Cleveland Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Cleveland
Crowne Plaza Hotel Greenville-I-385-Roper Mtn Rd by IHG
851 Congaree Rd Greenville SC
Fully refundable
S$138
6 Sept - 7 Sept
includes taxes & fees
8.6/10 Excellent! (1,011 reviews)
"Amazing stay ❤️ Will be staying again!"
Reviewed on 5 Aug, 2026
The Lodge at Flat Rock
42 Mcmurray Rd Flat Rock NC
Fully refundableReserve now, pay when you stay
S$170
10 Aug - 11 Aug
includes taxes & fees
9.8/10 Exceptional! (1,269 reviews)
"We really enjoyed having such a comfortable "base of operations" for our stay in the Flat Rock/Hendersonville area! Each time we returned to The Lodge we were greeted with "Welcome Home" by the staff at the front desk and it truly did feel like we were coming "home" each time. We would recommend ..."
Reviewed on 6 Aug, 2026
Hyatt Regency Greenville
220 N Main St Greenville SC
Fully refundableReserve now, pay when you stay
S$221
16 Aug - 17 Aug
includes taxes & fees
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
Photo by Karyn Thompson
Fred W. Symmes Chapel
9.8/10 (29 reviews)
Perched atop Standing Stone Mountain, this open-air chapel offers unobstructed views of the Blue Ridge Mountains. Arrive at sunrise to experience the landscape bathed in golden light.
Caesars Head State Park
9.4/10 (46 reviews)
Perched on the Blue Ridge Escarpment, Caesars Head State Park offers dramatic panoramic views and the 420-foot Raven Cliff Falls. Autumn brings the spectacular hawk migration with thousands of raptors soaring past.
Mountain Bridge Wilderness Area
10.0/10 (1 review)
This pristine 11,000-acre wilderness connects two state parks with trails through southern mountain forest. Hike to the spectacular 400-foot Raven Cliff Falls while spotting native wildlife in this tranquil sanctuary.
Caesars Head Mountain
10.0/10 (1 review)
Perched dramatically on the Blue Ridge Escarpment, Caesars Head offers sweeping vistas across three states. Hike challenging trails to witness Raven Cliff Falls or join the autumn Hawk Watch migration spectacle.
Victoria Valley Vineyard
This French-style chateau winery produces European Vinifera wines amid South Carolina's rolling hills. Savour a wine tasting followed by lunch on the terrace overlooking 47 acres of lush vineyard landscape.
Mountain Lake
Mountain Lake offers a serene escape with fishing and boating amid rolling hills and lush greenery. Bring a picnic to enjoy lakeside views while exploring the peaceful natural surroundings.
Ashmore Heritage Preserve
Explore rare orchids and carnivorous plants in this biodiverse preserve's natural bog ecosystem. Hike the network of trails past waterfalls and granite outcrops while spotting unique wildlife in their natural habitat.
Lawton Lake
Lawton Lake offers a serene retreat with calm waters perfect for fishing and peaceful shoreline trails. Bring a picnic to enjoy under the shade trees after a morning of spotting local wildlife.
Frequently asked questions
How much does a Cleveland holiday package cost?
You can pick up a holiday package to this destination on Expedia. However, how much your holiday 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?
The off-season is the best time to travel to Cleveland if you're trying to keep costs down. Another tip for scoring cheap Cleveland holiday packages? Avoid visiting during public holidays and any major festivals or events.
How many days is enough for Cleveland?
You can easily see all the major sights in Cleveland in a few days, including the must-see Victoria Valley Vineyard. If you're after a longer Cleveland holiday, look at which kind of day tours and activities are available close by.
Is it worth booking a holiday package to Cleveland?
Cleveland offers everything you need for a wonderful getaway. Get your Cleveland holiday off to a flying start by checking out major attractions like Caesars Head State Park.
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 holiday as a package?
Expedia holiday 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 personalised Cleveland holiday by choosing your preferred accommodation type, airline and car class.
When to book a holiday 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.
How to plan a trip to Cleveland?
- Pick the perfect time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to go to Cleveland.
- Work out your budget: Make sure you have enough money to cover everything from meals and transportation to experiences and flights. Your hotel will probably be the biggest expense during your trip to Cleveland.
- Work out your trip length: Think about how long you'd like to spend discovering Cleveland. Plan your days so you can get to all the activities and attractions you're interested in at a leisurely pace.
- Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a personalised Cleveland holiday package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
