Cleveland Vacations from $418

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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.

The Latest Cleveland vacation packages

Price found within the past 48 hours. Click for updated prices.
Foxhunt at Sapphire Valley

Foxhunt at Sapphire Valley

3.5 out of 5
Save 100% on your flight
per person
Aug 22 - Aug 26
found 10 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Asheville (AVL)
9/10 Wonderful! (402 reviews)
We loved the property. It would be great to have grills by the units but overall fantastic experience!!

Reviewed on Jun 16, 2025

Smoketree Lodge

Smoketree Lodge

3 out of 5
Save 100% on your flight
per person
Aug 9 - Aug 16
found 5 hours ago
Roundtrip flight included
Boston (BOS) to Asheville (AVL)
8.6/10 Excellent! (224 reviews)
The property was amazing! Nice lobby with fun games. Friendly, convenient and reasonably priced for the area.

Reviewed on Apr 3, 2025

The Restoration Asheville

The Restoration Asheville

4 out of 5
Downtown Asheville
Save 100% on your flight
per person
Sep 4 - Sep 8
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Asheville (AVL)
9.8/10 Exceptional! (826 reviews)
Staff was excellent—quaint place to stay!

Reviewed on Jun 26, 2025

The Embers Hotel

The Embers Hotel

4 out of 5
Save 100% on your flight
per person
Aug 9 - Aug 16
found 5 hours ago
Roundtrip flight included
Boston (BOS) to Asheville (AVL)
9.6/10 Exceptional! (117 reviews)
Absolutely wonderful! Will be back for sure.

Reviewed on Jun 18, 2025

Blowing Rock Inn

Blowing Rock Inn

2.5 out of 5
Save 100% on your flight
per person
Aug 9 - Aug 16
found 5 hours ago
Roundtrip flight included
Boston (BOS) to Asheville (AVL)
9/10 Wonderful! (709 reviews)
Best place we have stayed yet in Blowing Rock proper. Very Walkable to all sorts of good eats and coffee + greenways and parks. Very clean.

Reviewed on Jun 21, 2025

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Discover the most popular places to visit in Cleveland

In my opinion this is a must see! Truly a spiritual experience. The drive up the mountain will feel long but it's worth every minute.

Fred W. Symmes Chapel

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.

Fred W. Symmes Chapel

Caesars Head State Park

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.

Caesars Head State Park

Caesars Head Mountain

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.

Caesars Head Mountain

Cleveland Hotel Deals

Gnome Hill Cottage
Gnome Hill Cottage
Cleveland
$130 nightly
The price is $144 total per night from Jun 29 to Jun 30
$144 total
Jun 29 - Jun 30
Total includes taxes and fees
9.8/10 Exceptional! (91 reviews)
Awesome pet-friendly stay!
"Host was very tentative and was great with communication."

Reviewed on Jun 25, 2025

Gnome Hill Cottage
Hyatt Regency Greenville
Hyatt Regency Greenville
3.5 out of 5
220 N Main St, Greenville, SC
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $153 total per night from Jul 6 to Jul 7
$153 total
Jul 6 - Jul 7
Total includes taxes and fees
8.6/10 Excellent! (1,009 reviews)
"Always our preferred place for convenience and consistent amenities"

Reviewed on Jun 22, 2025

Hyatt Regency Greenville
La Quinta Inn & Suites by Wyndham Greenville Haywood
La Quinta Inn & Suites by Wyndham Greenville Haywood
3 out of 5
65 W Orchard Park Dr, Greenville, SC
Fully refundableReserve now, pay when you stay
$70 nightly
The price is $77 total per night from Jul 1 to Jul 2
$77 total
Jul 1 - Jul 2
Total includes taxes and fees
7.2/10 Good! (1,001 reviews)
"Still a fine value for money hotel, with all features being average plus at worst. One negative (other than forgetting soaps in the room) is that there were no grab bars by the toilet in the room, which proved to be a difficult experience for us."

Reviewed on Jun 24, 2025

La Quinta Inn & Suites by Wyndham Greenville Haywood
See all 3,231 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.

Find the Best Cleveland Vacation Packages

Cleveland Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Greenville-Spartanburg Intl. Airport (GSP)
Max Temp Winter
45ºF
Max Temp Summer
85ºF
Top Sights
Caesars Head State Park, Jones Gap State Park and Victoria Valley Vineyard

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Frequently asked questions

How much does a Cleveland vacation package cost?
You can pick up a vacation package to this destination from $418 on Expedia. However, how much your vacation to Cleveland costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Cleveland?
December, January and February are great times to look for cheap Cleveland vacation packages. Opting to travel in quieter months means you can generally find reduced prices on flights and hotels.
How many days is enough for Cleveland?
For your Cleveland vacation, a few days will be enough to tour the best spots. Make sure to visit Fred W. Symmes Chapel --- it's one of the major attractions in this destination. If you're after more adventure, think about basing yourself here and venturing off on some trips from Cleveland.
Is it worth booking a vacation package to Cleveland?
Cleveland is a good vacation destination with attractions like Caesars Head State Park among the many things to keep you entertained. Whether you're traveling with the family or planning a trip with friends, a Cleveland vacation promises fun for everyone.
How to find the best Cleveland package deals?
Start your search for a Cleveland package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select some filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the perfect Cleveland package deal right away, simply change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Cleveland getaway off to a flying start.
Is it cheaper to book a Cleveland vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll usually snag a better deal than booking each component separately. And you'll still get the freedom to create a personalized Cleveland vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Cleveland?
Secure incredible bargains by reserving your flights in advance with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for an impromptu Cleveland trip.
Does Expedia offer Book Now, Pay Later Cleveland vacation packages?
If you're like us, you love exploring new places but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the cost of your Cleveland trip over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.