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.
Windermere Park inc Free off-site Health Club

Windermere Park inc Free off-site Health Club

4 out of 5
Price was CA $1,558, price is now CA $1,464 per person
CA $1,464
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Durham (MME)
8.6/10 Excellent! (264 reviews)
Great location with plenty of parking. Staff were very helpful. Breakfast was extremely tasty and there was plenty of choice. Didn't use the off-site health club so can't comment on that. Would definitely look to use this hotel again in the future

Reviewed on Jul 5, 2026

Borrowdale Gates Hotel

Borrowdale Gates Hotel

4 out of 5
Price was CA $2,051, price is now CA $1,847 per person
CA $1,847
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Newcastle (NCL)
9.6/10 Exceptional! (102 reviews)
Couldn’t fault our stay at the Borrowdale Gates. Absolutely a most memorable stay.

Reviewed on Jul 5, 2026

The King's Head Inn

The King's Head Inn

3.5 out of 5
Price was CA $1,800, price is now CA $1,654 per person
CA $1,654
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Newcastle (NCL)
9.2/10 Wonderful! (428 reviews)
Wonderful place and staff. Loved every minute of our short stay at the Kings Head.

Reviewed on Jul 9, 2026

The Grange Country House

The Grange Country House

5 out of 5
Price was CA $1,832, price is now CA $1,738 per person
CA $1,738
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Newcastle (NCL)
9.8/10 Exceptional! (831 reviews)
Returning for a third time! The hotel is situated in a lovely quiet location ideally suited for walking down into Keswick and for heading off to visit other locations. Breakfast is lovely with a great selection and there are always tray bakes available midafternoon onwards to keep you going! I will book again for my next visit to the lakes!

Reviewed on Jul 10, 2026

Rum Doodle B&B

Rum Doodle B&B

4 out of 5
Price was CA $1,594, price is now CA $1,531 per person
CA $1,531
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Durham (MME)
9.8/10 Exceptional! (244 reviews)
Great place to stay close to Windermere and Bowness, with an amazing breakfast every day. Would definitely come back!

Reviewed on Jul 4, 2026

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Cleveland Hotel Deals

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 $157 per night from Jul 12 to Jul 13
CA $157
CA $188 total
Jul 12 - Jul 13
includes taxes & fees
7.6/10 Good! (477 reviews)
"Place was ok, swimming pool and spa is looking tired."

Reviewed on Jul 8, 2026

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

Gisborough Hall

4 out of 5
Whitby Lane Guisborough England
Fully refundableReserve now, pay when you stay
The price is CA $182 per night from Jul 12 to Jul 13
CA $182
CA $218 total
Jul 12 - Jul 13
includes taxes & fees
9.4/10 Exceptional! (671 reviews)
"Annex room was fantastic and friendly, helpful staff"

Reviewed on Jul 7, 2026

Gisborough Hall
The King's Head Inn - The Inn Collection Group

The King's Head Inn - The Inn Collection Group

3 out of 5
The Green Middlesbrough England
Fully refundableReserve now, pay when you stay
The price is CA $125 per night from Jul 19 to Jul 20
CA $125
CA $150 total
Jul 19 - Jul 20
includes taxes & fees
9/10 Wonderful! (179 reviews)
"Good food and excellent service."

Reviewed on Jun 21, 2026

The King's Head Inn - The Inn Collection Group
See all 1,111 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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Stay near popular Cleveland attractions

A beach with a person and a dog, a calm sea, and buildings in the distance.

Seaton Carew Beach

9.0/10 (21 reviews)
If a restful vacation is part of your travel plans, Seaton Carew Beach might be the perfect place to seek out during your trip to Hartlepool. Wander the parks and marina while you're in the area.
See properties

What to do in Cleveland

The London Pass®: Access 100+ Attractions

The London Pass®: Access 100+ Attractions

CA $168
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 $51
per adult
76% of travellers recommend
City Sightseeing London Hop-On Hop-Off Bus Tour + Bookable Extras
sunset at Windsor Castle in London

Windsor Castle Admission Tickets

CA $60
per adult
82% of travellers recommend
Windsor Castle Admission Tickets
See all activities in Cleveland

Frequently asked questions

How much does a Cleveland vacation package cost?
Tailor make your Cleveland package from as low as CA $1,464. Pick from any combination of hotels, flights and rental cars to craft the escape you've been dreaming about. Be sure to add on a few experiences or activities!
How do I get a cheap travel package to Cleveland?
Our Cleveland vacation packages mean plenty of savings for the savvy wanderer. For the best deal, simply bundle your flights, hotels and extras (including tours) into a neat and tidy package. But cheap prices are just the beginning of your next memorable adventure. Book with Expedia and you'll have more than 550 airlines and 1,000,000 hotel options across the globe to select from. Whatever your style, there's a vacation package that's perfect for you.
What are the top hotels in Cleveland?
Take a look at Hilton Garden Inn London Heathrow Terminal 2 and 3 and Sofitel London Heathrow. They're the first choice for lots of travelers to Teesside. If Hartlepool features in your travel itinerary, Royal National Hotel and Leonardo London Heathrow Airport are both great options.
How far in advance should I book my Cleveland vacation?
While prices change from time to time, we generally suggest booking your spot as early as possible. Most international airfares are found on Expedia up to 12 months in advance. If you're booking last minute, you might still get lucky. Low prices to Cleveland sometimes appear only weeks before departure.
What does an Expedia Cleveland travel package include?
Select from a combination of hotels, rental cars and flights. Once you've made your booking, you can add some tours and activities. Want to pick your airfare class? That's easy to do too. The choice is all yours when it comes to planning your ideal Cleveland getaway.
What should I know before booking a Cleveland travel package?
When you book your flights, hotels and car rentals together, you'll score great discounts. Whether you're planning a mountain getaway in a cabin or prefer to stay in a luxurious city hotel, Expedia can help make it happen.
Can I choose my airline with a Cleveland Expedia vacation package?
Expedia has access to more than 550 partner airlines worldwide, so you certainly can. Just select your preferred carrier and put together your ideal Cleveland vacation.
If I'm not able to travel, can I cancel my Cleveland vacation package?
Because we know life can be unpredictable, the answer is yes. For more information, check out our Customer Service Portal. But generally speaking, if you've made your booking in the last 24 hours, you may be able to cancel or change it with no penalties. Your airline, hotel or car rental company may impose a fee if you made your booking a while ago.

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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.