Cleveland Vacation Packages 2026 from $487

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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.

Bon Paul & Sharky's Youth Hostel

West Asheville

$487

per person

Nov 12 - Nov 16

found 1 day ago

Roundtrip non-stop flight included

Fort Lauderdale (FLL) to Asheville (AVL)

9.2/10 Wonderful! (44 reviews)

Good location right in the middle of town. The only issue was the parking. You have to park on the street and only in certain areas so you don’t get towed. Property was clean and quiet.

Reviewed on Jul 31, 2026

The Windsor Boutique Hotel

Downtown Asheville

Save 100% on your flight

$1,084

per person

Nov 27 - Dec 1

found 6 hours ago

Roundtrip flight included

Chicago (CHI) to Asheville (AVL)

9.8/10 Exceptional! (612 reviews)

This is an amazingly beautiful hotel. The staff are so friendly and helpful. Everything you need is here. There’s free coffee, tea, bottled water, sodas, snacks, etc. down stairs, and coffee in your room. My room was beautifully decorated. I had a free bottle of wine waiting for me, comfy robes and towels in the closet, a new package of coffee in the kitchen, and coasters exactly where I needed them. The flow from the shower head was a good flow. If I come back to Asheville, I will book again . Why mess with perfection? This hotel is perfect!

Reviewed on Aug 31, 2026

Backwoods Getaway

Save 100% on your flight

$998

per person

Nov 19 - Nov 22

found 9 hours ago

Roundtrip flight included

Miami (MIA) to Asheville (AVL)

10/10 Exceptional! (1 review)

Wonderful location, beautiful and serene property! Absolutely loved the decor and amenities, felt like we were staying in a treehouse surrounded by deer and other wildlife. Thank you, Woodstock Manor!

Reviewed on Aug 2, 2024

The Highlands at Sugar

Save 100% on your flight

$921

per person

Oct 13 - Oct 20

found 1 day ago

Roundtrip non-stop flight included

Fort Lauderdale (FLL) to Asheville (AVL)

8.2/10 Very Good! (837 reviews)

Blind Tiger Asheville

North Downtown

$830

per person

Nov 27 - Dec 1

found 6 hours ago

Roundtrip flight included

Chicago (CHI) to Asheville (AVL)

9.2/10 Wonderful! (251 reviews)

This hotel was exactly what we were looking for in Asheville. The Blind Tiger is a property where you can feel as removed or involved with the other guests and staff as you desire. We had an awesome little cottage to ourselves, would visit the main house for breakfast and to chat with the staff, but overall felt pleasantly unbothered in our accommodation and were able top easily come and go and walk downtown as we pleased. This is a definite recommended stay!

Reviewed on Jul 31, 2026

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Stay near popular Cleveland attractions

A wooden cross with inscriptions, set against a mountainous landscape with a cloudy sky.

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.

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A viewpoint overlooking a mountainous landscape with dense forests and a clear sky.

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.

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A mountainous landscape with autumn foliage, a clear sky, and a distant lake.

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.

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A waterfall in a forested area with a muddy pool at its base.

Eva Russell Chandler Heritage Preserve

This hidden preserve features a half-mile loop trail leading to granite outcrops with panoramic mountain views. Discover Slickum Falls cascading down rock faces while exploring diverse ecological habitats.

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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.

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Victoria Valley Vineyard

This French-style chateau winery produces European Vinifera wines amid South Carolina's rolling hills. Savor a wine tasting followed by lunch on the terrace overlooking 47 acres of lush vineyard landscape.

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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.

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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.

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Cleveland Hotel Deals

Crowne Plaza Hotel Greenville-I-385-Roper Mtn Rd by IHG

851 Congaree Rd Greenville SC

Fully refundableReserve now, pay when you stay

$81 nightly

$90 total

Sep 6 - Sep 7

Total with taxes and fees

Hilton Greenville

45 W Orchard Park Dr Greenville SC

Fully refundableReserve now, pay when you stay

$117 nightly

$129 total

Sep 9 - Sep 10

Total with taxes and fees

8.4/10 Very Good! (1,006 reviews)

"Beautiful hotel"

Reviewed on Aug 31, 2026

The Lodge at Flat Rock

42 Mcmurray Rd Flat Rock NC

Fully refundableReserve now, pay when you stay

$104 nightly

$117 total

Sep 8 - Sep 9

Total with taxes and fees

See all 3,357 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

Things to do in and around Cleveland

Cleveland, South Carolina, offers a variety of outdoor activities perfect for adventure seekers and nature lovers. You can explore scenic recreational areas, enjoy a round of golf, and engage in educational pursuits. As a sports mecca, the town is ideal for day trips filled with exciting experiences and activities that cater to all interests.

Shopping

For unique gifts, visit Carolina Honey Bee Company, located 13 miles from Cleveland. If you're up for a drive, check out Cedar Lane Shopping Center and Centre West Shopping Center, both offering a mix of shopping and entertainment vibes, located 18 and 17 miles away, respectively.

Recreation

Explore the Mountain Bridge Wilderness Area for a serene escape, where you can hike amidst nature's beauty and enjoy peaceful surroundings. For outdoor enthusiasts, the Connestee Falls Golf Club offers a challenging course, while the Brevard Music Center provides delightful concerts for an enriching cultural experience.

Adventure

Moonshine Mountain Snow Tubing Park offers exhilarating snow tubing experiences only 14 miles from Cleveland, perfect for thrill-seekers. For family fun, visit Elijah Mountain Gem Mine, located 17 miles away, where you can mine for gems. For water adventures, Green River Adventures, 18 miles away, provides exciting outdoor activities.

Nightlife

In Cleveland, South Carolina, enjoy a cozy evening at local spots like The Blue Ridge Brewery, where craft beer flows freely. For live music, check out the nearby Upstate Music Center, perfect for a laid-back vibe and mingling with friendly locals.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Cleveland

Cleveland, South Carolina, is an ideal destination for outdoor enthusiasts and adventure seekers. Surrounded by breathtaking scenery, visitors can explore national and state parks, nature reserves, and modern college campuses. The area's attractions cater to travelers looking for eco-friendly experiences and thrilling outdoor activities, making it a perfect spot for a memorable vacation filled with adventure and natural beauty.

Fred W. Symmes Chapel: Nestled in the serene landscape of Cleveland, this beautiful chapel offers a peaceful atmosphere and stunning architecture. It's an ideal spot for reflection, photography, and experiencing the local culture amidst nature.
Caesars Head State Park: A haven for adventure seekers, this state park boasts breathtaking views, hiking trails, and picnic areas. Explore the diverse wildlife and lush scenery as you engage in outdoor activities like hiking and birdwatching.
Caesars Head Mountain: Known for its majestic elevation, this mountain provides spectacular vistas and thrilling hiking opportunities. Enjoy the panoramic views of the surrounding landscape while immersing yourself in the natural beauty of the area.

Best time to go to Cleveland

The best time to visit Cleveland is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	36.9°F (2.7°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
February	41.2°F (5.1°C)	Light Rain	Mostly Sunny	Average	Slightly Low
March	47.5°F (8.6°C)	Light Rain	Mostly Sunny	Average	Average
April	55.6°F (13.1°C)	Light Rain	Mostly Sunny	Average	Average
May	63.5°F (17.5°C)	Light Rain	Mostly Sunny	Slightly High	Average
June	70.7°F (21.5°C)	Light Rain	Mostly Sunny	Slightly High	Average
July	73.6°F (23.1°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	72.0°F (22.2°C)	Light Rain	Mostly Sunny	Average	Average
September	66.9°F (19.4°C)	Light Rain	Mostly Sunny	Average	Slightly High
October	57.2°F (14.0°C)	Light Rain	Mostly Sunny	Average	Slightly High
November	46.9°F (8.3°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly High
December	41.5°F (5.3°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low

Tips to save on your trip to Cleveland

Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Cleveland.
Consider traveling to Cleveland during the low season (December to February) for more affordable options.
Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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 $487 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.

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Cleveland Vacation Rentals

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

Cleveland Vacations from $487

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Plan, book, travel with confidence

Better together

Find the right fit

Rest easy

Your Cleveland Vacation

The Latest Cleveland vacation packages

Bon Paul & Sharky's Youth Hostel

The Windsor Boutique Hotel

Backwoods Getaway

The Highlands at Sugar

Blind Tiger Asheville

Stay near popular Cleveland attractions

Fred W. Symmes Chapel

Caesars Head State Park

Mountain Bridge Wilderness Area

Eva Russell Chandler Heritage Preserve

Caesars Head Mountain

Victoria Valley Vineyard

Mountain Lake

Ashmore Heritage Preserve

Cleveland Hotel Deals

Crowne Plaza Hotel Greenville-I-385-Roper Mtn Rd by IHG

Hilton Greenville

The Lodge at Flat Rock

Find the Best Cleveland Vacation Packages

Things to do in and around Cleveland

Find the best attractions in Cleveland

Best time to go to Cleveland

Tips to save on your trip to Cleveland

Cleveland Essential Information

More vacations you might like

Frequently asked questions

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