East Side Vacation Packages 2026 from $235

East Side flight + hotel vacation packages

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

Kent State University Hotel and Conference Center

$235

per person

Dec 11 - Dec 13

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Cleveland (CLE)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. There's a hot tub on site, and laundry facilities and concierge services are also offered.

Embassy Suites by Hilton Cleveland Rockside

$458

per person

Dec 17 - Dec 22

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Cleveland (CLE)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the 24-hour gym and free perks like cooked-to-order breakfast and WiFi in public areas. Self parking, a business center, and a snack bar/deli are also offered.

Hilliard Lofts

Downtown Cleveland

$598

per person

Dec 17 - Dec 22

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Cleveland (CLE)

This aparthotel includes free WiFi in public areas and laundry facilities.

The Rosebrook

$489

per person

Dec 31 - Jan 3

found 21 hours ago

Roundtrip flight included

Orlando (MCO) to Cleveland (CLE)

This aparthotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Luggage storage, laundry facilities, and a virtual front desk are also on offer.

Landing Apartments near Rivergate Park Area

Cuyahoga Valley

$647

per person

Dec 31 - Jan 3

found 21 hours ago

Roundtrip flight included

Orlando (MCO) to Cleveland (CLE)

This apartment features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the free WiFi in public areas and onsite conference center. Free self parking, barbecue grills, and a virtual front desk are also on offer.

Top East Side hotels deals

Fairbridge Hotel Cleveland East

28600 Ridgehills Drive Wickliffe OH

Free Cancellation

Reserve now, pay when you stay

$63 nightly

$73 total

Nov 1 - Nov 2

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and laundry facilities are also provided.

Parking included

Free WiFi

Comfort Inn Mayfield Heights Cleveland East

1421 Golden Gate Blvd Mayfield Heights OH

Free Cancellation

$103 nightly

$121 total

Nov 22 - Nov 23

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and onsite conference space. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.

Breakfast included

Pet friendly

Holiday Inn Cleveland-Mayfield by IHG

780 Beta Dr Mayfield OH

Free Cancellation

$115 nightly

$135 total

Nov 29 - Nov 30

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 and free WiFi in public areas. Free self parking, a terrace, and a snack bar/deli are also offered.

Parking included

Free WiFi

SkyLight Inn Cleveland - Willoughby

34600 Maplegrove Rd Willoughby OH

Free Cancellation

Reserve now, pay when you stay

$66 nightly

$76 total

Nov 9 - Nov 10

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and express check-in are also on offer.

Parking included

Free WiFi

Hilton Garden Inn Cleveland East/Mayfield Village

700 Beta Dr Mayfield OH

Free Cancellation

Reserve now, pay when you stay

$114 nightly

$134 total

Nov 8 - Nov 9

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy free perks like free self parking and an area shuttle.

Pet friendly

Parking included

The Westin Cleveland Downtown

777 Saint Clair Ave Ne Cleveland OH

Free Cancellation

Reserve now, pay when you stay

$129 nightly

$152 total

Nov 22 - Nov 23

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 business center, free WiFi in public areas, and valet parking. Self parking, a coffee shop, and a snack bar/deli are also offered.

Pet friendly

Free WiFi

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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.

Stay near popular East Side attractions

North Chagrin Reservation

9.8/10 (6 reviews)

Explore the great outdoors at North Chagrin Reservation, a lovely green space in Cleveland. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

See properties

Frequently asked questions

How much are vacation packages to East Side?

Your travel daydreams can become reality in East Side for only $235. Package deals include flights and hotels, and they'll make your booking nice and easy. The only thing you'll need to focus on is having an incredible time.

Where can I get the best vacation package deals for East Side?

It's hard to top Travelocity when it comes to putting together your East Side package deal. There are as many as 400 air carriers and 1,000,000 properties around the world to choose from. Plan your escape now and get ready to tick another amazing place off your must-visit list.

Why should I purchase my East Side vacation package via Travelocity?

Because we believe in crafting stress-free vacation experiences. From hotels and flights to car rentals and activities, everything is at your fingertips. Our customer support is on hand 24/7 to make sure you're being well taken care of. We also have an amazing Price Match Guarantee, so you can lock in your trip knowing you've landed the best deal around. Find a lower price and we'll match it!

Can I save money on my East Side car rental if I bundle it with my hotel or flight?

Certainly. And our East Side vacation packages will help you do it. In just a few clicks you can save money as well as time by bundling your bookings. Pick up the keys to your rental car then chart your own course. Looking for things to do? Add some activities or experiences to your package and make savings on those too.

Which airport is best for East Side?

If you're going to fly into East Side, it's likely you'll be arriving at Hopkins Intl. Airport (CLE) or Akron-Canton Airport (CAK).

What is there to do in East Side?

You'll be happy to know East Side is teeming with amazing things to see and do, however Historic Kirtland and The Holden Arboretum are among the best of them.