636 Yarm Road Stockton-on-Tees England
Fully refundableReserve now, pay when you stay
The price is CA $156 per night from Oct 29 to Oct 30
CA $156
CA $187 total
Oct 29 - Oct 30
includes taxes & fees
The King's Head Inn - The Inn Collection Group
The Green Middlesbrough England
Fully refundableReserve now, pay when you stay
The price is CA $123 per night from Oct 30 to Oct 31
CA $123
CA $148 total
Oct 30 - Oct 31
includes taxes & fees
9/10 Wonderful! (188 reviews)
"The only tiny thing was the pictures showed baths but my room only had a shower. Other than that it was a very enjoyable stay. The staff couldn’t have been more helpful and the place was immaculate."
Reviewed on Oct 22, 2026
Cross Keys Hotel by Chef and Brewer Collection
Middlesborough Rd Guisborough England
Fully refundableReserve now, pay when you stay
The price is CA $79 per night from Nov 1 to Nov 2
CA $79
CA $95 total
Nov 1 - Nov 2
includes taxes & fees
8.4/10 Very good! (508 reviews)
"Lovely stay - fast check in, great lunch in the restaurant and an even better breakfast was had. We got a b&b deal through Expedia which included a full continental breakfast for starters and then a hot meal. I had eggs Benedict and my husband had the full English. Very nice setting and outlook. ..."
Reviewed on Oct 23, 2026
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.
Stay near popular Cleveland attractions
What to do in Cleveland
The London Pass®: Access 100+ Attractions
CA $198
per adult
74% of travellers recommend
City Sightseeing London Hop-On Hop-Off Bus Tour + Bookable Extras
CA $47
per adult
76% of travellers recommend
Frequently asked questions
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- Visit Bowburn
- Visit Darlington
- Visit Ingleby Cross
- Visit Middlesbrough
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- Visit Hutton Rudby
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- Redcar Vacations
- Visit Haverton Hill
- Visit Great Broughton
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
