Cleveland Vacation Packages 2025/2026 from $392

Cleveland flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Hampton Inn & Suites Asheville Biltmore Village

Save 100% on your flight

$392

per person

Oct 27 - Oct 31

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Asheville (AVL)

This hotel features an indoor pool and a gym. There's no skimping on freebies - guests receive free full breakfast, free WiFi, and free self parking. A 24-hour business center, a coffee shop, and a terrace are also on offer.

Elevation Lofts Hotel

Downtown Asheville

Save 100% on your flight

$1,077

per person

Nov 13 - Nov 16

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Asheville (AVL)

Express check-out is available at this hotel. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Take advantage of the free self parking.

Hilton Garden Inn Asheville Downtown

Downtown Asheville

$450

per person

Nov 13 - Nov 16

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Asheville (AVL)

The hotel's outdoor pool, 24-hour gym, and 2 bars/lounges are among the featured amenities. Enjoy a meal from the restaurant and freebies like WiFi in public areas and an area shuttle. Self parking, a 24-hour business center, and a coffee shop are also offered.

Grand Bohemian Lodge Asheville, Autograph Collection®

Biltmore Village

Save 100% on your flight

$654

per person

Nov 13 - Nov 16

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Asheville (AVL)

A full-service spa, a gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. There's a bar/lounge on site, and a 24-hour front desk and laundry facilities are also provided.

The Radical Asheville, Tapestry Collection by Hilton

River Arts District

$454

per person

Nov 13 - Nov 16

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Asheville (AVL)

This hotel features a restaurant and 2 bars/lounges. Enjoy the 24-hour gym and perks like free WiFi. Self parking, a coffee shop, and a picnic area are also offered.

Top Cleveland hotels deals

Hilton Greenville

45 W Orchard Park Dr, Greenville, SC

Free Cancellation

Reserve now, pay when you stay

$104 nightly

$114 total

Sep 28 - Sep 29

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 18 conference rooms, free WiFi in public areas, and laundry service. Self parking, a terrace, and a garden are also offered.

Pet friendly

Free WiFi

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

851 Congaree Rd, Greenville, SC

Free Cancellation

$95 nightly

$105 total

Sep 28 - Sep 29

Total with taxes and fees

This smoke-free hotel includes 2 restaurants, an indoor pool, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Unwind with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and an area shuttle.

Pool

Free airport shuttle

La Quinta Inn & Suites by Wyndham Greenville Haywood

65 W Orchard Park Dr, Greenville, SC

Free Cancellation

Reserve now, pay when you stay

$69 nightly

$76 total

Sep 28 - Sep 29

Total with taxes and fees

This hotel features a gym and a seasonal outdoor pool. There's no skimping on freebies - guests receive free full breakfast, free WiFi, and free self parking. A business center, a terrace, and a garden are also on offer.

Pool

Breakfast included

Hyatt Place Greenville Downtown

128 East Broad Street, Greenville, SC

Free Cancellation

Reserve now, pay when you stay

$135 nightly

$149 total

Oct 5 - Oct 6

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a 24-hour gym on site, and a 24-hour front desk and a terrace are also provided.

Pool

Pet friendly

Hyatt Regency Greenville

220 N Main St, Greenville, SC

Free Cancellation

Reserve now, pay when you stay

$166 nightly

$182 total

Oct 12 - Oct 13

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the seasonal outdoor pool and conveniences like a 24-hour front desk and concierge services.

Pool

Pet friendly

Embassy Suites Greenville Golf Resort & Conference Center

670 Verdae Blvd, Greenville, SC

$123 nightly

$135 total

Oct 19 - Oct 20

Total with taxes and fees

A golf course, a 24-hour gym, and a restaurant are all featured at this resort. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the outdoor pool and free buffet breakfast each morning.

Pool

Breakfast included

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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.

Popular places to visit

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.

Beautiful Bald Rock in the upstate of South Carolina. Another easily accessible roadside attraction that provides breathtaking views.

View a video guide of Bald Rock here: https://www.hdcarolina.com/episode/bald-rock

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.

A hidden gem in the upstate of South Carolina that not a lot of people know about. This beauty is just 100ft from the road but the trail to the falls is unmarked. For a video guide of how to reach this waterfall

Eva Russell Chandler Heritage Preserve

You can take time to visit Eva Russell Chandler Heritage Preserve during your travels to Cleveland. While you're in the area, wander around the natural setting.

Frequently asked questions

How much are vacation packages to Cleveland?

Travelocity offers great package deals to Cleveland, including flights and hotels, starting at just $392. With the cash you save, you could book some cool tours or even tack on some extra nights to your exciting getaway.

Where can I get the best vacation package deals for Cleveland?

Travelocity will be able to help you lock in a great Cleveland package deal. With 400 partner airlines and 1,000,000 properties across the world, there's no doubt you'll find one that works for you.

Why should I purchase my Cleveland vacation bundle with Travelocity?

With our Price Match Guarantee, we'll match any lower price you can find. Add on our 24/7 support and top-quality service and your dream vacation is closer than ever before.

Can I save on my Cleveland car rental if I book it with hotels and flights?

Bundling your flight, car and hotel into a Cleveland vacation package is an easy way to score an incredible deal. Plus, having your own wheels gives you absolute freedom to get to all those big-name sights you're eager to explore. Sitting 70 mi away from Cleveland, Dollywood is one attraction that should have a place on your itinerary. Top up the tank and make a day trip of it.

What is the best time of year to go to Cleveland?

March, August and October is high season here, while December, January and February are more quiet. If your budget is your top consideration, try to avoid traveling during as it's usually the most expensive time. The least expensive month to see this part of the world is .

Which airport is best for Cleveland?

Greenville-Spartanburg Intl. Airport (GSP) is where many tourists touch down. You'll find it located 25 mi southeast from downtown Cleveland. Alternatively, check out the fares to Asheville Regional Airport (AVL), which is 25 mi away from central Cleveland.

What is there to do in Cleveland?

While getting off the beaten track is rewarding, you really shouldn't miss the big-name attractions that make a destination famous. Fred W. Symmes Chapel and Caesars Head State Park are a couple of them in Cleveland.

Where should I stay when visiting Cleveland?

The Cleveland Home w/ South Saluda Fishing Access is popular with many travelers. Book now to avoid missing out.