East Side Vacation Packages 2026 from $296

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Your East Side Vacation

When it's time for a break, book an East Side vacation package. Get ready to experience golfing, views, dining, and much more in this exciting destination. You can expect to have a long sightseeing list during your trip to East Side. One well-known city you'll want to explore is Willoughby. Whether you plan to travel on a shoestring or in the lap of luxury, Expedia are here to help you tailor-make your next dream East Side vacation.

The Latest East Side vacation packages

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

Highlander Inn Cleveland Beachwood Near I-480

Save 100% on your flight

$296

per person

Oct 9 - Oct 15

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Cleveland (CLE)

4.4/10 (16 reviews)

I won’t go back …………………..

Reviewed on Aug 27, 2026

Fidelity Hotel

Downtown Cleveland

Save 100% on your flight

$593

per person

Oct 2 - Oct 5

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Cleveland (CLE)

9.6/10 Exceptional! (920 reviews)

Very cute and clean boutique hotel located very closely

Reviewed on Aug 30, 2026

Cedar Stables Inn and Suites

Save 100% on your flight

$313

per person

Oct 15 - Oct 18

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Cleveland (CLE)

8.8/10 Excellent! (557 reviews)

Great vibe free bowling can’t beat it

Reviewed on Aug 30, 2026

ROOST Cleveland

Downtown Cleveland

Save 100% on your flight

$367

per person

Oct 2 - Oct 5

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Cleveland (CLE)

9.6/10 Exceptional! (811 reviews)

It's in a great location for the price. Your cin walking distance to the Rock and Roll Hall of Fame, the ball field, and the Goodtime III narrated your if how Cleveland came about. However, if you decide to park in the hotel garage, there's a daily fee. But you can leave and enter at any time.

Reviewed on Aug 29, 2026

Holiday Inn Cleveland Clinic by IHG

Fairfax

Save 100% on your flight

$554

per person

Oct 9 - Oct 15

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Cleveland (CLE)

8.8/10 Excellent! (1,470 reviews)

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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.

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Euclid Beach

Why not spend a lazy afternoon at Euclid Beach during your trip to Cleveland?

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StoneWater Golf Club

Enjoy a round of golf in Highland Heights at StoneWater Golf Club. Experience the great live music and entertainment choices in this walkable area.

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Classic Auto Group Park

7.2/10 (16 reviews)

Catch an event at Classic Auto Group Park during your trip to Eastlake. Make time to visit the area's shops, or simply enjoy its top-notch restaurants.

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Indian Museum of Lake County

6.8/10 (28 reviews)

You can spend an afternoon browsing the exhibits at Indian Museum of Lake County in Mentor. Make time to visit the area's shops, or simply enjoy its top-notch restaurants.

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Villa Angela Beach

Why not spend a lazy afternoon at Villa Angela Beach during your trip to Cleveland? Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

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Timberlake Public Beach

6.8/10 (6 reviews)

Why not spend a lazy afternoon at Timberlake Public Beach during your trip to Cleveland?

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St Ann Shrine

You can learn about the history of Highland Heights when you stop by St Ann Shrine. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

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What to do in East Side

Columbus: Multiple Attractions Pass

$55

per adult

100% of travellers recommend

Columbus: 1-Hour Themed Escape Room Adventure & Narrative

$42

per adult

100% of travellers recommend

The Escape Game at Easton Town Center in Columbus

$42

per adult

90% of travellers recommend

See all activities in East Side

East Side Hotel Deals

SkyLight Inn Cleveland - Willoughby

34600 Maplegrove Rd Willoughby OH

Fully refundableReserve now, pay when you stay

$60 nightly

$69 total

Sep 2 - Sep 3

Total with taxes and fees

6.6/10 (1,003 reviews)

"It's a decent, affordable place to stay. Nothing fancy on the outside, but the inside was clean and comfortable."

Reviewed on Aug 29, 2026

Red Roof Inn Cleveland - Mentor/ Willoughby

4166 State Route 306 Willoughby OH

Fully refundableReserve now, pay when you stay

$64 nightly

$73 total

Sep 30 - Oct 1

Total with taxes and fees

7.2/10 Good! (1,001 reviews)

"I loved my stay"

Reviewed on Aug 29, 2026

Holiday Inn Cleveland-Mayfield by IHG

780 Beta Dr Mayfield OH

Fully refundable

$118 nightly

$139 total

Sep 6 - Sep 7

Total with taxes and fees

8.8/10 Excellent! (861 reviews)

"The hotel was clean and otherwise nice."

Reviewed on Aug 28, 2026

See all 1,865 properties in East Side

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.