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.

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Cleveland Hotel Deals

Gisborough Hall

Gisborough Hall

4 out of 5
Whitby Lane Guisborough England
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (619 reviews)
Wonderful stay. Clean room (although strong smell of drains), very comfy bed. Great to have a bath and a separate shower. Food was amazing. Pork crackling, rump steak and seabass all cooked to absolute perfection. Cheeseboard taken to room was a great late night supper! Breakfast was superb. How ...

Reviewed on Mar 17, 2026

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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
The price is CA $169 per night from Mar 27 to Mar 28
CA $169
CA $203 total
Mar 27 - Mar 28
includes taxes & fees
7.6/10 Good! (441 reviews)
No curtains in the room, just ill-fitting roller blinds, it felt a little like a youth hostel rather than a hotel room. The iron we asked for covered my white shirt in black gunk (my fault for not checking the plate but disappointed staff would give out such rubbish). Extractor fan in bathroom broken, ...

Reviewed on Feb 22, 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
The price is CA $100 per night from Apr 5 to Apr 6
CA $100
CA $120 total
Apr 5 - Apr 6
includes taxes & fees
8.4/10 Very Good! (447 reviews)
The rooms are tired looking and need a refurb. However comfortable bed, staff and restaurant no complaints very friendly and attentive! Food lovely!

Reviewed on Mar 15, 2026

Cross Keys Hotel by Chef and Brewer Collection
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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.
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Discover the most popular places to visit in Cleveland

Saltburn Pier

After visiting Saltburn Pier, make a plan to see the other sights and activities in Saltburn-by-the-Sea. Savor the lively bars and top-notch restaurants while in town.

Saltburn Pier

What to do in Cleveland

The London Pass®: Access 100+ Attractions

The London Pass®: Access 100+ Attractions

CA $181
per adult
74% of travellers recommend
The London Pass®: Access 100+ Attractions
City Sightseeing London Hop-On Hop-Off Bus Tour with Optional River Cruise

City Sightseeing London Hop-On Hop-Off Bus Tour + Bookable Extras

CA $42
per adult
76% of travellers recommend
City Sightseeing London Hop-On Hop-Off Bus Tour + Bookable Extras
London Eye + River Cruise Experience Tickets

London Eye Experience & River Cruise Tickets

CA $84
per adult
96% of travellers recommend
London Eye Experience & River Cruise Tickets
See all activities in Cleveland

Frequently asked questions

Can I cancel my flight booking to Cleveland due to COVID-19?
If you've yet to book your tickets, read the terms and conditions of your preferred carrier. If you've already locked in your flight to Cleveland, head to our Customer Service Portal. It will help determine which COVID-19 policies apply to your reservation and guide you with the next steps.
What's the best way to find cheap flights to Cleveland that have flexible change policies?
When it comes to traveling these days, flexibility is essential. That's why we've added a "No change fee" filter to help you find flexible, low-cost tickets to Cleveland. It's to the left of your screen directly underneath the "Flexible change policies" heading.
What are some of the general tips for travelers to Cleveland during the COVID-19 outbreak?
With strict COVID-19 precautions to adhere to, travel looks a lot different nowadays. These are some helpful things to know before you pack your suitcase for Cleveland:
  • Find out if any travel restrictions apply to your destination and origin before booking your flight. Also check if there are any special conditions you'll have to follow on arrival, such as undergoing health assessments.
  • When you pass through airport checkpoints, keep your face mask on. You will be required to briefly lower it for identification purposes. Travelers who refuse to wear a face mask may be denied entry or boarding.
  • Do not hand your boarding pass directly to a TSA officer. Instead, position your pass on the scanner and then hold it up to allow the agent to visually inspect it.
  • You're allowed to take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on baggage. You'll have to remove it for X-ray scanning.
  • Put any personal items (phone, keys and wallet) in your carry-on rather than a bin to reduce handling during screening.
  • Transport any food items in a clear plastic bag and also put them in a screening bin. Separating food from your carry-on makes it less likely that a TSA agent will need to open and touch your bag for inspection.

Which airlines fly to Cleveland?
Let KLM get you there. This prominent carrier offers 91 flights a month to Newcastle Intl. Airport (NCL), a Cleveland gateway.
How can I find cheap tickets to Cleveland?
In the last seven days, was the best price for a flight to Cleveland. For an even better fare, book in advance and be flexible with your travel dates. Search for your flight to Cleveland, then compare prices for nearby days by clicking on the "flexible dates" link above.
How much is a flight to Cleveland?
There were lots of low-cost fares up for grabs in the last seven days, with the price of a return flight to Cleveland varying between and . Many lucky travelers locked in one-way tickets from () for as low as .
What are the most popular airports to fly into in Cleveland?
Start planning your Cleveland trip by booking a ticket on one of the 1401 flights per month to Newcastle Intl. Airport (NCL). This is the region's primary gateway.
When is the cheapest time to fly to Cleveland?
Leave for Cleveland earlier in the week and you'll usually be rewarded with lower-cost fares. Tuesday is generally the cheapest day to get on a plane, closely followed by Monday. If you'd like to avoid the costliest flights, give Saturdays a wide berth.
How much is a plane ticket to Cleveland?
Prices ranged from just to over the last seven days. When you're ready to book, we'll help you find the best deal to Cleveland.
Which airlines with flights to Cleveland employ COVID-19 cleanliness policies?
As travel borders start to open, most airlines are back in the skies with new measures including physical distancing and an increased supply of face masks, gloves and sanitizer. Here's what a number of carriers are doing to help lessen the spread of COVID-19:
  • Jet2 - this airline is known for conducting passenger temperature checks and cleaning with disinfectant.
  • Ryanair - this airline is known for cleaning with disinfectant and providing passenger masks.
  • EasyJet - this airline is known for cleaning with disinfectant and providing passenger masks.

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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.