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.
Wild Boar Estate

Wild Boar Estate

5 out of 5
Price was CA $2,977, price is now CA $2,622 per person
CA $2,622
per person
Aug 1 - Aug 7
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Durham (MME)
8.8/10 Excellent! (339 reviews)
I don’t want to be a bore about the Boar, but this was a special little haven in the woods. Stunning location, lovely bedrooms, excellent food, friendly staff. Treat yourself!

Reviewed on May 23, 2026

Armathwaite Hall Hotel

Armathwaite Hall Hotel

4 out of 5
Price was CA $4,520, price is now CA $3,915 per person
CA $3,915
per person
Aug 1 - Aug 7
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Newcastle (NCL)
9/10 Wonderful! (243 reviews)
Very pleasant stay. Food offerings not as good as I had hoped, especially in the Grill. Disappointed that the restaurant was closed on Monday and Tuesday but afternoon tea was good. Staff attentive and rooms clean. Lovely setting.

Reviewed on Jun 17, 2026

Macdonald Leeming House

Macdonald Leeming House

4 out of 5
Price was CA $3,375, price is now CA $2,945 per person
CA $2,945
per person
Aug 1 - Aug 7
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Durham (MME)
8.6/10 Excellent! (395 reviews)
Beautiful lake side property in a stunning location with beautiful grounds to explore. Conveniently located to explore the local areas and very friendly / helpful staff.

Reviewed on May 30, 2026

Another Place The Lake

Another Place The Lake

2.5 out of 5
Price was CA $5,606, price is now CA $4,907 per person
CA $4,907
per person
Aug 1 - Aug 7
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Durham (MME)
10/10 Exceptional! (3 reviews)
Beautiful grounds and spacious room

Reviewed on May 22, 2026

Hundith Hill Hotel

Hundith Hill Hotel

3 out of 5
Price was CA $3,175, price is now CA $2,787 per person
CA $2,787
per person
Aug 1 - Aug 7
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Newcastle (NCL)
8.6/10 Excellent! (119 reviews)
Lovely, quiet, peaceful location. Lovely place to stop staff very friendly and helpful and food was fantastic. The room very clean and tidy had a great view of the countryside and the sheep and horses in the field next door.

Reviewed on Oct 1, 2023

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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
The price is CA $169 per night from Jun 28 to Jun 29
CA $169
CA $202 total
Jun 28 - Jun 29
includes taxes & fees
9.2/10 Wonderful! (664 reviews)
"Breakfast first class"

Reviewed on Jun 23, 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
The price is CA $141 per night from Jun 26 to Jun 27
CA $141
CA $169 total
Jun 26 - Jun 27
includes taxes & fees
7.6/10 Good! (470 reviews)
"We stayed at The Parkmore in the Preston Suite for our wedding night. We were really impressed by the size of the room. It was large and luxurious, a real home-from-home. The staff were all very friendly and welcoming and the facilities are second to none. Our room came with plenty of Yorkshire Tea ..."

Reviewed on Jun 22, 2026

Parkmore Hotel & Leisure Club, Sure Hotel Collection by BW
Sporting Lodge Inns Middlesbrough

Sporting Lodge Inns Middlesbrough

3.5 out of 5
Low Lane 1 Stockton-on-Tees England
Fully refundableReserve now, pay when you stay
The price is CA $104 per night from Jun 26 to Jun 27
CA $104
CA $125 total
Jun 26 - Jun 27
includes taxes & fees
5/10 (17 reviews)
"My daughter said it was the best night sleep in any hotels so far- quiet which was great. Room was dated but looked after - The breakfast needed proper coffee and not just instant sachets."

Reviewed on Jun 18, 2026

Sporting Lodge Inns Middlesbrough
See all 1,099 properties in Cleveland
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

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 $50
per adult
76% of travellers recommend
City Sightseeing London Hop-On Hop-Off Bus Tour + Bookable Extras
The London Pass®: Access 100+ Attractions

The London Pass®: Access 100+ Attractions

CA $184
per adult
74% of travellers recommend
The London Pass®: Access 100+ Attractions
Westminster Abbey in London

Westminster Abbey Tickets

CA $26
per child
86% of travellers recommend
Westminster Abbey 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.