Cleveland Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Your Cleveland Vacation

Let our vacation packages to Cleveland inspire your next escape. There's lots to like about this amazing city, starting with the neighborhood of Sherwood Forest, which is great for nature and hiking. A trip to Cleveland is a great opportunity to do a bit of sightseeing. Be sure to visit renowned attractions like Fred W. Symmes Chapel, Caesars Head State Park and Caesars Head Mountain. A couple of clicks is all it takes to put together your ideal Cleveland vacation on Expedia.

Top Cleveland Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Budget Inn Greenville By Hotel O I-85 

Budget Inn Greenville By Hotel O I-85 

CA $897
per person
Nov 23 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Greenville (GSP)
5.2/10 (491 reviews)
Roaches crawling all over you at night. When I cut the light on there were so many little ones walking all over the floor I thought I was in a bad dream.

Reviewed on Oct 9, 2026

Hotel Hartness

Hotel Hartness

CA $1,286
per person
Nov 23 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Greenville (GSP)
9.8/10 Exceptional! (846 reviews)
Beautiful property. Exceeded my expectations.

Reviewed on Oct 10, 2026

Hilton Greenville

Hilton Greenville

CA $1,014
per person
Nov 23 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Greenville (GSP)
8.4/10 Very good! (1,037 reviews)
Holiday Inn Greenville - Woodruff Road by IHG

Holiday Inn Greenville - Woodruff Road by IHG

CA $960
per person
Nov 23 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Greenville (GSP)
8.6/10 Excellent! (729 reviews)
Courtyard Greenville-Spartanburg by Marriott

Courtyard Greenville-Spartanburg by Marriott

CA $1,020
per person
Nov 23 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Greenville (GSP)
8.8/10 Excellent! (702 reviews)

Ready to book your vacation to Cleveland?

Choose your dates

Cleveland Hotel Deals

Hilton Greenville

Hilton Greenville

45 W Orchard Park Dr Greenville SC
Fully refundableReserve now, pay when you stay
CA $155
CA $175 total
Nov 1 - Nov 2
includes taxes & fees
Hilton Greenville
The Lodge at Flat Rock

The Lodge at Flat Rock

42 Mcmurray Rd Flat Rock NC
Fully refundableReserve now, pay when you stay
CA $141
CA $159 total
Nov 10 - Nov 11
includes taxes & fees
9.8/10 Exceptional! (1,277 reviews)
"Loved the atmosphere, when entering the lobby! Accommodating front desk people, housekeeping, and breakfast staff! We thoroughly enjoyed our stay!!"

Reviewed on Oct 10, 2026

The Lodge at Flat Rock
Hyatt Place Greenville/Haywood

Hyatt Place Greenville/Haywood

40 W Orchard Park Dr Greenville SC
Fully refundableReserve now, pay when you stay
CA $130
CA $147 total
Oct 19 - Oct 20
includes taxes & fees
Hyatt Place Greenville/Haywood
See all 3,373 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.

Stay near popular Cleveland attractions

A wooden cross with inscriptions, set against a mountainous landscape with a cloudy sky.
Photo by Karyn Thompson

Fred W. Symmes Chapel

9.8/10 (29 reviews)
You can find out about the history of Cleveland when you stop by Fred W. Symmes Chapel. Wander the lakeside and forest in this relaxing area.
See properties
A viewpoint overlooking a mountainous landscape with dense forests and a clear sky.

Caesars Head State Park

9.4/10 (46 reviews)
You can take time to visit Caesars Head State Park during your travels to Cleveland. Discover the area's waterfalls and seek out the hiking trails.
See properties
A mountainous landscape with autumn foliage, a clear sky, and a distant lake.

Mountain Bridge Wilderness Area

10.0/10 (1 review)
Explore the great outdoors at Mountain Bridge Wilderness Area, a lovely green space in Cleveland. Discover the waterfalls in this relaxing area, or seek out the hiking trails.
See properties
A mountainous landscape with a clear sky, dense forest, and rocky terrain.
Photo by Ryan Watts

Bald Rock Heritage Preserve

You can take time to visit Bald Rock Heritage Preserve during your travels to Cleveland. While you're in the area, wander around the natural setting.
See properties

Caesars Head Mountain

10.0/10 (1 review)
Commune with nature and explore the great outdoors at Caesars Head Mountain during your travels in Cleveland. While you're in the area, wander around the natural setting.
See properties

Victoria Valley Vineyard

You can enjoy a tasting or tour at Victoria Valley Vineyard during your travels to Cleveland. Stroll along the riverfront or discover the waterfalls in this relaxing area.
See properties

Mountain Lake

Commune with nature and explore the great outdoors at Mountain Lake during your travels in Cleveland. While you're in the area, wander around the natural setting.
See properties

Tall Pines Wildlife Management Area

You can take time to visit Tall Pines Wildlife Management Area during your travels to Cleveland. While you're in the area, wander around the natural setting.
See properties

Frequently asked questions

How much does a Cleveland vacation package cost?
Offering excellent value package deals from CA $897 on Expedia, you'll be pleasantly surprised at how much a vacation to Cleveland costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Cleveland?
To pick up cheap Cleveland vacation packages, organize your getaway outside of peak periods such as school holidays. You'll typically find better availability and lower prices when it's less busy.
How many days is enough for Cleveland?
Typically, a few days is ideal for a Cleveland vacation. With a well-organized schedule, you can go to all the leading attractions including Caesars Head Mountain, as well as explore some hidden gems along the way.
Is it worth booking a vacation package to Cleveland?
Cleveland has everything you need for an amazing escape. Get your Cleveland vacation off to a flying start by visiting popular attractions like Caesars Head State Park.
How to find the best Cleveland package deals?
Landing a cheap Cleveland package deal is a cinch with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget range, add a couple of filters and see what's available. You can personalize your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Cleveland package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Cleveland vacation as a package?
An Expedia vacation package could land you great savings when compared to booking stays and flights individually. Better still, you can customize your Cleveland escape to fit your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Cleveland?
If you've got your Cleveland vacation dates locked in, book as soon as you can to bag some fantastic deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are ideal for setting off on a whim.
How to plan a trip to Cleveland?
  1. Pick your dates: What you want to do in Cleveland and your preferred season can help you decide when to get away.
  2. Plan your budget wisely: On top of the cost of your hotel, you'll need to consider other expenses. These include flights, food and transportation. Also, set aside some extra funds for unexpected costs that could arise during your trip to Cleveland.
  3. Decide how long to go away for: Now that you know more about Cleveland, you can work out the perfect length of your break. Put together a rough itinerary and give yourself enough time to cover everything you want to see.
  4. Combine your accommodations and airfare: Once you've nailed down your trip dates and duration, book the perfect Cleveland vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.